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Methyl 2-aminopyridine-4-carboxylate

Product Name
Methyl 2-aminopyridine-4-carboxylate
CAS No.
6937-03-7
Chemical Name
Methyl 2-aminopyridine-4-carboxylate
Synonyms
METHYL 2-AMINOISONICOTINATE;2-Aminopyridine-4-carboxylic acid methyl ester;NSC 40138;Methyl 2-aMinopy;CHEMBRDG-BB 4015127;2-aminopyridine-4-carboxyL;2- aMinoMethyl isonicotinate;Methyl2-Aminoisonicotinate>Methyl 2-aminoisonicotinate 98%;Methyl 2-aminoisonicotinate, 98%
CBNumber
CB1212183
Molecular Formula
C7H8N2O2
Formula Weight
152.15
MOL File
6937-03-7.mol
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Methyl 2-aminopyridine-4-carboxylate Property

Melting point:
144-148 °C
Boiling point:
296.1±20.0 °C(Predicted)
Density 
1.238±0.06 g/cm3(Predicted)
storage temp. 
Keep in dark place,Sealed in dry,Room Temperature
solubility 
Chloroform
pka
4.89±0.11(Predicted)
form 
Crystalline Powder
color 
White to brown
Water Solubility 
Insoluble in water.
BRN 
128642
InChI
InChI=1S/C7H8N2O2/c1-11-7(10)5-2-3-9-6(8)4-5/h2-4H,1H3,(H2,8,9)
InChIKey
SVWWNEYBEFASMP-UHFFFAOYSA-N
SMILES
C1(N)=NC=CC(C(OC)=O)=C1
CAS DataBase Reference
6937-03-7(CAS DataBase Reference)
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38-41-20/22
Safety Statements 
26-36-26/36-39-36/37/39-22
HazardClass 
IRRITANT
HS Code 
29333990
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H318Causes serious eye damage

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
704482
Product name
Methyl 2-aminopyridine-4-carboxylate
Purity
97%
Packaging
1g
Price
$76.3
Updated
2023/06/20
Sigma-Aldrich
Product number
704482
Product name
Methyl 2-aminopyridine-4-carboxylate
Purity
97%
Packaging
5G
Price
$137
Updated
2023/06/20
TCI Chemical
Product number
M2172
Product name
Methyl 2-Aminoisonicotinate
Purity
>98.0%(GC)(T)
Packaging
1g
Price
$30
Updated
2025/07/31
TCI Chemical
Product number
M2172
Product name
Methyl 2-Aminoisonicotinate
Purity
>98.0%(GC)(T)
Packaging
5g
Price
$88
Updated
2025/07/31
TRC
Product number
M286840
Product name
Methyl 2-Aminoisonicotinate
Packaging
2.5g
Price
$70
Updated
2021/12/16
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Methyl 2-aminopyridine-4-carboxylate Chemical Properties,Usage,Production

Chemical Properties

Tan Solid

Uses

Methyl 2-aminopyridine-4-carboxylate is an inhibitor of nitrogen monoxide synthetase.

Uses

A nitrogen monoxide synthetase inhibitor.

Synthesis Reference(s)

The Journal of Organic Chemistry, 72, p. 4554, 2007 DOI: 10.1021/jo070189y

Synthesis

67-56-1

13362-28-2

6937-03-7

The general procedure for the synthesis of methyl 2-aminoisonicotinate from methanol and 2-aminoisonicotinic acid was as follows: 2-aminoisonicotinic acid (207 g, 1.5 mol) was dissolved in methanol (1.8 L) to prepare a solution. The solution was slowly added dropwise to thionyl chloride (238 g, 2 mol) at 50 °C. After the dropwise addition was completed, the reaction temperature was maintained at 50 °C and the reaction mixture continued to be stirred for 5 hours. After completion of the reaction, the solvent was removed by distillation under reduced pressure. To the residue, saturated aqueous sodium carbonate solution was added and the pH was adjusted to 9-10 to make the reaction mixture basic. Subsequently, the mixed solution was extracted with dichloromethane (300 ml each time for 3 times). The organic layers were combined and dried with anhydrous sodium sulfate. Finally, the solvent was removed by concentration to give methyl 2-aminoisonicotinate (189 g, 83% yield) as a yellow solid. The structure of the product was confirmed by 1H-NMR (d6-DMSO, 300 MHz): δ 3.96 (s, 3H); 7.14 (d, 1H); 7.49 (br, 1H); 8.07 (d, 1H); 8.18 (br, 2H, NH).

References

[1] European Journal of Medicinal Chemistry, 2013, vol. 61, p. 26 - 40
[2] Journal of the American Chemical Society, 2018, vol. 140, # 9, p. 3322 - 3330
[3] Chemistry - A European Journal, 2012, vol. 18, # 27, p. 8498 - 8507
[4] Patent: EP3018125, 2016, A1. Location in patent: Paragraph 0515-0518
[5] Russian Journal of Organic Chemistry, 2015, vol. 51, # 5, p. 744 - 745

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Methyl 2-aminopyridine-4-carboxylate Suppliers

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View Lastest Price from Methyl 2-aminopyridine-4-carboxylate manufacturers

Hebei Chuanghai Biotechnology Co., Ltd
Product
Methyl 2-aminopyridine-4-carboxylate 6937-03-7
Price
US $0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
10 mt
Release date
2025-03-10
Shaanxi Dideu New Materials Co. Ltd
Product
Methyl 2-aminopyridine-4-carboxylate 6937-03-7
Price
US $0.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
10000KGS
Release date
2025-03-01
Hebei Zhanyao Biotechnology Co. Ltd
Product
Methyl 2-aminopyridine-4-carboxylate 6937-03-7
Price
US $10.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
20 tons
Release date
2021-10-13

6937-03-7, Methyl 2-aminopyridine-4-carboxylateRelated Search:


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  • METHYL 2-AMINOPYRIDINE-4-CARBOXYLATE
  • CHEMBRDG-BB 4015127
  • 2-Aminopyridinecarboxylic acid methyl ester~Methyl 2-aminoisonicotinate
  • 2-Aminopyridine-4-carboxylic acid methyl ester
  • 2-aminopyridinecarboxylic acid methyl ester
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  • 2-Amniopyridine-4-carboxylic acid methyl ester
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  • methyl 2-aminoisonicotinate, (2-Amino-4-pyridinecarboxylic acid methylester)
  • Methyl 2-Amino-4-pyridinecarboxylate
  • NSC 40138
  • 2-Aminoisonicotinic Acid Methyl Ester Methyl 2-Aminopyridine-4-carboxylate 2-Aminopyridine-4-carboxylic Acid Methyl Ester
  • Methyl 2-aMinoisonicotinate-CAS6937-03-7
  • Methyl 2-aMinopy
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  • Methyl 2-aMinopyridine-4-carboxylate, >95%
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  • 2-aminopyridine-4-carboxyL
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  • 4-Pyridinecarboxylic acid, 2-amino-, methyl ester (9CI, ACI)
  • 2-amino-4-Pyridinecarboxylic acid methyl ester (9CI ACI)
  • Methyl 2-aminoisonicotinate, 98%
  • Methyl 2-aminoisopyridin-3-carboxylate
  • 6937-03-7
  • 1839794
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  • Amines
  • Heterocycles
  • Inhibitors
  • Esters
  • Pyridines
  • Pyridine
  • API intermediates
  • Heterocycle-Pyridine series