1458-03-3

Basic information

• Product Name: Methyl 3-amino-6-chloropyrazine-2-carboxylate
• Synonyms: Methyl 3-amino-6-chloropyrazine-2-carboxylate;3-Amino-6-chloro-2-pyrazinecarboxylic acid methyl ester;Methyl 2-amino-5-chloropyrazine-3-carboxylate;2-Pyrazinecarboxylic acid, 3-amino-6-chloro-, methyl ester;3-Amino-6-chloro-pyrazine-2-carboxylic acid methyl ester;3-aMino-6-chloropyrazine-2-carboxylate Methyl ester
• CAS NO: 1458-03-3
• Molecular Formula: C₆H₆ClN₃O₂
• Molecular Weight: 187.58
• Mol File: 1458-03-3.mol
• Article Data: 7

Chemical Properties

• Melting Point: 159-161 ºC
• Boiling Point: 334.735 °C at 760 mmHg
• Flash Point: 156.242 °C
• Appearance: /Solid
• Density: 1.465
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.592
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• Solubility: DMSO, Methanol (Slightly)
• PKA: -1.67±0.10(Predicted)
• CAS DataBase Reference: Methyl 3-amino-6-chloropyrazine-2-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: Methyl 3-amino-6-chloropyrazine-2-carboxylate(1458-03-3)
• EPA Substance Registry System: Methyl 3-amino-6-chloropyrazine-2-carboxylate(1458-03-3)

Safety Data

• Hazardous Substances Data: 1458-03-3(Hazardous Substances Data)

Usage

Description

Methyl 3-amino-6-chloropyrazine-2-carboxylate is an organic compound with the molecular formula C5H5ClN2O2. It is a derivative of pyrazine, featuring a chlorine atom at the 6th position, an amino group at the 3rd position, and a carboxylate group attached to a methyl group. Methyl 3-amino-6-chloropyrazine-2-carboxylate is known for its potential applications in the pharmaceutical and chemical industries due to its unique structural properties.

Uses

Used in Pharmaceutical Industry:
Methyl 3-amino-6-chloropyrazine-2-carboxylate is used as a reagent for the design and synthesis of aminopyrazine derivatives. These derivatives have potential applications as inhibitors of mitogen-activated protein kinase-activated protein kinase 2 (MK-2). MK-2 is a key enzyme involved in the regulation of inflammatory responses, and its inhibition can lead to the development of anti-inflammatory drugs.
In the field of medicinal chemistry, Methyl 3-amino-6-chloropyrazine-2-carboxylate serves as a building block for the creation of novel compounds with potential therapeutic properties. Its unique structure allows for further functionalization and modification, enabling the development of new drugs with improved efficacy and selectivity.
Additionally, Methyl 3-amino-6-chloropyrazine-2-carboxylate can be utilized in the synthesis of various bioactive molecules, such as antimicrobial, antiviral, and anticancer agents. Its versatility in chemical reactions and its ability to form stable complexes with target proteins make it a valuable tool in the search for new therapeutic agents.
Used in Chemical Research:
In the realm of chemical research, Methyl 3-amino-6-chloropyrazine-2-carboxylate is employed as a starting material for the synthesis of various complex organic molecules. Its unique structural features make it an attractive candidate for the development of new synthetic routes and methodologies.
Furthermore, this compound can be used to study the reactivity and selectivity of different functional groups in organic reactions. By understanding the behavior of Methyl 3-amino-6-chloropyrazine-2-carboxylate in various chemical transformations, researchers can gain valuable insights into the underlying reaction mechanisms and develop more efficient synthetic strategies.

InChI:InChI=1/C6H6ClN3O2/c1-12-6(11)4-5(8)9-2-3(7)10-4/h2H,1H3,(H2,8,9)

Upstream product

• 16298-03-6 Methyl 3-amino-2-pyrazinecarboxylate 
• 17149-35-8 2-amino-3-(methoxycarbonyl)pyrazine1-oxide 

Downstream Products

• 356783-14-7 methyl 3,6-dichloro-2-pyrazinecarboxylate 
• 33332-29-5 2-amino-5-chloropyrazine 
• 356783-26-1 methyl 3,6-difluoropyrazine-2-carboxylate 

Relevant articles and documents

Synthesis method of 6-fluoro-3-hydroxypyrazine-2-carboxylic acid

The invention belongs to medical intermediates, and particularly relates to a synthesis method of 6-fluoro-3-hydroxypyrazine-2-carboxylic acid. The 6-fluoro-3-hydroxypyrazine-2-carboxylic acid is prepared by taking a compound A, namely 3-aminopyrazine-2-carboxylic acid methyl ester as an initial raw material through five-step reaction, the synthetic method of the 6-fluoro-3-hydroxypyrazine-2-carboxylic acid is provided, a synthetic route is provided for the synthetic method of the 6-fluoro-3-hydroxypyrazine-2-carboxylic acid, the synthesis method of 6-fluoro-3-hydroxypyrazine-2-carboxylic acid provided by the invention is reasonable in design, simple to operate and easy to control, and meanwhile, the product obtained by the invention is relatively high in yield.

Large-scale process for preparing 2-amino-3-bromo-6-chloropyrazine

The invention discloses a large-scale process for preparing 2-amino-3-bromo-6-chloropyrazine. The product is obtained from 3-aminopyrazine-2-carboxylate as a raw material through steps of chlorination, diazotization bromination, ester group hydrolysis, carboxyl rearrangement, t-butyloxycarbonyl removal and the like. The process is higher in yield, simple in purification, prone to large-scale production and capable of realizing effective and low-cost production.

Heterocyclic compounds

The invention concerns pharmaceutically useful compounds of the formula I, in which A1, A2, A3, A4, B1, m, Ar, W, X, Y, Z and R1 have any of the meanings defined herein, and their pharmaceutically acceptable salts, and pharmaceutical compositions containing them. The novel compounds possess endothelin receptor antagonist activity and are useful, for example, in the treatment of diseases or medical conditions in which elevated or abnormal levels of endothelin play a significant causative role. The invention further concerns processes for the manufacture of the novel compounds and the use of the compounds in medical treatment.