93764-93-3

Basic information

• Product Name: Ethyl 5-amino-4-cyano-1-phenyl-1H-pyrazole-3-carboxylate
• Synonyms: Ethyl5-amino-4-cyano-1-phenylpyrazole-3-carboxylate;ethyl 5-amino-4-cyano-1-phenyl-1H-pyrazole-3-carboxylate;5-Amino-4-cyano-1-phenyl-1H-pyrazole-3-carboxylic acid ethyl ester
• CAS NO: 93764-93-3
• Molecular Formula: C₁₃H₁₂N₄O₂
• Molecular Weight: 256.26
• Product Categories: Pyrazole
• Mol File: 93764-93-3.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 495.669 °C at 760 mmHg
• Flash Point: 253.572 °C
• Appearance: /
• Density: 1.302 g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.632
• Storage Temp.: 2-8°C
• CAS DataBase Reference: Ethyl 5-amino-4-cyano-1-phenyl-1H-pyrazole-3-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: Ethyl 5-amino-4-cyano-1-phenyl-1H-pyrazole-3-carboxylate(93764-93-3)
• EPA Substance Registry System: Ethyl 5-amino-4-cyano-1-phenyl-1H-pyrazole-3-carboxylate(93764-93-3)

Safety Data

• Hazardous Substances Data: 93764-93-3(Hazardous Substances Data)

Usage

Uses

Ethyl 5-amino-4-cyano-1-phenylpyrazole-3-carboxylate

Synthesis Reference(s)

Journal of Heterocyclic Chemistry, 21, p. 1049, 1984 DOI: 10.1002/jhet.5570210425

InChI:InChI=1/C13H12N4O2/c1-2-19-13(18)11-10(8-14)12(15)17(16-11)9-6-4-3-5-7-9/h3-7H,2,15H2,1H3

Upstream product

• 59-88-1 phenylhydrazine hydrochloride 
• 80447-71-8 phenylhydrazone of ethyl ester of glyoxalic acid 
• 109-77-3 malononitrile 
• 28663-68-5 ethyl 2-chloro-2-(2-phenylhydrazono)acetate 
• 1649463-17-1 ethyl 5-azido-4-cyano-1-phenyl-1H-pyrazole-3-carboxylate 
• 1649463-16-0 ethyl 5-chloro-4-cyano-1-phenyl-1H-pyrazole-3-carboxylate 
• 38405-71-9 ethyl 5-chloro-4-formyl-1-phenyl-1H-pyrazolo-3-carboxylate 
• 28663-68-5 ethyl chloro(2-phenylhydrazono)acetate 
• 28663-68-5 ethyl (phenylhydrazono)chloroacetate 

Downstream Products

• 1015765-52-2 ethyl 4-cyano-1-phenyl-5-(1H-pyrol-1-yl)-1H-pyrazole-3-carboxylate 
• 201735-21-9 ethyl 5-amino-4-carbamoyl-1-phenyl-1H-pyrazole-3-carboxylate 
• 1649463-19-3 ethyl 5-amino-4-imino-1-phenyl-4,5-dihydro-1H-pyrazolo[3,4-d]pyrimidine-3-carboxylate 
• 1649463-20-6 5-amino-4-imino-1-phenyl-4,5-dihydro-1H-pyrazolo[3,4-d]pyrimidine-3-carbohydrazide 
• 1649463-22-8 ethyl 4,5-dihydro-6-(3,4-dimethoxyphenyl)-4-oxo-1-phenyl-1H-pyrazolo[3,4-d]pyrimidine-3-carboxylate 
• 1649463-23-9 ethyl 4,5-dihydro-6-(3-methoxyphenyl)-4-oxo-1-phenyl-1H-pyrazolo[3,4-d]pyrimidine-3-carboxylate 
• 1649463-24-0 ethyl 6-(4-chlorophenyl)-4,5-dihydro-4-oxo-1-phenyl-1H-pyrazolo[3,4-d]pyrimidine-3-carboxylate 
• 1649463-25-1 ethyl 4,5,6,7-tetrahydro-6-(3,4-dimethoxyphenyl)-4-oxo-1-phenyl-1H-pyrazolo[3,4-d]pyrimidine-3-carboxylate 
• 1649463-26-2 ethyl 4,5,6,7-tetrahydro-6-(3-methoxyphenyl)-4-oxo-1-phenyl-1H-pyrazolo[3,4-d]pyrimidine-3-carboxylate 
• 1649463-27-3 ethyl 6-(4-chlorophenyl)-4,5,6,7-tetrahydro-4-oxo-1-phenyl-1H-pyrazolo[3,4-d]pyrimidine-3-carboxylate 
• 93745-28-9 1-Phenyl-4,6-dithioxo-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-d]pyrimidine-3-carboxylic acid ethyl ester 
• 93745-34-7 2-Phenyl-2,3,5,7-tetrahydro-1,2,3,5,6,7-hexaaza-acenaphthylene-4,8-dione 
• 152992-89-7 (8-Oxo-2-phenyl-2,3,7,8-tetrahydro-1,2,3,5,6,7-hexaaza-acenaphthylen-4-ylsulfanyl)-acetic acid 
• 152992-87-5 4-Mercapto-2-phenyl-3,7-dihydro-2H-1,2,3,5,6,7-hexaaza-acenaphthylen-8-one 

Relevant articles and documents

Palladium and Copper Cocatalyzed Intermolecular Cyclization Reaction: Synthesis of 5-Aminopyrazole Derivatives

A novel and efficient palladium and copper co-catalyzed intermolecular cyclization of acetonitriles with hydrazones has been developed for the synthesis of 5-aminopyrazoles through C-C and C-N bond formation. The reaction has the advantages of easily avai

Synthesis, cannabinoid receptor affinity, and molecular modeling studies of substituted 1-aryl-5-(1H-pyrrol-1-yl)-1H-pyrazole-3-carboxamides

The new 1-phenyl-5-(1H-pyrrol-1-yl)pyrazole-3-carboxamides were compared with the reference compounds AM251 and SR144528 for cannabinoid hCB1 and hCB2 receptor affinity. Compounds bearing 2,4-dichlorophenyl or 2,4-difluorophenyl groups at position 1 and 2,5-dimethylpyrrole moiety at position 5 of the pyrazole nucleus were generally more selective for hCB 1. On the other hand, the N-cyclohexyl group at the 3-carboxamide was the determinant for the hCB2 selectivity, in particular when a 3,4-dichlorophenyl group was also present at position 1. Compound 26 was the most selective ligand for the hCB1 receptor (Ki (CB 2)/Ki (CB1) = 140.7). Derivative 30, the most potent hCB1 ligand (Ki = 5.6 nM), was equipotent to AM251 and behaved as an inverse agonist in the cAMP assay (EC50 ～1 nM). The carbonyl oxygen of both 26 and 30 formed a H-bond with K3.28(192), while the substituents at the nitrogen fitted in a pocket formed by lipophilic residues. This H-bonding interaction was proposed to account for the high affinity for receptors' inactive state and the inverse agonist activity.

New heterocyclic syntheses from hydrazidoyl halides. Convenient syntheses of fused pyrimidines, pyridazines, and quinazolines

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