78439-94-8

Basic information

• Product Name: 3,3a-cis-2(H)-acetyl-7-methoxy-3-(p-methoxyphenyl)-3,3a-dihydropyrazolo<4,3-c><2H>chromene
• CAS NO: 78439-94-8
• Molecular Weight: 352.39
• Mol File: 78439-94-8.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 3,3a-cis-2(H)-acetyl-7-methoxy-3-(p-methoxyphenyl)-3,3a-dihydropyrazolo<4,3-c><2H>chromene(CAS DataBase Reference)
• NIST Chemistry Reference: 3,3a-cis-2(H)-acetyl-7-methoxy-3-(p-methoxyphenyl)-3,3a-dihydropyrazolo<4,3-c><2H>chromene(78439-94-8)
• EPA Substance Registry System: 3,3a-cis-2(H)-acetyl-7-methoxy-3-(p-methoxyphenyl)-3,3a-dihydropyrazolo<4,3-c><2H>chromene(78439-94-8)

Safety Data

• Hazardous Substances Data: 78439-94-8(Hazardous Substances Data)

Upstream product

• 5526-54-5 (3E)-2,3-dihydro-7-methoxy-3-[(4-methoxyphenyl)-methylene]-4H-1-benzopyran-4-one 
• 64-19-7 acetic acid 
• 123-11-5 4-methoxy-benzaldehyde 
• 42327-52-6 7-methoxy-chroman-4-one 

Relevant articles and documents

Studies in Antifertility Agents: Part XXXII-Synthesis and Stereochemistry of 3,3a-trans- and cis-2(H)-Acetyl-3-aryl-3,3a-dihydropyrazolochromenes, Pyrazolobenzocycloalk-1-enes and 3,3a-trans- and cis-(2H)-Acetyl-3-aryl-8-methoxy-5-tosyl-3,3a,4,5-tetrahydropyrazolo<4,...

Condensation of 4-chromanones (1,2), benzocycloalkan-1-ones (3,4) and N-tosyl-6-methoxy-2,3-dihydro-4-quinolone (5) with araldehydes ( 6-9) in the presence of HCl, KOH and NaOMe respectively gives the corresponding arylideno-ketones (10-17).These arylidenes (10-17) when refluxed with NH2-NH2*H2O in AcOH furnish the title compounds, 3,3a-trans- and cis-2(H)-acetyl-3-aryl-3,3a-dihydropyrazolochromenes (18a,b-21a,b), pyrazolobenzocycloalk-1-enes (22a,b-23a,b), and 3,3a-trans- and cis-2(H)-acetyl-3-aryl-8-methoxy-5-tosyl-3,3a,4,5-tetrahydropyrazoloquinolines (24a,b-25a,b).This cis- and trans-isomers have been separated by column chromatography over silica gel or by fractional crystallization and their stereochemistry has been assigned on the basis of PMR decoupling studies.Refluxing of 3-benzylidene-4-chromanone (10) with PhNHNH2 furnishes 3,3a-trans-2,3-diphenyl-3,3a-dihydropyrazolochromene (26).Treatment of 4 with NH2NH2*H2O in AcOH affords its acethydrazone derivative (27).The trans- and cis-mixtures of compounds 24 and 25 show antiimplantation activity at 20 mg/kg dose in female albino rats.