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52214-84-3

Basic Information
CAS No.: 52214-84-3
Name: Ciprofibrate
Article Data: 13
Molecular Structure:
Molecular Structure of 52214-84-3 (Ciprofibrate)
Formula: C13H14Cl2O3
Molecular Weight: 289.158
Synonyms: 2-[p-(2,2-Dichlorocyclopropyl)phenoxy]-2-methylpropionic acid;Propanoicacid, 2-[4-(2,2-dichlorocyclopropyl)phenoxy]-2-methyl-;Ciprol;Lipanor;Modalim;Win 35833;
EINECS: 257-744-6
Density: 1.37 g/cm3
Melting Point: 114 - 118oC
Boiling Point: 424.9 °C at 760 mmHg
Flash Point: 210.7 °C
Appearance: White or almost white powder
Hazard Symbols: ToxicT
Risk Codes: 45
Safety: 53-22-36/37/39-45
PSA: 46.53000
LogP: 3.58980
Synthetic route
130232-51-8, 130233-23-7, 130233-24-8

methyl 2-(4-(2,2-dichlorocyclopropyl)phenoxy)-2-methylpropanoate

52214-84-3

2-[4-(2,2-dichlorocyclopropyl)phenoxy]-2-methylpropanoic acid

Conditions
ConditionsYield
With sodium hydroxide In ethanol at 20℃; for 0.5h;92%
With sodium hydroxide In ethanol; water at 20℃; for 0.5h; pH=3 - 4; Solvent; Large scale;91%
52179-28-9, 144940-19-2, 144940-25-0

ethyl 2-[4-(2,2-dichlorocyclopropyl)phenoxy]-2-methylpropionate

52214-84-3

2-[4-(2,2-dichlorocyclopropyl)phenoxy]-2-methylpropanoic acid

Conditions
ConditionsYield
With sodium hydroxide In methanol; water at 20℃; for 0.5h;90%
52179-26-7, 135133-52-7, 135133-54-9

(-)-4-(2,2-dichlorocyclopropyl)phenol

52214-84-3

2-[4-(2,2-dichlorocyclopropyl)phenoxy]-2-methylpropanoic acid

Conditions
ConditionsYield
With sodium hydroxide In chloroform; acetone
With sodium hydroxide
2628-17-3

4-Vinylphenol

52214-84-3

2-[4-(2,2-dichlorocyclopropyl)phenoxy]-2-methylpropanoic acid

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: potassium carbonate / acetonitrile / 48 h / 20 °C
2: trimethyldodecylammonium chloride; sodium hydroxide / 24 h / 20 °C
3: sodium hydroxide / methanol; water / 0.5 h / 20 °C
View Scheme
Multi-step reaction with 3 steps
1: caesium carbonate / acetonitrile / 24 h / 20 °C
2: sodium hydroxide; tetrabutylammomium bromide / 12 h / 0 - 20 °C
3: sodium hydroxide / ethanol / 0.5 h / 20 °C
View Scheme
Multi-step reaction with 3 steps
1: caesium carbonate / acetonitrile / 12 h / 20 °C
2: sodium hydroxide; tetrabutylammomium bromide / chloroform / 12 h / 0 - 20 °C / Autoclave; Large scale
3: sodium hydroxide / ethanol; water / 0.5 h / 20 °C / pH 3 - 4 / Large scale
View Scheme
7400-08-0

p-Coumaric Acid

52214-84-3

2-[4-(2,2-dichlorocyclopropyl)phenoxy]-2-methylpropanoic acid

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: potassium acetate / N,N-dimethyl-formamide / 150 °C
2: caesium carbonate / acetonitrile / 24 h / 20 °C
3: sodium hydroxide; tetrabutylammomium bromide / 12 h / 0 - 20 °C
4: sodium hydroxide / ethanol / 0.5 h / 20 °C
View Scheme
Multi-step reaction with 4 steps
1: potassium acetate / N,N-dimethyl-formamide / 150 °C
2: potassium carbonate / acetonitrile / 48 h / 20 °C
3: trimethyldodecylammonium chloride; sodium hydroxide / 24 h / 20 °C
4: sodium hydroxide / methanol; water / 0.5 h / 20 °C
View Scheme

C13H16O3

52214-84-3

2-[4-(2,2-dichlorocyclopropyl)phenoxy]-2-methylpropanoic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sodium hydroxide; tetrabutylammomium bromide / 12 h / 0 - 20 °C
2: sodium hydroxide / ethanol / 0.5 h / 20 °C
View Scheme
123-08-0

4-hydroxy-benzaldehyde

52214-84-3

2-[4-(2,2-dichlorocyclopropyl)phenoxy]-2-methylpropanoic acid

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: ethylenediamine / N,N-dimethyl-formamide / 6 h / 150 °C / Large scale
2: caesium carbonate / acetonitrile / 12 h / 20 °C
3: sodium hydroxide; tetrabutylammomium bromide / chloroform / 12 h / 0 - 20 °C / Autoclave; Large scale
4: sodium hydroxide / ethanol; water / 0.5 h / 20 °C / pH 3 - 4 / Large scale
View Scheme
Multi-step reaction with 3 steps
1: diethylamine / toluene / 2 h / 150 °C / Green chemistry
2: sodium hydroxide; tetrabutylammomium bromide / 40 °C / Green chemistry
3: magnesium; titanium tetrachloride / dichloromethane; tetrahydrofuran / 2 h / 0 - 120 °C / Green chemistry
View Scheme
56-23-5

tetrachloromethane

2-methyl-2-(4-vinylphenoxy)propionic acid

52214-84-3

2-[4-(2,2-dichlorocyclopropyl)phenoxy]-2-methylpropanoic acid

Conditions
ConditionsYield
With titanium tetrachloride; magnesium In tetrahydrofuran; dichloromethane at 0 - 120℃; for 2h; Green chemistry;98.6 %Chromat.
84443-44-7

bromoethyl isobutyrate

4-(2,2-dichlorocyclopropyl)phenyl acetate

52214-84-3

2-[4-(2,2-dichlorocyclopropyl)phenoxy]-2-methylpropanoic acid

Conditions
ConditionsYield
Stage #1: 4-(2,2-dichlorocyclopropyl)phenyl acetate With potassium carbonate In methanol at 20℃; for 10h;
Stage #2: bromoethyl isobutyrate In methanol for 24h; Reflux;
Stage #3: With water Temperature; Alkaline conditions;
240 g
52214-84-3

2-[4-(2,2-dichlorocyclopropyl)phenoxy]-2-methylpropanoic acid

7524-50-7

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

538-75-0

dicyclohexyl-carbodiimide

A

(2S)-2-({2-[4-(2,2-Dichlorcyclopropyl)phenoxy]-2-methylpropanoyl}amino)-3-phenylpropansaeure-methylester

B

N-Cyclohexyl-N-(cyclohexylcarbamoyl)-2-[4-(2,2-dichlorcyclopropyl)phenoxy]-2-methylpropanamid

Conditions
ConditionsYield
With dmap; triethylamine In dichloromethane at 20℃; for 20h;A 95%
B n/a
Raw Materials
52179-26-7
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  • CIPROFIBRATE

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    52214-84-3

    CIPROFIBRATE

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Chemistry

The molecular structure of Ciprofibrate (CAS NO.52214-84-3):

IUPAC Name: 2-[4-(2,2-Dichlorocyclopropyl)phenoxy]-2-methylpropanoic acid 
Molecular Weight: 289.15446 g/mol
Molecular Formula: C13H14Cl2O3 
Density: 1.37 g/cm3 
Boiling Point: 424.9 °C at 760 mmHg 
Flash Point: 210.7 °C
Index of Refraction: 1.579
Molar Refractivity: 70.16 cm3
Molar Volume: 211 cm3
Surface Tension: 50.8 dyne/cm 
Enthalpy of Vaporization: 71.62 kJ/mol
Vapour Pressure: 5.63E-08 mmHg at 25 °C 
Storage Temp.: 2-8 °C
XLogP3-AA: 3.4
H-Bond Donor: 1
H-Bond Acceptor: 3
Rotatable Bond Count: 4
Exact Mass: 288.032
MonoIsotopic Mass: 288.032
Topological Polar Surface Area: 46.5
Heavy Atom Count: 18
Canonical SMILES: CC(C)(C(=O)O)OC1=CC=C(C=C1)C2CC2(Cl)Cl
InChI: InChI=1S/C13H14Cl2O3/c1-12(2,11(16)17)18-9-5-3-8(4-6-9)10-7-13(10,14)15/h3-6,10H,7H2,1-2H3,(H,16,17)
InChIKey: KPSRODZRAIWAKH-UHFFFAOYSA-N
EINECS: 257-744-6
Product Categories: Intracellular receptor

Uses

 Ciprofibrate (CAS NO.52214-84-3) is a kind of lipid-lowering drugs. It has anti-platelet aggregation and the role of soluble fibrin.

Toxicity Data With Reference

1.    

otr-rat-orl 3650 mg/kg/1Y C

    CNREA8    Cancer Research. 46 (1986),4601.

Safety Profile

Hazard Codes: ToxicT
Risk Statements: 45 
R45:May cause cancer.
Safety Statements: 53-22-36/37/39-45 
S53:Avoid exposure - obtain special instructions before use. 
S22:Do not breathe dust. 
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection. 
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
WGK Germany: 3
RTECS: UF0880000
Questionable carcinogen with experimental tumorigenic data. Experimental reproductive data. Mutation data reported. When heated to decomposition it emits toxic fumes of Cl.

Specification

 Ciprofibrate (CAS NO.52214-84-3) is also named as 2-(p-(2,2-Dichlorocyclopropyl)phenoxy)-2-methylpropionic acid ; BRN 1984981 ; CCRIS 173 ; Ciprofibrato ; Ciprofibrato [INN-Spanish] ; Ciprofibratum ; Ciprofibratum [INN-Latin] ; UNII-F8252JGO9S ; WIN 35833 . Ciprofibrate (CAS NO.52214-84-3) is white or almost white crystalline powder.