1H-Pyrazol-3-ol

Base Information

• Chemical Name: 1H-Pyrazol-3-ol
• CAS No.: 137-45-1
• Molecular Formula: C3H4N2O
• Molecular Weight: 84.0776
• Hs Code.: 2933199090
• European Community (EC) Number: 800-331-8,878-599-0
• NSC Number: 520837
• UNII: U35JHQ8347
• DSSTox Substance ID: DTXSID90929655
• Nikkaji Number: J674.247E,J302.253F
• Wikidata: Q82904691
• ChEMBL ID: CHEMBL4227850
• Mol file: 137-45-1.mol

Synonyms:1H-Pyrazol-3-ol;1H-Pyrazol-5-ol;1H-pyrazol-3(2H)-one;137-45-1;60456-92-0;2H-Pyrazol-3-ol;1,2-Dihydro-3H-pyrazol-3-one;1,2-dihydropyrazol-3-one;60456-93-1;3-Hydroxypyrazole;Pyrazolinone;5-hydroxypyrazole;5-Hydroxy-1H-pyrazole;3-Pyrazolone;1H-Pyrazolol;3-Pyrazolin-5-one;MFCD00629300;MFCD20527386;NSC-520837;5-Hydroxy-pyrazole;Pyrazolone, dihydro-;3H-Pyrazol-3-one, 1,2-dihydro-;1,2-dihydro-pyrazol-3-one;Hydroxypyrazole;pyrazole-3-ol;pyrazoline-5-one;Pyrazol-3-ol;Pyrazol-5-ol;1h-pyrazole-3-ol;NSC520837;3-hydroxy-1H-pyrazole;3H-Pyrazol-3-one,2-dihydro-;CHEMBL4227850;2,3-dihydro-1H-pyrazol-3-one;AMY4993;DTXSID90929655;U35JHQ8347;AMY11929;MFCD11227225;AKOS004910360;AKOS006271398;AKOS015854124;AS-5517;CS-W004179;SS-4955;s10713;SY022755;D5840;FT-0719879;EN300-96644;F17284;F30274;A868975;J-504719;Z1198154338

Chemical Property of 1H-Pyrazol-3-ol

Chemical Property:

• Vapor Pressure: 0.000116mmHg at 25°C
• Melting Point: 160-162 °C
• Refractive Index: 1.486
• Boiling Point: 326.1 °C at 760 mmHg
• PKA: 9.00±0.70(Predicted)
• Flash Point: 151 °C
• PSA: 48.65000
• Density: 1.191 g/cm³
• LogP: -0.29700
• Storage Temp.: 2-8°C
• XLogP3: -0.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 84.032362755
• Heavy Atom Count: 6
• Complexity: 97

Purity/Quality:

97% ^*data from raw suppliers

1H-Pyrazol-3(2H)-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CNNC1=O

Technology Process of 1H-Pyrazol-3-ol

There total 28 articles about 1H-Pyrazol-3-ol 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: 98.0%

propynoic acid ethyl ester (623-47-2) → 1,2-dihydropyrazol-3-one (137-45-1)

Guidance literature:

With hydrazine hydrate; In methanol; at 20 ℃; Inert atmosphere;

DOI:10.1016/j.bmcl.2020.127459

Reference yield: 95.0%

propynoic acid methyl ester (922-67-8) → 1,2-dihydropyrazol-3-one (137-45-1)

Guidance literature:

With hydrazine hydrate; In methanol; at 20 ℃; for 0.5h; Cooling with ice;

DOI:10.1016/j.tet.2012.04.094

Reference yield: 95.0%

3-(trimethylsilyl)propynoyl chloride (66224-70-2) → 1,2-dihydropyrazol-3-one (137-45-1)

Guidance literature:

With hydrazine hydrate; In methanol; at -50 ℃; for 1h;

upstream raw materials:

uracil

uridine

ethyl 3-(trimethylsilyl)propynoate

3-(trimethylsilyl)propynoyl chloride

Downstream raw materials:

1,2-dimethyl-1,2-dihydropyrazol-3-on

3-methoxy-1H-pyrazole

4-tert-Butyl-5-hydroxymethyl-3-[(4-methylphenyl)sulphonyloxy]pyrazole

5-Hydroxymethyl-3-(1-methyl-1H-[1,2,4]triazol-3-ylmethoxy)-4-phenylpyrazole

Refernces

Synthesis and SAR of 1,9-dihydro-9-hydroxypyrazolo[3,4-b]quinolin-4-ones as novel, selective c-Jun N-terminal kinase inhibitors

10.1016/j.bmcl.2006.02.046

The research focuses on the synthesis and structure-activity relationship (SAR) of 1,9-dihydro-9-hydroxypyrazolo[3,4-b]quinolin-4-ones, which are identified as novel and selective c-Jun N-terminal kinase (JNK) inhibitors. The purpose of this study is to develop potential therapeutics for type 2 diabetes, as JNK1 is believed to play a key role in linking obesity and insulin resistance. The researchers synthesized these compounds through the condensation of 2-nitrobenzaldehydes and hydroxypyrazoles, with the structure and kinase selectivity profile of the inhibitors being discussed. The study concluded that compound 16 emerged as a potent JNK inhibitor with good cellular potency, and the synthesized compounds generally showed no significant activity against a panel of 81 kinases, indicating their selectivity. The chemicals used in the process include 2-nitrobenzaldehydes, hydroxypyrazoles, concentrated hydrochloric acid, and various substituted nitrobenzaldehydes and hydroxypyrazoles for modifications at the N-1 and C-3 positions of the pyrazole ring.