1H-Pyrazol-4-amine

Base Information

• Chemical Name: 1H-Pyrazol-4-amine
• CAS No.: 28466-26-4
• Molecular Formula: C3H5N3
• Molecular Weight: 83.0928
• Hs Code.: 2933199090
• European Community (EC) Number: 625-292-2
• DSSTox Substance ID: DTXSID90182682
• Nikkaji Number: J88.561D
• Wikidata: Q69758027
• Mol file: 28466-26-4.mol

Synonyms:1H-Pyrazol-4-amine;4-Aminopyrazole;28466-26-4;4-Amino-1H-pyrazole;1H-PYRAZOL-4-YLAMINE;MFCD01693729;BRN 0001619;Pyrazole, 4-amino-;1H-Pyrazole-4-amine;1H-Pyrazol-4-amine (9CI);4-NH2-pyrazole;1-H-pyrazol-4-amine;4-Aminopyrazole, 95%;1,2-diazolium-4-aminide;DTXSID90182682;STR08388;BBL012618;STK347834;AKOS000619807;CS-W008242;PB33970;PS-9371;SY006645;LS-127996;A5401;AM20090362;FT-0648894;P2523;EN300-32013

Chemical Property of 1H-Pyrazol-4-amine

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 75-77°C
• Refractive Index: 1.648
• Boiling Point: 334.5°C at 760mmHg
• PKA: 17.70±0.50(Predicted)
• Flash Point: 182.6°C
• PSA: 54.70000
• Density: 1.313g/cm³
• LogP: 0.57310
• Storage Temp.: Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
• Sensitive.: Hygroscopic
• XLogP3: -1.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 83.048347172
• Heavy Atom Count: 6
• Complexity: 45.3

Purity/Quality:

98%,99%, ^*data from raw suppliers

4-Amino-1H-pyrazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,Xn
• Statements: 22-36/37/38
• Safety Statements: 26-36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C=NN1)N
• Uses: 4-Aminopyrazole, is a versatile building block for the preparation of pharmaceutical and biologically active compounds. 4-Amino-1H-pyrazole, has also shown to have anticonvulsant activity, and thus can be used in the treatment of epileptic seizures.

Technology Process of 1H-Pyrazol-4-amine

There total 10 articles about 1H-Pyrazol-4-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: 100.0%

4-nitro-1H-pyrazole (2075-46-9) → 4-aminopyrazole (28466-26-4)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In methanol; at 25 ℃; for 12h; under 760.051 Torr;

Reference yield: 42.0%

1-(4-pyrazolyl)ethanol (23585-55-9) → 4-aminopyrazole (28466-26-4)

Guidance literature:

With sodium azide; methanesulfonic acid; trifluoroacetic acid; In hexane; at 40 ℃; for 12h;

Reference yield:

4-nitro-1H-pyrazole (2075-46-9) → 4-aminopyrazole (28466-26-4) + 3-chloro-1H-pyrazole-4-amine hydrochloride (63680-90-0)

Guidance literature:

With hydrogenchloride; triethylsilane; 5% palladium on Al₂O₃; In ethanol; water; at 15 ℃; for 72h; Overall yield = 99 %; Overall yield = 65.5 g; Inert atmosphere;

upstream raw materials:

4-nitro-1H-pyrazole

4-amino-1H-pyrazole-3-carboxylic acid

hydrogenchloride

pyrazolo<4,3-d>pyrimidine-5,7-(1H,4H,6H)-dione

Downstream raw materials:

sulfanilic acid-(1H-pyrazol-4-ylamide)

4-iodopyrazole

2,4-dichloro-6-methylpyridine-3-carbaldehyde

Refernces

• 1、 Liang, Xuewu,Tang, Shuai,Liu, Xuyi,Liu, Yingluo,Xu, Qifu,Wang, Xiaomin,Saidahmatov, Abdusaid,Li, Chunpu,Wang, Jiang,Zhou, Yu,Zhang, Yingjie,Geng, Meiyu,Huang, Min,Liu, Hong. "Discovery of Novel Pyrrolo[2,3-d]pyrimidine-based Derivatives as Potent JAK/HDAC Dual Inhibitors for the Treatment of Refractory Solid Tumors". . p. 1243 - 1264. Retrieved 2021/03/01.
• 2、 Xu, Pengfei,Shen, Pei,Wang, Hai,Qin, Lian,Ren, Jie,Sun, Qiushuang,Ge, Raoling,Bian, Jinlei,Zhong, Yi,Li, Zhiyu,Wang, JuBo,Qiu, Zhixia. "Discovery of imidazopyrrolopyridines derivatives as novel and selective inhibitors of JAK2". . . Retrieved 2021/04/09.