5-Methyl-1-phenyl-1H-pyrazole-4-carboxylic acid

Base Information

• Chemical Name: 5-Methyl-1-phenyl-1H-pyrazole-4-carboxylic acid
• CAS No.: 91138-00-0
• Molecular Formula: C11H10N2O2
• Molecular Weight: 202.213
• Hs Code.: 29331990
• European Community (EC) Number: 622-026-7
• DSSTox Substance ID: DTXSID00238422
• Nikkaji Number: J2.874.476E
• Wikidata: Q83120732
• ChEMBL ID: CHEMBL5081820
• Mol file: 91138-00-0.mol

Synonyms:91138-00-0;5-Methyl-1-phenyl-1H-pyrazole-4-carboxylic acid;5-Methyl-1-phenylpyrazole-4-carboxylic acid;3-Methyl-2-phenylpyrazole-4-carboxylic acid;5-Methyl-1-Phenyl-Pyrazole-4-Carboxylic Acid;MFCD00067831;9FH;CDS1_000125;Maybridge1_002413;SCHEMBL27405;DivK1c_001165;OSM-S-24;CHEMBL5081820;HMS548F15;DTXSID00238422;HMS3440L15;AMY33192;BBL013306;STK505593;AKOS000200492;CCG-131439;FS-1463;SDCCGMLS-0065986.P001;1-phenyl-5-methylpyrazole-4-carboxylic acid;BB 0219857;FT-0620594;M2692;EN300-24271;T73062;1H-Pyrazole-4-carboxylicacid,5-methyl-1-phenyl-;5-Methyl-1-phenyl-1H-pyrazole-4-carboxylic acid;3-Methyl-2-phenyl-4-pyrazolecarboxylic acid, 97%;5-Methyl-1-phenyl-1H-pyrazole-4-carboxylic acid #;J-517737;Z57111831;F2135-0529

Chemical Property of 5-Methyl-1-phenyl-1H-pyrazole-4-carboxylic acid

Chemical Property:

• Appearance/Colour: Off-White Solid
• Vapor Pressure: 1.51E-06mmHg at 25°C
• Melting Point: 166-170 °C(lit.)
• Refractive Index: 1.617
• Boiling Point: 382.9 °C at 760 mmHg
• PKA: 3.38±0.25(Predicted)
• Flash Point: 185.4 °C
• PSA: 55.12000
• Density: 1.24 g/cm³
• LogP: 1.87890
• Solubility.: Chloroform
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 202.074227566
• Heavy Atom Count: 15
• Complexity: 239

Purity/Quality:

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

5-Methyl-1-phenylpyrazole-4-carboxylic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 38
• Safety Statements: 36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=C(C=NN1C2=CC=CC=C2)C(=O)O
• Uses: 5-Methyl-1-phenylpyrazole-4-carboxylic Acid (cas# 91138-00-0) is a compound useful in organic synthesis.

Technology Process of 5-Methyl-1-phenyl-1H-pyrazole-4-carboxylic acid

There total 7 articles about 5-Methyl-1-phenyl-1H-pyrazole-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: 92.0%

ethyl 5-methyl-1-phenyl-1H-pyrazole-4-carboxylate (89193-16-8) → 5-methyl-1-phenyl-1H-pyrazole-4-carboxylic acid (91138-00-0)

Guidance literature:

With potassium hydroxide; In ethanol; for 5h; Heating;

DOI:10.1002/jhet.5570240634

Reference yield: 80.0%

→ 5-methyl-1-phenyl-1H-pyrazole-4-carboxylic acid (91138-00-0)

Guidance literature:

In ethanol; at 65 ℃; for 4h;

Reference yield:

ethyl 2-[(dimethylamino)methylene]-3-oxobutanoate (134653-70-6,51145-57-4) → 5-methyl-1-phenyl-1H-pyrazole-4-carboxylic acid (91138-00-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 96 percent / ethanol / 2 h / Heating

2: 92 percent / KOH / ethanol / 5 h / Heating

With potassium hydroxide; In ethanol;

DOI:10.1002/jhet.5570240634

upstream raw materials:

4-hydroxy-3-methyl-but-3-en-2-one

phenylhydrazine

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

ethyl 2-[(dimethylamino)methylene]-3-oxobutanoate

Downstream raw materials:

5-methyl-1-phenyl-1H-pyrazole-4-carbonyl chloride

N-((4,6-dimethyl-2-oxo-1,2-dihydropyridin-3-yl)methyl)-5-methyl-1-phenyl-1H-pyrazole-4-carboxamide

1,1-dimethylethyl 7-{[(5-methyl-1-phenyl-1H-pyrazol-4-yl)carbonyl]amino}-1,2,4,5-tetrahydro-3H-3-benzazepine-3-carboxylate

5-methyl-1-phenylpyrazole

Refernces

• 1、 Yang, Wei,Li, Yingjun,Ai, Yong,Obianom, Obinna N.,Guo, Dong,Yang, Hong,Sakamuru, Srilatha,Xia, Menghang,Shu, Yan,Xue, Fengtian. "Pyrazole-4-Carboxamide (YW2065): A Therapeutic Candidate for Colorectal Cancer via Dual Activities of Wnt/β-Catenin Signaling Inhibition and AMP-Activated Protein Kinase (AMPK) Activation". . p. 11151 - 11164. Retrieved 2019/12/27.
• 2、 -. "WNT SIGNALING PATHWAY INHIBITORS FOR TREATMENTS OF DISEASE". Paragraph 00232; 00236. . Retrieved 2017/09/15.