623565-59-3

Basic information

• Product Name: 4H-Pyrazolo[5,1-c][1,4]oxazine-2-carboxaldehyde, 6,7-dihydro- (9CI)
• Synonyms: 4H-Pyrazolo[5,1-c][1,4]oxazine-2-carboxaldehyde, 6,7-dihydro- (9CI);6,7-dihydro-4H-pyrazolo[5,1-c][1,4]oxazine-2-carbaldehyde
• CAS NO: 623565-59-3
• Molecular Formula: C₇H₈N₂O₂
• Molecular Weight: 152.15062
• Product Categories: ALDEHYDE
• Mol File: 623565-59-3.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 357.481 °C at 760 mmHg
• Flash Point: 169.999 °C
• Appearance: /
• Density: 1.417 g/cm³
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 4H-Pyrazolo[5,1-c][1,4]oxazine-2-carboxaldehyde, 6,7-dihydro- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 4H-Pyrazolo[5,1-c][1,4]oxazine-2-carboxaldehyde, 6,7-dihydro- (9CI)(623565-59-3)
• EPA Substance Registry System: 4H-Pyrazolo[5,1-c][1,4]oxazine-2-carboxaldehyde, 6,7-dihydro- (9CI)(623565-59-3)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 623565-59-3(Hazardous Substances Data)

Usage

General Description

4H-Pyrazolo[5,1-c][1,4]oxazine-2-carboxaldehyde, 6,7-dihydro- (9CI) is a chemical compound with a complex and specialized structure. It belongs to the oxazine class of compounds and contains a pyrazole ring fused to an oxazine ring. Additionally, it features a carboxaldehyde functional group and is in the 6,7-dihydro form. 4H-Pyrazolo[5,1-c][1,4]oxazine-2-carboxaldehyde, 6,7-dihydro- (9CI) has potential applications in various fields such as pharmaceuticals, agrochemicals, and materials science due to its unique structure and properties. Further research and development into the synthesis and characterization of this compound may reveal its potential uses and benefits in various industries.

Upstream product

• 623565-57-1 ethyl 6,7-dihydro-4H-pyrazolo[5,1-c][1,4]oxazine-2-carboxylate 
• 623565-58-2 (6,7-dihydro-4H-pyrazolo[5,1-c][1,4]oxazin-2-yl)methanol 

Downstream Products

• 623565-60-6 4-nitrobenzyl (5R)-6-[(acetyloxy)(6,7-dihydro-4H-pyrazolo[5,1-c][1,4]oxazin-2-yl)methyl]-6-bromo-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate 

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.