623565-14-0

Basic information

• Product Name: (Pyrazolo[1,5-a]pyrazine-2,5(4H)-dicarboxylic acid, 6,7-dihydro-, 2-ethyl5-[(4-nitrophenyl)Methyl] ester )
• Synonyms: (Pyrazolo[1,5-a]pyrazine-2,5(4H)-dicarboxylic acid, 6,7-dihydro-, 2-ethyl5-[(4-nitrophenyl)Methyl] ester );2-Ethyl 5-(4-nitrobenzyl) 6,7-dihydropyrazolo[1,5-a]pyrazine-2,5(4H)-dicarboxylate;2-Ethyl5-(4-nitrophenyl)methyl4H,5H,6H,7H-pyrazolo[1,5-a]pyrazine-2,5-dicarboxylate
• CAS NO: 623565-14-0
• Molecular Formula: C₁₇H₁₈N₄O₆
• Molecular Weight: 374.34802
• EINECS: -0
• Mol File: 623565-14-0.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• CAS DataBase Reference: (Pyrazolo[1,5-a]pyrazine-2,5(4H)-dicarboxylic acid, 6,7-dihydro-, 2-ethyl5-[(4-nitrophenyl)Methyl] ester )(CAS DataBase Reference)
• NIST Chemistry Reference: (Pyrazolo[1,5-a]pyrazine-2,5(4H)-dicarboxylic acid, 6,7-dihydro-, 2-ethyl5-[(4-nitrophenyl)Methyl] ester )(623565-14-0)
• EPA Substance Registry System: (Pyrazolo[1,5-a]pyrazine-2,5(4H)-dicarboxylic acid, 6,7-dihydro-, 2-ethyl5-[(4-nitrophenyl)Methyl] ester )(623565-14-0)

Safety Data

• Hazardous Substances Data: 623565-14-0(Hazardous Substances Data)

Usage

Description

(Pyrazolo[1,5-a]pyrazine-2,5(4H)-dicarboxylic acid, 6,7-dihydro-, 2-ethyl5-[(4-nitrophenyl)Methyl] ester) is a complex chemical compound that belongs to the class of pyrazine derivatives. It is characterized by its ester structure, which is formed from the condensation of an alcohol and an acid, and features an ethyl and nitrophenylmethyl group attached to the pyrazine ring. (Pyrazolo[1,5-a]pyrazine-2,5(4H)-dicarboxylic acid, 6,7-dihydro-, 2-ethyl5-[(4-nitrophenyl)Methyl] ester ) holds potential for various applications in the pharmaceutical and chemical industries, particularly as a building block for the synthesis of drugs and organic compounds. Its biological activity may also contribute to the development of new medical treatments, although further research is necessary to fully comprehend its properties and potential uses.

Uses

Used in Pharmaceutical Industry:
(Pyrazolo[1,5-a]pyrazine-2,5(4H)-dicarboxylic acid, 6,7-dihydro-, 2-ethyl5-[(4-nitrophenyl)Methyl] ester) is used as a building block for the synthesis of various drugs and organic compounds due to its unique chemical structure and potential biological activity.
Used in Chemical Industry:
In the chemical industry, (Pyrazolo[1,5-a]pyrazine-2,5(4H)-dicarboxylic acid, 6,7-dihydro-, 2-ethyl5-[(4-nitrophenyl)Methyl] ester) serves as a key component in the development of new organic compounds, leveraging its ester structure and functional groups for further chemical reactions and innovations.
Used in Drug Development:
(Pyrazolo[1,5-a]pyrazine-2,5(4H)-dicarboxylic acid, 6,7-dihydro-, 2-ethyl5-[(4-nitrophenyl)Methyl] ester) is used as a potential candidate for the development of new medical treatments, given its possible biological activity and the need for further research to explore its full potential in this area.

Upstream product

• 623565-12-8 5-(4-nitrobenzyloxycarbonyl)-3-oxo-3a,4,6,7-tetrahydro-3H-2-oxa-1,5-diaza-7a-azoniainden-3a-ide 
• 4457-32-3 4-nitrobenzyl chloroformate 
• 623565-13-9 4-nitrosopiperazine-1,3-dicarboxylic acid 1-(4-nitrobenzyl) ester 
• 623565-10-6 piperazine-1,3-dicarboxylic acid 1-(4-nitrobenzyl)ester 
• 623-47-2 propynoic acid ethyl ester 

Downstream Products

• 623565-17-3 2-formyl-6,7-dihydro-4H-pyrazolo[1,5-a]pyrazine-5-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.

BICYCLIC 6-ALKYLIDENE-PENEMS AS ?-LACTAMASES INHIBITORS

The present invention provides a compound of Formula (I), pharmaceutical compositions and the use thereof for the treatment of bacterial infection or disease in a patient in need thereof.