247583-78-4

Basic information

• Product Name: 4-AMINO-1-METHYL-5-PROPYL-1H-PYRAZOLE-3-CARBOXYLIC ACID AMIDE
• Synonyms: 4-AMINO-1-METHYL-5-PROPYL-1H-PYRAZOLE-3-CARBOXYLIC ACID AMIDE;4-AMino-1-Methyl-5-propyl-1H-pyrazole-3-carboxaMide
• CAS NO: 247583-78-4
• Molecular Formula: C₈H₁₄N₄O
• Molecular Weight: 182.22
• Product Categories: Amines, Heterocycles, Nucleotides, Bases & Related Reagents
• Mol File: 247583-78-4.mol

Chemical Properties

• Boiling Point: 325.9±42.0 °C(Predicted)
• Appearance: /
• Density: 1.32±0.1 g/cm3(Predicted)
• Storage Temp.: Refrigerator, under inert atmosphere
• Solubility: Hot Ethyl Acetate, Dimethyl Formamide, Dimethyl Sulfoxide, Methanol
• PKA: 15.60±0.50(Predicted)
• CAS DataBase Reference: 4-AMINO-1-METHYL-5-PROPYL-1H-PYRAZOLE-3-CARBOXYLIC ACID AMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-AMINO-1-METHYL-5-PROPYL-1H-PYRAZOLE-3-CARBOXYLIC ACID AMIDE(247583-78-4)
• EPA Substance Registry System: 4-AMINO-1-METHYL-5-PROPYL-1H-PYRAZOLE-3-CARBOXYLIC ACID AMIDE(247583-78-4)

Safety Data

• Hazardous Substances Data: 247583-78-4(Hazardous Substances Data)

Usage

Chemical Properties

Beige Solid

Upstream product

• 247583-71-7 1-methyl-4-nitro-5-propyl-3-pyrazolecarboxylic acid 
• 247583-70-6 1-methyl-5-propyl-1H-pyrazole-3-carboxylic acid 
• 36983-31-0 ethyl 3-butyrylpyruvate 
• 247583-72-8 1-methyl-4-nitro-5-propyl-3-pyrazolecarboxamide 

Downstream Products

• 501120-42-9 5-(5-chlorosulfonyl-2-ethoxyphenyl)-2-methyl-3-propyl-6,7-dihydro-2H-pyrazolo[4,3-d]pyrimidin-7-one 
• 501120-40-7 5-(2-ethoxyphenyl)-2-methyl-3-propyl-6,7-dihydro-2H-pyrazolo[4,3-d]pyrimidin-7-one 
• 501120-38-3 4-(2-ethoxybenzoyl)amino-1-methyl-5-propyl-3-pyrazolecarboxamide 

Relevant articles and documents

Synthesis and properties of isoviagra [1]. A 2-methyl-2H-pyrazolo[4,3-d]pyrimidin-7-one isomer of Viagra

The synthesis and spectral properties (ir, ms, nmr) of a substituted 2-methyl-2H-pyrazolo[4,3-d]-pyrimidin-7-one (3), an isomer of Viagra, are described. The key synthon, 4-amino-1-methyl-5-propyl-3-pyrazolecarboxamide (7), is prepared via the reaction of ethyl 2,4-dioxoheptanoate with methylhydrazine, followed by cyclization, nitration, amidation, and nitro group reduction. Interaction of 7 with 2-ethoxybenzoyl chloride yielded the respective bis-amide (8) which was cyclized in polyphosphoric acid to the corresponding pyrazolo[4,3-d]pyrimidin-7-one derivative 9. Chlorosulfonylation of 9, and subsequent treatment with 1-methylpiperazine furnished isoViagra (3).

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).