3-Aminopyrazole-4-carboxylic acid

Base Information

• Chemical Name: 3-Aminopyrazole-4-carboxylic acid
• CAS No.: 41680-34-6
• Molecular Formula: C4H5N3O2
• Molecular Weight: 127.103
• Hs Code.: 29339900
• European Community (EC) Number: 255-493-7
• NSC Number: 89246
• UNII: 0XI8D7H29Z
• DSSTox Substance ID: DTXSID60194494
• Nikkaji Number: J113.453A
• Wikidata: Q72441424
• Mol file: 41680-34-6.mol

Synonyms:3-aminopyrazole-4-carboxylic acid;3-APCA

Chemical Property of 3-Aminopyrazole-4-carboxylic acid

Chemical Property:

• Appearance/Colour: Almost white to beige crystalline powder
• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 135 °C (dec.)(lit.)
• Refractive Index: 1.72
• Boiling Point: 502.73 °C at 760 mmHg
• PKA: 15.28±0.50(Predicted)
• Flash Point: 257.842 °C
• PSA: 92.00000
• Density: 1.677 g/cm³
• LogP: 0.27130
• Storage Temp.: Refrigerator (+4°C)
• XLogP3: -0.1
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 127.038176411
• Heavy Atom Count: 9
• Complexity: 127

Purity/Quality:

98% ^*data from raw suppliers

3-Amino-1H-pyrazole-4-carboxylicAcid ^*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:

• Canonical SMILES: C1=NNC(=C1C(=O)O)N
• Uses: 3-Amino-1H-pyrazole-4-carboxylic Acid, is a heterocyclic building block used for the synthesis of more complex pharmaceutical and biologically active compounds, including inhibitors. It can be used for the preparation of some impurities and/or degradation products of Zaleplon (Z145000), and also for Arylsulfonamidopiperidone derivatives as a novel class of factor Xa inhibitors.

Technology Process of 3-Aminopyrazole-4-carboxylic acid

There total 3 articles about 3-Aminopyrazole-4-carboxylic acid 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:

ethyl 5-amino-1H-pyrazole-4-carboxylate (1260243-04-6,6994-25-8) → 5-amino-1H-pyrazole-4-carboxylic acid (41680-34-6)

Guidance literature:

With sodium hydroxide; In ethanol; water; at 80 ℃; Inert atmosphere;

DOI:10.1039/c5md00043b

Reference yield:

→ 5-amino-1H-pyrazole-4-carboxylic acid (41680-34-6)

Guidance literature:

Benzylester, H2, Pd/C;

DOI:10.1039/j39710001501

Reference yield:

3-amino-4-pyrazolecarboxylic acid ethyl ester (6994-25-8,103259-35-4,19750-02-8) → 3-aminopyrazole-4-carboxylic acid (41680-34-6,24447-68-5)

Guidance literature:

DOI:10.1002/hlca.19560390345

upstream raw materials:

3-amino-4-pyrazolecarboxylic acid ethyl ester

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

Downstream raw materials:

6-chloropyrazolo[1,5-a]pyrimidine-3-carboxylic acid

5,7-dimethyl-pyrazolo[1,5-a] pyrimidine-3-carboxylic acid

6-formylpyrazolo[1,5-a]pyrimidine-3-carboxylic acid

6-(ethoxycarbonyl)pyrazolo[1,5-a]pyrimidine-3-carboxylic acid

Refernces

• 1、 Cusack,Shaw,Litchfield. "Purines, pyrimidines, and imidazoles. XXXVI. Carboxylation of some 5-aminoimidazoles and related compounds, including nucleosides and nucleotides, with potassium hydrogen carbonate in aqueous solution.". . p. 1501 - 1507. Retrieved 2007/10/05.