Product Name

  • Name

    Ciprofibrate

  • EINECS 257-744-6
  • CAS No. 52214-84-3
  • Article Data13
  • CAS DataBase
  • Density 1.37 g/cm3
  • Solubility
  • Melting Point 114 - 118oC
  • Formula C13H14Cl2O3
  • Boiling Point 424.9 °C at 760 mmHg
  • Molecular Weight 289.158
  • Flash Point 210.7 °C
  • Transport Information
  • Appearance White or almost white powder
  • Safety 53-22-36/37/39-45
  • Risk Codes 45
  • Molecular Structure Molecular Structure of 52214-84-3 (Ciprofibrate)
  • Hazard Symbols ToxicT
  • Synonyms 2-[p-(2,2-Dichlorocyclopropyl)phenoxy]-2-methylpropionic acid;Propanoicacid, 2-[4-(2,2-dichlorocyclopropyl)phenoxy]-2-methyl-;Ciprol;Lipanor;Modalim;Win 35833;
  • PSA 46.53000
  • LogP 3.58980

Synthetic route

methyl 2-(4-(2,2-dichlorocyclopropyl)phenoxy)-2-methylpropanoate
130232-51-8, 130233-23-7, 130233-24-8

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

2-[4-(2,2-dichlorocyclopropyl)phenoxy]-2-methylpropanoic acid
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%
ethyl 2-[4-(2,2-dichlorocyclopropyl)phenoxy]-2-methylpropionate
52179-28-9, 144940-19-2, 144940-25-0

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

2-[4-(2,2-dichlorocyclopropyl)phenoxy]-2-methylpropanoic acid
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%
(-)-4-(2,2-dichlorocyclopropyl)phenol
52179-26-7, 135133-52-7, 135133-54-9

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

2-[4-(2,2-dichlorocyclopropyl)phenoxy]-2-methylpropanoic acid
52214-84-3

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

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

4-Vinylphenol

2-[4-(2,2-dichlorocyclopropyl)phenoxy]-2-methylpropanoic acid
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
p-Coumaric Acid
7400-08-0

p-Coumaric Acid

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

C13H16O3

2-[4-(2,2-dichlorocyclopropyl)phenoxy]-2-methylpropanoic acid
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
4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

2-[4-(2,2-dichlorocyclopropyl)phenoxy]-2-methylpropanoic acid
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
tetrachloromethane
56-23-5

tetrachloromethane

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

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

2-[4-(2,2-dichlorocyclopropyl)phenoxy]-2-methylpropanoic 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.
bromoethyl isobutyrate
84443-44-7

bromoethyl isobutyrate

4-(2,2-dichlorocyclopropyl)phenyl acetate

4-(2,2-dichlorocyclopropyl)phenyl acetate

2-[4-(2,2-dichlorocyclopropyl)phenoxy]-2-methylpropanoic acid
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
2-[4-(2,2-dichlorocyclopropyl)phenoxy]-2-methylpropanoic acid
52214-84-3

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

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride
7524-50-7

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

dicyclohexyl-carbodiimide
538-75-0

dicyclohexyl-carbodiimide

A

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

(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

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
2-[4-(2,2-dichlorocyclopropyl)phenoxy]-2-methylpropanoic acid
52214-84-3

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

ethyl (R)-2-((mesitylsulfinyl)imino)acetate

ethyl (R)-2-((mesitylsulfinyl)imino)acetate

C25H31Cl2NO4S

C25H31Cl2NO4S

Conditions
ConditionsYield
With 9-mesityl-2,7-dimethyl-10-phenylacridin-10-ium tetrafluoroborate; potassium carbonate at 20℃; Inert atmosphere; Irradiation; diastereoselective reaction;91%
2-[4-(2,2-dichlorocyclopropyl)phenoxy]-2-methylpropanoic acid
52214-84-3

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

glycine ethyl ester hydrochloride
5680-79-5

glycine ethyl ester hydrochloride

dicyclohexyl-carbodiimide
538-75-0

dicyclohexyl-carbodiimide

A

N-{2-[4-(2,2-Dichlorcyclopropyl)phenoxy]-2-methylpropanoyl}glycin-methylester

N-{2-[4-(2,2-Dichlorcyclopropyl)phenoxy]-2-methylpropanoyl}glycin-methylester

B

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

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

Conditions
ConditionsYield
With dmap; triethylamine In dichloromethane at 20℃; for 20h;A 87.5%
B n/a
2-[4-(2,2-dichlorocyclopropyl)phenoxy]-2-methylpropanoic acid
52214-84-3

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

methyl 3-aminopropanoate hydrochloride
3196-73-4

methyl 3-aminopropanoate hydrochloride

dicyclohexyl-carbodiimide
538-75-0

dicyclohexyl-carbodiimide

A

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

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

B

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

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

Conditions
ConditionsYield
With dmap; triethylamine In dichloromethane at 20℃; for 20h;A 84.2%
B n/a
2-[4-(2,2-dichlorocyclopropyl)phenoxy]-2-methylpropanoic acid
52214-84-3

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

methyl γ-aminobutyrate hydrochloride
13031-60-2

methyl γ-aminobutyrate hydrochloride

dicyclohexyl-carbodiimide
538-75-0

dicyclohexyl-carbodiimide

A

4-({2-[4-(2,2-Dichlorcyclopropyl)phenoxy]-2-methylpropanoyl}amino)butansaeure-methylester

4-({2-[4-(2,2-Dichlorcyclopropyl)phenoxy]-2-methylpropanoyl}amino)butansaeure-methylester

B

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

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

Conditions
ConditionsYield
With dmap; triethylamine In dichloromethane at 20℃; for 20h;A 83.4%
B n/a
2-[4-(2,2-dichlorocyclopropyl)phenoxy]-2-methylpropanoic acid
52214-84-3

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

L-glutamic dimethyl ester hydrochloride
23150-65-4

L-glutamic dimethyl ester hydrochloride

dicyclohexyl-carbodiimide
538-75-0

dicyclohexyl-carbodiimide

A

N-{2-[4-(2,2-Dichlorcyclopropyl)phenoxy]-2-methylpropanoyl}-L-glutaminsaeure-dimethylester

N-{2-[4-(2,2-Dichlorcyclopropyl)phenoxy]-2-methylpropanoyl}-L-glutaminsaeure-dimethylester

B

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

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

Conditions
ConditionsYield
With dmap; triethylamine In dichloromethane at 20℃; for 20h;A 80%
B n/a
methanol
67-56-1

methanol

2-[4-(2,2-dichlorocyclopropyl)phenoxy]-2-methylpropanoic acid
52214-84-3

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

methyl 2-(4-(2,2-dichlorocyclopropyl)phenoxy)-2-methylpropanoate
130232-51-8, 130233-23-7, 130233-24-8

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

Conditions
ConditionsYield
With tert.-butylnitrite at 40℃; for 48h;79%
With tert.-butylnitrite at 40℃; for 48h; Green chemistry;79%
Benzophenone oxime
574-66-3

Benzophenone oxime

2-[4-(2,2-dichlorocyclopropyl)phenoxy]-2-methylpropanoic acid
52214-84-3

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

diphenylmethanone O-(2-(4-(2,2-dichlorocyclopropyl)phenoxy)-2-methylpropanoyl)oxime

diphenylmethanone O-(2-(4-(2,2-dichlorocyclopropyl)phenoxy)-2-methylpropanoyl)oxime

Conditions
ConditionsYield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; Schlenk technique; Inert atmosphere;78%
4-methylphenyl methylsulfide
623-13-2

4-methylphenyl methylsulfide

2-[4-(2,2-dichlorocyclopropyl)phenoxy]-2-methylpropanoic acid
52214-84-3

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

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

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

Conditions
ConditionsYield
With tetrabutylammonium tetrafluoroborate In methanol; acetonitrile at 20℃; for 6h; Inert atmosphere; Electrochemical reaction;66%
4-nitro-phenol
100-02-7

4-nitro-phenol

2-[4-(2,2-dichlorocyclopropyl)phenoxy]-2-methylpropanoic acid
52214-84-3

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

2-[4-(2,2-Dichlorcyclopropyl)phenoxy]-2-methylpropansaeure-(4-nitrophenyl)-ester

2-[4-(2,2-Dichlorcyclopropyl)phenoxy]-2-methylpropansaeure-(4-nitrophenyl)-ester

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 20h;59.9%
Hexafluorobenzene
392-56-3

Hexafluorobenzene

2-[4-(2,2-dichlorocyclopropyl)phenoxy]-2-methylpropanoic acid
52214-84-3

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

C18H13Cl2F5O

C18H13Cl2F5O

Conditions
ConditionsYield
With Ir(dFFppy)2(dtbbpy)PF6; lithium carbonate In dimethyl sulfoxide at 35℃; for 48h; Inert atmosphere; Irradiation; Sealed tube;54%
2-[4-(2,2-dichlorocyclopropyl)phenoxy]-2-methylpropanoic acid
52214-84-3

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

A

2-(p-acetylphenoxy)-2-methylpropionic acid
52179-07-4

2-(p-acetylphenoxy)-2-methylpropionic acid

B

2-(4-ethynylphenoxy)-2-methylpropanoic acid

2-(4-ethynylphenoxy)-2-methylpropanoic acid

C

2-<4-(3-hydroxypropynyl)phenoxy>-2-methylpropanoic acid

2-<4-(3-hydroxypropynyl)phenoxy>-2-methylpropanoic acid

D

2-<4-(2-carboxyethyl)phenoxy>-2-methylpropanoic acid

2-<4-(2-carboxyethyl)phenoxy>-2-methylpropanoic acid

Conditions
ConditionsYield
With sodium hydroxide for 56h; Heating; Further byproducts given;A n/a
B 7%
C 42%
D 4%
2-[4-(2,2-dichlorocyclopropyl)phenoxy]-2-methylpropanoic acid
52214-84-3

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

A

4-(1-carboxy-1-methyl-ethoxy)-benzoic acid
42019-57-8

4-(1-carboxy-1-methyl-ethoxy)-benzoic acid

B

2-(4-ethynylphenoxy)-2-methylpropanoic acid

2-(4-ethynylphenoxy)-2-methylpropanoic acid

C

2-<4-(3-hydroxypropynyl)phenoxy>-2-methylpropanoic acid

2-<4-(3-hydroxypropynyl)phenoxy>-2-methylpropanoic acid

D

2-<4-(2-carboxyethyl)phenoxy>-2-methylpropanoic acid

2-<4-(2-carboxyethyl)phenoxy>-2-methylpropanoic acid

Conditions
ConditionsYield
With sodium hydroxide for 56h; Heating; Further byproducts given;A n/a
B 7%
C 42%
D 4%
2-[4-(2,2-dichlorocyclopropyl)phenoxy]-2-methylpropanoic acid
52214-84-3

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

A

2-(4-ethynylphenoxy)-2-methylpropanoic acid

2-(4-ethynylphenoxy)-2-methylpropanoic acid

B

2-(4-formylphenoxy)-2-methylpropanoic acid
85212-83-5

2-(4-formylphenoxy)-2-methylpropanoic acid

C

2-<4-(3-hydroxypropynyl)phenoxy>-2-methylpropanoic acid

2-<4-(3-hydroxypropynyl)phenoxy>-2-methylpropanoic acid

D

2-<4-(2-carboxyethyl)phenoxy>-2-methylpropanoic acid

2-<4-(2-carboxyethyl)phenoxy>-2-methylpropanoic acid

Conditions
ConditionsYield
With sodium hydroxide for 56h; Heating; Further byproducts given;A 7%
B n/a
C 42%
D 4%
2-[4-(2,2-dichlorocyclopropyl)phenoxy]-2-methylpropanoic acid
52214-84-3

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

A

2-(p-acetylphenoxy)-2-methylpropionic acid
52179-07-4

2-(p-acetylphenoxy)-2-methylpropionic acid

B

4-(1-carboxy-1-methyl-ethoxy)-benzoic acid
42019-57-8

4-(1-carboxy-1-methyl-ethoxy)-benzoic acid

C

2-(4-ethynylphenoxy)-2-methylpropanoic acid

2-(4-ethynylphenoxy)-2-methylpropanoic acid

D

2-(4-formylphenoxy)-2-methylpropanoic acid
85212-83-5

2-(4-formylphenoxy)-2-methylpropanoic acid

E

2-<4-(3-hydroxypropynyl)phenoxy>-2-methylpropanoic acid

2-<4-(3-hydroxypropynyl)phenoxy>-2-methylpropanoic acid

F

2-<4-(2-carboxyethyl)phenoxy>-2-methylpropanoic acid

2-<4-(2-carboxyethyl)phenoxy>-2-methylpropanoic acid

G

2-<4-(2-chloro-1-hydroxyprop-2-enyl)- and (2-chloro-3-hydroxyprop-1-enyl)phenoxy>-2-methylpropanoic acid

2-<4-(2-chloro-1-hydroxyprop-2-enyl)- and (2-chloro-3-hydroxyprop-1-enyl)phenoxy>-2-methylpropanoic acid

Conditions
ConditionsYield
With sodium hydroxide for 56h; Mechanism; Heating;A n/a
B n/a
C 7%
D n/a
E 42%
F 4%
G n/a
2-[4-(2,2-dichlorocyclopropyl)phenoxy]-2-methylpropanoic acid
52214-84-3

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

A

(Z)-2-<4-(2-chloro-3-hydroxyprop-1-enyl)phenoxy>-2-methylpropanoic acid

(Z)-2-<4-(2-chloro-3-hydroxyprop-1-enyl)phenoxy>-2-methylpropanoic acid

B

2-<4-(2-chloro-1-hydroxyprop-2-enyl)phenoxy>2-methylpropanoic acid

2-<4-(2-chloro-1-hydroxyprop-2-enyl)phenoxy>2-methylpropanoic acid

Conditions
ConditionsYield
With sodium hydroxide for 96h; Heating; pH 7;
2-[4-(2,2-dichlorocyclopropyl)phenoxy]-2-methylpropanoic acid
52214-84-3

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

(+)-2-<4-(2,2-dichlorocyclopropyl)phenoxy>-2-methylpropanoic acid

(+)-2-<4-(2,2-dichlorocyclopropyl)phenoxy>-2-methylpropanoic acid

2-[4-(2,2-dichlorocyclopropyl)phenoxy]-2-methylpropanoic acid
52214-84-3

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

(-)-2-<4-(2,2-dichlorocyclopropyl)phenoxy>-2-methylpropanoic acid

(-)-2-<4-(2,2-dichlorocyclopropyl)phenoxy>-2-methylpropanoic acid

2-[4-(2,2-dichlorocyclopropyl)phenoxy]-2-methylpropanoic acid
52214-84-3

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

N-{2-[4-(2,2-Dichlorcyclopropyl)phenoxy]-2-methylpropanoyl}glycin
640772-36-7

N-{2-[4-(2,2-Dichlorcyclopropyl)phenoxy]-2-methylpropanoyl}glycin

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 87.5 percent / Et3N; DMAP / CH2Cl2 / 20 h / 20 °C
2: 94.9 percent / NaOH / methanol; H2O / 4 h / 20 °C
View Scheme
2-[4-(2,2-dichlorocyclopropyl)phenoxy]-2-methylpropanoic acid
52214-84-3

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

3-({2-[4-(2,2-Dichlorcyclopropyl)phenoxy]-2-methylpropanoyl}amino)propansaeure

3-({2-[4-(2,2-Dichlorcyclopropyl)phenoxy]-2-methylpropanoyl}amino)propansaeure

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 84.2 percent / Et3N; DMAP / CH2Cl2 / 20 h / 20 °C
2: 95 percent / NaOH / methanol; H2O / 4 h / 20 °C
View Scheme
2-[4-(2,2-dichlorocyclopropyl)phenoxy]-2-methylpropanoic acid
52214-84-3

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

2-({2-[4-(2,2-Dichlorcyclopropyl)phenoxy]-2-methylpropanoyl}amino)ethansulfonsaeure

2-({2-[4-(2,2-Dichlorcyclopropyl)phenoxy]-2-methylpropanoyl}amino)ethansulfonsaeure

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 59.9 percent / DCC; DMAP / CH2Cl2 / 20 h / 20 °C
2: 27.9 percent / pyridine / H2O / 24 h / 20 °C
View Scheme
2-[4-(2,2-dichlorocyclopropyl)phenoxy]-2-methylpropanoic acid
52214-84-3

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

sulfuric acid
7664-93-9

sulfuric acid

methyl 2-(4-(2,2-dichlorocyclopropyl)phenoxy)-2-methylpropanoate
130232-51-8, 130233-23-7, 130233-24-8

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

Conditions
ConditionsYield
In methanol; diethyl ether
2-[4-(2,2-dichlorocyclopropyl)phenoxy]-2-methylpropanoic acid
52214-84-3

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

2-amino-1-(4-hydroxyphenyl)ethyl ketone
77369-38-1

2-amino-1-(4-hydroxyphenyl)ethyl ketone

2-(4-(2,2-dichlorocyclopropyl)phenoxy)-N-(2-(4-hydroxyphenyl)-2-oxoethyl)-2-methylpropanamide
1416548-75-8

2-(4-(2,2-dichlorocyclopropyl)phenoxy)-N-(2-(4-hydroxyphenyl)-2-oxoethyl)-2-methylpropanamide

Conditions
ConditionsYield
With dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 4h;760 mg
2-[4-(2,2-dichlorocyclopropyl)phenoxy]-2-methylpropanoic acid
52214-84-3

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

2-amino-1-(4-hydroxyphenyl)ethyl ketone
77369-38-1

2-amino-1-(4-hydroxyphenyl)ethyl ketone

C34H33Cl4NO6
1416548-76-9

C34H33Cl4NO6

Conditions
ConditionsYield
With dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 4h;1.15 g
2-[4-(2,2-dichlorocyclopropyl)phenoxy]-2-methylpropanoic acid
52214-84-3

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

2-(4-hydroxyphenyl)acetamide
17194-82-0

2-(4-hydroxyphenyl)acetamide

2-(4-(2,2-dichlorocyclopropyl)phenoxy)-N-(2-(4-hydroxyphenyl)-2-oxoethyl)-2-methylpropanamide
1416548-75-8

2-(4-(2,2-dichlorocyclopropyl)phenoxy)-N-(2-(4-hydroxyphenyl)-2-oxoethyl)-2-methylpropanamide

Conditions
ConditionsYield
With dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 4h;760 mg
2-[4-(2,2-dichlorocyclopropyl)phenoxy]-2-methylpropanoic acid
52214-84-3

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

2-(4-hydroxyphenyl)acetamide
17194-82-0

2-(4-hydroxyphenyl)acetamide

C34H33Cl4NO6
1416548-76-9

C34H33Cl4NO6

Conditions
ConditionsYield
With dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 4h;1.15 g

Ciprofibrate Chemical Properties

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

Ciprofibrate 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.

Ciprofibrate Toxicity Data With Reference

1.    

otr-rat-orl 3650 mg/kg/1Y C

    CNREA8    Cancer Research. 46 (1986),4601.

Ciprofibrate 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.

Ciprofibrate 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.

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