Clofibric Acid

HCID 2797CAS 882-09-7
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Basic information

Standard SMILES
CC(C)(Oc1ccc(Cl)cc1)C(=O)O
InChIKey
TXCGAZHTZHNUAI-UHFFFAOYSA-N
Molecular formula
C10H11ClO3
Average molar mass
214.64 g/mol
Monoisotopic mass
214.03967189

Overview

Clofibric acid is a monocarboxylic acid that is isobutyric acid substituted at position 2 by a p-chlorophenoxy group. It is a metabolite of the drug clofibrate. It has a role as a herbicide, an antineoplastic agent, an antilipemic drug, an anticholesteremic drug, a PPARalpha agonist and a marine xenobiotic metabolite. It is a monocarboxylic acid, an aromatic ether and a member of monochlorobenzenes. It is functionally related to an isobutyric acid.

Names & identifiers

Preferred name
Clofibric Acid
IUPAC
2-(4-chlorophenoxy)-2-methylpropanoic acid
English name
2-(4-Chlorophenoxy)-2-methylpropionic acid
Molecular formula
C10H11ClO3
Molecular weight
214.65

Names & synonyms

clofibric acid882-09-72-(4-Chlorophenoxy)-2-methylpropanoic acid2-(4-CHLOROPHENOXY)-2-METHYLPROPIONIC ACIDChlorofibrinic acidClofibrinic acidChlorophibrinic acidChlorfibrinic acidClofibrate free acid2-(p-Chlorophenoxy)-2-methylpropionic acidClofibrinsaeure2-(p-Chlorophenoxy)isobutyric acid
Show more names
ClofibricPCIBPCPIB4-CPIBRegadrinClofibrinRegulipid
Acido clofibricoPropanoic acid, 2-(4-chlorophenoxy)-2-methyl-Acide clofibriquealpha-(p-Chlorophenoxy)isobutyric acidNSC-1149Acidum clofibricumNSC 1149p-Chlorophenoxyisobutyric Acid

Database identifiers

CAS
882-09-7
PubChem CID
2797
DTXSID
DTXSID1040661
ChEMBL
CHEMBL683
ChEBI
CHEBI:34648
UNII
53PF01Q249
EC Number
212-925-9
Nikkaji
J7.154D

Properties

Computed structural properties

XLogP
2.6
Topological polar surface area
46.5 Ų
Hydrogen bond donors
1
Hydrogen bond acceptors
3
Rotatable bonds
3
Heavy atoms
14

Experimental & physicochemical properties

DrugsPharmaceuticals -> Antilipidemic Agents
LogP2.64
Ionization Efficiency · 6 items

Positive

-0.44

2.7

Agilent XCT

Electrospray ionization

formic acid (5.3nM)

Collision Cross Section · 2 items

146.6 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

149.4 Ų [M-H]-

Physicochemical properties

Melting point
120 · 120-122 °C(lit.)
Boiling point
308.11 °C · 308.11°C (rough estimate)
Density
1.2413 · 1.2413 (rough estimate)
refractive index
1.522 · 1.5220 (estimate)
storage temp.
Sealed in dry,Room Temperature
solubility
Chloroform, Methanol

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]

P264, P270, P301+P317, P330, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 47 reports by companies from 4 notifications to the ECHA C&L Inventory.

Hazard information

Hazard Classes and CategoriesAcute Tox. 4 (100%)

Safety data

PPE
dust mask type N95 (US), Eyeshields, Gloves
wgk
3
rtecs
UE9455000
hs_code
29189900
risk_code
22-20/21/22
Signal word
Warning

Chemistry & industry

Pharmacology

Metabolism/MetabolitesClofibric acid has known human metabolites that include (2S,3S,4S,5R)-6-[2-(4-Chlorophenoxy)-2-methylpropanoyl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid.
MeSH Pharmacological Classification · 2 items

Substances used to lower plasma CHOLESTEROL levels.

Substances that lower the levels of certain LIPIDS in the BLOOD. They are used to treat HYPERLIPIDEMIAS.

Applications · 4 items

DescriptionClofibric 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.

UsesAntilipemic.

Usesherbicide, antihyperlipoproteinemic, antineoplastic

UsesA hypolipidemic compound

Upstream & downstream products

Suppliers50 total

国药集团化学试剂有限公司86-21-63210123 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
衢州润东化工有限公司0570-8789886 18892685668 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
Career Henan Chemica Co+86-0371-86658258 +86-13203830695 · [email protected]

Additional notes

DefinitionChEBI: A monocarboxylic acid that is isobutyric acid substituted at position 2 by a p-chlorophenoxy group. It is a metabolite of the drug clofibrate.

Related reactions

52 records
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Linked notes

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