Clofibric acid

Base Information

• Chemical Name: Clofibric acid
• CAS No.: 882-09-7
• Molecular Formula: C10H11ClO3
• Molecular Weight: 214.649
• Hs Code.: DERIVATION
• European Community (EC) Number: 212-925-9
• NSC Number: 756697,1149
• UNII: 53PF01Q249
• DSSTox Substance ID: DTXSID1040661
• Nikkaji Number: J7.154D
• Wikipedia: Clofibric_acid
• Wikidata: Q3080279
• NCI Thesaurus Code: C81531
• Metabolomics Workbench ID: 52107
• ChEMBL ID: CHEMBL683
• Mol file: 882-09-7.mol

Synonyms:2-(4-Chlorophenoxy)-2-methylpropionic Acid;Clofibric Acid;Clofibrinic Acid;NSC 1149;NSC-1149;NSC1149;p-Chlorophenoxyisobutyrate;p-Chlorophenoxyisobutyric Acid

Chemical Property of Clofibric acid

Chemical Property:

• Appearance/Colour: pale yellow solid
• Melting Point: 120-122 °C(lit.)
• Refractive Index: 1.5220 (estimate)
• Boiling Point: 324.1 °C at 760 mmHg
• PKA: 3.18±0.10(Predicted)
• Flash Point: 149.8 °C
• PSA: 46.53000
• Density: 1.265 g/cm³
• LogP: 2.58200
• Storage Temp.: Store at RT
• Solubility.: Chloroform, Methanol
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 214.0396719
• Heavy Atom Count: 14
• Complexity: 207

Purity/Quality:

99% ^*data from raw suppliers

Clofibric acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, Xi
• Hazard Codes: Xn,Xi
• Statements: 22-20/21/22
• Safety Statements: 36-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C(=O)O)OC1=CC=C(C=C1)Cl
• Description: Clofibric acid is a peroxisome proliferator-activated receptor α (PPARα) agonist (EC50 = 50 μM in a transactivation assay) and the active metabolite of clofibrate . It is formed from clofibrate by tissue and serum esterases. Dietary administration of clofibric acid (0.067-0.22%) reduces serum cholesterol, phospholipid, and triglyceride levels in rats. It decreases glutamate oxaloacetate transaminase (GOT) levels and increases glutamate pyruvate transaminase (GPT) and lactate dehydrogenase (LDH) levels, markers of xenobiotic stress, in the plasma of carp (C. carpio) when administered in tank water at a concentration of 10 μg/L. Clofibric acid has been found in wastewater effluent.
• Uses: herbicide, antihyperlipoproteinemic, antineoplastic A hypolipidemic compound

Technology Process of Clofibric acid

There total 19 articles about Clofibric 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: 99.1%

ETOFIBRATE (31637-97-5) → nicotinic acid (59-67-6) + Clofibric acid (882-09-7) + ethylene glycol (107-21-1)

Guidance literature:

With hydrogenchloride; [RuCl₂(CO)2(Ph₂P-3-C₆H₄COOH)2]; In methanol; water; at 75 ℃; for 0.333333h;

DOI:10.1016/j.saa.2007.11.001

Reference yield: 94.0%

Clofibrate (637-07-0) → Clofibric acid (882-09-7)

Guidance literature:

With methanol; sodium hydroxide; In dichloromethane; water;

Reference yield: 90.0%

4-chloro-phenol (106-48-9,82344-39-6) + 1,1,1-trichloro-2-methyl-2-propanol (57-15-8) → Clofibric acid (882-09-7)

Guidance literature:

With sodium hydroxide; In acetone; for 16h; Ambient temperature;

upstream raw materials:

ethyl 2-bromoisobutyrate

sodium 4-chlorophenolate

tetrachloromethane

chloroform

Downstream raw materials:

4-[2-(4-chloro-phenoxy)-2-methyl-propionyl]-morpholine

2-[4-chlorophenoxy]-2-methylpropionic acid methyl ester

α-(4-chloro-phenoxy)-isobutyric acid octyl ester

1-O-2-(4-Chlorphenoxy)-2-methyl-propionyl-2,3,4-tri-O-acetyl-β-D-glucopyran-methyl-uronat

Refernces

• 1、 Xie, Yundong,Liu, Jiping,Shi, Yongheng,Wang, Bin,Wang, Xiaoping,Wang, Wei,Sun, Meng,Xu, Xinya,Jiang, Haihui,Guo, Min,He, Yiyi,Ren, Cuicui,Cheng, Lifei. "The combination of sesamol and clofibric acid moieties leads to a novel potent hypolipidemic agent with antioxidant, anti-inflammatory and hepatoprotective activity". . . Retrieved 2021.
• 2、 -. "Diester compounds of PPAR protein activator". Paragraph 0056-0064. . Retrieved 2020/12/15.