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2637-34-5

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2637-34-5 Usage

Chemical Properties

2-Mercaptopyridine is yellow crystalline powder

Uses

Different sources of media describe the Uses of 2637-34-5 differently. You can refer to the following data:
1. 2-Mercaptopyridine Can be used to coat porous media to purify plasmid DNA.
2. Employed as a ligand in metal complexes.1,2
3. Employed as a ligand in metal complexes. It can be used to coat porous media to purify plasmid DNA.

Purification Methods

If impure, dissolve in CHCl3, wash with dilute AcOH, H2O, dry (MgSO4), evaporate under reduced pressure and recrystallise the residue from *C6H6 or H2O. 2-Methylmercaptopyridine (b 100-104o/33mm, pK2 0 3.59) was formed by treatment with MeI/NaOH. [Albert & Barlin J Chem Soc 2394 1959, Phillips & Shapiro J Chem Soc 584 1942, Beilstein 21 H 45, 21 III/IV 373, 21/7 V 147.]

Check Digit Verification of cas no

The CAS Registry Mumber 2637-34-5 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 2,6,3 and 7 respectively; the second part has 2 digits, 3 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 2637-34:
(6*2)+(5*6)+(4*3)+(3*7)+(2*3)+(1*4)=85
85 % 10 = 5
So 2637-34-5 is a valid CAS Registry Number.
InChI:InChI=1/C5H5NS/c7-5-3-1-2-4-6-5/h1-4H,(H,6,7)

2637-34-5 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
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  • Price
  • Detail
  • TCI America

  • (M0246)  2-Mercaptopyridine  >98.0%(HPLC)(T)

  • 2637-34-5

  • 25g

  • 640.00CNY

  • Detail
  • TCI America

  • (M0246)  2-Mercaptopyridine  >98.0%(HPLC)(T)

  • 2637-34-5

  • 100g

  • 2,100.00CNY

  • Detail
  • Alfa Aesar

  • (A11741)  2-Mercaptopyridine, 98%   

  • 2637-34-5

  • 5g

  • 166.0CNY

  • Detail
  • Alfa Aesar

  • (A11741)  2-Mercaptopyridine, 98%   

  • 2637-34-5

  • 25g

  • 646.0CNY

  • Detail
  • Alfa Aesar

  • (A11741)  2-Mercaptopyridine, 98%   

  • 2637-34-5

  • 100g

  • 2194.0CNY

  • Detail
  • Aldrich

  • (M5852)  2-Mercaptopyridine  ReagentPlus®, 99%

  • 2637-34-5

  • M5852-5G

  • 200.07CNY

  • Detail
  • Aldrich

  • (M5852)  2-Mercaptopyridine  ReagentPlus®, 99%

  • 2637-34-5

  • M5852-25G

  • 864.63CNY

  • Detail
  • Vetec

  • (V900635)  2-Mercaptopyridine  Vetec reagent grade, 98%

  • 2637-34-5

  • V900635-5G

  • 195.39CNY

  • Detail
  • Vetec

  • (V900635)  2-Mercaptopyridine  Vetec reagent grade, 98%

  • 2637-34-5

  • V900635-25G

  • 883.35CNY

  • Detail

2637-34-5SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 13, 2017

Revision Date: Aug 13, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-Mercaptopyridine

1.2 Other means of identification

Product number -
Other names 2-mercapto-pyridine

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:2637-34-5 SDS

2637-34-5Synthetic route

L-leucine
61-90-5

L-leucine

O-(tert-butyl) S-(pyridin-2-yl)carbonothioate
105678-24-8

O-(tert-butyl) S-(pyridin-2-yl)carbonothioate

A

2-Mercaptopyridine
2637-34-5

2-Mercaptopyridine

B

N-tert-butoxycarbonyl-L-leucine
13139-15-6

N-tert-butoxycarbonyl-L-leucine

Conditions
ConditionsYield
With triethylamine In water; N,N-dimethyl-formamide for 12h; Ambient temperature;A n/a
B 95%
O-(tert-butyl) S-(pyridin-2-yl)carbonothioate
105678-24-8

O-(tert-butyl) S-(pyridin-2-yl)carbonothioate

L-proline
147-85-3

L-proline

A

2-Mercaptopyridine
2637-34-5

2-Mercaptopyridine

B

1-(tert-butoxycarbonyl)-L-proline
15761-39-4

1-(tert-butoxycarbonyl)-L-proline

Conditions
ConditionsYield
With triethylamine In water; N,N-dimethyl-formamide for 4h; Ambient temperature;A n/a
B 95%
methanol
67-56-1

methanol

pyridin-2-yl 1-thio-β-D-glucopyranoside
2297-41-8

pyridin-2-yl 1-thio-β-D-glucopyranoside

A

2-Mercaptopyridine
2637-34-5

2-Mercaptopyridine

B

methyl beta-D-glucopyranoside
709-50-2

methyl beta-D-glucopyranoside

Conditions
ConditionsYield
With citrate-phosphate buffer; almond β-D-glucosidase at 25℃; for 1h; pH=5.0;A n/a
B 95%
1-phenyl-2-(pyridin-2-ylthio)ethan-1-one
46721-77-1

1-phenyl-2-(pyridin-2-ylthio)ethan-1-one

2-Mercaptopyridine
2637-34-5

2-Mercaptopyridine

Conditions
ConditionsYield
With magnesium; acetic acid In methanol at 20℃;94%
2,2'-dipyridyldisulphide
2127-03-9

2,2'-dipyridyldisulphide

2,4-dimethylbenzenesulfonic acid
88-61-9

2,4-dimethylbenzenesulfonic acid

triphenylphosphine
603-35-0

triphenylphosphine

A

2-Mercaptopyridine
2637-34-5

2-Mercaptopyridine

B

2,4-dimethyl-thiophenol
13616-82-5

2,4-dimethyl-thiophenol

C

Triphenylphosphine oxide
791-28-6

Triphenylphosphine oxide

Conditions
ConditionsYield
In benzene for 2h; Product distribution; Mechanism; Heating; further reaction partners - various diaryl disulfides;A n/a
B 92%
C 88%
O-(tert-butyl) S-(pyridin-2-yl)carbonothioate
105678-24-8

O-(tert-butyl) S-(pyridin-2-yl)carbonothioate

L-threonine, dicyclohexylammonium salt

L-threonine, dicyclohexylammonium salt

A

2-Mercaptopyridine
2637-34-5

2-Mercaptopyridine

B

Boc-Thr-OH
2592-18-9

Boc-Thr-OH

Conditions
ConditionsYield
With triethylamine In water; N,N-dimethyl-formamide for 12h; Ambient temperature;A n/a
B 92%
O-(tert-butyl) S-(pyridin-2-yl)carbonothioate
105678-24-8

O-(tert-butyl) S-(pyridin-2-yl)carbonothioate

L-tyrosine, dicyclohexylammonium salt

L-tyrosine, dicyclohexylammonium salt

A

2-Mercaptopyridine
2637-34-5

2-Mercaptopyridine

B

Boc-Tyr-OH
3978-80-1

Boc-Tyr-OH

Conditions
ConditionsYield
With triethylamine In water; N,N-dimethyl-formamide for 16h; Ambient temperature;A n/a
B 92%
2,2'-dipyridyldisulphide
2127-03-9

2,2'-dipyridyldisulphide

2-Mercaptopyridine
2637-34-5

2-Mercaptopyridine

Conditions
ConditionsYield
With sodium tetrahydroborate; zirconium(IV) chloride In tetrahydrofuran at 35℃; for 0.166667h; Reduction;90%
With sodium citrate; titanium(III) chloride In ethanol; water; acetic acid pH 4.5 to 6.O;40%
With water; titanium(IV) oxide In acetonitrile at 22℃; Irradiation;
O-(tert-butyl) S-(pyridin-2-yl)carbonothioate
105678-24-8

O-(tert-butyl) S-(pyridin-2-yl)carbonothioate

L-methionine, dicyclohexylammonium salt

L-methionine, dicyclohexylammonium salt

A

2-Mercaptopyridine
2637-34-5

2-Mercaptopyridine

B

N-tert-butoxycarbonyl-L-methionine
2488-15-5

N-tert-butoxycarbonyl-L-methionine

Conditions
ConditionsYield
With triethylamine In water; N,N-dimethyl-formamide for 8h; Ambient temperature;A n/a
B 90%
O-(tert-butyl) S-(pyridin-2-yl)carbonothioate
105678-24-8

O-(tert-butyl) S-(pyridin-2-yl)carbonothioate

L-phenylalanine, dicyclohexylammonium salt

L-phenylalanine, dicyclohexylammonium salt

A

2-Mercaptopyridine
2637-34-5

2-Mercaptopyridine

B

N-tert-butoxycarbonyl-L-phenylalanine
13734-34-4

N-tert-butoxycarbonyl-L-phenylalanine

Conditions
ConditionsYield
With triethylamine In water; N,N-dimethyl-formamide for 16h; Ambient temperature;A n/a
B 89%
O-(tert-butyl) S-(pyridin-2-yl)carbonothioate
105678-24-8

O-(tert-butyl) S-(pyridin-2-yl)carbonothioate

L-Tryptophan
73-22-3

L-Tryptophan

A

2-Mercaptopyridine
2637-34-5

2-Mercaptopyridine

B

Boc-Trp-OH
13139-14-5

Boc-Trp-OH

Conditions
ConditionsYield
With triethylamine In water; N,N-dimethyl-formamide for 8h; Ambient temperature;A n/a
B 89%
triisopropylsilyl 4-(pyridine-2-yldisulfanyl)pentanoate
1334524-24-1

triisopropylsilyl 4-(pyridine-2-yldisulfanyl)pentanoate

alpha-mercaptophenylacetic acid
39161-85-8

alpha-mercaptophenylacetic acid

A

2-Mercaptopyridine
2637-34-5

2-Mercaptopyridine

B

[2-({5-oxo-5-[(triisopropylsilyl)oxy]pentan-2-yl}disulfanyl)phenyl]acetic acid
1334524-25-2

[2-({5-oxo-5-[(triisopropylsilyl)oxy]pentan-2-yl}disulfanyl)phenyl]acetic acid

Conditions
ConditionsYield
In tetrahydrofuran at -10 - 20℃; for 1.5h; Inert atmosphere;A n/a
B 88%
2-mercaptopyridine N-oxide
1121-31-9

2-mercaptopyridine N-oxide

2-Mercaptopyridine
2637-34-5

2-Mercaptopyridine

Conditions
ConditionsYield
With Dimethylphenylsilane In tetrahydrofuran at 20℃; for 24h; Inert atmosphere;88%
Stage #1: 2-mercaptopyridine N-oxide With bis(pinacol)diborane In water at 110℃; for 10h;
Stage #2: With ethylenediamine In water at 20℃; for 1h;
72%
N-palmitoxy-2-pyridinethione
89025-67-2

N-palmitoxy-2-pyridinethione

thiophenol
108-98-5

thiophenol

A

2-Mercaptopyridine
2637-34-5

2-Mercaptopyridine

B

pentadecane
629-62-9

pentadecane

C

diphenyldisulfane
882-33-7

diphenyldisulfane

Conditions
ConditionsYield
With tetrachloromethane for 0.333333h; Product distribution; Mechanism; Ambient temperature; sonication;A 87%
B 85%
C 70%
O-(tert-butyl) S-(pyridin-2-yl)carbonothioate
105678-24-8

O-(tert-butyl) S-(pyridin-2-yl)carbonothioate

L-serine, dicyclohexylammonium salt

L-serine, dicyclohexylammonium salt

A

2-Mercaptopyridine
2637-34-5

2-Mercaptopyridine

B

(S)-N-(tert-butoxycarbonyl)serine
3262-72-4

(S)-N-(tert-butoxycarbonyl)serine

Conditions
ConditionsYield
With triethylamine In water; N,N-dimethyl-formamide for 10h; Ambient temperature;A n/a
B 85%
L-alanin
56-41-7

L-alanin

O-(tert-butyl) S-(pyridin-2-yl)carbonothioate
105678-24-8

O-(tert-butyl) S-(pyridin-2-yl)carbonothioate

A

2-Mercaptopyridine
2637-34-5

2-Mercaptopyridine

B

L-N-Boc-Ala
15761-38-3

L-N-Boc-Ala

Conditions
ConditionsYield
With triethylamine In water; N,N-dimethyl-formamide for 16h; Ambient temperature;A n/a
B 84%
O-(tert-butyl) S-(pyridin-2-yl)carbonothioate
105678-24-8

O-(tert-butyl) S-(pyridin-2-yl)carbonothioate

L-cystein, dicyclohexylammonium salt

L-cystein, dicyclohexylammonium salt

A

2-Mercaptopyridine
2637-34-5

2-Mercaptopyridine

B

N-(tert-Butyloxycarbonyl)-L-cysteine
20887-95-0

N-(tert-Butyloxycarbonyl)-L-cysteine

Conditions
ConditionsYield
With triethylamine In water; N,N-dimethyl-formamide for 12h; Ambient temperature;A n/a
B 84%
L-cystine
56-89-3

L-cystine

O-(tert-butyl) S-(pyridin-2-yl)carbonothioate
105678-24-8

O-(tert-butyl) S-(pyridin-2-yl)carbonothioate

A

2-Mercaptopyridine
2637-34-5

2-Mercaptopyridine

B

di-t-butoxycarbonyl-L-cystine
10389-65-8

di-t-butoxycarbonyl-L-cystine

Conditions
ConditionsYield
With triethylamine In water; N,N-dimethyl-formamide for 20h; Ambient temperature;A n/a
B 83%
L-valine
72-18-4

L-valine

O-(tert-butyl) S-(pyridin-2-yl)carbonothioate
105678-24-8

O-(tert-butyl) S-(pyridin-2-yl)carbonothioate

A

2-Mercaptopyridine
2637-34-5

2-Mercaptopyridine

B

t-Boc-L-valine
13734-41-3

t-Boc-L-valine

Conditions
ConditionsYield
With triethylamine In water; N,N-dimethyl-formamide for 12h; Ambient temperature;A n/a
B 80%
pyridin-2-yl 1-thio-β-D-glucopyranoside
2297-41-8

pyridin-2-yl 1-thio-β-D-glucopyranoside

ethanol
64-17-5

ethanol

A

2-Mercaptopyridine
2637-34-5

2-Mercaptopyridine

B

(2R,3R,4S,5S,6R)-2-Ethoxy-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol
3198-49-0, 15486-24-5, 18997-88-1, 19467-01-7, 34625-23-5, 59121-69-6, 118245-31-1, 118245-32-2, 142925-34-6

(2R,3R,4S,5S,6R)-2-Ethoxy-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol

Conditions
ConditionsYield
With citrate-phosphate buffer; almond β-D-glucosidase at 25℃; for 1h; pH=5.0;A n/a
B 79%
2-iodopyridine
5029-67-4

2-iodopyridine

2-Mercaptopyridine
2637-34-5

2-Mercaptopyridine

Conditions
ConditionsYield
With sodiumsulfide nonahydrate; copper; ethane-1,2-dithiol In dimethyl sulfoxide at 100℃; for 20h; Inert atmosphere; Green chemistry;76%
With 4-Methoxybenzenethiol; potassium tert-butylate; bis[2-(diphenylphosphino)phenyl] ether In toluene at 100℃; for 2h;7%
di-2-pyridyl sulfide
4262-06-0

di-2-pyridyl sulfide

phenol
108-95-2

phenol

A

2-Mercaptopyridine
2637-34-5

2-Mercaptopyridine

B

2-phenoxypyridine
4783-68-0

2-phenoxypyridine

Conditions
ConditionsYield
at 200℃; for 1h;A 47.5 mg
B 72%
With potassium tert-butylate In propan-1-ol at 200℃; for 0.5h; Mechanism; further solvents;
(1H-pyridine-2-thionato-S)bis(1H-pyridine-2-thionato-N,S)(1H-pyridine-2-thione-S)rhodium(III)

(1H-pyridine-2-thionato-S)bis(1H-pyridine-2-thionato-N,S)(1H-pyridine-2-thione-S)rhodium(III)

A

2-Mercaptopyridine
2637-34-5

2-Mercaptopyridine

mer-tris(1H-pyridine-2-thionato-N,S)rhodium(III)

mer-tris(1H-pyridine-2-thionato-N,S)rhodium(III)

Conditions
ConditionsYield
In neat (no solvent) melting in a porcelain crucible; mlet is cooled and dissolved in CH2Cl2 and eluted through a 5% deactivated alumina column; recrystn. from CHCl3/benzene/light petroleum; elem. anal.;A n/a
B 70%
2,2'-dipyridyldisulphide
2127-03-9

2,2'-dipyridyldisulphide

4-chloro-benzenesulfonic acid
98-66-8

4-chloro-benzenesulfonic acid

triphenylphosphine
603-35-0

triphenylphosphine

A

2-Mercaptopyridine
2637-34-5

2-Mercaptopyridine

B

p-Chlorothiophenol
106-54-7

p-Chlorothiophenol

C

Triphenylphosphine oxide
791-28-6

Triphenylphosphine oxide

Conditions
ConditionsYield
In benzene for 4h; Product distribution; Mechanism; Heating; further reaction partners - various diaryl disulfides;A n/a
B 53%
C 65%
2-bromo-pyridine
109-04-6

2-bromo-pyridine

2-Mercaptopyridine
2637-34-5

2-Mercaptopyridine

Conditions
ConditionsYield
With sodium thiosulfate In ethanol; water for 22h; Heating; starting pH=3.2, (85percent H3PO4, NaH2PO4);63%
With propylene glycol; potassium hydrosulfide at 150 - 175℃;
3-carboxy-2-mercaptopyridine
38521-46-9

3-carboxy-2-mercaptopyridine

A

2-Mercaptopyridine
2637-34-5

2-Mercaptopyridine

B

2,2'-dipyridyldisulphide
2127-03-9

2,2'-dipyridyldisulphide

Conditions
ConditionsYield
at 800℃; under 0.01 Torr;A 58%
B 11%
2-bromo-pyridine
109-04-6

2-bromo-pyridine

benzyl alcohol
100-51-6

benzyl alcohol

A

2-Mercaptopyridine
2637-34-5

2-Mercaptopyridine

B

2-(benzylthio)pyridine
51290-79-0

2-(benzylthio)pyridine

Conditions
ConditionsYield
With water; sodium thiosulfate In neat (no solvent) at 150℃; for 24h; Reagent/catalyst; Sealed tube; Green chemistry; chemoselective reaction;A n/a
B 40%
2,2'-dipyridyl disulfide bis-N-oxide
3696-28-4

2,2'-dipyridyl disulfide bis-N-oxide

2-Mercaptopyridine
2637-34-5

2-Mercaptopyridine

Conditions
ConditionsYield
With sodium citrate; titanium(III) chloride In ethanol; water; acetic acid pH 4.5 to 6.O;38%
(4R,5S)-5-(3-Cyano-indol-1-ylmethyl)-2,2-dimethyl-[1,3]dioxolane-4-carboxylic acid 2-thioxo-2H-pyridin-1-yl ester
1027185-39-2

(4R,5S)-5-(3-Cyano-indol-1-ylmethyl)-2,2-dimethyl-[1,3]dioxolane-4-carboxylic acid 2-thioxo-2H-pyridin-1-yl ester

A

2-Mercaptopyridine
2637-34-5

2-Mercaptopyridine

B

1-(2,2-Dimethyl-[1,3]dioxol-4-ylmethyl)-1H-indole-3-carbonitrile

1-(2,2-Dimethyl-[1,3]dioxol-4-ylmethyl)-1H-indole-3-carbonitrile

C

1-[(4S,5R)-2,2-Dimethyl-5-(pyridin-2-ylsulfanyl)-[1,3]dioxolan-4-ylmethyl]-1H-indole-3-carbonitrile

1-[(4S,5R)-2,2-Dimethyl-5-(pyridin-2-ylsulfanyl)-[1,3]dioxolan-4-ylmethyl]-1H-indole-3-carbonitrile

D

1-[(4S,5S)-2,2-Dimethyl-5-(pyridin-2-ylsulfanyl)-[1,3]dioxolan-4-ylmethyl]-1H-indole-3-carbonitrile

1-[(4S,5S)-2,2-Dimethyl-5-(pyridin-2-ylsulfanyl)-[1,3]dioxolan-4-ylmethyl]-1H-indole-3-carbonitrile

Conditions
ConditionsYield
In tetrahydrofuran at -78℃; for 1.25h; Irradiation;A 6.9 mg
B 11%
C 9%
D 34%
2-Pyridone
142-08-5

2-Pyridone

2-Mercaptopyridine
2637-34-5

2-Mercaptopyridine

Conditions
ConditionsYield
With phosphorous (V) sulfide at 160℃;
2-Mercaptopyridine
2637-34-5

2-Mercaptopyridine

2,2'-dipyridyldisulphide
2127-03-9

2,2'-dipyridyldisulphide

Conditions
ConditionsYield
With 2,2'-dipyridyl disulfide bis-N-oxide In chloroform for 1h; Ambient temperature;100%
With oxygen In water at 80℃; under 2250.23 Torr; for 1h;99%
With manganese(II)carbonate; 3,4,5-trihydroxybenzoic acid; oxygen; sodium carbonate In water at 80℃; under 2250.23 Torr; for 4h; pH=9; Schlenk technique; Green chemistry;99%
2-Mercaptopyridine
2637-34-5

2-Mercaptopyridine

n-octanoic acid chloride
111-64-8

n-octanoic acid chloride

S-(pyridin-2-yl)octanethioate
89397-99-9

S-(pyridin-2-yl)octanethioate

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃; Cooling with ice bath;100%
With TEA In dichloromethane at 0℃;
Stage #1: 2-Sulfanylpyridine With triethylamine In dichloromethane at 0℃;
Stage #2: n-octanoic acid chloride at 20℃; for 1.5h;
2-Mercaptopyridine
2637-34-5

2-Mercaptopyridine

4-azidobutanoyl chloride
14468-88-3

4-azidobutanoyl chloride

4-azidobutyric acid 2-thiopyridin-2-yl ester

4-azidobutyric acid 2-thiopyridin-2-yl ester

Conditions
ConditionsYield
In dichloromethane for 1.5h; from 4 deg C to RT;100%
2-Mercaptopyridine
2637-34-5

2-Mercaptopyridine

S-sec-butyl methanethiosulfonate

S-sec-butyl methanethiosulfonate

2-chlorothiphenol
6320-03-2

2-chlorothiphenol

methanethiosulfonic acid S-methyl ester
2949-92-0

methanethiosulfonic acid S-methyl ester

S-ethyl methanethiosulfonate
2043-76-7

S-ethyl methanethiosulfonate

S-isopropyl methanethiosulfonate
32846-80-3

S-isopropyl methanethiosulfonate

S-propyl methanethiosulfonate
24387-69-7

S-propyl methanethiosulfonate

S-butyl methanethiosulfonate
52017-46-6

S-butyl methanethiosulfonate

3,4-dimethylthiophenol
18800-53-8

3,4-dimethylthiophenol

o-hydroxymethyl thiophenol
4521-31-7

o-hydroxymethyl thiophenol

3,4-difluorobenzenethiol
60811-24-7

3,4-difluorobenzenethiol

3-ethoxybenzenethiol
86704-82-7

3-ethoxybenzenethiol

para-nitrobenzenethiol
1849-36-1

para-nitrobenzenethiol

4-aminotiophenol
1193-02-8

4-aminotiophenol

A

2-(isopropyldisulfanyl)pyridine
24367-42-8

2-(isopropyldisulfanyl)pyridine

B

2-(methyldisulfanyl)pyridine
63434-91-3

2-(methyldisulfanyl)pyridine

C

2-(ethyldisulfaneyl)pyridine
60681-89-2

2-(ethyldisulfaneyl)pyridine

D

2-pyridyl 1-methylpropyl disulfide
1042696-74-1

2-pyridyl 1-methylpropyl disulfide

E

4-methyldisulfanyl-phenylamine
1042696-70-7

4-methyldisulfanyl-phenylamine

F

m-ethoxyphenyl methyl disulfide
1042696-67-2

m-ethoxyphenyl methyl disulfide

G

o-chlorophenyl ethyl disulfide
1042696-55-8

o-chlorophenyl ethyl disulfide

H

3,4-dimethylphenyl methyl disulfide
1042696-61-6

3,4-dimethylphenyl methyl disulfide

I

o-chlorophenyl isopropyl disulfide
1042696-56-9

o-chlorophenyl isopropyl disulfide

J

o-(hydroxymethyl)phenyl methyl disulfide
1042696-73-0

o-(hydroxymethyl)phenyl methyl disulfide

K

3,4-difluorophenyl methyl disulfide
1042696-47-8

3,4-difluorophenyl methyl disulfide

L

3,4-dimethylphenyl ethyl disulfide
1042696-62-7

3,4-dimethylphenyl ethyl disulfide

M

s-butyl o-chlorophenyl disulfide
1042696-57-0

s-butyl o-chlorophenyl disulfide

N

3,4-dimethylphenyl isopropyl disulfide
1042696-63-8

3,4-dimethylphenyl isopropyl disulfide

O

o-chlorophenyl n-propyl disulfide
1042696-58-1

o-chlorophenyl n-propyl disulfide

P

3,4-dimethylphenyl n-propyl disulfide
1042696-65-0

3,4-dimethylphenyl n-propyl disulfide

Q

n-butyl o-chlorophenyl disulfide
1042696-60-5

n-butyl o-chlorophenyl disulfide

R

3,4-difluorophenyl ethyl disulfide
1042696-49-0

3,4-difluorophenyl ethyl disulfide

S

3,4-difluorophenyl isopropyl disulfide
1042696-50-3

3,4-difluorophenyl isopropyl disulfide

T

sec-butyl 3,4-dimethylphenyl disulfide
1042696-64-9

sec-butyl 3,4-dimethylphenyl disulfide

U

sec-butyl 3,4-difluorophenyl disulfide
1042696-51-4

sec-butyl 3,4-difluorophenyl disulfide

V

3,4-difluorophenyl n-propyl disulfide
1042696-52-5

3,4-difluorophenyl n-propyl disulfide

W

n-butyl 3,4-dimethylphenyl disulfide
1042696-66-1

n-butyl 3,4-dimethylphenyl disulfide

X

n-butyl 3,4-difluorophenyl disulfide
1042696-54-7

n-butyl 3,4-difluorophenyl disulfide

Y

methyl 4-nitrophenyl disulphide
63296-21-9

methyl 4-nitrophenyl disulphide

Conditions
ConditionsYield
In methanol for 1h; Combinatorial reaction / High throughput screening (HTS);A 10%
B 35%
C 25%
D 15%
E 82%
F 28%
G 59%
H 53%
I 80%
J 44%
K 50%
L 66%
M 100%
N 19%
O 37%
P 48%
Q 76%
R 42%
S 53%
T 38%
U 65%
V 54%
W 79%
X 43%
Y 76%
2-Mercaptopyridine
2637-34-5

2-Mercaptopyridine

4-(difluoromethoxy)benzoyl chloride
57320-63-5

4-(difluoromethoxy)benzoyl chloride

S-pyridin-2-yl 4-(difluoromethoxy)benzothioate

S-pyridin-2-yl 4-(difluoromethoxy)benzothioate

Conditions
ConditionsYield
In tetrahydrofuran for 0.5h;100%
2-Mercaptopyridine
2637-34-5

2-Mercaptopyridine

2-mercaptopyridine sodium salt
13327-62-3

2-mercaptopyridine sodium salt

Conditions
ConditionsYield
With sodium In ethanol at 20℃; for 3h; Inert atmosphere;100%
With sodium In ethanol at 20℃; Inert atmosphere;
With sodium In ethanol
With sodium hydride In tetrahydrofuran Inert atmosphere; Glovebox;
2-Mercaptopyridine
2637-34-5

2-Mercaptopyridine

1-bromo-4-trifluoromethyl-2-nitrobenzene
349-03-1

1-bromo-4-trifluoromethyl-2-nitrobenzene

2-((2-nitro-4-(trifluoromethyl)phenyl)thio)pyridine

2-((2-nitro-4-(trifluoromethyl)phenyl)thio)pyridine

Conditions
ConditionsYield
With copper(l) iodide; (S,S)-1,2-diaminocyclohexane In water at 120℃;99.9%
2-Mercaptopyridine
2637-34-5

2-Mercaptopyridine

methyl iodide
74-88-4

methyl iodide

2-methylsulfanyl-pyridine
18438-38-5

2-methylsulfanyl-pyridine

Conditions
ConditionsYield
With potassium carbonate; triethylamine In dichloromethane at 0℃;99%
With 1,8-diazabicyclo[5.4.0]undec-7-ene In tetrahydrofuran; acetonitrile at 0 - 20℃; Inert atmosphere;98%
Stage #1: 2-Sulfanylpyridine With 1,8-diazabicyclo[5.4.0]undec-7-ene In tetrahydrofuran; acetonitrile at 0℃; for 0.0833333h; Inert atmosphere;
Stage #2: methyl iodide In tetrahydrofuran; acetonitrile at 0 - 20℃; Inert atmosphere;
98%
2-Mercaptopyridine
2637-34-5

2-Mercaptopyridine

2-(3-bromopropyl)isoindole-1,3-dione
5460-29-7

2-(3-bromopropyl)isoindole-1,3-dione

2-[3'-(pyridin-2''-ylsulfanyl)propyl]-1H-isoindole-1,3(2H)-dione
443120-58-9

2-[3'-(pyridin-2''-ylsulfanyl)propyl]-1H-isoindole-1,3(2H)-dione

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 90℃; for 6h; Inert atmosphere;99%
With potassium carbonate In acetone for 4h; Reflux;94%
With potassium carbonate In acetone Heating;
2-Mercaptopyridine
2637-34-5

2-Mercaptopyridine

α-bromoacetophenone
70-11-1

α-bromoacetophenone

1-phenyl-2-[2]pyridylmercapto-ethanone; hydrobromide
3166-30-1

1-phenyl-2-[2]pyridylmercapto-ethanone; hydrobromide

Conditions
ConditionsYield
In diethyl ether for 0.5h;99%
2-Mercaptopyridine
2637-34-5

2-Mercaptopyridine

O-(2-deoxy-2-azido-3,4,6-tri-O-benzyl-α-D-galactopyranosyl) trichloroacetimidate
94715-55-6

O-(2-deoxy-2-azido-3,4,6-tri-O-benzyl-α-D-galactopyranosyl) trichloroacetimidate

2-((2S,3R,4R,5R,6R)-3-Azido-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-ylsulfanyl)-pyridine
182355-73-3

2-((2S,3R,4R,5R,6R)-3-Azido-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-ylsulfanyl)-pyridine

Conditions
ConditionsYield
With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve In dichloromethane at -20℃; for 1h; other reagent: BF3*Et2O;99%
2-Mercaptopyridine
2637-34-5

2-Mercaptopyridine

(E)-1-iodo-1-octene
42599-17-7

(E)-1-iodo-1-octene

(E)-2-(oct-1-enylthio)pyridine

(E)-2-(oct-1-enylthio)pyridine

Conditions
ConditionsYield
With potassium phosphate; (1,10-phenanthroline)bis(triphenylphosphine)copper(I) nitrate In toluene at 110℃; for 24h;99%
2-Mercaptopyridine
2637-34-5

2-Mercaptopyridine

Methoxycarbonylsulfenyl chloride
26555-40-8

Methoxycarbonylsulfenyl chloride

3-mercaptopropionic acid
107-96-0

3-mercaptopropionic acid

3-(2-pyridyldithio)propionic acid
68617-64-1

3-(2-pyridyldithio)propionic acid

Conditions
ConditionsYield
In dichloromethane99%
In dichloromethane99%
2-Mercaptopyridine
2637-34-5

2-Mercaptopyridine

(triphenylarsine)gold(I) chloride
25749-29-5

(triphenylarsine)gold(I) chloride

triphenylarsinegold(I)-2-pyridinethiolato
153739-88-9

triphenylarsinegold(I)-2-pyridinethiolato

Conditions
ConditionsYield
With sodium hydroxide In methanol addn. of NaOH and gold complex to pyridine soln. under N2; stirring, room temp., overnight; evapn.; washing (hexane); recrystn. (benzene); elem. anal.;99%
2-Mercaptopyridine
2637-34-5

2-Mercaptopyridine

1-adamantyl bromomethyl ketone
5122-82-7

1-adamantyl bromomethyl ketone

1-(adamantan-1-yl)-2-(pyridin-2-ylsulfanyl)ethan-1-one
710311-13-0

1-(adamantan-1-yl)-2-(pyridin-2-ylsulfanyl)ethan-1-one

Conditions
ConditionsYield
With triethylamine In acetonitrile at 20℃;99%
With triethylamine In acetonitrile at 20℃;99%
2-Mercaptopyridine
2637-34-5

2-Mercaptopyridine

2-bromo-1-(2,4,6-trimethylphenyl)ethanone
4225-92-7

2-bromo-1-(2,4,6-trimethylphenyl)ethanone

2-(pyridin-2-ylsulfanyl)-1-(2,4,6-trimethyl-phenyl)-ethanone
1152833-56-1

2-(pyridin-2-ylsulfanyl)-1-(2,4,6-trimethyl-phenyl)-ethanone

Conditions
ConditionsYield
With triethylamine In acetonitrile at 20℃;99%
2-Mercaptopyridine
2637-34-5

2-Mercaptopyridine

Trimethylacetic acid
75-98-9

Trimethylacetic acid

S-2'-pyridyl 2,2-dimethylpropanthioate
81357-57-5

S-2'-pyridyl 2,2-dimethylpropanthioate

Conditions
ConditionsYield
With magnesium hydroxide; lithium hydroxide monohydrate; di-tert-butyl dicarbonate In dichloromethane at 25℃; for 24h;99%
2-Mercaptopyridine
2637-34-5

2-Mercaptopyridine

[tris(dimethylamino)phosphane]gold(I) chloride
99021-83-7

[tris(dimethylamino)phosphane]gold(I) chloride

[Au(2-mercaptopyridine)hexamethylphosphorous triamide]

[Au(2-mercaptopyridine)hexamethylphosphorous triamide]

Conditions
ConditionsYield
Stage #1: 2-Sulfanylpyridine With potassium hydroxide In ethanol at 20℃; for 0.5h;
Stage #2: [tris(dimethylamino)phosphane]gold(I) chloride In ethanol at 20℃; for 24h;
99%
2-Mercaptopyridine
2637-34-5

2-Mercaptopyridine

C9H10N2O3

C9H10N2O3

C14H15N3O3S

C14H15N3O3S

Conditions
ConditionsYield
With C55H43O4P In acetonitrile at 20℃;99%
2-Mercaptopyridine
2637-34-5

2-Mercaptopyridine

propynoic acid ethyl ester
623-47-2

propynoic acid ethyl ester

(Z)-3-(pyridin-2-ylsulfanyl)-acrylic acid ethyl ester
57381-01-8

(Z)-3-(pyridin-2-ylsulfanyl)-acrylic acid ethyl ester

Conditions
ConditionsYield
Stage #1: 2-Sulfanylpyridine With potassium hydroxide In ethanol at 20℃; for 0.166667h;
Stage #2: propynoic acid ethyl ester In ethanol at 20℃; for 8h;
98%
With sodium hydroxide In ethanol at -18 - 20℃; for 22h; stereoselective reaction;98%
In methanol at 100℃; for 0.133333h; Microwave irradiation; stereoselective reaction;83%
With triethylamine In dichloromethane; dimethyl sulfoxide82%
2-Mercaptopyridine
2637-34-5

2-Mercaptopyridine

Chloromethyltrimethylsilane
2344-80-1

Chloromethyltrimethylsilane

2-(trimethylsilylmethylmercapto)pyridine
151668-58-5

2-(trimethylsilylmethylmercapto)pyridine

Conditions
ConditionsYield
With potassium carbonate; potassium iodide In ethanol for 1h; Heating;98%
2-Mercaptopyridine
2637-34-5

2-Mercaptopyridine

cis-1,2-diphenyloxirane
1689-71-0

cis-1,2-diphenyloxirane

(S*,S*)-2-<(2-hydroxy-1,2-diphenylethyl)thio>pyridine

(S*,S*)-2-<(2-hydroxy-1,2-diphenylethyl)thio>pyridine

Conditions
ConditionsYield
With triethylamine In methanol for 18h; 0 deg C to r.t.;98%
2-Mercaptopyridine
2637-34-5

2-Mercaptopyridine

(6-amino-5-bromopyridin-3-yl)phosphonate de diethyle
167865-89-6

(6-amino-5-bromopyridin-3-yl)phosphonate de diethyle

<6-amino-5-(pyridin-2-ylthio)pyridin-3-yl>phosphonate de diethyle

<6-amino-5-(pyridin-2-ylthio)pyridin-3-yl>phosphonate de diethyle

Conditions
ConditionsYield
With potassium tert-butylate In ammonia for 1.5h; Irradiation;98%
2-Mercaptopyridine
2637-34-5

2-Mercaptopyridine

benzylamine
100-46-9

benzylamine

pyridine-2-sulfonic acid benzylamide
370839-64-8

pyridine-2-sulfonic acid benzylamide

Conditions
ConditionsYield
Stage #1: 2-Sulfanylpyridine With hydrogenchloride; sodium hypochlorite In dichloromethane; water at -10 - -5℃; for 0.25h;
Stage #2: benzylamine In dichloromethane at 0℃; for 0.5h;
98%
Stage #1: 2-Sulfanylpyridine With hydrogenchloride; sodium hypochlorite In dichloromethane; water at -10 - -5℃; for 0.25h;
Stage #2: benzylamine In dichloromethane; water at -78 - 0℃; for 0.5h;
2-Mercaptopyridine
2637-34-5

2-Mercaptopyridine

S-pyridin-2-yl (S)-3-methylpentanethioate
936730-76-6

S-pyridin-2-yl (S)-3-methylpentanethioate

Conditions
ConditionsYield
Stage #1: (3S)-methylvaleric acid With oxalyl dichloride In dichloromethane at 25℃; for 2h;
Stage #2: 2-Sulfanylpyridine With triethylamine In dichloromethane at 0 - 25℃; for 2h;
98%
2-Mercaptopyridine
2637-34-5

2-Mercaptopyridine

(3S)-methylvaleric acid
1730-92-3

(3S)-methylvaleric acid

S-pyridin-2-yl (S)-3-methylpentanethioate
936730-76-6

S-pyridin-2-yl (S)-3-methylpentanethioate

Conditions
ConditionsYield
Stage #1: (3S)-methylvaleric acid With oxalyl dichloride In dichloromethane at 25℃; for 2h;
Stage #2: 2-Sulfanylpyridine With triethylamine In dichloromethane at 0 - 25℃; for 2h; Further stages.;
98%
2-Mercaptopyridine
2637-34-5

2-Mercaptopyridine

5-methoxylindole
1006-94-6

5-methoxylindole

3-(2-pyridylthio)-5-methoxyindole
1021422-63-8

3-(2-pyridylthio)-5-methoxyindole

Conditions
ConditionsYield
With oxone In methanol at 20℃; for 6h;98%
2-Mercaptopyridine
2637-34-5

2-Mercaptopyridine

Os(triphenylphosphine)3Br2
36543-21-2, 56687-51-5

Os(triphenylphosphine)3Br2

cis-trans-cis-{bis(pyridine-2-thiolato)bis(triphenylphosphine)osmium(II)}
146339-88-0, 99597-26-9

cis-trans-cis-{bis(pyridine-2-thiolato)bis(triphenylphosphine)osmium(II)}

Conditions
ConditionsYield
In ethanol refluxing (1 h); crystn. on cooling, filtration off, washing (EtOH), drying (vca.); elem. anal.;98%
2-Mercaptopyridine
2637-34-5

2-Mercaptopyridine

ammonium hexafluorophosphate

ammonium hexafluorophosphate

dichloro(2,2'-bipyridine)platinum(II)
13965-31-6

dichloro(2,2'-bipyridine)platinum(II)

[(bipyridine)2(pyridine-2-thiolato)(platinum(II))2](PF6)2

[(bipyridine)2(pyridine-2-thiolato)(platinum(II))2](PF6)2

Conditions
ConditionsYield
In water heated at 70°C for 24 h, an excess of NH4PF6 added; elem. anal.;98%
2-Mercaptopyridine
2637-34-5

2-Mercaptopyridine

fac-(acetonitrile){bis(diphenylphosphino)methane}tricarbonylmolydenum
121289-42-7

fac-(acetonitrile){bis(diphenylphosphino)methane}tricarbonylmolydenum

[Mo(CO)3(η1-SC5H4NH)(η2-bis(diphenylphosphino)methane)]
501448-17-5

[Mo(CO)3(η1-SC5H4NH)(η2-bis(diphenylphosphino)methane)]

Conditions
ConditionsYield
In methanol under N2; a soln. of Mo-contg. compd. (1.0 mmol) in MeOH was treated with pyridine-2-thione (1.0 mmol) in MeOH at room temp.; after 1 h the solid was isolated by filtration, washed with n-hexane, and dried under vac.; elem. anal.;98%

2637-34-5Relevant articles and documents

Hydroperoxide and peroxynitrite reductase activity of poplar thioredoxin-dependent glutathione peroxidase 5: Kinetics, catalytic mechanism and oxidative inactivation

Selles, Benjamin,Hugo, Martin,Trujillo, Madia,Srivastava, Vaibhav,Wingsle, Gunnar,Jacquot, Jean-Pierre,Radi, Rafael,Rouhier, Nicolas

, p. 369 - 380 (2012)

Gpxs (glutathione peroxidases) constitute a family of peroxidases, including selenocysteine- or cysteine-containing isoforms (SeCys-Gpx or Cys-Gpx), which are regenerated by glutathione or Trxs (thioredoxins) respectively. In the present paper we show new data concerning the substrates of poplar Gpx5 and the residues involved in its catalytic mechanism. The present study establishes the capacity of this Cys-Gpx to reduce peroxynitrite with a catalytic efficiency of 106 M-1·s-1. In PtGpx5 (poplar Gpx5; Pt is Populus trichocarpa), Glu79, which replaces the glutamine residue usually found in the Gpx catalytic tetrad, is likely to be involved in substrate selectivity. Although the redox midpoint potential of the Cys44-Cys92 disulfide bond and the pKa of Cys44 are not modified in the E79Q variant, it exhibited significantly improved kinetic parameters (Kperoxide and kcat) with tert-butyl hydroperoxide. The characterization of the monomeric Y151R variant demonstrated that PtGpx5 is not an obligate homodimer. Also, we show that the conserved Phe90 is important for Trx recognition and that Trx-mediated recycling of PtGpx5 occurs via the formation of a transient disulfide bond between the Trx catalytic cysteine residue and the Gpx5 resolving cysteine residue. Finally, we demonstrate that the conformational changes observed during the transition from the reduced to the oxidized form of PtGpx5 are primarily determined by the oxidation of the peroxidatic cysteine into sulfenic acid. Also, MS analysis of in-vitro-oxidized PtGpx5 demonstrated that the peroxidatic cysteine residue can be over-oxidized into sulfinic or sulfonic acids. This suggests that some isoforms could have dual functions potentially acting as hydrogen-peroxide- and peroxynitrite- scavenging systems and/or as mediators of peroxide signalling as proposed for 2-Cys peroxiredoxins. The Authors Journal compilation

In situ formation of protein-polymer conjugates through reversible addition fragmentation chain transfer polymerization

Liu, Jingquan,Bulmus, Volga,Herlambang, David L.,Barner-Kowollik, Christopher,Stenzel, Martina H.,Davis, Thomas P.

, p. 3099 - 3103 (2007)

(Figure Presented) A good place for rafting: Bovine serum albumin (BSA) was site-specifically modified with a reversible addition fragmentation chain transfer (RAFT) agent and used in γ-radiation-initiated polymerization of oligo(ethylene glycol) acrylate. Well-defined polymer chains were formed at the RAFT agent conjugation site of BSA leading to the generation of BSA-polymer conjugates in situ.

Phosphodisulfide bond: A new linker for the oligonucleotide conjugation

Chassignol, Marcel,Thuong, Nguyen T.

, p. 8271 - 8274 (1998)

Oligonucleotide thiophosphates react with 2-pyridyl-disulfide derivatives to give phosphodisulfide which can, upon reduction, be easily cleaved to give the starting oligonucleotide with a terminal thiophosphate group.

Size-dependence of Fermi energy of gold nanoparticles loaded on titanium(iv) dioxide at photostationary state

Kiyonaga, Tomokazu,Fujii, Masashi,Akita, Tomoki,Kobayashi, Hisayoshi,Tada, Hiroaki

, p. 6553 - 6561 (2008)

TiO2 particle-supported Au nanoparticles (NPs) with varying sizes and good contact (Au/TiO2) were prepared under a constant loading amount by the deposition-precipitation method. The Fermi energy of Au NPs loaded on TiO2 a

Mass spectrometry-based assay for the rapid detection of thiol-containing natural products

Capehart, Stacy L.,Carlson, Erin E.

, p. 13229 - 13232 (2016)

Natural products are privileged scaffolds due to their high propensity to possess bioactivity. To expedite discovery of thiol-containing compounds, we devised a selective solid-supported reagent for their immobilization, followed by cleavage of a photocleavable linker to yield stable natural product conjugates for direct detection by mass spectrometry. Importantly, the natural products can also be tracelessly released to yield the native structures for chemical and biological evaluation.

The effect of nanometre-sized Au particle loading on TiO2 photocatalysed reduction of bis(2-dipyridyl)disulfide to 2-mercaptopyridine by H2O

Tada,Suzuki,Yoneda,Ito,Kobayashi

, p. 1376 - 1382 (2001)

TiO2 photocatalysed reduction of bis(2-dipyridyl)disulfide (RSSR) to 2-mercaptopyridine by H2O is enhanced significantly by incorporation of nanometre-sized Au particles. The rate is strongly dependent on the amount of Au loaded (x w

Integrated preparation method of 2-mercaptopyridine and 2, 2 '-pyridinium sulfide

-

Paragraph 0037-0045, (2021/09/15)

The invention discloses an integrated preparation method of 2-mercaptopyridine and 2, 2 '-pyridinium sulfide, which comprises the steps of adding sulfur, sodium sulfide and a composite catalyst into water serving as a solvent, and uniformly stirring under a heating condition until the sulfur, the sodium sulfide and the composite catalyst are all dissolved; then adding 2-halogenated pyridine, and reacting for 20-30 hours at a reflux temperature, wherein the composite catalytic system is prepared by adding a cocatalyst with the same weight as cesium acetate into cesium acetate; after the reaction is finished, cooling the reaction liquid to the room temperature, then conducting extraction to respectively obtain extraction liquid and raffinate reaction liquid, and enabling the extraction liquid and the raffinate reaction liquid to be subjected to aftertreatment respectively to obtain 2, 2 '-pyridinium sulfide and 2-mercaptopyridine. The method can obtain two main products at the same time, and generation of by-products is reduced.

Promoting Effect of Crystal Water Leading to Catalyst-Free Synthesis of Heteroaryl Thioether from Heteroaryl Chloride, Sodium Thiosulfate Pentahydrate, and Alcohol

Ma, Xiantao,Yu, Jing,Yan, Ran,Yan, Mengli,Xu, Qing

supporting information, p. 11294 - 11300 (2019/09/12)

It is observed the crystal water in sodium thiosulfate pentahydrate (Na2S2O3·5H2O) can promote its multicomponent reaction with heteroaryl chlorides and alcohols, providing a facile, green, and specific synthesis of unsymmetrical heteroaryl thioethers via one-step formation of two C-S bonds under catalyst-, additive-, and solvent-free conditions. Mechanistic studies suggest that the crystal water in Na2S2O3·5H2O is crucial in generating the key thiol intermediates and byproduct NaHSO4, which then catalyzes the dehydrative substitution of alcohols with thiols to afford thioethers.

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