1H-pyrazol-1-amine

Base Information

• Chemical Name: 1H-pyrazol-1-amine
• CAS No.: 3994-46-5
• Molecular Formula: C3H5N3
• Molecular Weight: 83.0928
• Hs Code.: 2933199090
• European Community (EC) Number: 864-882-6
• DSSTox Substance ID: DTXSID20473939
• Nikkaji Number: J324.888G
• Mol file: 3994-46-5.mol

Synonyms:1H-pyrazol-1-amine;3994-46-5;Pyrazol-1-amine;n-aminopyrazole;1-aminopyrazole;2-aminopyrazole;DTXSID20473939;NYIGEYYREVRXES-UHFFFAOYSA-N;MFCD13190793;AKOS016000309;DS-0956;CS-0452127;EN300-156197;A873527;2-(6,6-Dimethylbicyclo[3.1.1]hept-2-en-2-yl)ethylamine

Chemical Property of 1H-pyrazol-1-amine

Chemical Property:

• Vapor Pressure: 0.199mmHg at 25°C
• Boiling Point: 209.822oC at 760 mmHg
• Flash Point: 80.698oC
• PSA: 43.84000
• Density: 1.299g/cm3
• LogP: 0.17810
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: 0
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 83.048347172
• Heavy Atom Count: 6
• Complexity: 45.3

Purity/Quality:

97% ^*data from raw suppliers

1H-Pyrazol-1-amine >95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CN(N=C1)N
• General Description: 1H-Pyrazol-1-amine (also known as pyrazol-1-amine) was used as a precursor in the synthesis of antichagasic compounds, specifically as one of the aminoazole reactants to form 1-[(5-nitrothenylidene)amino]azole derivatives. While these derivatives demonstrated in vitro trypanocidal activity comparable to Nifurtimox, they were ineffective in fully eradicating Trypanosoma cruzi infections in vivo or preventing parasite survival in stored blood.

Technology Process of 1H-pyrazol-1-amine

There total 6 articles about 1H-pyrazol-1-amine 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: 99.0%

NH-pyrazole (288-13-1) → N-aminopyrazole (3994-46-5)

Guidance literature:

With sodium hydroxide; hydroxylamine-O-sulfonic acid; In water; for 0.5h; Ambient temperature;

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:

hexane-EtOAc-MeOH-NH4OH + 6-cyanoethyl 4-quinolinecarbaldehyde + 5-Amino-1-methylpyrazole (1192-21-8) → N-aminopyrazole (3994-46-5)

Guidance literature:

With NaBH₃CN; acetic acid; In methanol;

upstream raw materials:

NH-pyrazole

5-Amino-1-methylpyrazole

2,5-dihydrotoluene

Downstream raw materials:

1-<(5-nitrofurfurylidene)amino>pyrazole

NH-pyrazole

Di-pyrazol-1-yl-diazene

Di-pyrazol-1-yl-diazene

Refernces

Research for new antichagasic drugs

10.1248/cpb.39.1990

The research aimed to develop new antichagasic drugs to treat Chagas disease, a condition for which existing treatments have limitations due to mutagenicity, side effects, and non-curative action. The study synthesized a series of ten 1-[(5-nitrothenylidene)amino]azoles by reacting 5-nitrothiophene-2-carbaldehyde with various aminoazoles, including 1-aminopyrazole, 1-aminoimidazole, 1-amino-1,2,4-triazole, and others. The physical, spectroscopic, and biological properties of these derivatives were examined, with a focus on their antiprotozoal activity against Trypanosoma cruzi, the parasite causing Chagas disease, in comparison to the standard drug Nifurtimox. The conclusion was that while all synthesized compounds showed in vitro trypanocidal activity similar to Nifurtimox, they were not able to completely eradicate the infection in in vivo assays or prevent the survival of trypanosomes in stored blood. The chemicals used in the process included 5-nitrothiophene-2-carbaldehyde, various N-aminoazoles, p-toluene sulfonic acid as a catalyst, and solvents such as toluene, chloroform, ethanol, and ethyl acetate for the synthesis and purification steps.