4-amino-1-methyl-3-propyl-1H-pyrazole-5-carboxamide

Base Information

• Chemical Name: 4-amino-1-methyl-3-propyl-1H-pyrazole-5-carboxamide
• CAS No.: 139756-02-8
• Molecular Formula: C8H14N4O
• Molecular Weight: 182.225
• Hs Code.: 2933199090
• European Community (EC) Number: 604-160-8
• DSSTox Substance ID: DTXSID10391592
• Nikkaji Number: J1.255.457E
• Wikidata: Q27126394
• Metabolomics Workbench ID: 60341
• Mol file: 139756-02-8.mol

Synonyms:139756-02-8;4-amino-1-methyl-3-propyl-1H-pyrazole-5-carboxamide;4-amino-1-methyl-3-N-propyl-1H-pyrazole-5-carboxamide;4-amino-2-methyl-5-propylpyrazole-3-carboxamide;19756-62-8;4-Amino-1-methyl-3-n-propyl-5-pyrazolecarboxamide;1H-Pyrazole-5-carboxamide, 4-amino-1-methyl-3-propyl-;4-amino-1-methyl-3-propylpyrazole-5-carboxamide;4-Amino-1-methyl-3-propylpyrazole-5-formylamine;4-amino-1-methyl-3-n-propylpyrazole-5-carboxamide;MFCD02927682;1H-Pyrazole-5-carboxamide,4-amino-1-methyl-3-n-propyl;3-n-propyl-4-amino-5-carboxamido-N-methylpyrazole;4-AMINO-1-METHYL-3-PROPYL-5-PYRAZOLECARBOXAMIDE;4-Amino-2-methyl-5-propyl-2H-pyrazole-3-carboxylic acid amide;SCHEMBL617;Oprea1_583437;Sildenafil Citrate Impurity-1;4-Amino-2-methyl-5-propyl-2H-pyrazole-3-carboxamide;CHEBI:59006;DTXSID10391592;PZMXDLWWQHYXGY-UHFFFAOYSA-N;BCP30481;STL452915;AKOS007930274;CS-O-08158;CS-W017101;AC-27030;SY017665;TS-00215;AM20080298;FT-0617433;FT-0694696;1-methyl-3-propyl-4-aminopyrazole-5-carboxamide;4-amino-3-propyl-1-methyl-5-pyrazolecarboxamide;EN300-1724934;4-Amino-1-methyl-3-propyl-pyrazole-5-carboxamide;SR-01000448249;4-amino-1-methyl-3-propyl-1H-5-pyrazolecarboxamide;J-007313;Q-200426;SR-01000448249-1;1-Methyl-3-propyl-4-amino-1H-pyrazole-5-carboxamide;1-methyl-3-propyl4-amino-5-aminocarbonyl-1H-pyrazole;4-amino-1-methyl-3-propyl-1H-5-pyrazole carboxamide;Q27126394;1-methyl-3-propyl-4-amino-5-aminocarbonyl-1H-pyrazole;4-Amino-1-methyl-3-n-propyl-5-pyrazolecarboxamide, 96%;4-Amino-2-methyl-3-N-propyl-2H-pyrazole-3-carboxylic acid amide;4-Amino-1-methyl-3-N-propyl-5-pyrazolecarboxamide;VIAGRA INTERMEDIATE;1H-Pyrazole-5-carboxamide,4-am;Sildenafil AMino AMide IMpurity;4-AMINO-1-METHYL-3-N-PROPYL-5-PYRAZOLECA;4-Amino-1-methyl-3-propyl-5-pyrazolecarboxam;4-AMINO-1-METHYL-3-N-PROPYPRZOL

Chemical Property of 4-amino-1-methyl-3-propyl-1H-pyrazole-5-carboxamide

Chemical Property:

• Vapor Pressure: 0.000223mmHg at 25°C
• Melting Point: 98-101 ºC
• Refractive Index: 1.618
• Boiling Point: 325.9 ºC at 760 mmHg
• PKA: 15.30±0.50(Predicted)
• Flash Point: 150.9 ºC
• PSA: 86.93000
• Density: 1.32 g/cm³
• LogP: 1.33520
• Storage Temp.: Refrigerator
• Solubility.: Chloroform, Ethyl Acetate, Methanol
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 182.11676108
• Heavy Atom Count: 13
• Complexity: 197

Purity/Quality:

99.5% ^*data from raw suppliers

4-Amino-1-methyl-3-propyl-1H-pyrazole-5-carboxamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCC1=NN(C(=C1N)C(=O)N)C
• Uses: An impurity in the synthesis of Sildenafil. A potent hypolipidemic agent. A possible inhibitor of phosphodiesterase 1

Technology Process of 4-amino-1-methyl-3-propyl-1H-pyrazole-5-carboxamide

There total 17 articles about 4-amino-1-methyl-3-propyl-1H-pyrazole-5-carboxamide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.83%

1-methyl-4-nitro-3-propyl-1H-pyrazole-5-carboxamide (139756-01-7) → 4-amino-1-methyl-3-propyl-1H-pyrazole-5-carboxamide (139756-02-8)

Guidance literature:

With hydrogen; palladium 10% on activated carbon; In ethyl acetate; at 50 ℃; under 3040.2 Torr;

Reference yield: 94.0%

→ N-aminopyrazole (3994-46-5) + 4-amino-1-methyl-3-propyl-1H-pyrazole-5-carboxamide (139756-02-8)

Guidance literature:

Reference yield: 91.0%

ethyl 4-bromo-1-methyl-3-propyl-1H-pyrazole-5-carboxylate → 4-amino-1-methyl-3-propyl-1H-pyrazole-5-carboxamide (139756-02-8)

Guidance literature:

With ammonium hydroxide; at 60 ℃; Temperature; Autoclave;

upstream raw materials:

1-methyl-3-propyl-1 H-pyrazole-5-carboxylic acid

methanol

4-amino-2-methyl-5-propyl-2H-pyrazole-3-carboxylic acid ethyl ester

1-methyl-4-nitro-3-propyl-1H-pyrazole-5-carboxamide

Downstream raw materials:

N-(3-nitrobenzyl)aniline

5-(3,4-dimethoxyphenyl)-1-methyl-3-propyl-1H-pyrazolo[4,3-d]pyrimidin-7(6H)-one

5-(2-ethoxy)-phenyl-1-methyl-3-n-propyl-1,6-dihydro-7H-pyrazolo[4,3-d]pyrimidine-7-one

4-(3,4-dimethoxyphenylcarboxamido)-1-methyl-3-propyl-1H-5-pyrazolecarboxamide

Refernces

• 1、 -. "Sildenafil intermediate 4 - amino -1 - methyl -3 - n-propyl pyrazole -5 - carboxamide green new synthetic process". Paragraph 0025; 0031-0032; 0034-0035. . Retrieved 2018/12/02.
• 2、 -. "Preparing sildenafil intermediate 4 - amino - 1 - methyl - 3 - n-propyl pyrazole - 5 - carboxamide new method". Paragraph 0024-0025; 0027. . Retrieved 2017/10/07.