247583-69-3

Basic information

• Product Name: 1H-Pyrazole-3-carboxylicacid,1-methyl-5-propyl-,ethylester(9CI)
• Synonyms: 1H-Pyrazole-3-carboxylicacid,1-methyl-5-propyl-,ethylester(9CI);ethyl 1-methyl-5-propylpyrazole-3-carboxylate
• CAS NO: 247583-69-3
• Molecular Formula: C10H16N2O2
• Molecular Weight: 196.25
• Product Categories: CARBOXYLICESTER
• Mol File: 247583-69-3.mol

Chemical Properties

• Boiling Point: 302°C at 760 mmHg
• Flash Point: 136.5°C
• Appearance: /
• Density: 1.07g/cm³
• Vapor Pressure: 0.00101mmHg at 25°C
• Refractive Index: 1.514
• Storage Temp.: 2-8°C
• PKA: 0.54±0.10(Predicted)
• CAS DataBase Reference: 1H-Pyrazole-3-carboxylicacid,1-methyl-5-propyl-,ethylester(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Pyrazole-3-carboxylicacid,1-methyl-5-propyl-,ethylester(9CI)(247583-69-3)
• EPA Substance Registry System: 1H-Pyrazole-3-carboxylicacid,1-methyl-5-propyl-,ethylester(9CI)(247583-69-3)

Safety Data

• Statements: 20/21/22
• Safety Statements: 3/9-24/25-36/37
• Hazardous Substances Data: 247583-69-3(Hazardous Substances Data)

Usage

Chemical Properties

Light yellow liquid

InChI:InChI=1/C10H16N2O2/c1-4-6-8-7-9(11-12(8)3)10(13)14-5-2/h7H,4-6H2,1-3H3

Upstream product

• 133261-07-1 1-Methyl-3-n-propylpyrazole-5-carboxylic acid ethyl ester 
• 95-92-1 oxalic acid diethyl ester 
• 60-34-4 methylhydrazine 

Downstream Products

• 133261-07-1 1-Methyl-3-n-propylpyrazole-5-carboxylic acid ethyl ester 

Relevant articles and documents

Method for preparing 1-alkyl-pyrazol-5-carboxylic acid esters III

1-Alkyl-pyrazole-5-carboxylic esters are obtained with surprisingly low proportions of 1-alkyl-pyrazole-3-carboxylic esters if a 2,4-diketo ester and/or an enolate thereof is reacted with an alkylhydrazine and/or a corresponding alkylhydrazinium salt, if appropriate, in the presence of a solvent and/or of water, in such a manner that during at least about 90% of the reaction free alkylhydrazine is present.

Pyrazolopyrimidinone cGMP PDE5 inhibitors for the treatment of sexual dysfunction

Compounds of the formulae (IA) and (IB): wherein R1is C1to C3alkyl optionally substituted with phenyl, Het or a N-linked heterocyclic group selected from piperidinyl and morpholinyl; wherein said phenyl group is optionally substituted by one or more substitutents selected from C1to C4alkoxy; halo; CN; CF3; OCF3or C1to C4alkyl wherein said C1to C4alkyl group is optionally substituted by C1to C4haloalkyl or haloalkoxy either of which is substituted by one or more halo atoms; R2is C1to C6alkyl and R13is OR3or NR5R6, or pharmaceutically or veterinarily acceptable salts thereof, or pharmaceutically or veterinarily acceptable solvates of either entity are potent and selective inhibitors of type 5 cyclic guanosine 3′,5′-monophosphate phosphodiesterase (cGMP PDE5) and have utility in the treatment of, inter alia, male erectile dysfunction (MED) and female sexual dysfunction (FSD).

Process for the preparation of 1-alkyl-pyrazole-5-carboxylic acid esters

1-alkyl-pyrazole-5-carboxylic acid esters are prepared by reacting the enolate of a 2,4-diketocarboxylic acid ester with an N-alkylhydrazinium salt in the presence of a solvent. This process allows a particularly economic preparation of 1-alkyl-pyrazole-5-carboxylic acid esters in a simple manner and with only little formation of undesirable isomers.