ChemicalBook > CAS DataBase List > Ciprofibrate

Ciprofibrate

Product Name
Ciprofibrate
CAS No.
52214-84-3
Chemical Name
Ciprofibrate
Synonyms
Ciprofibric acid;Cipml;Ciprol;Modalim;Lipanor;Win-35833;Ciprobrate;CIPROFIBRATE;Ciprofibrate >Ciprofibrate CRS
CBNumber
CB0329743
Molecular Formula
C13H14Cl2O3
Formula Weight
289.15
MOL File
52214-84-3.mol
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Ciprofibrate Property

Melting point:
114-116°
Boiling point:
401.74°C (rough estimate)
Density 
1.2576 (rough estimate)
refractive index 
1.5209 (estimate)
storage temp. 
2-8°C
solubility 
Practically insoluble in water, freely soluble in anhydrous ethanol, soluble in toluene.
pka
3.31±0.10(Predicted)
color 
White to Pale Beige
Merck 
14,2313
InChIKey
KPSRODZRAIWAKH-UHFFFAOYSA-N
CAS DataBase Reference
52214-84-3(CAS DataBase Reference)
EPA Substance Registry System
Propanoic acid, 2-[4-(2,2-dichlorocyclopropyl)phenoxy]-2-methyl- (52214-84-3)
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Safety

Hazard Codes 
T
Risk Statements 
45
Safety Statements 
53-22-36/37/39-45
WGK Germany 
3
RTECS 
UF0880000
HS Code 
29189900
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H350May cause cancer

Precautionary statements

P201Obtain special instructions before use.

P308+P313IF exposed or concerned: Get medical advice/attention.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
C0330
Product name
Ciprofibrate
Packaging
10mg
Price
$179
Updated
2024/03/01
TCI Chemical
Product number
C2667
Product name
Ciprofibrate
Purity
>98.0%(GC)(T)
Packaging
1g
Price
$178
Updated
2024/03/01
TCI Chemical
Product number
C2667
Product name
Ciprofibrate
Purity
>98.0%(GC)(T)
Packaging
5g
Price
$445
Updated
2024/03/01
Cayman Chemical
Product number
18515
Product name
Ciprofibrate
Purity
≥98%
Packaging
1g
Price
$37
Updated
2024/03/01
Cayman Chemical
Product number
18515
Product name
Ciprofibrate
Purity
≥98%
Packaging
5g
Price
$161
Updated
2024/03/01
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Ciprofibrate Chemical Properties,Usage,Production

Description

Ciprofibrate is a potent, long-acting hypolipidemic agent related to clofibrate, bezafibrate and fenofibrate. It is effective in types IIa, IIb, IIX and IV hyperlipoproteinemias, and produces a beneficial elevation of the anti-atherogenic HDL.

Description

Ciprofibrate is an agonist of peroxisome proliferator-activated receptor α (PPARα; EC50 = 0.9 μM in a transactivation assay). It is selective for PPARα over PPARγ and PPARδ at 300 μM. Ciprofibrate (250 μM) induces cell cycle arrest at the G2/M and S phases in Fao rat, but not HepG2 human, hepatocellular carcinoma cells. It decreases fasting plasma levels of triglycerides and increases fasting plasma glucose levels in the apolipoprotein CIII transgenic mouse model of hypertriglyceridemia when administered at a dose of 10 mg/kg. Formulations containing ciprofibrate have been used in the treatment of hypertriglyceridemia.

Chemical Properties

Off-White to Pale Beige Solid

Originator

Sterling-Wintbrop (USA)

Uses

Peroxisome proliferator-activated receptor α (PPARα) is a ligand-activated transcription factor involved in the regulation of lipid homeostasis. Activation of PPARα results in expression of a variety of genes, particularly those involved in fatty acid β-oxidation, binding, and transport. Ciprofibrate activates PPARα with an EC50 value of 20 μM and only marginally affects PPARγ (EC50 = >300 μM). It has been shown to lower adipose tissue weight and reduce plasma insulin concentrations in obese rats and has been used clinically in the treatment of dyslipidemia. Ciprofibrate reportedly stimulates cholesteryl ester transfer protein expression and improves the flow of cholesterol through the indirect reverse cholesterol transport system, preserving plasma HDL.

Uses

antihyperlipidemic

Uses

Ciprofibrate is a hypolipemic agent, related structurally to Clofibrate (C586910). Ciprofibrate is used as an antilipemic.

Definition

ChEBI: Ciprofibrate is a monocarboxylic acid, a member of cyclopropanes and an organochlorine compound. It has a role as an antilipemic drug.

Manufacturing Process

A mixture of 8 g (0.0356 mol) of p-(2,2-dichlorocyclopropyl)phenol, 11.2 g (0.28 mol) of sodium hydroxide pellets, 11 g of chloroform and 350 ml of acetone was prepared at 0°C. The cooling bath was removed, the mixture stirred for a minute and then heated on a steam bath to reflux temperature. The reaction mixture was stirred at reflux for three hours and then concentrated in vacuo. The residual gum was partitioned between dilutehydrochloric acid and ether, and the ether layer was separated, dried and concentrated in vacuo. The residual oil (14 g) was partitioned between dilute aqueous sodium bicarbonate and ether. The sodium bicarbonate solution was acidified with concentrated hydrochloric acid and extracted with ether. The ether solution was dried over anhydrous sodium sulfate and concentrated. The residue (9.5 g of yellow oil) was crystallized twice from hexane to give 6.0 g of 2-[p-(2,2-dichlorocyclopropyl)phenoxy]-2-methyl propionic acid in the form of a pale cream-colored solid, MP 114°C to 116°C.

brand name

LJPANOR

Therapeutic Function

Antihyperlipidemic

World Health Organization (WHO)

The safety profile of ciprofibrate is similar to that of clofibrate. See also under clofibrate in full edition.

Biochem/physiol Actions

Peroxisome proliferator-activated receptor α (PPARα) agonist

Clinical Use

Hyperlipidaemia

Drug interactions

Potentially hazardous interactions with other drugs
Antibacterials: increased risk of myopathy with daptomycin - try to avoid concomitant use.
Anticoagulants: enhances effect of coumarins and phenindione. Dose of anticoagulant should be reduced by up to 50% and readjusted by monitoring INR.
Antidiabetics: may improve glucose tolerance and have an additive effect with insulin or sulphonylureas.
Colchicine: possible increased risk of myopathy.
Lipid-regulating drugs: increased risk of myopathy in combination with statins and ezetimibe (Do not exceed 10 mg of simvastatin and 20 mg of rosuvastatin.1 ) - avoid with ezetimibe.

Metabolism

Approximately 30-75% of a single dose administered to volunteers was excreted in the urine in 72 hours, either as unchanged ciprofibrate (20-25% of the total excreted) or as a glucuronide conjugate. Subjects with moderate renal impairment excreted on average 7% of a single dose as unchanged ciprofibrate over 96 hours, compared with 6.9% in normal subjects. In subjects with severe insufficiency this was reduced to 4.7%.

Ciprofibrate Preparation Products And Raw materials

Raw materials

Preparation Products

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Ciprofibrate Suppliers

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View Lastest Price from Ciprofibrate manufacturers

Hebei Duling International Trade Co. LTD
Product
Ciprofibrate 52214-84-3
Price
US $20.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
5000 Ton
Release date
2023-03-20
WUHAN FORTUNA CHEMICAL CO., LTD
Product
Ciprofibrate 52214-84-3
Price
US $0.00/Kg/Drum
Min. Order
1KG
Purity
99%-101%;EP
Supply Ability
1000KGS
Release date
2021-06-28
Hebei Guanlang Biotechnology Co,.LTD
Product
Ciprofibrate 52214-84-3
Price
US $1.90/KG
Min. Order
1KG
Purity
99%
Supply Ability
10 ton
Release date
2021-08-25

52214-84-3, CiprofibrateRelated Search:


  • 2-[4-(2,2-Dichlom-cyclopropyl)phenoxy]-2-methy|propanoic acid
  • Cipml
  • Lipanor
  • Modalim
  • Win-35833
  • 2-(p-(2,2-dichlorocyclopropyl)phenoxy)-2-methylpropionicacid
  • 2-[4-(2,2-Dichlorocyclopropyl)phenoxy]-2-methylpropionic acid
  • Ciprofibric acid
  • Ciprol
  • Ciprofibrate,2-[p-(2,2-Dichlorocyclopropyl)phenoxy]-2-methylpropanoic acid
  • 2-[4-(2,2-dichlorocyclopropyl)phenoxy]-2-methylpropanoic acid
  • Ciprobrate
  • CIPROL;LIPANOR;MODALIM;WIN35833
  • Ciprofibrate, >98.0%(GC)
  • 2-[P-(2,2-DICHLOROCYCLOPROPYL)-PHENOXY]-2-METHYLPROPANOIC ACID
  • CIPROFIBRATE
  • 2-(4-(2,2-dichlorocyclopropyl)phenoxy)-2-methyl-propanoicaci
  • 2-(4-(2,2-dichlorocyclopropyl)phenoxy)-2-methyl-propionicaci
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  • Ciprofibrate/2-(4-(2,2-dichlorocyclopropyl)phenoxy)-2-methylpropanoic acid
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  • Ciprofibrate Ciprofibrate(API)
  • Ciprofibrate Impurity
  • Ciprofibrate, ≥ 98.0%
  • 52214-84-3
  • C13H14Cl2O3
  • Gene Regulation and Expression
  • PPAR and RXR Regulators
  • Cell Signaling and Neuroscience
  • Cell Biology
  • BioChemical
  • API
  • Intracellular receptor