2764-19-4

Basic information

• Product Name: [1]Benzopyrano[4,3-c]pyrazol-4(1H)-one, 3-methyl-1-phenyl-
• CAS NO: 2764-19-4
• Molecular Formula: C17H12N2O2
• Molecular Weight: 276.294
• Mol File: 2764-19-4.mol
• Article Data: 13

Chemical Properties

• CAS DataBase Reference: [1]Benzopyrano[4,3-c]pyrazol-4(1H)-one, 3-methyl-1-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: [1]Benzopyrano[4,3-c]pyrazol-4(1H)-one, 3-methyl-1-phenyl-(2764-19-4)
• EPA Substance Registry System: [1]Benzopyrano[4,3-c]pyrazol-4(1H)-one, 3-methyl-1-phenyl-(2764-19-4)

Safety Data

• Hazardous Substances Data: 2764-19-4(Hazardous Substances Data)

Upstream product

• 51751-37-2 2-Methyl-4-oxo-4H-<1>benzopyran-3-carboxylic acid 
• 100-63-0 phenylhydrazine 
• 2555-37-5 3-acetyl-4-hydroxychromen-2-one 
• 1076-38-6 4-hydroxy[1]benzopyran-2-one 
• 103593-74-4 3-{1-[(E)-2-phenylhydrazono]ethyl}-2H-chromen-2-one 
• 762-21-0 acetylenedicarboxylic acid diethyl ester 
• 762-42-5 dimethyl acetylenedicarboxylate 
• 90-02-8 salicylaldehyde 
• 41461-99-8 3-methyl-1,5-diphenyl-1H-pyrazole-4-carbaldehyde 
• 3949-36-8 3-acetylcoumarin 
• 103593-74-4 3-(1-(2-phenylhydrazono)ethyl)-2H-chromen-2-one 
• 67140-88-9 2-Methyl-4-oxo-4H-<1>benzopyran-3-carbonitrile 
• 59-88-1 phenylhydrazine hydrochloride 
• 2587-10-2 4-hydroxy-3-(N-(2-phenylamino)ethanimidoyl)-2H-chromen-2-one 

Relevant articles and documents

Structural investigations on coumarins leading to chromeno[4,3-c]pyrazol-4-ones and pyrano[4,3-c]pyrazol-4-ones: New scaffolds for the design of the tumor-associated carbonic anhydrase isoforms IX and XII

Human carbonic anhydrases (hCAs, EC 4.2.1.1) IX and XII are overexpressed in a wide variety of cancers and are considered available drug targets for anti-tumor therapy since their inhibition has been shown to reduce tumor growth and metastasis. A set of coumarin derivatives (1–10) and several 1-aryl and 2-aryl-substituted chromeno[4,3-c]pyrazol-4-ones (11–37) and pyrano[4,3-c]pyrazol-4-ones (38–39) were synthesized and tested against the tumor-associated hCAs IX and XII and the cytosolic isoforms hCAs I and II. Several compounds were potent (Ki i = 5.6–9.6 nM), while none were effective against the off-target cytosolic hCAs I and II. Some selected inhibitors (6, 11, 13, 19, 21, 25, 31 and 39) showed activity as antiproliferative agents on HT-29 colon cancer cell lines both in normoxic and hypoxic conditions. This finding led us to hypothesize for these derivatives more than one mechanism of action, involving hCAs IX and XII inhibition in hypoxia and other not identified target(s) in normoxia.

Copper-catalyzed cyclization of 3-acylcoumarin hydrazone using air as the oxidant: Efficient synthesis of pyrazole-fused coumarin derivatives

An efficient, convenient Cu-catalyzed formation of chromeno[4,3-c]pyrazol-4(1H)-ones is reported. In this atom economic process, readily available 3-acylcoumarin hydrazone is oxidative cyclized by direct C-N bond formation. Air has been successfully used

Synthesis, biological evaluation and docking analysis of 3-methyl-1-phenylchromeno[4,3-c]pyrazol-4(1H)-ones as potential cyclooxygenase-2 (COX-2) inhibitors

As a part of our continued efforts to discover new COX inhibitors, a series of 3-methyl-1-phenylchromeno[4,3-c]pyrazol-4(1H)-ones were synthesized and evaluated for in vitro COX inhibitory potential. Within this series, seven compounds (3a-d, 3h, 3k and 3