221136-66-9

Basic information

• Product Name: 3-BROMO-6-METHYL-2-OXO-1(2H)-PYRAZINEACETIC ACID ETHYL ESTER
• Synonyms: 3-BROMO-6-METHYL-2-OXO-1(2H)-PYRAZINEACETIC ACID ETHYL ESTER;3-bromo-6-methyl-1-(ethoxycarbonylmethyl)pyrazinone;ethyl 2-(3-bromo-6-methyl-2-oxopyrazin-1(2H)-yl)acetate
• CAS NO: 221136-66-9
• Molecular Formula: C₉H₁₁BrN₂O₃
• Molecular Weight: 275.1
• Product Categories: pharmacetical
• Mol File: 221136-66-9.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 338.3°Cat760mmHg
• Flash Point: 158.4°C
• Appearance: /
• Density: 1.55g/cm³
• Vapor Pressure: 9.89E-05mmHg at 25°C
• Refractive Index: 1.58
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• CAS DataBase Reference: 3-BROMO-6-METHYL-2-OXO-1(2H)-PYRAZINEACETIC ACID ETHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: 3-BROMO-6-METHYL-2-OXO-1(2H)-PYRAZINEACETIC ACID ETHYL ESTER(221136-66-9)
• EPA Substance Registry System: 3-BROMO-6-METHYL-2-OXO-1(2H)-PYRAZINEACETIC ACID ETHYL ESTER(221136-66-9)

Safety Data

• Hazardous Substances Data: 221136-66-9(Hazardous Substances Data)

Usage

General Description

3-Bromo-6-methyl-2-oxo-1(2H)-pyrazineacetic acid ethyl ester is a chemical compound with the molecular formula C9H10BrN3O3. It is an ethyl ester derivative of 3-bromo-6-methyl-2-oxo-1(2H)-pyrazineacetic acid and is commonly used in the pharmaceutical industry as a building block for the synthesis of various drugs and pharmaceutical compounds. This chemical is also used as an intermediate in the production of agrochemicals and dyes. It is a white to off-white crystalline solid with a molecular weight of 276.1 g/mol and a melting point of around 120-123°C. The compound is known to have low solubility in water but is soluble in organic solvents such as ethanol and methanol.

InChI:InChI=1/C9H11BrN2O3/c1-3-15-7(13)5-12-6(2)4-11-8(10)9(12)14/h4H,3,5H2,1-2H3

Upstream product

• 221136-61-4 3,4-dihydro-6-methyl-2,3-dioxo-1(2H)-pyrazineacetic acid ethyl ester 
• 221136-61-4 Ethyl (3-hydroxy-6-methyl-2-oxo-2H-pyrazin-1-yl)-acetate 
• 29655-79-6 [(2-ethoxy-2-oxoethyl)amino]oxoacetic acid ethyl ester 
• 221136-54-5 [[1,2-dioxo-2-[(2-oxopropyl)amino]ethyl]amino]acetic acid ethyl ester 
• 221136-49-8 [[2-[(2-hydroxypropyl)amino]-1,2-dioxoethyl]amino]acetic acid ethyl ester 

Downstream Products

• 454483-59-1 C₂₇H₃₈N₆O₃SSi 
• 221136-76-1 3-(2,2-Difluoro-2-phenylethylamino)-1-(ethoxycarbonylmethyl)-6-methylpyrazinone 
• 298704-30-0 6-methyl-2-oxo-3-[(2-phenylethyl)amino]-1(2H)-pyrazineacetic acid ethyl ester 

Relevant articles and documents

Non-covalent thrombin inhibitors featuring P3-heterocycles with P1-monocyclic arginine surrogates

Investigations on P2-P3-heterocyclic dipeptide surrogates directed towards identification of an orally bioavailable thrombin inhibitor led us to pursue novel classes of achiral, non-covalent P1-arginine derivatives. The design, synthesis, and biological activity of inhibitors NC1-NC30 that feature three classes of monocyclic P1-arginine surrogates will be disclosed: (1) (hetero)aromatic amidines, amines and hydroxyamidines, (2) 2-aminopyrazines, and (3) 2-aminopyrimidines and 2-aminotetrahydropyrimidines.

Thrombin inhibitors

Compounds of the invention are useful in inhibiting thrombin and associated thrombotic occlusions having the following structure:

Pyrazinone thrombin inhibitors

Compounds of the invention are useful in inhibiting thrombin and associated thrombotic occlusions having the following structure: for example: