Product Name

  • Name

    Bezafibrate

  • EINECS 255-567-9
  • CAS No. 41859-67-0
  • Article Data8
  • CAS DataBase
  • Density 1.26 g/cm3
  • Solubility DMF: soluble
  • Melting Point 184 °C
  • Formula C19H20ClNO4
  • Boiling Point 572.1 °C at 760 mmHg
  • Molecular Weight 361.825
  • Flash Point 299.8 °C
  • Transport Information
  • Appearance Off-white solid
  • Safety 36
  • Risk Codes 22
  • Molecular Structure Molecular Structure of 41859-67-0 (Bezafibrate)
  • Hazard Symbols HarmfulXn
  • Synonyms Bezatol SR;LO 44;2-(p-(2-(p-Chlorobenzamido)ethyl)phenoxy)-2-methylpropionic acid;Bezalip;Prestwick_724;BF-759;Cedur;2-[4-[2-[(4-chlorobenzoyl)amino]ethyl]phenoxy]-2-methyl-propanoic acid;2-{4-[2-(4-chlorobenzamido)ethyl]phenoxy}-2-methylpropanoic acid;BM 15075;Propionic acid, 2-(4-(2-((4-chlorobenzoyl)amino)ethyl)phenoxy)-2-methyl-;
  • PSA 75.63000
  • LogP 3.94540

Synthetic route

2-Ethylhexyl alcohol
104-76-7

2-Ethylhexyl alcohol

tyramine hydrochloride
60-19-5

tyramine hydrochloride

4-chloro-benzoyl chloride
122-01-0

4-chloro-benzoyl chloride

4-methyl-2-pentanone
108-10-1

4-methyl-2-pentanone

isopropyl 3-bromo-2-methylpropionate

isopropyl 3-bromo-2-methylpropionate

bezafibrate
41859-67-0

bezafibrate

Conditions
ConditionsYield
With potassium hydroxide; sodium hydroxide; sulfuric acid; nitrogen; sodium hydrogencarbonate; potassium carbonate In water
chloroform
67-66-3

chloroform

4-chloro-N-(4-hydroxyphenethyl)benzamide
41859-57-8

4-chloro-N-(4-hydroxyphenethyl)benzamide

acetone
67-64-1

acetone

bezafibrate
41859-67-0

bezafibrate

Conditions
ConditionsYield
With sodium hydroxide In water at 50 - 60℃; for 1.5h;
tyramine hydrochloride
60-19-5

tyramine hydrochloride

bezafibrate
41859-67-0

bezafibrate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sodium hydroxide; sodium hydrogencarbonate / water / 3 h / 10 - 15 °C
2: sodium hydroxide / water / 1.5 h / 50 - 60 °C
View Scheme
Multi-step reaction with 2 steps
1: sodium hydrogencarbonate / water / 0 - 20 °C / Inert atmosphere
2: sodium hydroxide / chloroform / 65 °C / Inert atmosphere
View Scheme
4-chloro-benzoyl chloride
122-01-0

4-chloro-benzoyl chloride

bezafibrate
41859-67-0

bezafibrate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sodium hydroxide; sodium hydrogencarbonate / water / 3 h / 10 - 15 °C
2: sodium hydroxide / water / 1.5 h / 50 - 60 °C
View Scheme
Multi-step reaction with 2 steps
1: sodium hydrogencarbonate / water / 3 h / 10 - 15 °C
2: sodium hydroxide / water / 1.5 h / 50 - 60 °C
View Scheme
Multi-step reaction with 2 steps
1: sodium hydrogencarbonate / water / 0 - 20 °C / Inert atmosphere
2: sodium hydroxide / chloroform / 65 °C / Inert atmosphere
View Scheme
4-chloro-N-(4-hydroxyphenethyl)benzamide
41859-57-8

4-chloro-N-(4-hydroxyphenethyl)benzamide

acetone
67-64-1

acetone

bezafibrate
41859-67-0

bezafibrate

Conditions
ConditionsYield
With sodium hydroxide In chloroform at 65℃; Inert atmosphere;
1,3-bis(2,2-dimethyl-1,3-dioxan-5-yloxy)propan-2-yl 2-(4-(4-chlorobenzoyl)phenoxy)-2-methylpropanoate
847682-00-2

1,3-bis(2,2-dimethyl-1,3-dioxan-5-yloxy)propan-2-yl 2-(4-(4-chlorobenzoyl)phenoxy)-2-methylpropanoate

bezafibrate
41859-67-0

bezafibrate

1,3-bis(2,2-dimethyl-1,3-dioxan-5-yloxy)propan-2-yl 2-(4-(2-(4-chlorobenzamido)ethyl)phenoxy)-2-methylpropanoate
1043468-91-2

1,3-bis(2,2-dimethyl-1,3-dioxan-5-yloxy)propan-2-yl 2-(4-(2-(4-chlorobenzamido)ethyl)phenoxy)-2-methylpropanoate

Conditions
ConditionsYield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 1.5h; Inert atmosphere;98%
bezafibrate
41859-67-0

bezafibrate

methyl iodide
74-88-4

methyl iodide

methyl 2-(4-(2-(4-chlorobenzamido)ethyl)phenoxy)-2-methylpropanoate

methyl 2-(4-(2-(4-chlorobenzamido)ethyl)phenoxy)-2-methylpropanoate

Conditions
ConditionsYield
With potassium carbonate at 0 - 20℃; for 16h;96%
bezafibrate
41859-67-0

bezafibrate

Cyclopropylamine
765-30-0

Cyclopropylamine

4-chloro-N-(4-((1-(cyclopropylamino)-2-methyl-1-oxopropan-2-yl)oxy)phenethyl)benzamide

4-chloro-N-(4-((1-(cyclopropylamino)-2-methyl-1-oxopropan-2-yl)oxy)phenethyl)benzamide

Conditions
ConditionsYield
Stage #1: bezafibrate With 1,1'-carbonyldiimidazole In dichloromethane for 1h;
Stage #2: Cyclopropylamine In dichloromethane at 20℃; for 2h;
96%
2-(2-methylphenyl)pyridine
10273-89-9

2-(2-methylphenyl)pyridine

bezafibrate
41859-67-0

bezafibrate

C31H30N2O4

C31H30N2O4

Conditions
ConditionsYield
With C17H24N5Ru(1+)*F6P(1-); potassium acetate; potassium carbonate In 1-methyl-pyrrolidin-2-one at 35℃; for 48h; Inert atmosphere;90%
With C17H24N5Ru(1+)*F6P(1-); potassium acetate; potassium carbonate In 1-methyl-pyrrolidin-2-one at 35℃; for 48h; Inert atmosphere; Glovebox;90%
1-iodoethyl isopropyl carbonate
84089-73-6, 91508-00-8

1-iodoethyl isopropyl carbonate

bezafibrate
41859-67-0

bezafibrate

C25H30ClNO7
1415335-07-7

C25H30ClNO7

Conditions
ConditionsYield
Stage #1: bezafibrate With N,N,N',N'-tetramethylguanidine In N,N-dimethyl acetamide at -5℃; for 0.333333h; Inert atmosphere;
Stage #2: 1-iodoethyl isopropyl carbonate In N,N-dimethyl acetamide at -5℃; for 0.5h; Inert atmosphere;
88%
2-(N-tert-butoxycarbonylamino)ethanol
26690-80-2

2-(N-tert-butoxycarbonylamino)ethanol

bezafibrate
41859-67-0

bezafibrate

C26H33ClN2O6

C26H33ClN2O6

Conditions
ConditionsYield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane; N,N-dimethyl-formamide at 20℃; for 48h;88%
bezafibrate
41859-67-0

bezafibrate

1,2,3,4-tetra-O-acetyl-D-glucopyranose
65620-65-7

1,2,3,4-tetra-O-acetyl-D-glucopyranose

C33H38ClNO13

C33H38ClNO13

Conditions
ConditionsYield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 12h;88%
bromoethyl acetate
927-68-4

bromoethyl acetate

bezafibrate
41859-67-0

bezafibrate

C23H26ClNO6
1415335-11-3

C23H26ClNO6

Conditions
ConditionsYield
With sodium carbonate In N,N-dimethyl acetamide at 55℃; for 8h; Inert atmosphere;87%
iodomethyl pivaloate
53064-79-2

iodomethyl pivaloate

bezafibrate
41859-67-0

bezafibrate

C25H30ClNO6
1415335-08-8

C25H30ClNO6

Conditions
ConditionsYield
Stage #1: bezafibrate With N,N,N',N'-tetramethylguanidine In N,N-dimethyl acetamide at -10℃; for 0.333333h; Inert atmosphere;
Stage #2: iodomethyl pivaloate In N,N-dimethyl acetamide at -10℃; for 0.5h; Inert atmosphere;
85%
isopropyloxycarbonyloxymethyl iodide
258841-42-8

isopropyloxycarbonyloxymethyl iodide

bezafibrate
41859-67-0

bezafibrate

C24H28ClNO7
1415335-10-2

C24H28ClNO7

Conditions
ConditionsYield
Stage #1: bezafibrate With N,N,N',N'-tetramethylguanidine In N,N-dimethyl acetamide at -15℃; for 0.25h; Inert atmosphere;
Stage #2: isopropyloxycarbonyloxymethyl iodide In N,N-dimethyl acetamide at -15 - -10℃; for 0.5h; Inert atmosphere;
83%
bezafibrate
41859-67-0

bezafibrate

methylamine
74-89-5

methylamine

4-chloro-N-(4-((2-methyl-1-(methylamino)-1-oxopropan-2-yl)oxy)phenethyl)benzamide

4-chloro-N-(4-((2-methyl-1-(methylamino)-1-oxopropan-2-yl)oxy)phenethyl)benzamide

Conditions
ConditionsYield
Stage #1: bezafibrate With 1,1'-carbonyldiimidazole In tetrahydrofuran at 50℃; for 2h; Inert atmosphere; Sealed tube;
Stage #2: methylamine In tetrahydrofuran at 20 - 50℃; for 16h; Inert atmosphere;
82%
bezafibrate
41859-67-0

bezafibrate

2,2'-(ethene-1,1-diyl)bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane)
339166-89-1

2,2'-(ethene-1,1-diyl)bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane)

4-chloro-N-(4-((2-methyl-4,4-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)butan-2-yl)oxy)phenethyl)benzamide

4-chloro-N-(4-((2-methyl-4,4-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)butan-2-yl)oxy)phenethyl)benzamide

Conditions
ConditionsYield
With [4,4’-bis(1,1-dimethylethyl)-2,2’-bipyridine-N1,N1‘]bis [3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-N]phenyl-C]iridium(III) hexafluorophosphate; cesium fluoride In N,N-dimethyl acetamide at 30℃; under 760.051 Torr; for 24h; Inert atmosphere; Schlenk technique; Sealed tube; Irradiation;81%
bezafibrate
41859-67-0

bezafibrate

bromopentene
1119-51-3

bromopentene

pent-4-en-1-yl 2-(4-(2-(4-chlorobenzamido)ethyl)phenoxy)-2-methylpropanoate

pent-4-en-1-yl 2-(4-(2-(4-chlorobenzamido)ethyl)phenoxy)-2-methylpropanoate

Conditions
ConditionsYield
With potassium carbonate In acetonitrile at 80℃; Inert atmosphere;79%
methanesulfonamide
3144-09-0

methanesulfonamide

bezafibrate
41859-67-0

bezafibrate

C20H23ClN2O5S
1415721-94-6

C20H23ClN2O5S

Conditions
ConditionsYield
Stage #1: bezafibrate With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 0 - 5℃; for 0.25h; Inert atmosphere;
Stage #2: methanesulfonamide In dichloromethane at 20℃; for 24h; Inert atmosphere;
77%
1,1-dimethylethyl (2-cyclohexyl-2-hydroxyethyl)carbamate
913642-39-4

1,1-dimethylethyl (2-cyclohexyl-2-hydroxyethyl)carbamate

bezafibrate
41859-67-0

bezafibrate

C32H43ClN2O6

C32H43ClN2O6

Conditions
ConditionsYield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane; N,N-dimethyl-formamide at 20℃; for 48h;77%
4-(2-chloroethyl)morpholine hydrochride
3647-69-6

4-(2-chloroethyl)morpholine hydrochride

bezafibrate
41859-67-0

bezafibrate

C25H31ClN2O5
1415335-12-4

C25H31ClN2O5

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl acetamide at 65℃; for 6h; Inert atmosphere;76%
1-bromoethyl acetate
40258-78-4

1-bromoethyl acetate

bezafibrate
41859-67-0

bezafibrate

C23H26ClNO6
1415335-09-9

C23H26ClNO6

Conditions
ConditionsYield
Stage #1: bezafibrate With sodium carbonate In N,N-dimethyl acetamide at 30℃; for 1h; Inert atmosphere;
Stage #2: 1-bromoethyl acetate In N,N-dimethyl acetamide at 30℃; for 3.5h; Inert atmosphere;
74%
bezafibrate
41859-67-0

bezafibrate

4-chloromethyl-5-methyl-1,3-dioxol-2-one
80841-78-7

4-chloromethyl-5-methyl-1,3-dioxol-2-one

C24H24ClNO7
1415335-13-5

C24H24ClNO7

Conditions
ConditionsYield
With sodium carbonate In N,N-dimethyl acetamide at 32℃; for 70h; Inert atmosphere;73%
Hexafluorobenzene
392-56-3

Hexafluorobenzene

bezafibrate
41859-67-0

bezafibrate

C24H19ClF5NO2

C24H19ClF5NO2

Conditions
ConditionsYield
With Ir(dFFppy)2(dtbbpy)PF6; lithium carbonate In dimethyl sulfoxide at 35℃; for 48h; Inert atmosphere; Irradiation; Sealed tube;62%
benzenesulfonamide
98-10-2

benzenesulfonamide

bezafibrate
41859-67-0

bezafibrate

4-chloro-N-[2-(4-{1,1-dimethyl-2-oxo-2[(phenylsulfonyl)amino]ethoxy}phenyl)ethyl]benzamide

4-chloro-N-[2-(4-{1,1-dimethyl-2-oxo-2[(phenylsulfonyl)amino]ethoxy}phenyl)ethyl]benzamide

Conditions
ConditionsYield
Stage #1: bezafibrate With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 0 - 5℃; for 0.25h; Inert atmosphere;
Stage #2: benzenesulfonamide In dichloromethane at 20℃; Inert atmosphere;
60%
4-methylphenyl methylsulfide
623-13-2

4-methylphenyl methylsulfide

bezafibrate
41859-67-0

bezafibrate

(p-tolylthio)methyl 2-(4-(2-(4-chlorobenzamido)ethyl)phenoxy)-2-methylpropanoate

(p-tolylthio)methyl 2-(4-(2-(4-chlorobenzamido)ethyl)phenoxy)-2-methylpropanoate

Conditions
ConditionsYield
With tetrabutylammonium tetrafluoroborate In methanol; acetonitrile at 20℃; for 6h; Inert atmosphere; Electrochemical reaction;52%
bezafibrate
41859-67-0

bezafibrate

pinacol vinylboronate
75927-49-0

pinacol vinylboronate

4-chloro-N-(4-((2-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)butan-2-yl)oxy)phenethyl)benzamide

4-chloro-N-(4-((2-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)butan-2-yl)oxy)phenethyl)benzamide

Conditions
ConditionsYield
With [4,4’-bis(1,1-dimethylethyl)-2,2’-bipyridine-N1,N1‘]bis [3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-N]phenyl-C]iridium(III) hexafluorophosphate; caesium carbonate In N,N-dimethyl acetamide at 35℃; for 62h; Sealed tube; Inert atmosphere; Irradiation;40%
1,3-bis(2,2-dimethyl-1,3-dioxan-5-yloxy)propan-2-yl 2-(4-(4-chlorobenzoyl)phenoxy)-2-methylpropanoate
847682-00-2

1,3-bis(2,2-dimethyl-1,3-dioxan-5-yloxy)propan-2-yl 2-(4-(4-chlorobenzoyl)phenoxy)-2-methylpropanoate

bezafibrate
41859-67-0

bezafibrate

1,3-bis(1,3-dihydroxypropan-2-yloxy)propan-2-yl 2-(4-(2-(4-chlorobenzamido)ethyl)phenoxy)-2-methylpropanoate
1043468-83-2

1,3-bis(1,3-dihydroxypropan-2-yloxy)propan-2-yl 2-(4-(2-(4-chlorobenzamido)ethyl)phenoxy)-2-methylpropanoate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 1.5 h / 20 °C / Inert atmosphere
2: Amberlyst 15 / methanol / 72 h / 20 °C / Inert atmosphere
View Scheme
2-amino-1-(4-hydroxyphenyl)ethyl ketone
77369-38-1

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

bezafibrate
41859-67-0

bezafibrate

4-chloro-N-(4-((1-((2-(4-hydroxyphenyl)-2-oxoethyl)amino)-2-methyl-1-oxopropan-2-yl)oxy)phenethyl)benzamide
1416548-69-0

4-chloro-N-(4-((1-((2-(4-hydroxyphenyl)-2-oxoethyl)amino)-2-methyl-1-oxopropan-2-yl)oxy)phenethyl)benzamide

Conditions
ConditionsYield
With dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 4h;820 mg
2-amino-1-(4-hydroxyphenyl)ethyl ketone
77369-38-1

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

bezafibrate
41859-67-0

bezafibrate

C46H45Cl2N3O8
1416548-70-3

C46H45Cl2N3O8

Conditions
ConditionsYield
With dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 4h;1.3 g
2-(4-hydroxyphenyl)acetamide
17194-82-0

2-(4-hydroxyphenyl)acetamide

bezafibrate
41859-67-0

bezafibrate

4-chloro-N-(4-((1-((2-(4-hydroxyphenyl)-2-oxoethyl)amino)-2-methyl-1-oxopropan-2-yl)oxy)phenethyl)benzamide
1416548-69-0

4-chloro-N-(4-((1-((2-(4-hydroxyphenyl)-2-oxoethyl)amino)-2-methyl-1-oxopropan-2-yl)oxy)phenethyl)benzamide

Conditions
ConditionsYield
With dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 4h;820 mg
2-(4-hydroxyphenyl)acetamide
17194-82-0

2-(4-hydroxyphenyl)acetamide

bezafibrate
41859-67-0

bezafibrate

C46H45Cl2N3O8
1416548-70-3

C46H45Cl2N3O8

Conditions
ConditionsYield
With dicyclohexyl-carbodiimide1.3 g
3-azidopropylamine
88192-19-2

3-azidopropylamine

bezafibrate
41859-67-0

bezafibrate

C22H26ClN5O3

C22H26ClN5O3

Conditions
ConditionsYield
With 1,1'-carbonyldiimidazole In tetrahydrofuran

Bezafibrate Chemical Properties

IUPAC: 2-[4-[2-[(4-Chlorobenzoyl)amino]ethyl]phenoxy]-2-methylpropanoic acid 
Molecular Formula: C19H20ClNO4
Molecular Weight: 361.82
EINECS: 255-567-9
Density: 1.26 g/cm3
Melting Point: 184 ºC
Boiling Point: 572.1 °C at 760 mmHg 
Flash Point: 299.8 °C
Solubility: soluble in DMF
Freely Rotating Bonds: 7
Polar Surface Area: 55.84 Å2
Index of Refraction: 1.583
Molar Refractivity: 95.99 cm3
Molar Volume: 287.1 cm3
Polarizability: 38.05 ×10-24 cm3
Surface Tension: 49.3 dyne/cm 
Enthalpy of Vaporization: 90.23 kJ/mol
Vapour Pressure: 6.29E-14 mmHg at 25°C
The Cas Register Number  of Bezafibrate is 41859-67-0.The chemical synonyms of Bezafibrate (CAS NO.41859-67-0) are 2-[4-[2-(4-Chlorobenzamido)ethyl]phenoxy]-2-methylpropanoic acid ; 2-[4-(2-[4-Chlorobenzamido]ethyl)-phenoxyl]-2-methylpropanoic acid ; 2-[4-(2-[4-Chlorobenzomido]ethyl)-phenoxy]-2-methylpropanoic acid ; 2-(4-(2-((4-Chlorobenzoyl)amino)ethyl)phenoxy)-2-methylpropionic acid ; Aurora ka-851 ; Bezafibrate ; Bezalip ; Cedur .Product categories of Bezafibrate (CAS NO.41859-67-0) are  Active pharmaceutical ingredients ; Intermediates and Fine Chemicals ; Pharmaceuticals ; Intracellular receptor .The molecular structure of Bezafibrate (CAS NO.41859-67-0) is.

Bezafibrate History

 Boehringer Mannheim first introduced Bezafibrate in 1977.

Bezafibrate Uses

 Bezafibrate (CAS NO.41859-67-0) is used as pharmaceutical ingredient ; pharmaceuticals and antilipemic.It is used for used for the treatment of hyperlipidaemia.

Bezafibrate Safety Profile

Hazard Codes: HarmfulXn
Risk Statements 22 
R22: Harmful if swallowed.
Safety Statements 36 
S36: Wear suitable protective clothing.
WGK Germany 1
RTECS UE8755000

Bezafibrate Specification

 Bezafibrate (CAS NO.41859-67-0) is one of the popular medicines available in today's medical field, which is very much effective against various diseases that affect human body. This medicine is one of the fast effective drugs included under the category, fibrate drug using in the medical field for treating the disease of hyperlipidaemia. Lowering the triglyceride and LDL cholesterol level in human blood and increasing the HDL level is the main functioning of this medicine. Boehringer Mannheim introduced the Bezafibrate - Canadian drug in the year 1977 as a valuable contribution to the medical field.

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