5-AMINO-1-PHENYLPYRAZOLE-4-CARBOXAMIDE

Base Information

• Chemical Name: 5-AMINO-1-PHENYLPYRAZOLE-4-CARBOXAMIDE
• CAS No.: 50427-77-5
• Molecular Formula: C10H10 N4 O
• Molecular Weight: 202.216
• Hs Code.: 2933199090
• Mol file: 50427-77-5.mol

Synonyms:Pyrazole-4-carboxamide,5-amino-1-phenyl- (6CI,7CI); 5-Amino-1-phenyl-1H-pyrazole-4-carboxamide;5-Amino-1-phenylpyrazole-4-carboxamide; NSC 11602; NSC 50566

Chemical Property of 5-AMINO-1-PHENYLPYRAZOLE-4-CARBOXAMIDE

Chemical Property:

• Vapor Pressure: 2.19E-07mmHg at 25°C
• Melting Point: 169-172
• Boiling Point: 423.7°C at 760 mmHg
• PKA: 15.05±0.50(Predicted)
• Flash Point: 210°C
• PSA: 86.93000
• Density: 1.41g/cm³
• LogP: 1.83490
• Storage Temp.: -20°C Freezer
• Solubility.: DMSO, Methanol

Purity/Quality:

98%min ^*data from raw suppliers

5-Amino-1-phenylpyrazole-4-carboxamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 5-AMino-1-phenylpyrazole-4-carboxamide is used as a heterocyclic scaffold.

Technology Process of 5-AMINO-1-PHENYLPYRAZOLE-4-CARBOXAMIDE

There total 5 articles about 5-AMINO-1-PHENYLPYRAZOLE-4-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: 90.0%

5-Amino-4-cyano-1-phenylpyrazole (5334-43-0) → 5-amino-1-phenyl-1H-pyrazole-4-carboxamide (50427-77-5)

Guidance literature:

With sulfuric acid; at 0 - 20 ℃; for 7h;

DOI:10.1016/j.bmcl.2008.03.019

Reference yield:

phenylhydrazine (100-63-0) → 5-amino-1-phenyl-1H-pyrazole-4-carboxamide (50427-77-5)

Guidance literature:

DOI:10.1021/jo01117a010

Reference yield:

phenylhydrazine hydrochloride (59-88-1) → 5-amino-1-phenyl-1H-pyrazole-4-carboxamide (50427-77-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium acetate / ethanol / 0.33 h / Reflux

1.2: 1 h / Reflux

2.1: sulfuric acid / 1.5 h / 0 - 20 °C

With sulfuric acid; sodium acetate; In ethanol;

DOI:10.2174/1570178617999200728215322

upstream raw materials:

5-Amino-4-cyano-1-phenylpyrazole

ethyl 5-amino-1-phenyl-1H-pyrazole-4-carboxylate

phenylhydrazine

phenylhydrazine hydrochloride

Downstream raw materials:

1,6‐diphenyl‐1,5‐dihydro‐4H‐pyrazolo[3,4‐d]pyrimidin‐4‐one

1-phenyl-1,5-dihydro-4H-pyrazolo[3,4-d]pyrimidin-4-one

6-ethyl-1-phenyl-1,5-dihydro-4H-pyrazolo[3,4-d]pyrimidin-4-one

6-(2,4-Dichloro-phenyl)-1-phenyl-1,5-dihydro-pyrazolo[3,4-d]pyrimidin-4-one

Refernces

• 1、 AbdEl-Ghany, Ahmed A.,Elshaier, Yaseen A. M. M.,Farag, Nahla A.,Hammad, Ali H.,Hassan Haredy, Haredy,Mohamed, Khaled O.,Shaaban, Mohamed A.. "Design and synthesis of pyrazolo[3,4-d]pyrimidinone derivatives: Discovery of selective phosphodiesterase-5 inhibitors". . . Retrieved 2020.
• 2、 Dos Santos, Maurício Silva,Ferreira, Byanca Silva,Silva, Rafaela Corrêa,Souto, Bernardo Araújo. "Synthesis of pyrazole-carboxamides and pyrazole-carboxylic acids derivatives: Simple methods to access powerful building blocks". . p. 335 - 343. Retrieved 2021/09/07.
• 3、 Abulkhair, Hamada S.,Al-Karmalawy, Ahmed A.,Bayoumi, Ashraf H.,El-Adl, Khaled,El-Gamal, Kamal M.,El-Morsy, Ahmed M.,Ezz Eldin, Rogy R.,Gaber, Ahmed A.,Saleh, Marwa A.,Sherbiny, Farag F.. "Pharmacophore-linked pyrazolo[3,4-d]pyrimidines as EGFR-TK inhibitors: Synthesis, anticancer evaluation, pharmacokinetics, and in silico mechanistic studies". . . Retrieved 2021/09/02.