623564-20-5

Basic information

• Product Name: Imidazo[1,2-a]pyrazine-2-carboxaldehyde, 5,6,7,8-tetrahydro-7-methyl- (9CI)
• Synonyms: Imidazo[1,2-a]pyrazine-2-carboxaldehyde, 5,6,7,8-tetrahydro-7-methyl- (9CI);7-methyl-5,6,7,8-tetrahydroimidazo[1,2-a]pyrazine-2-carbaldehyde;IMidazo[1,2-a]pyrazine-2-carboxaldehyde, 5,6,7,8-tetrahydro-7-Methyl-;7-Methyl-5,6,7,8-tetrahydroimidazo[1,2-a]pyrazine-2-carboxaldehyde
• CAS NO: 623564-20-5
• Molecular Formula: C₈H₁₁N₃O
• Molecular Weight: 165.19244
• Product Categories: AMINETERTIARY
• Mol File: 623564-20-5.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• Storage Temp.: 2-8°C
• CAS DataBase Reference: Imidazo[1,2-a]pyrazine-2-carboxaldehyde, 5,6,7,8-tetrahydro-7-methyl- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Imidazo[1,2-a]pyrazine-2-carboxaldehyde, 5,6,7,8-tetrahydro-7-methyl- (9CI)(623564-20-5)
• EPA Substance Registry System: Imidazo[1,2-a]pyrazine-2-carboxaldehyde, 5,6,7,8-tetrahydro-7-methyl- (9CI)(623564-20-5)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 623564-20-5(Hazardous Substances Data)

Usage

General Description

Imidazo[1,2-a]pyrazine-2-carboxaldehyde, 5,6,7,8-tetrahydro-7-methyl- (9CI) is a chemical compound with a complex molecular structure. It belongs to the class of imidazo[1,2-a]pyrazine derivatives and contains a carboxaldehyde functional group. Imidazo[1,2-a]pyrazine-2-carboxaldehyde, 5,6,7,8-tetrahydro-7-methyl- (9CI) is also known as 7-methyltetrahydropyrazino[1,2-a]pyrazine-2-carbaldehyde and has potential applications in the fields of pharmaceuticals, agrochemicals, and materials science. The 9CI notation indicates that this compound is listed as a chemical in the 9th Collective Index of Commercial and Synthetic Compounds. Further research and investigation are needed to fully understand the properties and potential uses of this chemical.

Upstream product

• 77112-52-8 ethyl imidazo[1,2-a]pyrazine-2-carboxylate 
• 623564-18-1 5,6,7,8-tetrahydroimidazo[1,2-a]pyrazine-2-carboxylic acid ethyl ester hydrochloride 
• 623564-19-2 7-methyl-5,6,7,8-tetrahydroimidazo[1,2-a]pyrazine-2-carboxylic acid ethyl ester 

Downstream Products

• 623564-21-6 (5R,6RS)-6-[(RS)-acetoxy-(7-methyl-5,6,7,8-tetrahydroimidazo[1,2-a]pyrazin-2-yl)methyl]-6-bromo-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid 4-nitrobenzyl ester 

Relevant articles and documents

Structure-activity relationship of 6-methylidene penems bearing 6,5 bicyclic heterocycles as broad-spectrum β-lactamase inhibitors: Evidence for 1,4-thiazepine intermediates with C7 R stereochemistry by computational methods

The design and synthesis of a series of 6-methylidene penems containing [6,5]-fused bicycles (thiophene, imidazole, or pyrazle-fused system) as novel class A, B, and C β-lactamase inhibitors is described. These penems proved to be potent inhibitors of the TEM-1 (class A) and AmpC (class C) β-lactamases and less so against the class B metallo-β-lactamase CcrA. Their in vitro and in vivo activities in combination with piperacillin are discussed. On the basis of the crystallographic structures of a serine-bound reaction intermediate of 2 with SHV-1 (class A) and GC1 (class C) enzymes, compounds 14a-1 were designed and synthesized. Penems are proposed to form a seven-membered 1,4 thiazepine ring in both class A and C β-lactamases. The interaction energy calculation for the enzyme-bound intermediates favor the formation of the C7 R enantiomer over the S enantiomer of the 1,4-thiazepine in both β-lactamases, which is consistent with those obtained from the crystal structure of 2 with SHV-1 and GC1.

Process for preparing 6-alkylidene penem derivatives

The present invention provides a process of making compounds of formula I, which are useful for the treatment of bacterial infection or disease.

PROCESS FOR PREPARING 6-ALKYLIDENE PENEM DERIVATIVES

The present invention provides a process of making compounds of Formula (I), which are useful for the treatment of bacterial infection or disease.