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Clofibric acid

Clofibric acid structure

CAS No:
882-09-7
Formula:
C10H11ClO3
Chemical Name:
Clofibric acid
Synonyms:
Propanoic acid,2-(4-chlorophenoxy)-2-methyl-;Propionic acid,2-(p-chlorophenoxy)-2-methyl-;2-(4-Chlorophenoxy)-2-methylpropanoic acid;α-(p-Chlorophenoxy)isobutyric acid;PCIB;α-(4-Chlorophenoxy)-α-methylpropionic acid;α-(4-Chlorophenoxy)isobutyric acid;Regadrin;Clofibric acid;Clofibrate free acid;2-(p-Chlorophenoxy)isobutyric acid;Chlorophibrinic acid;PCPIB;2-(p-Chlorophenoxy)-2-methylpropionic acid;2-(4-Chlorophenoxy)-2-methylpropionic acid;4-Chlorophenoxyisobutyric acid;(p-Chlorophenoxy)isobutyric acid;Clofibrin;Chlorofibrinic acid;Chlorfibrinic acid;Clofibrinic acid;CPIBA;CPIB;Clofibrilic acid;Regulipid;Arteriohom;NSC 1149;2-[(4-Chlorophenyl)oxy]-2-methylpropionic acid;2-(p-Chlorophenoxy)-2-methylpropanoic acid;2-(4-Chlorophenoxy)-2-methylpropanic acid;60120-73-2;94592-92-4
Categories:
Chemical Reagents > Organic Reagents

Description

Clofibric acid is a plant growth regulator against the plant hormone auxin.

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 an anticholesteremic drug, an antilipemic drug, a PPARalpha agonist, an antineoplastic agent, a marine xenobiotic metabolite and a herbicide. It is a monocarboxylic acid, an aromatic ether and a member of monochlorobenzenes. It derives from an isobutyric acid.|An antilipemic agent that is the biologically active metabolite of CLOFIBRATE.

Clofibric acid Basic Attributes

Molecular Weight：

214.65

Exact Mass：

214.65

BRN：

1874067

EC Number：

212-925-9

UNII：

53PF01Q249

NSC Number：

756697|1149

DSSTox ID：

DTXSID1040661

HScode：

2918990090

Characteristics

PSA：

46.5

XLogP3：

2.6

Appearance：

Pale yellow to brownish Crystals or Crystalline Powder

Density：

1.3±0.1 g/cm3

Melting Point：

118-119 °C

Boiling Point：

40-60 °C

Flash Point：

149.8±20.9 °C

Refractive Index：

1.541

Storage Conditions：

Store at RT

Collision Cross Section：

146.6 Å² [M+H]+ [CCS Type: TW, Method: calibrated with polyalanine and drug standards]|149.4 Å² [M-H]-

Safety Information

Hazard category：

IRRITANT

Transport codes：

NONH for all modes of transport

wgk germany：

hazard class code：

22-20/21/22

safety instructions：

36-24/25

RTECS Number：

UE9455000

Marks：

Xn,Xi

Hazard note：

Irritant

Precautionary statement(s)：

P264, P270, P301+P312, P330, P501

Hazard Statements：

H302

GHS Classification：

|Warning|H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]|P264, P270, P301+P312, P330, and P501|Aggregated GHS information provided by 46 companies from 4 notifications to the ECHA C&L Inventory.

Drug Information

MeSH：

Substances used to lower plasma cholesterol levels. (See all compounds classified as Anticholesteremic Agents.)|Substances that lower the levels of certain LIPIDS in the BLOOD. They are used to treat HYPERLIPIDEMIAS. (See all compounds classified as Hypolipidemic Agents.)

Metabolism/Metabolites：

Clofibric 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 Entry Terms：

2-(4-Chlorophenoxy)-2-methylpropionic Acid

Clofibric acid Use and Manufacturing

Methods of Manufacturing

By condensation of p-chlorophenol. P-chlorophenol and acetone were added to the reaction pot, sodium hydroxide was added with stirring, and chloroform was added dropwise at about 20°C. The reaction temperature was controlled at 25-30°C. At this time, the reaction was intense. When the reaction eased, the mixture was heated to reflux for 3h. Acetone was recovered by distillation, water was added, heated to 70°C to dissolve, hydrochloric acid was added to pH 2-3, and crystals were precipitated upon cooling. Cool to below 10 ℃, spin-filter, wash with water until no oil, dry, and get the finished product. The yield is about 80%.

Uses

A hypolipidemic compound

Computed Properties

Molecular Weight:214.64
XLogP3:2.6
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:3
Exact Mass:214.0396719
Monoisotopic Mass:214.0396719
Topological Polar Surface Area:46.5
Heavy Atom Count:14
Complexity:207
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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