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5521-55-1 Usage

Chemical Properties

Pale Brown Powder

Uses

5-Methyl-2-pyrazinecarboxylic acid may be used in the preparation of novel europium(III) complexes, (5-methyl-2-pyrazinecarboxylato) (phenanthroline)europium(III). It may be used in the synthesis of Ln-metal organic frameworks (MOFs).

General Description

5-Methyl-2-pyrazinecarboxylic acid is a pyrazine derivative. Simultaneous membrane based solvent extraction (MBSE) and membrane based solvent stripping (MBSS) of 5-methyl-2-pyrazine carboxylic acid (MPCA) has been studied. Mechanism of pertraction of MPCA through layered bulk liquid membranes has been studied. MPCA reacts with Ln(NO3)3·6H2O and K4[W(CN)8]·2H2O to form unique three-dimensional network structure which contains open channels.

Check Digit Verification of cas no

The CAS Registry Mumber 5521-55-1 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 5,5,2 and 1 respectively; the second part has 2 digits, 5 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 5521-55:
(6*5)+(5*5)+(4*2)+(3*1)+(2*5)+(1*5)=81
81 % 10 = 1
So 5521-55-1 is a valid CAS Registry Number.
InChI:InChI=1/C6H6N2O2/c1-4-2-8-5(3-7-4)6(9)10/h2-3H,1H3,(H,9,10)/p-1

5521-55-1 Well-known Company Product Price

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  • Alfa Aesar

  • (A14011)  2-Methylpyrazine-5-carboxylic acid, 98%   

  • 5521-55-1

  • 1g

  • 248.0CNY

  • Detail
  • Alfa Aesar

  • (A14011)  2-Methylpyrazine-5-carboxylic acid, 98%   

  • 5521-55-1

  • 5g

  • 476.0CNY

  • Detail
  • Alfa Aesar

  • (A14011)  2-Methylpyrazine-5-carboxylic acid, 98%   

  • 5521-55-1

  • 25g

  • 1605.0CNY

  • Detail
  • Aldrich

  • (347647)  5-Methyl-2-pyrazinecarboxylicacid  98%

  • 5521-55-1

  • 347647-5G

  • 506.61CNY

  • Detail
  • Aldrich

  • (347647)  5-Methyl-2-pyrazinecarboxylicacid  98%

  • 5521-55-1

  • 347647-25G

  • 1,714.05CNY

  • Detail

5521-55-1SDS

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 5-Methyl-2-pyrazinecarboxylic acid

1.2 Other means of identification

Product number -
Other names 5-methylpyrazine-2-carboxylic acid

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:5521-55-1 SDS

5521-55-1Synthetic route

2,5-dimethyl-pyrazine
123-32-0

2,5-dimethyl-pyrazine

2-methylpyrazin-5-carboxylic acid
5521-55-1

2-methylpyrazin-5-carboxylic acid

Conditions
ConditionsYield
at 30℃; for 16h; Pseudomonas putida ATCC 33015;90%
With potassium permanganate In water at 76 - 82℃; for 5.7h; Temperature; Industrial scale;81.6%
With sodium tungstate; oxygen; cobalt(II) nitrate; manganese(ll) chloride In water75.6%
3-bromo-5-methylpyrazine-2-carboxylic acid

3-bromo-5-methylpyrazine-2-carboxylic acid

2-methylpyrazin-5-carboxylic acid
5521-55-1

2-methylpyrazin-5-carboxylic acid

Conditions
ConditionsYield
With palladium 10% on activated carbon; hydrogen; sodium hydroxide In methanol at 60℃; under 15001.5 Torr; for 12h; Autoclave; Inert atmosphere;68%
3-chloro-5-methylpyrazine-2-carboxylic acid

3-chloro-5-methylpyrazine-2-carboxylic acid

2-methylpyrazin-5-carboxylic acid
5521-55-1

2-methylpyrazin-5-carboxylic acid

Conditions
ConditionsYield
With palladium 10% on activated carbon; hydrogen; sodium hydroxide In methanol at 60℃; under 15001.5 Torr; for 12h; Reagent/catalyst; Autoclave; Inert atmosphere;71%
2-(chloromethyl)-5-methylpyrazine hydrochloride
128229-06-1

2-(chloromethyl)-5-methylpyrazine hydrochloride

2-methylpyrazin-5-carboxylic acid
5521-55-1

2-methylpyrazin-5-carboxylic acid

Conditions
ConditionsYield
With potassium carbonate In water; tert-butyl alcohol at 60℃; Ni-anode, 12 mA/cm2;82%
Multi-step reaction with 2 steps
1: 74 percent / KOAc, KHCO3 / ethanol / 6 h / Heating
2: 93 percent / 1 N aq. NaOH / 40 °C / Ni-anode, 12 mA/cm2
View Scheme
Multi-step reaction with 2 steps
1: 65 percent / KOAc / ethanol / 6 h / Heating
2: 87 percent / 1 N aq.NaOH / 40 °C / Ni-anode, 12 mA/cm2
View Scheme
2-Hydroxymethyl-5-methylpyrazine
61892-95-3

2-Hydroxymethyl-5-methylpyrazine

2-methylpyrazin-5-carboxylic acid
5521-55-1

2-methylpyrazin-5-carboxylic acid

Conditions
ConditionsYield
With sodium hydroxide at 40℃; Ni-anode, 12 mA/cm2;93%
With potassium permanganate for 0.5h; Oxidation;
2-Acetoxymethyl-5-methylpyrazine
98006-89-4

2-Acetoxymethyl-5-methylpyrazine

2-methylpyrazin-5-carboxylic acid
5521-55-1

2-methylpyrazin-5-carboxylic acid

Conditions
ConditionsYield
With sodium hydroxide at 40℃; Ni-anode, 12 mA/cm2;87%
Multi-step reaction with 2 steps
1: 85 percent / NaOH / ethanol / 0.17 h
2: aq. KMnO4 / 0.5 h
View Scheme
5-methyl-pyrazine-2,3-dicarboxylic acid
5521-60-8

5-methyl-pyrazine-2,3-dicarboxylic acid

2-methylpyrazin-5-carboxylic acid
5521-55-1

2-methylpyrazin-5-carboxylic acid

Conditions
ConditionsYield
at 175 - 185℃; under 2 Torr;71%
2,5-dimethyl-pyrazine
123-32-0

2,5-dimethyl-pyrazine

A

2-methylpyrazin-5-carboxylic acid
5521-55-1

2-methylpyrazin-5-carboxylic acid

B

2,5-pyrazinedicarboxylic acid
122-05-4

2,5-pyrazinedicarboxylic acid

Conditions
ConditionsYield
With chromium(III) nitrate In water Ambient temperature; electrochemical oxidation on activated nickel hydroxide anode;A 40%
B 20%
2-methyl-5-pyrazinylmethyl chloride
81831-68-7

2-methyl-5-pyrazinylmethyl chloride

2-methylpyrazin-5-carboxylic acid
5521-55-1

2-methylpyrazin-5-carboxylic acid

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 90 percent Chromat. / ethanol / Heating
2: 85 percent / NaOH / ethanol / 0.17 h
3: aq. KMnO4 / 0.5 h
View Scheme
3-carboxamido-2-hydroxy-6-methylpyrazine
88394-05-2

3-carboxamido-2-hydroxy-6-methylpyrazine

2-methylpyrazin-5-carboxylic acid
5521-55-1

2-methylpyrazin-5-carboxylic acid

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: sulfuric acid / 12 h / 100 °C
2: thionyl chloride / 5,5-dimethyl-1,3-cyclohexadiene; N,N-dimethyl-formamide / 6 h / 80 °C
3: palladium 10% on activated carbon; hydrogen; sodium hydroxide / methanol / 12 h / 60 °C / 15001.5 Torr / Autoclave; Inert atmosphere
View Scheme
Multi-step reaction with 3 steps
1: sulfuric acid / 12 h / 100 °C
2: dibromo sulfoxide / 5,5-dimethyl-1,3-cyclohexadiene; N,N-dimethyl-formamide / 6 h / 80 °C
3: palladium 10% on activated carbon; hydrogen; sodium hydroxide / methanol / 12 h / 60 °C / 15001.5 Torr / Autoclave; Inert atmosphere
View Scheme
2-Hydroxy-6-methylpyrazine-3-carboxylic acid
120992-57-6

2-Hydroxy-6-methylpyrazine-3-carboxylic acid

2-methylpyrazin-5-carboxylic acid
5521-55-1

2-methylpyrazin-5-carboxylic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: thionyl chloride / 5,5-dimethyl-1,3-cyclohexadiene; N,N-dimethyl-formamide / 6 h / 80 °C
2: palladium 10% on activated carbon; hydrogen; sodium hydroxide / methanol / 12 h / 60 °C / 15001.5 Torr / Autoclave; Inert atmosphere
View Scheme
2,5-dimethyl-pyrazine
123-32-0

2,5-dimethyl-pyrazine

A

2-methylpyrazin-5-carboxylic acid
5521-55-1

2-methylpyrazin-5-carboxylic acid

B

diethyl pyrazine-2,5-dicarboxylate
103150-78-3

diethyl pyrazine-2,5-dicarboxylate

Conditions
ConditionsYield
With potassium permanganate
CP290

CP290

A

2-methylpyrazin-5-carboxylic acid
5521-55-1

2-methylpyrazin-5-carboxylic acid

B

3-hydroxy-1-(3-hydroxypropyl)-2-methylpyridin-4(1H)-one

3-hydroxy-1-(3-hydroxypropyl)-2-methylpyridin-4(1H)-one

Conditions
ConditionsYield
With water In acetonitrile at 37℃; for 0.166667h; pH=2.0; Kinetics; Further Variations:; pH-values; reaction time; Acid hydrolysis;
2,5-dimethyl-pyrazine
123-32-0

2,5-dimethyl-pyrazine

A

2-pyrazylcarboxylic acid
98-97-5

2-pyrazylcarboxylic acid

B

2-methylpyrazin-5-carboxylic acid
5521-55-1

2-methylpyrazin-5-carboxylic acid

C

2,5-pyrazinedicarboxylic acid
122-05-4

2,5-pyrazinedicarboxylic acid

Conditions
ConditionsYield
With cobalt(II) nitrate In water Ambient temperature; electrochemical oxidation on activated nickel hydroxide anode;A 2%
B 42%
C 3%
In water Ambient temperature; electrochemical oxidation on activated nickel hydroxide anode;A 12%
B 22%
C 5%
With chromium(III) nitrate In diethyl ether Product distribution; Ambient temperature; electrochemical oxidation; var. additives, var. reaction time vs. conversion;
2-methylpyrazin-5-carboxylic acid
5521-55-1

2-methylpyrazin-5-carboxylic acid

copper(II) choride dihydrate

copper(II) choride dihydrate

[Cu(2-methylpyrazine-5-carboxylate)2(H2O)]*3H2O

[Cu(2-methylpyrazine-5-carboxylate)2(H2O)]*3H2O

Conditions
ConditionsYield
With NaOH In water ligand was added to aq. soln. of NaOH, stirred at room temp. for 10 min, CuCl2*2H2O was added slowly, stirred at room temp. for 2 h; filtered, washed with water, dried in air; elem. anal.;99%
2-methylpyrazin-5-carboxylic acid
5521-55-1

2-methylpyrazin-5-carboxylic acid

acipimox
51037-30-0

acipimox

Conditions
ConditionsYield
Stage #1: 2-methylpyrazin-5-carboxylic acid With hydrogenchloride In water for 0.5h;
Stage #2: With peracetic acid In water at 20℃; for 3h; Reagent/catalyst; Temperature;
98.5%
With sodium tungstate; dihydrogen peroxide; sodium hydroxide In water at 45℃; for 12h; pH=9; Concentration; pH-value; Reagent/catalyst; Temperature;94.5%
Stage #1: 2-methylpyrazin-5-carboxylic acid With sulfuric acid at 60℃; for 1h; Large scale;
Stage #2: With disodium tungstate dihydrate; dihydrogen peroxide In water for 8h; Heating; Large scale;
77.3%
2-methylpyrazin-5-carboxylic acid
5521-55-1

2-methylpyrazin-5-carboxylic acid

1-<sulfonyl>-3-cyclohexyl-2-iminoimidazolidine
31858-85-2

1--3-cyclohexyl-2-iminoimidazolidine

5-Methyl-pyrazine-2-carboxylic acid {2-[4-(3-cyclohexyl-2-imino-imidazolidine-1-sulfonyl)-phenyl]-ethyl}-amide
85390-02-9

5-Methyl-pyrazine-2-carboxylic acid {2-[4-(3-cyclohexyl-2-imino-imidazolidine-1-sulfonyl)-phenyl]-ethyl}-amide

Conditions
ConditionsYield
With dicyclohexyl-carbodiimide In tetrahydrofuran; acetonitrile for 12h; Ambient temperature;97%
2-methylpyrazin-5-carboxylic acid
5521-55-1

2-methylpyrazin-5-carboxylic acid

copper dichloride

copper dichloride

Cu(2-methylpyrazine-5-carboxylate)2 hydrate

Cu(2-methylpyrazine-5-carboxylate)2 hydrate

Conditions
ConditionsYield
With NaOH; H2O In water acid was added to a soln. of NaOH in water and stirred at room temp. for10 min, CuCl2 was added slowly, the mixt. was stirred at room temp. for 2 h; filtered, ppt. was washed with water and dried in air;97%
2-methylpyrazin-5-carboxylic acid
5521-55-1

2-methylpyrazin-5-carboxylic acid

tert-butyl alcohol
75-65-0

tert-butyl alcohol

t-butyl 5-methylpyrazine-2-carboxylate
1151655-02-5

t-butyl 5-methylpyrazine-2-carboxylate

Conditions
ConditionsYield
With dmap; di-tert-butyl dicarbonate at 60℃; for 18h;95%
Stage #1: 2-methylpyrazin-5-carboxylic acid; tert-butyl alcohol With di-tert-butyl dicarbonate In tert-butyl alcohol at 55℃; for 0.25h;
Stage #2: With dmap at 55℃; for 17h;
86%
2-methylpyrazin-5-carboxylic acid
5521-55-1

2-methylpyrazin-5-carboxylic acid

N-(4-[2-amino-ethyl]-benzenesulfonyl)-N'-cyclohexyl urea
2015-16-9

N-(4-[2-amino-ethyl]-benzenesulfonyl)-N'-cyclohexyl urea

N-[2-[4-(amino-sulfonyl)phenyl]ethyl]-5-methylpyrazinecarboxamide
33288-71-0

N-[2-[4-(amino-sulfonyl)phenyl]ethyl]-5-methylpyrazinecarboxamide

Conditions
ConditionsYield
Stage #1: 2-methylpyrazin-5-carboxylic acid With triethylamine In acetone at 0℃; for 1h;
Stage #2: With chloroformic acid ethyl ester In acetone for 1h;
Stage #3: N-(4-[2-amino-ethyl]-benzenesulfonyl)-N'-cyclohexyl urea With triethylamine In acetone at 20℃; for 3h;
93.4%
2-methylpyrazin-5-carboxylic acid
5521-55-1

2-methylpyrazin-5-carboxylic acid

benzyl alcohol
100-51-6

benzyl alcohol

benzyl-5-methylpyrazin-2-yl carbamate
1033418-57-3

benzyl-5-methylpyrazin-2-yl carbamate

Conditions
ConditionsYield
With diphenyl phosphoryl azide; triethylamine In acetonitrile at 120℃;87%
Stage #1: 2-methylpyrazin-5-carboxylic acid With N-ethyl-N,N-diisopropylamine In toluene at 50℃; Inert atmosphere;
Stage #2: With diphenyl phosphoryl azide In toluene at 15℃;
Stage #3: benzyl alcohol In toluene at 85 - 90℃; for 3h;
85%
2-methylpyrazin-5-carboxylic acid
5521-55-1

2-methylpyrazin-5-carboxylic acid

di(n-butyl)tin oxide
818-08-6

di(n-butyl)tin oxide

[((n-Bu)2Sn(2-methylpyrazine-5-acid(-1H)))2O]2
931099-35-3

[((n-Bu)2Sn(2-methylpyrazine-5-acid(-1H)))2O]2

Conditions
ConditionsYield
In methanol; benzene (N2); acid was added to soln. of Sn compd. in C6H6/MeOH (5/1) in Schlenkflask; refluxed for 10 h; solvent evapd. (vac. ); recrystd. (MeOH); elem. anal.;86%
2-methylpyrazin-5-carboxylic acid
5521-55-1

2-methylpyrazin-5-carboxylic acid

C71H69F17N8O7

C71H69F17N8O7

C77H73F17N10O8

C77H73F17N10O8

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine; HATU In tetrahydrofuran; N,N-dimethyl-formamide86%
2-methylpyrazin-5-carboxylic acid
5521-55-1

2-methylpyrazin-5-carboxylic acid

2-(2,4-dimethylphenylsulphanyl)benzeneamine
1019453-85-0

2-(2,4-dimethylphenylsulphanyl)benzeneamine

N-(2-(2,4-dimethylphenylthio)phenyl)-5-methylpyrazine-2-carboxamide

N-(2-(2,4-dimethylphenylthio)phenyl)-5-methylpyrazine-2-carboxamide

Conditions
ConditionsYield
With 1,1'-carbonyldiimidazole In N,N-dimethyl-formamide for 1h;85%
2-methylpyrazin-5-carboxylic acid
5521-55-1

2-methylpyrazin-5-carboxylic acid

tert-butyl N-(1-amino-3-bicyclo[1.1.1]pentanyl)carbamate

tert-butyl N-(1-amino-3-bicyclo[1.1.1]pentanyl)carbamate

trifluoroacetic acid
76-05-1

trifluoroacetic acid

N-(3-aminobicyclo[1.1.1]pentan-1-yl)-5-methylpyrazine-2-carboxamide bis(2,2,2-trifluoroacetate)

N-(3-aminobicyclo[1.1.1]pentan-1-yl)-5-methylpyrazine-2-carboxamide bis(2,2,2-trifluoroacetate)

Conditions
ConditionsYield
Stage #1: 2-methylpyrazin-5-carboxylic acid; tert-butyl N-(1-amino-3-bicyclo[1.1.1]pentanyl)carbamate With pyridine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide at 20℃; for 1h;
Stage #2: trifluoroacetic acid In acetonitrile at 20℃; for 1h;
83%
2-methylpyrazin-5-carboxylic acid
5521-55-1

2-methylpyrazin-5-carboxylic acid

diphenyltin(IV) oxide
2273-51-0

diphenyltin(IV) oxide

[(Ph2Sn(2-methylpyrazine-5-acid(-1H)))3O2(Ph2Sn(OCH3))]
931099-36-4

[(Ph2Sn(2-methylpyrazine-5-acid(-1H)))3O2(Ph2Sn(OCH3))]

Conditions
ConditionsYield
In methanol; benzene (N2); acid was added to soln. of Sn compd. in C6H6/MeOH (5/1) in Schlenkflask; refluxed for 10 h; solvent evapd. (vac. ); recrystd. (MeOH); elem. anal.;82%
2-methylpyrazin-5-carboxylic acid
5521-55-1

2-methylpyrazin-5-carboxylic acid

7-(5-aminopyridin-2-yloxy)-4-methyl-2H-chromen-2-one
954584-43-1

7-(5-aminopyridin-2-yloxy)-4-methyl-2H-chromen-2-one

5-methyl-N-(6-((4-methyl-2-oxo-2H-chromen-7-yl)oxy)pyridin-3-yl)pyrazine-2-carboxamide
1420161-33-6

5-methyl-N-(6-((4-methyl-2-oxo-2H-chromen-7-yl)oxy)pyridin-3-yl)pyrazine-2-carboxamide

Conditions
ConditionsYield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 12h;81.9%
2-methylpyrazin-5-carboxylic acid
5521-55-1

2-methylpyrazin-5-carboxylic acid

3-aminolup-20(29)-en-28-oic acid
212773-15-4

3-aminolup-20(29)-en-28-oic acid

C36H53N3O3

C36H53N3O3

Conditions
ConditionsYield
Stage #1: 2-methylpyrazin-5-carboxylic acid With 1,1'-carbonyldiimidazole In dichloromethane at 20℃; for 2h;
Stage #2: 3-aminolup-20(29)-en-28-oic acid With dmap In dichloromethane at 20℃; for 8h;
81%
Stage #1: 2-methylpyrazin-5-carboxylic acid With dmap; 1,1'-carbonyldiimidazole In dichloromethane at 20℃; for 2h; Inert atmosphere;
Stage #2: 3-aminolup-20(29)-en-28-oic acid In dichloromethane at 20℃; for 8h; Inert atmosphere;
81%
2-methylpyrazin-5-carboxylic acid
5521-55-1

2-methylpyrazin-5-carboxylic acid

dimethyltin dichloride
753-73-1

dimethyltin dichloride

[(CH3)2Cl2Sn(2-methylpyrazine-5-acid(-1H))Sn(CH3)2(2-methylpyrazine-5-acid(-1H))]

[(CH3)2Cl2Sn(2-methylpyrazine-5-acid(-1H))Sn(CH3)2(2-methylpyrazine-5-acid(-1H))]

Conditions
ConditionsYield
With C2H5ONa In benzene byproducts: NaCl; (N2); acid was added to soln. of Sn compd. in C6H6 in Schlenk flask; stirred for 0.5 h; EtONa was added; stirred at 50°C for 12 h; filtered; solvent evapd. (vac. ); recrystd. (MeOH); elem. anal.;80%
2-methylpyrazin-5-carboxylic acid
5521-55-1

2-methylpyrazin-5-carboxylic acid

C38H48N6O7S2*ClH

C38H48N6O7S2*ClH

C44H52N8O8S2

C44H52N8O8S2

Conditions
ConditionsYield
With 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane at 30℃; for 6h; Inert atmosphere;80%
2-methylpyrazin-5-carboxylic acid
5521-55-1

2-methylpyrazin-5-carboxylic acid

4-[5-(naphtho[2,1-b]furan-2-yl)-1,3,4-oxadiazol-2-yl]aniline

4-[5-(naphtho[2,1-b]furan-2-yl)-1,3,4-oxadiazol-2-yl]aniline

5-methyl-N-(4-(5-(naphtho[2,1-b]furan-2-yl)-1,3,4-oxadiazol-2-yl)phenyl)pyrazine-2 carboxamide

5-methyl-N-(4-(5-(naphtho[2,1-b]furan-2-yl)-1,3,4-oxadiazol-2-yl)phenyl)pyrazine-2 carboxamide

Conditions
ConditionsYield
Stage #1: 4-[5-(naphtho[2,1-b]furan-2-yl)-1,3,4-oxadiazol-2-yl]aniline With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In dichloromethane at 20℃; Inert atmosphere;
Stage #2: 2-methylpyrazin-5-carboxylic acid In dichloromethane at 20℃; Inert atmosphere;
80%
2-methylpyrazin-5-carboxylic acid
5521-55-1

2-methylpyrazin-5-carboxylic acid

(2,4-Cl2C6H3CH2)3SnCl
931099-37-5

(2,4-Cl2C6H3CH2)3SnCl

[(2,4-Cl2C6H3CH2)2Sn(2-methylpyrazine-5-acid(-1H))2ClSn(CH2C6H3Cl2-2,4)3]2
931099-32-0

[(2,4-Cl2C6H3CH2)2Sn(2-methylpyrazine-5-acid(-1H))2ClSn(CH2C6H3Cl2-2,4)3]2

Conditions
ConditionsYield
With C2H5ONa In benzene byproducts: NaCl; (N2); acid was added to soln. of Sn compd. in C6H6 in Schlenk flask; stirred for 0.5 h; EtONa was added; stirred at 50°C for 12 h; filtered; solvent evapd. (vac. ); recrystd. (MeOH); elem. anal.;79%
2-methylpyrazin-5-carboxylic acid
5521-55-1

2-methylpyrazin-5-carboxylic acid

4-(3,5-dichlorophenoxy)-2-(piperazin-1-yl)pyrimidine

4-(3,5-dichlorophenoxy)-2-(piperazin-1-yl)pyrimidine

(4-(4-(3,5-dichlorophenoxy)pyrimidin-2-yl)piperazin-1-yl)(5-methylpyrazin-2-yl)methanone

(4-(4-(3,5-dichlorophenoxy)pyrimidin-2-yl)piperazin-1-yl)(5-methylpyrazin-2-yl)methanone

Conditions
ConditionsYield
With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 10h;79%
2-methylpyrazin-5-carboxylic acid
5521-55-1

2-methylpyrazin-5-carboxylic acid

di[bis[9-(2-(2-methoxyethoxy)ethyl)-3-(4-phenylquinolin-2-yl)-9H-carbazolato-N,C2']iridium(III) chloride]
1245730-97-5

di[bis[9-(2-(2-methoxyethoxy)ethyl)-3-(4-phenylquinolin-2-yl)-9H-carbazolato-N,C2']iridium(III) chloride]

bis[9-(2-(2-methoxyethoxy)ethyl)-3-(4-phenylquinolin-2-yl)-9H-carbazolato-N,C2']iridium(III)(5-methyl-2-pyridinecarboxylate)
1310041-69-0

bis[9-(2-(2-methoxyethoxy)ethyl)-3-(4-phenylquinolin-2-yl)-9H-carbazolato-N,C2']iridium(III)(5-methyl-2-pyridinecarboxylate)

Conditions
ConditionsYield
With Na2CO3 In 2-ethoxy-ethanol Ir complex and 5-methyl-2-pyridinecarboxylic acid (5 equiv.) mixed with Na2CO3 (10 equiv.) in 2-ethoxyethanol, refluxed for 12 h (N2); cooled ro room temp., poured into H2O, extd.(EtOAc), dried (MgSO3), evapd.(vac.), chromy.(silica gel - hexane/EtOAc 1:4), recrystd twice (CH2Cl2/hexane), elem. anal.;78%

5521-55-1Relevant articles and documents

Hederagenin compound H-X with anti-lung cancer effect and preparation method and application thereof

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Paragraph 0048; 0049; 0051; 0052; 0120; 0121, (2020/04/17)

The invention provides a hederagenin compound H-X with an anti-tumor effect and a preparation method and application thereof. The structural general formula 1 is shown in the specifications. Most of the derivatives provided by the invention have obvious inhibition effects on tumor cells A549, MCF-7 and HepG2, and the compound hederagenin-2, 6-dimethylpyrazine (H-08) shows good selectivity betweentumors and normal conditions, especially on lung cancer A549 cells. The IC50 of the compound to A549, MCF-7, HepG2, MDCK and H9c2 is 3.45+/-0.59 muM, 8.73+/-1.49 muM, 8.71+/-0.38 muM, 14.11+/-0.04 muM, and 16.69+/-0.12 muM, the inhibition effect on A549 cells is similar to that of a positive drug cis-platinum (IC50 is 3.85+/-0.63 muM), but the toxicity on MDCK and H9c2 is obviously lower than thatof cis-platinum.

Synthesis process of 2-methyl-5-pyrazinecarboxylic acid

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, (2019/03/08)

The invention provides a method for preparing 2-methyl-5-pyrazinecarboxylic acid. The method provided by the invention is characterized in that potassium permanganate which is more harmful to the environment is not used, a target compound 2-methyl-5-pyrazinecarboxylic acid can be prepared from cheap and easily available methylglyoxal and 2-amino malonamide taken as raw materials through four stepsof cyclization, hydrolysis, chlorination and reduction, the yield of the reaction route is high, the amount of byproducts is small, and products are purer.

Design, synthesis, and cytotoxic analysis of novel hederagenin–pyrazine derivatives based on partial least squares discriminant analysis

Fang, Kang,Zhang, Xiao-Hua,Han, Yao-Tian,Wu, Gao-Rong,Cai, De-Sheng,Xue, Nan-Nan,Guo, Wen-Bo,Yang, Yu-Qin,Chen, Meng,Zhang, Xin-Yu,Wang, Hui,Ma, Tao,Wang, Peng-Long,Lei, Hai-Min

, (2018/10/20)

Hederagenin (He) is a novel triterpene template for the development of new antitumor compounds. In this study, 26 new He–pyrazine derivatives were synthetized in an attempt to develop potent antitumor agents; they were screened for in vitro cytotoxicity against tumor and non-tumor cell lines. The majority of these derivatives showed much stronger cytotoxic activity than He. Remarkably, the most potent was compound 9 (half maximal inhibitory concentration (IC50) was 3.45 ± 0.59 μM), which exhibited similar antitumor activities against A549 (human non-small-cell lung cancer) as the positive drug cisplatin (DDP; IC50 was 3.85 ± 0.63 μM), while it showed lower cytotoxicity on H9c2 (murine heart myoblast; IC50 was 16.69 ± 0.12 μM) cell lines. Compound 9 could induce the early apoptosis and evoke cell-cycle arrest at the synthesis (S) phase of A549 cells. Impressively, we innovatively introduced the method of cluster analysis modeled as partial least squares discriminant analysis (PLS-DA) into the structure–activity relationship (SAR) evaluation, and SAR confirmed that pyrazine had a profound effect on the antitumor activity of He. The present studies highlight the importance of pyrazine derivatives of He in the discovery and development of novel antitumor agents.

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