Welcome to LookChem.com Sign In|Join Free

CAS

  • or

86-93-1

Post Buying Request

86-93-1 Suppliers

Recommended suppliersmore

  • Product
  • FOB Price
  • Min.Order
  • Supply Ability
  • Supplier
  • Contact Supplier

86-93-1 Usage

Chemical Properties

white fluffy or crystalline powder or crystals

Uses

1-Phenyl-1H-tetrazole-5-thiol is used as a corrosion inhibitor and as a reagent in the synthesis of Microcarpalide, a microfilament disrupting agent that is weakly cytotoxic to mammalian cells.

Synthesis Reference(s)

Canadian Journal of Chemistry, 44, p. 2315, 1966 DOI: 10.1139/v66-347

Purification Methods

Purify the tetrazole by recrystallisation from EtOH or CHCl3 (m 152o) [Tautomerism: Kauer & Sheppard J Org Chem 32 3580 1967, UV: Leiber et al. Can J Chem 37 563 1959]. The ammonium salt crystallises from EtOH and decomposes at 176o. The sodium salt crystallises from EtOH/*C6H6, melts at 96o and decomposes at 145o [Stollé J Prakt Chem [2] 133 60 1932]. It is used for the determination of Bi and Pd. [Fresenius Z Anal Chem 261 151 1972, Beilstein 26 III/IV 2065.]

Check Digit Verification of cas no

The CAS Registry Mumber 86-93-1 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 8 and 6 respectively; the second part has 2 digits, 9 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 86-93:
(4*8)+(3*6)+(2*9)+(1*3)=71
71 % 10 = 1
So 86-93-1 is a valid CAS Registry Number.
InChI:InChI=1/C7H6N4S/c12-11-7(8-9-10-11)6-4-2-1-3-5-6/h1-5,12H

86-93-1 Well-known Company Product Price

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

  • (P0640)  5-Mercapto-1-phenyl-1H-tetrazole  >98.0%(HPLC)(T)

  • 86-93-1

  • 25g

  • 290.00CNY

  • Detail
  • TCI America

  • (P0640)  5-Mercapto-1-phenyl-1H-tetrazole  >98.0%(HPLC)(T)

  • 86-93-1

  • 100g

  • 790.00CNY

  • Detail
  • TCI America

  • (P0640)  5-Mercapto-1-phenyl-1H-tetrazole  >98.0%(HPLC)(T)

  • 86-93-1

  • 500g

  • 2,690.00CNY

  • Detail
  • Alfa Aesar

  • (A12656)  1-Phenyl-1H-tetrazole-5-thiol, 99%   

  • 86-93-1

  • 25g

  • 414.0CNY

  • Detail
  • Alfa Aesar

  • (A12656)  1-Phenyl-1H-tetrazole-5-thiol, 99%   

  • 86-93-1

  • 100g

  • 1590.0CNY

  • Detail
  • Alfa Aesar

  • (A12656)  1-Phenyl-1H-tetrazole-5-thiol, 99%   

  • 86-93-1

  • 500g

  • 6654.0CNY

  • Detail
  • Aldrich

  • (169897)  1-Phenyl-1H-tetrazole-5-thiol  98%

  • 86-93-1

  • 169897-25G

  • 441.09CNY

  • Detail

86-93-1SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name 1-Phenyltetrazole-5-thiol

1.2 Other means of identification

Product number -
Other names 1-Phenyltetrazol-5-thiol

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:86-93-1 SDS

86-93-1Synthetic route

phenyl isothiocyanate
103-72-0

phenyl isothiocyanate

1-Phenyl-1H-tetrazole-5-thiol
86-93-1

1-Phenyl-1H-tetrazole-5-thiol

Conditions
ConditionsYield
With sodium azide; zinc(II) chloride In acetonitrile at 80℃; for 1h;99%
With sodium azide In water at 90℃; for 16h; Inert atmosphere;75%
With sodium azide In ethanol at 70℃; for 3h; Cyclization;
phenyl-dithiocarbamic acid; sodium salt
18418-42-3

phenyl-dithiocarbamic acid; sodium salt

1-Phenyl-1H-tetrazole-5-thiol
86-93-1

1-Phenyl-1H-tetrazole-5-thiol

Conditions
ConditionsYield
Stage #1: phenyl-dithiocarbamic acid; sodium salt With sodium azide; sodium carbonate In water at 92℃; for 10h; Large scale;
Stage #2: With sulfuric acid In water for 0.5h; pH=3; Reagent/catalyst; Temperature; pH-value; Large scale;
93.7%
S,S
32276-00-9

S,S"-bis(1-phenyl-1H-tetrazol-5-yl) dithiocarbonate

2-hydroxy-5-chloro-aniline
95-85-2

2-hydroxy-5-chloro-aniline

A

1-Phenyl-1H-tetrazole-5-thiol
86-93-1

1-Phenyl-1H-tetrazole-5-thiol

B

5-chloro-2-benzoxazolinone
95-25-0

5-chloro-2-benzoxazolinone

Conditions
ConditionsYield
In acetonitrile for 12h;A n/a
B 92%
1-phenyl-4-(tetrahydro-2H-pyran-2-yl)-1H-tetrazole-5(4H)-thione

1-phenyl-4-(tetrahydro-2H-pyran-2-yl)-1H-tetrazole-5(4H)-thione

1-Phenyl-1H-tetrazole-5-thiol
86-93-1

1-Phenyl-1H-tetrazole-5-thiol

Conditions
ConditionsYield
With hydrogenchloride In water; isopropyl alcohol at 40℃;92%
S,S
32276-00-9

S,S"-bis(1-phenyl-1H-tetrazol-5-yl) dithiocarbonate

2-amino-phenol
95-55-6

2-amino-phenol

A

2-Benzoxazolinone
59-49-4

2-Benzoxazolinone

B

1-Phenyl-1H-tetrazole-5-thiol
86-93-1

1-Phenyl-1H-tetrazole-5-thiol

Conditions
ConditionsYield
In acetonitrile for 12h;A 89%
B n/a
S,S
32276-00-9

S,S"-bis(1-phenyl-1H-tetrazol-5-yl) dithiocarbonate

1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

A

1,3-dihydro-2H-benzimidazol-2-one
615-16-7

1,3-dihydro-2H-benzimidazol-2-one

B

1-Phenyl-1H-tetrazole-5-thiol
86-93-1

1-Phenyl-1H-tetrazole-5-thiol

Conditions
ConditionsYield
In acetonitrile for 12h;A 87%
B n/a
5-bromo-1-phenyl-1H-tetrazole
18233-34-6

5-bromo-1-phenyl-1H-tetrazole

1-Phenyl-1H-tetrazole-5-thiol
86-93-1

1-Phenyl-1H-tetrazole-5-thiol

Conditions
ConditionsYield
Stage #1: 5-bromo-1-phenyl-1H-tetrazole With thiourea In ethanol at 60℃; for 10h;
Stage #2: With sodium hydroxide In ethanol at 25 - 50℃; for 3h; Reagent/catalyst; Temperature;
86.4%
N-methyl-2-dimethylamino-acetohydroxamic acid
65753-93-7

N-methyl-2-dimethylamino-acetohydroxamic acid

3-(1-Phenyl-1H-tetrazol-5-ylsulfanyl)-3H-isobenzofuran-1-one
84598-74-3

3-(1-Phenyl-1H-tetrazol-5-ylsulfanyl)-3H-isobenzofuran-1-one

1-Phenyl-1H-tetrazole-5-thiol
86-93-1

1-Phenyl-1H-tetrazole-5-thiol

Conditions
ConditionsYield
In tetrahydrofuran; water; N,N-dimethyl-formamide at 40℃; for 3h; 0.1M aq. phosphate buffer pH 7.6;86%
5-Chloro-1-phenyltetrazole
14210-25-4

5-Chloro-1-phenyltetrazole

1-Phenyl-1H-tetrazole-5-thiol
86-93-1

1-Phenyl-1H-tetrazole-5-thiol

Conditions
ConditionsYield
Stage #1: 5-Chloro-1-phenyltetrazole With thiourea In ethanol at 60℃; for 10h;
Stage #2: With sodium hydroxide In ethanol at 30 - 50℃; for 3h; Temperature;
77%
2-amino-3-hydroxypyridine
16867-03-1

2-amino-3-hydroxypyridine

S,S
32276-00-9

S,S"-bis(1-phenyl-1H-tetrazol-5-yl) dithiocarbonate

A

2,3-dihydro[1,3]oxazolo[4,5-b]pyridin-2-one
60832-72-6

2,3-dihydro[1,3]oxazolo[4,5-b]pyridin-2-one

B

1-Phenyl-1H-tetrazole-5-thiol
86-93-1

1-Phenyl-1H-tetrazole-5-thiol

Conditions
ConditionsYield
In acetonitrile for 12h;A 68%
B n/a
S,S
32276-00-9

S,S"-bis(1-phenyl-1H-tetrazol-5-yl) dithiocarbonate

2-amino-benzenethiol
137-07-5

2-amino-benzenethiol

A

2(3H)-Benzothiazolone
934-34-9

2(3H)-Benzothiazolone

B

1-Phenyl-1H-tetrazole-5-thiol
86-93-1

1-Phenyl-1H-tetrazole-5-thiol

Conditions
ConditionsYield
In acetonitrile for 12h;A 60%
B n/a
5-anilino-1,2,3,4-thiatriazole
13078-30-3

5-anilino-1,2,3,4-thiatriazole

1-Phenyl-1H-tetrazole-5-thiol
86-93-1

1-Phenyl-1H-tetrazole-5-thiol

Conditions
ConditionsYield
With sodium hydroxide In water for 0.5h; Heating;50%
With sodium hydroxide
(E)-1-<1-phenyl-5(1H)-tetrazolylthio>propan-2-one oxime
145614-22-8

(E)-1-<1-phenyl-5(1H)-tetrazolylthio>propan-2-one oxime

A

1-hydroxy-2-propanone oxime
134252-16-7

1-hydroxy-2-propanone oxime

B

1-Phenyl-1H-tetrazole-5-thiol
86-93-1

1-Phenyl-1H-tetrazole-5-thiol

Conditions
ConditionsYield
With potassium hydroxide In water; acetonitrile at 22℃; Rate constant; Thermodynamic data; ΔH(excit.), ΔS(excit.);
1-Hydroxy-3-(1-phenyl-1H-tetrazol-5-ylsulfanyl)-propan-2-one oxime

1-Hydroxy-3-(1-phenyl-1H-tetrazol-5-ylsulfanyl)-propan-2-one oxime

A

1,3-dihydroxyacetone oxime
37110-18-2

1,3-dihydroxyacetone oxime

B

1-Phenyl-1H-tetrazole-5-thiol
86-93-1

1-Phenyl-1H-tetrazole-5-thiol

Conditions
ConditionsYield
With potassium hydroxide In water; acetonitrile at 22℃; Rate constant; Thermodynamic data; ΔH(excit.), ΔS(excit.);
(E)-3-<1-phenyl-5(1H)-tetrazolylthio>butan-2-one oxime
145614-23-9

(E)-3-<1-phenyl-5(1H)-tetrazolylthio>butan-2-one oxime

A

3-hydroxybutan-2-one oxime
37110-17-1

3-hydroxybutan-2-one oxime

B

1-Phenyl-1H-tetrazole-5-thiol
86-93-1

1-Phenyl-1H-tetrazole-5-thiol

Conditions
ConditionsYield
With potassium hydroxide In water; acetonitrile at 22℃; Rate constant;
2-<1-phenyl-5(1H)-tetrazolylthio>cyclopentanone oxime
145614-30-8

2-<1-phenyl-5(1H)-tetrazolylthio>cyclopentanone oxime

A

2-Hydroxy-cyclopentan-1-on-oxim
14352-55-7

2-Hydroxy-cyclopentan-1-on-oxim

B

1-Phenyl-1H-tetrazole-5-thiol
86-93-1

1-Phenyl-1H-tetrazole-5-thiol

Conditions
ConditionsYield
With potassium hydroxide In water; acetonitrile at 22℃; Rate constant; Thermodynamic data; ΔH(excit.), ΔS(excit.);
2-<1-phenyl-5(1H)-tetrazolylthio>cyclohexanone oxime
145614-34-2

2-<1-phenyl-5(1H)-tetrazolylthio>cyclohexanone oxime

A

2-hydroxycyclohexanonoxime
3307-35-5

2-hydroxycyclohexanonoxime

B

1-Phenyl-1H-tetrazole-5-thiol
86-93-1

1-Phenyl-1H-tetrazole-5-thiol

Conditions
ConditionsYield
With potassium hydroxide In water; acetonitrile at 22℃; Rate constant; Thermodynamic data; ΔH(excit.), ΔS(excit.);
2-Hydroxy-4-(1-phenyl-1H-tetrazol-5-ylsulfanyl)-pentan-3-one oxime

2-Hydroxy-4-(1-phenyl-1H-tetrazol-5-ylsulfanyl)-pentan-3-one oxime

A

2,4-dihydroxy-pentan-3-one oxime
98137-61-2

2,4-dihydroxy-pentan-3-one oxime

B

1-Phenyl-1H-tetrazole-5-thiol
86-93-1

1-Phenyl-1H-tetrazole-5-thiol

Conditions
ConditionsYield
With potassium hydroxide In water; acetonitrile at 22℃; Rate constant;
(E)-2-phenyl-2-<1-phenyl-5(1H)-tetrazolylthio>propanal oxime
145614-21-7

(E)-2-phenyl-2-<1-phenyl-5(1H)-tetrazolylthio>propanal oxime

A

2-hydroxy-2-phenyl-propionaldehyde-oxime
115051-47-3

2-hydroxy-2-phenyl-propionaldehyde-oxime

B

1-Phenyl-1H-tetrazole-5-thiol
86-93-1

1-Phenyl-1H-tetrazole-5-thiol

Conditions
ConditionsYield
With potassium hydroxide In water; acetonitrile at 22℃; Rate constant;
1-phenyl-1-<1-phenyl-5(1H)-tetrazolylthio>propan-2-one oxime
145614-27-3

1-phenyl-1-<1-phenyl-5(1H)-tetrazolylthio>propan-2-one oxime

A

1-Hydroxy-1-phenyl-2-propanone oxime
26226-58-4

1-Hydroxy-1-phenyl-2-propanone oxime

B

1-Phenyl-1H-tetrazole-5-thiol
86-93-1

1-Phenyl-1H-tetrazole-5-thiol

Conditions
ConditionsYield
With potassium hydroxide In water; acetonitrile at 22℃; Rate constant;
α-<1-phenyl-5(1H)-tetrazolylthio>-4-methoxyacetophenone oxime
145614-26-2

α-<1-phenyl-5(1H)-tetrazolylthio>-4-methoxyacetophenone oxime

A

2-hydroxy-1-(4-methoxyphenyl)ethanone oxime
86790-89-8, 86790-91-2

2-hydroxy-1-(4-methoxyphenyl)ethanone oxime

B

1-Phenyl-1H-tetrazole-5-thiol
86-93-1

1-Phenyl-1H-tetrazole-5-thiol

Conditions
ConditionsYield
With potassium hydroxide In water; acetonitrile at 22℃; Rate constant; Thermodynamic data; ΔH(excit.), ΔS(excit.);
1,3-bis<1-phenyl-5(1H)-tetrazolylthio>propan-2-one oxime
115786-72-6

1,3-bis<1-phenyl-5(1H)-tetrazolylthio>propan-2-one oxime

A

1-Hydroxy-3-(1-phenyl-1H-tetrazol-5-ylsulfanyl)-propan-2-one oxime

1-Hydroxy-3-(1-phenyl-1H-tetrazol-5-ylsulfanyl)-propan-2-one oxime

B

1-Phenyl-1H-tetrazole-5-thiol
86-93-1

1-Phenyl-1H-tetrazole-5-thiol

Conditions
ConditionsYield
With potassium hydroxide In water; acetonitrile at 22℃; Rate constant; Equilibrium constant; Thermodynamic data; ΔH(excit.), ΔS(excit.);
2,4-Bis-(1-phenyl-1H-tetrazol-5-ylsulfanyl)-pentan-3-one oxime
145614-24-0

2,4-Bis-(1-phenyl-1H-tetrazol-5-ylsulfanyl)-pentan-3-one oxime

A

2-Hydroxy-4-(1-phenyl-1H-tetrazol-5-ylsulfanyl)-pentan-3-one oxime

2-Hydroxy-4-(1-phenyl-1H-tetrazol-5-ylsulfanyl)-pentan-3-one oxime

B

1-Phenyl-1H-tetrazole-5-thiol
86-93-1

1-Phenyl-1H-tetrazole-5-thiol

Conditions
ConditionsYield
With potassium hydroxide In water; acetonitrile at 22℃; Rate constant;
(Z)-2-acetaldehyde oxime
145614-42-2

(Z)-2-acetaldehyde oxime

A

hydroxyacetaldehyde oxime
37110-02-4

hydroxyacetaldehyde oxime

B

1-Phenyl-1H-tetrazole-5-thiol
86-93-1

1-Phenyl-1H-tetrazole-5-thiol

Conditions
ConditionsYield
With potassium hydroxide In water; acetonitrile at 22℃; Rate constant; Mechanism; other substituted oximes;
(E)-2-acetaldehyde oxime
145614-19-3

(E)-2-acetaldehyde oxime

A

hydroxyacetaldehyde oxime
37110-02-4

hydroxyacetaldehyde oxime

B

1-Phenyl-1H-tetrazole-5-thiol
86-93-1

1-Phenyl-1H-tetrazole-5-thiol

Conditions
ConditionsYield
With potassium hydroxide In water; acetonitrile at 22℃; Rate constant;
(Z)-2-<1-phenyl-5(1H)-tetrazolylthioacetyl>phenol oxime
145614-46-6

(Z)-2-<1-phenyl-5(1H)-tetrazolylthioacetyl>phenol oxime

A

2-Hydroxy-1-(2-hydroxy-phenyl)-ethanone oxime

2-Hydroxy-1-(2-hydroxy-phenyl)-ethanone oxime

B

1-Phenyl-1H-tetrazole-5-thiol
86-93-1

1-Phenyl-1H-tetrazole-5-thiol

Conditions
ConditionsYield
With potassium hydroxide In water; acetonitrile at 22℃; Rate constant;
S,S
32276-00-9

S,S"-bis(1-phenyl-1H-tetrazol-5-yl) dithiocarbonate

benzoic acid
65-85-0

benzoic acid

benzylamine
100-46-9

benzylamine

A

N-benzylbenzamide
1485-70-7

N-benzylbenzamide

B

1-Phenyl-1H-tetrazole-5-thiol
86-93-1

1-Phenyl-1H-tetrazole-5-thiol

Conditions
ConditionsYield
With triethylamine Product distribution; multistep reaction; var. carboxylic acid and amines;
5,5'-dithiobis(1-phenyl-1H-tetrazole)
5117-07-7

5,5'-dithiobis(1-phenyl-1H-tetrazole)

alkaline solution

alkaline solution

1-Phenyl-1H-tetrazole-5-thiol
86-93-1

1-Phenyl-1H-tetrazole-5-thiol

5,5'-dithiobis(1-phenyl-1H-tetrazole)
5117-07-7

5,5'-dithiobis(1-phenyl-1H-tetrazole)

diluted NaOH-solution

diluted NaOH-solution

A

phenyl-1H-tetrazole
5378-52-9

phenyl-1H-tetrazole

B

1-Phenyl-1H-tetrazole-5-thiol
86-93-1

1-Phenyl-1H-tetrazole-5-thiol

5,5'-dithiobis(1-phenyl-1H-tetrazole)
5117-07-7

5,5'-dithiobis(1-phenyl-1H-tetrazole)

sodium methylate
124-41-4

sodium methylate

A

1-Phenyl-1H-tetrazole-5-thiol
86-93-1

1-Phenyl-1H-tetrazole-5-thiol

B

compound of triphenyl-isomelamine with phenyl cyanamide

compound of triphenyl-isomelamine with phenyl cyanamide

1-Phenyl-1H-tetrazole-5-thiol
86-93-1

1-Phenyl-1H-tetrazole-5-thiol

Benzoic acid (2S,3R,4R,5R,6R)-5-hydroxy-6-((E)-3-hydroxy-propenyl)-4-methanesulfonyloxy-5-methyl-2-triisopropylsilanyloxy-tetrahydro-pyran-3-yl ester
359766-31-7

Benzoic acid (2S,3R,4R,5R,6R)-5-hydroxy-6-((E)-3-hydroxy-propenyl)-4-methanesulfonyloxy-5-methyl-2-triisopropylsilanyloxy-tetrahydro-pyran-3-yl ester

Benzoic acid (2S,3R,4R,5R,6R)-5-hydroxy-4-methanesulfonyloxy-5-methyl-6-[(E)-3-(1-phenyl-1H-tetrazol-5-ylsulfanyl)-propenyl]-2-triisopropylsilanyloxy-tetrahydro-pyran-3-yl ester
359766-38-4

Benzoic acid (2S,3R,4R,5R,6R)-5-hydroxy-4-methanesulfonyloxy-5-methyl-6-[(E)-3-(1-phenyl-1H-tetrazol-5-ylsulfanyl)-propenyl]-2-triisopropylsilanyloxy-tetrahydro-pyran-3-yl ester

Conditions
ConditionsYield
With tributylphosphine; diethylazodicarboxylate In tetrahydrofuran at 0℃; for 0.5h; Mitsunobu reaction;100%
7-(2-heptyl-[1,3]dithian-2-yl)-heptan-1-ol
861997-60-6

7-(2-heptyl-[1,3]dithian-2-yl)-heptan-1-ol

1-Phenyl-1H-tetrazole-5-thiol
86-93-1

1-Phenyl-1H-tetrazole-5-thiol

5-[7-(2-heptyl-[1,3]dithian-2-yl)-heptylsulfanyl]-1-phenyl-1H-tetrazole
861997-61-7

5-[7-(2-heptyl-[1,3]dithian-2-yl)-heptylsulfanyl]-1-phenyl-1H-tetrazole

Conditions
ConditionsYield
With di-isopropyl azodicarboxylate; triphenylphosphine for 0.166667h;100%
benzyl bromide
100-39-0

benzyl bromide

1-Phenyl-1H-tetrazole-5-thiol
86-93-1

1-Phenyl-1H-tetrazole-5-thiol

BI-83B3
3206-48-2

BI-83B3

Conditions
ConditionsYield
With sodium hydride In N,N-dimethyl-formamide at 0 - 25℃;100%
With tetrabutylammomium bromide; sodium hydroxide In water; toluene for 3h; Reflux;84%
With potassium carbonate In acetone at 70℃; for 2h;75%
With triethylamine In tetrahydrofuran for 6h; Heating;
1-Phenyl-1H-tetrazole-5-thiol
86-93-1

1-Phenyl-1H-tetrazole-5-thiol

hexan-1-ol
111-27-3

hexan-1-ol

5-hexylthio-1-phenyl-1H-tetrazole

5-hexylthio-1-phenyl-1H-tetrazole

Conditions
ConditionsYield
With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran; toluene at 0 - 20℃; for 0.5h; Inert atmosphere;100%
With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran at 20℃; for 1h;95%
1-Phenyl-1H-tetrazole-5-thiol
86-93-1

1-Phenyl-1H-tetrazole-5-thiol

methyl iodide
74-88-4

methyl iodide

5-methylsulfanyl-1-phenyl-1H-tetrazole
1455-92-1

5-methylsulfanyl-1-phenyl-1H-tetrazole

Conditions
ConditionsYield
With sodium hydride In N,N-dimethyl-formamide at 0 - 25℃;100%
With sodium hydride In N,N-dimethyl-formamide at 20℃; for 2h;99%
With triethylamine In tetrahydrofuran at 0 - 20℃; for 2h; Inert atmosphere;78%
Stage #1: 1-Phenyl-1H-tetrazole-5-thiol With sodium hydride In tetrahydrofuran; mineral oil at 0℃; for 0.5h; Inert atmosphere;
Stage #2: methyl iodide In tetrahydrofuran; mineral oil at 0 - 20℃; Inert atmosphere;
propargyl alcohol
107-19-7

propargyl alcohol

1-Phenyl-1H-tetrazole-5-thiol
86-93-1

1-Phenyl-1H-tetrazole-5-thiol

1-phenyl-5-(prop-2-yn-1-ylsulfanyl)-1H-tetrazole
53918-41-5

1-phenyl-5-(prop-2-yn-1-ylsulfanyl)-1H-tetrazole

Conditions
ConditionsYield
With bis(4-chlorobenzyl) diazene-1,2-dicarboxylate; triphenylphosphine In dichloromethane at 20℃; for 1.5h; Mitsunobu reaction;100%
With bis(4-chlorobenzyl) diazene-1,2-dicarboxylate; triphenylphosphine for 1.5h; Mitsunobu reaction;100%
With DMAB; triphenylphosphine In toluene at 20℃; Solvent; Reagent/catalyst; Mitsunobu Displacement;99%
8-iodomethyl-1,4-dioxa-spiro[4.5]decane
625114-56-9

8-iodomethyl-1,4-dioxa-spiro[4.5]decane

1-Phenyl-1H-tetrazole-5-thiol
86-93-1

1-Phenyl-1H-tetrazole-5-thiol

5-(1,4-dioxaspiro[4.5]dec-8-ylmethylsulfanyl)-1-phenyl-1H-tetrazole
1010815-07-2

5-(1,4-dioxaspiro[4.5]dec-8-ylmethylsulfanyl)-1-phenyl-1H-tetrazole

Conditions
ConditionsYield
With potassium hydroxide In ethanol at 80℃; for 2.5h;100%
tert-butyl ((3R,6S)-6-(iodomethyl)tetrahydro-2H-pyran-3-yl)carbamate
881657-58-5

tert-butyl ((3R,6S)-6-(iodomethyl)tetrahydro-2H-pyran-3-yl)carbamate

1-Phenyl-1H-tetrazole-5-thiol
86-93-1

1-Phenyl-1H-tetrazole-5-thiol

tert-butyl ((3R,6S)-6-(((1-phenyl-1H-tetrazol-5-yl)thio)methyl)-tetrahydro-2H-pyran-3-yl)carbamate
881657-48-3

tert-butyl ((3R,6S)-6-(((1-phenyl-1H-tetrazol-5-yl)thio)methyl)-tetrahydro-2H-pyran-3-yl)carbamate

Conditions
ConditionsYield
With potassium hydroxide In ethanol for 1h; Heating / reflux;100%
Stage #1: 1-Phenyl-1H-tetrazole-5-thiol With potassium hydroxide In ethanol for 1h; Heating / reflux;
Stage #2: tert-butyl ((3R,6S)-6-(iodomethyl)tetrahydro-2H-pyran-3-yl)carbamate In ethanol Heating / reflux;
(diphenylphosphoryl)methyl p-toluenesulfonate
33730-69-7

(diphenylphosphoryl)methyl p-toluenesulfonate

1-Phenyl-1H-tetrazole-5-thiol
86-93-1

1-Phenyl-1H-tetrazole-5-thiol

α-(diphenylphosphoryl)methyl 5-(1-phenyl)-1H-tetrazolyl sulfide
1021879-80-0

α-(diphenylphosphoryl)methyl 5-(1-phenyl)-1H-tetrazolyl sulfide

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 90℃; for 4h;100%
(4S,6R)-4-benzyloxymethyl-6-(2-iodoethyl)-2,2-dimethyl-1,3-dioxane
1067185-78-7

(4S,6R)-4-benzyloxymethyl-6-(2-iodoethyl)-2,2-dimethyl-1,3-dioxane

1-Phenyl-1H-tetrazole-5-thiol
86-93-1

1-Phenyl-1H-tetrazole-5-thiol

5-(2-((4R,6S)-6-(benzyloxymethyl)-2,2-dimethyl-1,3-dioxan-4-yl)ethylthio)-1-phenyl-1H-tetrazole
1067185-77-6

5-(2-((4R,6S)-6-(benzyloxymethyl)-2,2-dimethyl-1,3-dioxan-4-yl)ethylthio)-1-phenyl-1H-tetrazole

Conditions
ConditionsYield
With potassium sulfite; 18-crown-6 ether In dichloromethane at 20℃; for 24h;100%
C27H50O5Si
1186073-80-2

C27H50O5Si

1-Phenyl-1H-tetrazole-5-thiol
86-93-1

1-Phenyl-1H-tetrazole-5-thiol

C34H54N4O4SSi
1186073-96-0

C34H54N4O4SSi

Conditions
ConditionsYield
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran Inert atmosphere;100%
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 20℃; for 12h;87%
((4S,5S,6R)-5-chloro-2,2-dimethyl-6-((S)-1,1,4-trichloro-4-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)butyl)-1,3-dioxan-4-yl)methanol
1333237-38-9

((4S,5S,6R)-5-chloro-2,2-dimethyl-6-((S)-1,1,4-trichloro-4-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)butyl)-1,3-dioxan-4-yl)methanol

1-Phenyl-1H-tetrazole-5-thiol
86-93-1

1-Phenyl-1H-tetrazole-5-thiol

5-((((4S,5S,6R)-5-chloro-2,2-dimethyl-6-((S)-1,1,4-trichloro-4-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)butyl)-1,3-dioxan-4-yl)methyl)thio)-1-phenyl-1H-tetrazole
1333237-39-0

5-((((4S,5S,6R)-5-chloro-2,2-dimethyl-6-((S)-1,1,4-trichloro-4-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)butyl)-1,3-dioxan-4-yl)methyl)thio)-1-phenyl-1H-tetrazole

Conditions
ConditionsYield
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 0 - 20℃; for 1h; Mitsunobu Displacement; Inert atmosphere;100%
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 0 - 20℃; for 1h; Mitsunobu reaction; Inert atmosphere;85%
1,2-dichloro-ethane
107-06-2

1,2-dichloro-ethane

1-Phenyl-1H-tetrazole-5-thiol
86-93-1

1-Phenyl-1H-tetrazole-5-thiol

5-((2-chloroethyl)thio)-1-phenyl-1H-tetrazole
1153358-38-3

5-((2-chloroethyl)thio)-1-phenyl-1H-tetrazole

Conditions
ConditionsYield
With caesium carbonate In acetonitrile at 60℃; for 72h;100%
With potassium carbonate for 48h; Reflux;
(R)-2-methyl-1,4-butanediol 4-benzyl ether
96154-47-1

(R)-2-methyl-1,4-butanediol 4-benzyl ether

1-Phenyl-1H-tetrazole-5-thiol
86-93-1

1-Phenyl-1H-tetrazole-5-thiol

5-[(2R)-4-benzoxy-2-methylbutylsulfanyl]-1-phenyl-1H-tetrazole
1443232-98-1

5-[(2R)-4-benzoxy-2-methylbutylsulfanyl]-1-phenyl-1H-tetrazole

Conditions
ConditionsYield
With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran at 0 - 20℃; for 1h; Inert atmosphere;100%
8-(tert-butyldiphenylsilyloxy)-(3S,7R)-3,7-dimethyl-1-octanol
1443233-18-8

8-(tert-butyldiphenylsilyloxy)-(3S,7R)-3,7-dimethyl-1-octanol

1-Phenyl-1H-tetrazole-5-thiol
86-93-1

1-Phenyl-1H-tetrazole-5-thiol

5-[8-(tert-butyldiphenylsilyloxy)-(3S,7R)-3,7-dimethyloctylsulfanyl]-1-phenyl-1H-tetrazole
1443233-26-8

5-[8-(tert-butyldiphenylsilyloxy)-(3S,7R)-3,7-dimethyloctylsulfanyl]-1-phenyl-1H-tetrazole

Conditions
ConditionsYield
With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran at 0 - 20℃; for 1h; Inert atmosphere;100%
13-benzoxy-(2R,6S,10S)-2,6,10-trimethyl-1-tridecanol
1443233-29-1

13-benzoxy-(2R,6S,10S)-2,6,10-trimethyl-1-tridecanol

1-Phenyl-1H-tetrazole-5-thiol
86-93-1

1-Phenyl-1H-tetrazole-5-thiol

5-[13-benzoxy-(2R,6R,10S)-2,6,10-trimethyl-1-tridecylsulfanyl]-1-phenyl-1H-tetrazole
1443233-30-4

5-[13-benzoxy-(2R,6R,10S)-2,6,10-trimethyl-1-tridecylsulfanyl]-1-phenyl-1H-tetrazole

Conditions
ConditionsYield
With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran at 0 - 20℃; for 0.5h; Inert atmosphere;100%
4-bromoethylbutanoate
2969-81-5

4-bromoethylbutanoate

1-Phenyl-1H-tetrazole-5-thiol
86-93-1

1-Phenyl-1H-tetrazole-5-thiol

ethyl-4-[(1-phenyl-1H-tetrazole-5-yl)thio]butanoate
1173997-34-6

ethyl-4-[(1-phenyl-1H-tetrazole-5-yl)thio]butanoate

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; Inert atmosphere;100%
With potassium carbonate In N,N-dimethyl-formamide at 20℃; Inert atmosphere;100%
With potassium carbonate In N,N-dimethyl-formamide at 20℃; Inert atmosphere;100%
With potassium carbonate In acetone at 20℃; for 12h; Inert atmosphere;
(2R,3R,E)-5-iodo-3-((4-methoxybenzyl)oxy)-2-methylpent-4-en-1-ol

(2R,3R,E)-5-iodo-3-((4-methoxybenzyl)oxy)-2-methylpent-4-en-1-ol

1-Phenyl-1H-tetrazole-5-thiol
86-93-1

1-Phenyl-1H-tetrazole-5-thiol

5-(((2S,3R,E)-5-iodo-3-((4-methoxybenzyl)oxy)-2-methylpent-4-en-1-yl)thio)-1-phenyl-1H-tetrazole

5-(((2S,3R,E)-5-iodo-3-((4-methoxybenzyl)oxy)-2-methylpent-4-en-1-yl)thio)-1-phenyl-1H-tetrazole

Conditions
ConditionsYield
With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran at 0 - 20℃; for 2.5h; Inert atmosphere;100%
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 0 - 20℃; for 6h;92%
With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran at 0 - 20℃; for 2h; Mitsunobu Displacement; Inert atmosphere;91%
1-Phenyl-1H-tetrazole-5-thiol
86-93-1

1-Phenyl-1H-tetrazole-5-thiol

epichlorohydrin
106-89-8

epichlorohydrin

(+/-)-3-chloro-1-(1-phenyl-1H-1,2,3,4-tetrazol-5-ylthio)-2-propanol

(+/-)-3-chloro-1-(1-phenyl-1H-1,2,3,4-tetrazol-5-ylthio)-2-propanol

Conditions
ConditionsYield
In neat (no solvent) at 20℃;100%
1,3-dimethoxy-5-(5-hydroxypentyl)benzene
836-27-1

1,3-dimethoxy-5-(5-hydroxypentyl)benzene

1-Phenyl-1H-tetrazole-5-thiol
86-93-1

1-Phenyl-1H-tetrazole-5-thiol

C20H24N4O2S

C20H24N4O2S

Conditions
ConditionsYield
With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran; toluene at 0 - 20℃; for 24h; Mitsunobu Displacement; Inert atmosphere;100%
1-bromo-6-hexanol
4286-55-9

1-bromo-6-hexanol

1-Phenyl-1H-tetrazole-5-thiol
86-93-1

1-Phenyl-1H-tetrazole-5-thiol

6-(1-phenyl-1H-tetrazole-5-ylsulfanyl)hexane-1-ol
934502-98-4

6-(1-phenyl-1H-tetrazole-5-ylsulfanyl)hexane-1-ol

Conditions
ConditionsYield
With potassium carbonate In acetone at 20 - 40℃; for 18h;99.5%
trans-5,6-dihydro-6-(hydroxymethyl)-2-methoxy-2H-pyran
63358-55-4

trans-5,6-dihydro-6-(hydroxymethyl)-2-methoxy-2H-pyran

1-Phenyl-1H-tetrazole-5-thiol
86-93-1

1-Phenyl-1H-tetrazole-5-thiol

5-(6-methoxy-3,6-dihydro-2H-pyran-2-ylmethylsulfanyl)-1-phenyl-1H-tetrazole
343764-60-3

5-(6-methoxy-3,6-dihydro-2H-pyran-2-ylmethylsulfanyl)-1-phenyl-1H-tetrazole

Conditions
ConditionsYield
With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran at 0 - 20℃; for 12h;99%
1-Phenyl-1H-tetrazole-5-thiol
86-93-1

1-Phenyl-1H-tetrazole-5-thiol

(S)-5-(4-methoxyphenoxy)-hexan-1-ol
457100-61-7

(S)-5-(4-methoxyphenoxy)-hexan-1-ol

5-[(S)-5-(4-methoxyphenoxy)-hexylsulfanyl]-1-phenyl-1H-tetrazole

5-[(S)-5-(4-methoxyphenoxy)-hexylsulfanyl]-1-phenyl-1H-tetrazole

Conditions
ConditionsYield
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 20℃; for 12h; Mitsunobu coupling;99%
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 0 - 20℃; Inert atmosphere;91%
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran Mitsunobu coupling;
1-[(3-bromopropoxy)methyl]-benzene
54314-84-0

1-[(3-bromopropoxy)methyl]-benzene

1-Phenyl-1H-tetrazole-5-thiol
86-93-1

1-Phenyl-1H-tetrazole-5-thiol

5-(3-benzyloxypropylsulfanyl)-1-phenyl-1H-tetrazole
1023306-27-5

5-(3-benzyloxypropylsulfanyl)-1-phenyl-1H-tetrazole

Conditions
ConditionsYield
With sodium hydride In N,N-dimethyl-formamide at 20℃; for 18h;99%
With sodium hydride In N,N-dimethyl-formamide
1-Phenyl-1H-tetrazole-5-thiol
86-93-1

1-Phenyl-1H-tetrazole-5-thiol

(4R,6S)-4-(2-iodoethyl)-2,2-dimethyl-6-phenethyl-[1,3]dioxane
745058-38-2

(4R,6S)-4-(2-iodoethyl)-2,2-dimethyl-6-phenethyl-[1,3]dioxane

5-{2-[(4R,6S)-2,2-dimethyl-6-phenethyl-[1,3]dioxan-4-yl]-ethylsulfanyl}-1-phenyl-1H-tetrazole
485321-90-2

5-{2-[(4R,6S)-2,2-dimethyl-6-phenethyl-[1,3]dioxan-4-yl]-ethylsulfanyl}-1-phenyl-1H-tetrazole

Conditions
ConditionsYield
Stage #1: 1-Phenyl-1H-tetrazole-5-thiol With sodium hydride In tetrahydrofuran; N,N-dimethyl-formamide at 20℃; for 0.5h;
Stage #2: (4R,6S)-4-(2-iodoethyl)-2,2-dimethyl-6-phenethyl-[1,3]dioxane In tetrahydrofuran; N,N-dimethyl-formamide Williamson etherification;
99%
1-Phenyl-1H-tetrazole-5-thiol
86-93-1

1-Phenyl-1H-tetrazole-5-thiol

(R)-2-{(4R,5S)-5-[(S)-1-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-4-methyl-4,5-dihydro-isoxazol-3-yl}-propan-1-ol
735317-63-2

(R)-2-{(4R,5S)-5-[(S)-1-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-4-methyl-4,5-dihydro-isoxazol-3-yl}-propan-1-ol

5-((R)-2-{(4R,5S)-5-[(S)-1-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-4-methyl-4,5-dihydro-isoxazol-3-yl}-propylsulfanyl)-1-phenyl-1H-tetrazole
735317-66-5

5-((R)-2-{(4R,5S)-5-[(S)-1-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-4-methyl-4,5-dihydro-isoxazol-3-yl}-propylsulfanyl)-1-phenyl-1H-tetrazole

Conditions
ConditionsYield
With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran for 1.5h;99%
pentadecanol
629-76-5

pentadecanol

1-Phenyl-1H-tetrazole-5-thiol
86-93-1

1-Phenyl-1H-tetrazole-5-thiol

5-pentadecylsulfanyl-1-phenyl-1H-tetrazole
861997-80-0

5-pentadecylsulfanyl-1-phenyl-1H-tetrazole

Conditions
ConditionsYield
With di-isopropyl azodicarboxylate; triphenylphosphine for 0.166667h;99%
1-Phenyl-1H-tetrazole-5-thiol
86-93-1

1-Phenyl-1H-tetrazole-5-thiol

2-halo-1-naphthalen-2-yl-ethanone

2-halo-1-naphthalen-2-yl-ethanone

1-naphthalen-2-yl-2-(1-phenyl-1H-tetrazol-5-ylsulfanyl)-ethanone

1-naphthalen-2-yl-2-(1-phenyl-1H-tetrazol-5-ylsulfanyl)-ethanone

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃;99%
(16S,17S)-1-bromo-16-methoxy-17-methylpentatriacontane
934503-46-5

(16S,17S)-1-bromo-16-methoxy-17-methylpentatriacontane

1-Phenyl-1H-tetrazole-5-thiol
86-93-1

1-Phenyl-1H-tetrazole-5-thiol

5-((16S,17S)-16-methoxy-17-methylpentatriacontyl-1-sulfanyl)-1-phenyl-1H-tetrazole
934503-48-7

5-((16S,17S)-16-methoxy-17-methylpentatriacontyl-1-sulfanyl)-1-phenyl-1H-tetrazole

Conditions
ConditionsYield
With potassium carbonate In acetone at 20 - 40℃; for 18h;99%

86-93-1Relevant articles and documents

Discovery of quinazoline derivatives as a novel class of potent and in vivo efficacious LSD1 inhibitors by drug repurposing

Li, Zhonghua,Li, Zhongrui,Ma, Jinlian,Miao, Jinxin,Qin, Tingting,Yang, Nian,Zhang, Xinhui,Zhang, Zhenqiang,Zhao, Taoqian,Zhao, Xuan

, (2021/08/19)

Histone lysine-specific demethylase 1 (LSD1) is an important epigenetic modulator, and is implicated in malignant transformation and tumor pathogenesis in different ways. Therefore, the inhibition of LSD1 provides an attractive therapeutic target for cancer therapy. Based on drug repurposing strategy, we screened our in-house chemical library toward LSD1, and found that the EGFR inhibitor erlotinib, an FDA-approved drug for lung cancer, possessed low potency against LSD1 (IC50 = 35.80 μM). Herein, we report our further medicinal chemistry effort to obtain a highly water-soluble erlotinib analog 5k (>100 mg/mL) with significantly enhanced inhibitory activity against LSD1 (IC50 = 0.69 μM) as well as higher specificity. In MGC-803 cells, 5k suppressed the demethylation of LSD1, indicating its cellular activity against the enzyme. In addition, 5k had a remarkable capacity to inhibit colony formation, suppress migration and induce apoptosis of MGC803 cells. Furthermore, in MGC-803 xenograft mouse model, 5k treatment resulted in significant reduction in tumor size by 81.6% and 96.1% at dosages of 40 and 80 mg/kg/d, respectively. Our findings indicate that erlotinib-based analogs provide a novel structural set of LSD1 inhibitors with potential for further investigation, and may serve as novel candidates for the treatment of LSD1-overexpressing cancers.

Synthesis method of 1-phenyl-5-mercaptotetrazole

-

Paragraph 0016; 0019-0026, (2020/12/31)

The invention relates to a synthesis method of 1-phenyl-5-mercaptotetrazole, which comprises the steps of (1) by using sodium anilino dithiocarboxylate and sodium azide as raw materials, water as a reaction solvent and an alkaline solution as a catalyst, carrying out heating reflux reaction, and neutralizing the reaction solution with an acid after the reaction is ended to obtain a 1-phenyl-5-mercaptotetrazole crude product; and (2) recrystallizing the 1-phenyl-5-mercaptotetrazole crude product obtained in the step (1) by using a recrystallization solution to obtain a 1-phenyl-5-mercaptotetrazole finished product, wherein the recrystallization solution is a mixed solution of toluene and water. The 1-phenyl-5-mercaptotetrazole prepared by the method is high in purity, safer in reaction process and suitable for industrial production.

5,6,7,8-Tetrahydrobenzo[4,5]thieno[2,3-d]pyrimidine derivatives as inhibitors of full-length RORγt

Lao, Chuyu,Zhou, Xiaoqing,Chen, Huanpeng,Wei, Fengjiao,Huang, Zhaofeng,Bai, Chuan

, (2019/07/18)

Retinoid-related orphan receptor gamma-t (RORγt) belongs to the nuclear receptor superfamily that takes vital roles in the development and maturation of T-helper 17 cell (Th17) and lymph-node genesis. Because Th17 cells have been proved to be major effectors in human autoimmune and inflammatory diseases, the agonists and antagonists of RORγt have been discovered as promising leads for the therapeutics of these diseases. Most of the current studies of RORγt inhibitors have been focused on ligand binding domain (LBD) of RORγt because the structure and binding pockets of LBD have been elucidated and studied in detail. Recent research elucidated that the hinge domain (HD) of RORγt was significantly involved in the SUMOylation of RORγt and thus specifically affecting T cell development but not lymph-node genesis. These discoveries highlighted the potential of HD of RORγt as the target of RORγt inhibitors that could specifically inhibit Th17-related activities without affecting lymph-node genesis. In this study, we utilized a screening system with full-length RORγt including DBD, HD and LBD to evaluate the activities of a synthesized library of tetrahydrobenzo[4,5]thieno[2,3-d]pyrimidine derivatives. We identified a potent lead compound (28) that effectively inhibited Th17 cell differentiation. Docking and structure–activity relationship (SAR) studies showed that compound 28 may not bind in the binding pocket as most of the known inhibitors, but may bind in the pocket closed to Gln223 and Leu244 in HD. Our studies showed evidence that the HD of RORγt could afford a binding pocket for Th17 specific inhibitors and this domain should be further studied to discover potent and specific RORγt inhibitors.

Post a RFQ

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

1

What can I do for you?
Get Best Price

Get Best Price for 86-93-1