5-methyl-1-phenyl-1H-pyrazole-3-carboxylic acid

Base Information

• Chemical Name: 5-methyl-1-phenyl-1H-pyrazole-3-carboxylic acid
• CAS No.: 10199-57-2
• Molecular Formula: C11H10 N2 O2
• Molecular Weight: 202.213
• Hs Code.: 2933199090
• European Community (EC) Number: 674-729-3
• DSSTox Substance ID: DTXSID80351360
• Nikkaji Number: J2.562.795D
• Wikidata: Q82127719
• ChEMBL ID: CHEMBL3960344
• Mol file: 10199-57-2.mol

Synonyms:5-methyl-1-phenyl-1H-pyrazole-3-carboxylic acid;10199-57-2;5-methyl-1-phenylpyrazole-3-carboxylic acid;MFCD00124910;Maybridge4_002938;SCHEMBL1259296;CHEMBL3960344;DTXSID80351360;JAUNWUAOFPNAKK-UHFFFAOYSA-N;HMS1529F12;CCG-1656;BBL012427;STK392496;AKOS000272888;AM80889;FS-2105;NCGC00176390-01;SY104018;BB 0219153;CS-0076601;FT-0678163;EN300-41466;F30039;5-METHYL-1-PHENYLPYRAZOLE-3-CARBOXYLICACID;A896980;1H-Pyrazole-3-carboxylic acid, 5-methyl-1-phenyl-;SR-01000638324-1;BRD-K08658685-001-01-2;F2164-0026;Z285224844

Chemical Property of 5-methyl-1-phenyl-1H-pyrazole-3-carboxylic acid

Chemical Property:

• Vapor Pressure: 1.25E-06mmHg at 25°C
• Melting Point: 132°C
• Refractive Index: 1.617
• Boiling Point: 385.4°Cat760mmHg
• PKA: 3.99±0.10(Predicted)
• Flash Point: 186.9°C
• PSA: 55.12000
• Density: 1.24g/cm³
• LogP: 1.87890
• Storage Temp.: 2-8°C
• XLogP3: 2.2
• 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-phenyl-1H-pyrazole-3-carboxylicAcid ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=NN1C2=CC=CC=C2)C(=O)O

Technology Process of 5-methyl-1-phenyl-1H-pyrazole-3-carboxylic acid

There total 30 articles about 5-methyl-1-phenyl-1H-pyrazole-3-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: 90.3%

5-methyl-1-phenyl-1H-pyrazole-3-carboxylic acid ethyl ester (81153-64-2) → 5-methyl-1-phenyl-1H-pyrazole-3-carboxylic acid (10199-57-2)

Guidance literature:

With sodium hydroxide; In methanol; at 20 ℃; for 4h;

DOI:10.1016/j.ejmech.2017.05.043

Reference yield: 60.0%

5-methyl-1-phenylpyrazole-3-carbaldehyde (32464-78-1) → 5-methyl-1-phenyl-1H-pyrazole-3-carboxylic acid (10199-57-2)

Guidance literature:

With sodium hydroxide; silver nitrate; for 15h; Heating;

DOI:10.1016/0008-6215(88)80058-2

Reference yield:

phenyl hydrazine hydrochloride + ethyl 2,4-diketopentanoate (615-79-2) → 5-methyl-1-phenyl-1H-pyrazole-3-carboxylic acid (10199-57-2)

Guidance literature:

phenyl hydrazine hydrochloride; ethyl 2,4-diketopentanoate; With sodium carbonate; In ethanol; at 80 ℃; for 4h;

With lithium hydroxide; In tetrahydrofuran; methanol; water; at 20 ℃; for 6h;

DOI:10.1016/j.ejmech.2020.113106

upstream raw materials:

5-methylisoxazole 3-carboxylic acid

phenylhydrazine

1-(5-methyl-1-phenyl-1H-pyrazol-3-yl)-ethanone

2,4-dioxo-pentanoic acid

Downstream raw materials:

N-[4-({2-[(cyclopropylcarbonyl)amino]imidazo[1,2-b]pyridazin-6-yl}oxy)phenyl]-5-methyl-1-phenyl-1H-pyrazole-3-carboxamide

N-[4-({2-[(cyclopropylcarbonyl)amino]imidazo[1,2-a]pyridin-6-yl}oxy)phenyl]-5-methyl-1-phenyl-1H-pyrazole-3-carboxamide

N-[4-({2-[(cyclopropylcarbonyl)amino]imidazo[1,2-b]pyridazin-6-yl}thio)phenyl]-5-methyl-1-phenyl-1H-pyrazole-3-carboxamide

N-[3-({2-[(cyclopropylcarbonyl)amino]imidazo[1,2-b]pyridazin-6-yl}thio)phenyl]-5-methyl-1-phenyl-1H-pyrazole-3-carboxamide

Refernces

• 1、 Hu, Lijun,Ren, Qiang,Deng, Liming,Zhou, Zongtao,Cai, Zongyu,Wang, Bin,Li, Zheng. "Design, synthesis, and biological studies of novel 3-benzamidobenzoic acid derivatives as farnesoid X receptor partial agonist". supporting information. . Retrieved 2020/12/25.
• 2、 Zagni, Chiara,Rescifina, Antonio,Citarella, Andrea,Maugeri, Alessandro,Navarra, Michele,Scala, Angela,Piperno, Anna,Micale, Nicola,Oussama, Mahjoub. "Hydroxamic Acid-Based Histone Deacetylase (HDAC) inhibitors bearing a pyrazole scaffold and a cinnamoyl linker". . . Retrieved 2019/05/07.