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49562-28-9

Basic Information
CAS No.: 49562-28-9
Name: Fenofibrate
Molecular Structure:
Molecular Structure of 49562-28-9 (Fenofibrate)
Formula: C20H21ClO4
Molecular Weight: 360.84
Synonyms: Fenogal;Elasterin;Liposit;Fenofibrate [BAN:INN];Lipofene;Lipantil;Elasterate;propan-2-yl 2-[4-(4-chlorobenzoyl)phenoxy]-2-methyl-propanoate;Prestwick_217;Propanoic acid,2-[4-(4-chlorobenzoyl)phenoxy]- 2-methyl-,1-methylethyl ester;Protolipan;Luxacor;Isopropyl 2-(p-(p-chlorobenzoyl)phenoxy)-2-methylpropionate;Procetofen;Secalip;Finofibrate;Lipifen;Isopropyl 2-(4-(4-chlorobenzoyl)phenoxy)-2-methylpropionate;Ankebin;Propanoic acid, 2-(4-(4-chlorobenzoyl)phenoxy)-2-methyl-, 1-methylethyl ester;Fenofibratum [INN-Latin];FNF;Fenobrate;Triglide;Lipidil;Fenofibrate (JAN);Nolipax;LF-178;2-(4-(4-Chlorobenzoyl)phenoxy)-2-methylpropanoic acid 1-methylethyl ester;Isopropyl (4-(p-chlorobenzoyl)-2-phenoxy-2-methyl)propionate;Antara;Lipirex;Lipantil (TN);Fenofibrat;
EINECS: 256-376-3
Density: 1.177 g/cm3
Melting Point: 80-81 °C
Boiling Point: 469.8 °C at 760 mmHg
Flash Point: 165.4 °C
Solubility:
Appearance: Crystalline solid
Hazard Symbols: HarmfulXn, IrritantXi
Risk Codes: 22-36/37/38
Safety: 36-26
Transport Information:
PSA: 52.60000
LogP: 4.68000
Synthetic route
42017-89-0

fenofibric acid

67-63-0

isopropyl alcohol

49562-28-9

fenofibrate

Conditions
ConditionsYield
With magneticnanosolidsuperacid In cyclohexane; water at 83 - 85℃; Reagent/catalyst; Temperature;97%
Stage #1: fenofibric acid; isopropyl alcohol With thionyl chloride for 7h; Reflux;
Stage #2: With potassium carbonate In water at 60 - 65℃;
96.6%
With macroporous strong acid cation exchange resin D001 In water; toluene at 110℃;92.4%
42017-89-0

fenofibric acid

75-26-3

isopropyl bromide

49562-28-9

fenofibrate

Conditions
ConditionsYield
Stage #1: fenofibric acid With potassium carbonate In Isopropyl acetate; dimethyl sulfoxide at 20 - 90℃; for 0.75h; Industry scale; Inert atmosphere;
Stage #2: isopropyl bromide In Isopropyl acetate; dimethyl sulfoxide at 80 - 95℃; for 5.83333h;
94.9%

isopropyl 2-(4-(1-(4-chlorophenyl)-2-methoxyvinyl)phenoxy)-2-methylpropanoate

49562-28-9

fenofibrate

Conditions
ConditionsYield
With tert.-butylhydroperoxide; copper (II) carbonate hydroxide; TPGS-750-M In water at 20℃; Green chemistry;91%
51368-55-9

isopropyl 2-bromo-2‑methylpropanoate

42019-78-3

4-chloro-4'-hydroxybenzophenone

49562-28-9

fenofibrate

Conditions
ConditionsYield
With potassium hydrogencarbonate In isopropyl alcohol for 48h; Reflux;90%
Stage #1: 4-chloro-4'-hydroxybenzophenone With sodium hydroxide In butanone for 1h; Reflux;
Stage #2: isopropyl 2-bromo-2‑methylpropanoate In butanone for 8h; Reflux;
90%
Stage #1: 4-chloro-4'-hydroxybenzophenone With potassium hydrogencarbonate In isopropyl alcohol at 25℃; for 0.166667h;
Stage #2: isopropyl 2-bromo-2‑methylpropanoate In isopropyl alcohol at 90℃; for 48h;
90%
1375008-18-6

isopropyl 2-(4-iodophenoxy)-2-methylpropanoate

1679-18-1

4-Chlorophenylboronic acid

13939-06-5, 199620-15-0

molybdenum hexacarbonyl

49562-28-9

fenofibrate

Conditions
ConditionsYield
With potassium phosphate; palladium(II) trifluoroacetate In water; acetonitrile at 50℃; for 6h; Suzuki Coupling; Inert atmosphere; Sealed tube;90%
201230-82-2

carbon monoxide

1375008-18-6

isopropyl 2-(4-iodophenoxy)-2-methylpropanoate

1679-18-1

4-Chlorophenylboronic acid

49562-28-9

fenofibrate

Conditions
ConditionsYield
With potassium carbonate; palladium dichloride at 80℃; for 16h; Sealed tube;89%
With tris-(dibenzylideneacetone)dipalladium(0); potassium carbonate; triethylamine In 1,4-dioxane at 80℃; for 20h; Inert atmosphere; Sealed tube; Cooling with ice;80%
With potassium carbonate; triphenylphosphine; palladium dichloride at 80℃; for 18h;65 %Chromat.
1375008-18-6

isopropyl 2-(4-iodophenoxy)-2-methylpropanoate

1679-18-1

4-Chlorophenylboronic acid

82102-37-2

9-methyl-9H-fluorene-9-carbonyl chloride

49562-28-9

fenofibrate

Conditions
ConditionsYield
Stage #1: 9-methyl-9H-fluorene-9-carbonyl chloride With N-ethyl-N,N-diisopropylamine; bis(dibenzylideneacetone)-palladium(0); tri tert-butylphosphoniumtetrafluoroborate at 80℃;
Stage #2: isopropyl 2-(4-iodophenoxy)-2-methylpropanoate; 4-Chlorophenylboronic acid With potassium carbonate; palladium dichloride at 80℃;
84%
1581307-35-8

isopropyl 2-(4-bromophenoxy)-2-methylpropanoate

5123-08-0

2-(4-chloro-phenyl)-[1,3,6,2]dioxazaborocane

82102-37-2

9-methyl-9H-fluorene-9-carbonyl chloride

49562-28-9

fenofibrate

Conditions
ConditionsYield
With palladium(II) acetylacetonate; N-ethyl-N,N-diisopropylamine; bis(dibenzylideneacetone)-palladium(0); tri tert-butylphosphoniumtetrafluoroborate; di(1-adamantyl)-N-butylphosphine hydroiodide In water; N,N-dimethyl-formamide; toluene at 80℃; for 16h; Suzuki-Miyaura Coupling; Inert atmosphere; Glovebox;83%
637-87-6

1-Chloro-4-iodobenzene

201230-82-2

carbon monoxide

C13H18O3

49562-28-9

fenofibrate

Conditions
ConditionsYield
With 2,6-di-tert-butyl-pyridine; bis(η3-allyl-μ-chloropalladium(II)); silver(I) triflimide In 1,2-dichloro-ethane at 65℃; under 22801.5 Torr; for 24h; Reagent/catalyst; Inert atmosphere; Sealed tube; Glovebox; Schlenk technique;83%
61001-99-8

4-((4-chlorophenyl)(hydroxy)methyl)phenol

49562-28-9

fenofibrate

Conditions
ConditionsYield
With oxygen; Langlois reagent In acetonitrile at 25℃; under 760.051 Torr; for 12h; Irradiation;83%
201230-82-2

carbon monoxide

1375008-18-6

isopropyl 2-(4-iodophenoxy)-2-methylpropanoate

potassium (4-chlorophenyl)trifluoroborate

49562-28-9

fenofibrate

Conditions
ConditionsYield
With sodium carbonate; Trimethylacetic acid at 120℃; under 760.051 Torr; for 12h; Suzuki Coupling;80%

C14H20O3

104-88-1

4-chlorobenzaldehyde

49562-28-9

fenofibrate

Conditions
ConditionsYield
With palladium diacetate; N-picolinoylcyclohexylamine; potassium hydrogencarbonate In tert-Amyl alcohol at 150℃; for 24h;75%

isopropyl 2-(4-(1-(4-chlorophenyl)vinyl)phenoxy)-2-methylpropaoate

49562-28-9

fenofibrate

Conditions
ConditionsYield
With 1-hydroxy-pyrrolidine-2,5-dione; graphitic carbon nitride; oxygen In acetonitrile at 20℃; Inert atmosphere; Irradiation;75%
With 1,1'-bis-(diphenylphosphino)ferrocene; oxygen; 2,5-Dimercapto-1,3,4-thiadiazole In acetonitrile at 20 - 80℃; under 760.051 Torr; for 15h; Schlenk technique;67%
637-87-6

1-Chloro-4-iodobenzene

2-(4-((1-isopropoxy-2-methyl-1-oxopropan-2-yl)oxy)phenyl)-2-oxoacetic acid

49562-28-9

fenofibrate

Conditions
ConditionsYield
With (1,2-dimethoxyethane)dichloronickel(II); [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; lithium carbonate; 4,4'-di-tert-butyl-2,2'-bipyridine In water; N,N-dimethyl-formamide for 96h; Inert atmosphere; Irradiation;71%
With [nickel(II)dichloride(dimethoxyethane)]; Ir[dF(CF3)ppy]2(dtbbpy)PF6; lithium carbonate; 4,4'-di-tert-butyl-2,2'-bipyridine In water; N,N-dimethyl-formamide for 96h; Inert atmosphere; Sealed tube; Microwave irradiation;71%
50978-45-5

3-oxobenzo[d]isothiazole-2(3H)-carbaldehyde 1,1-dioxide

1375008-18-6

isopropyl 2-(4-iodophenoxy)-2-methylpropanoate

1679-18-1

4-Chlorophenylboronic acid

49562-28-9

fenofibrate

Conditions
ConditionsYield
With potassium phosphate; sodium carbonate; N-ethyl-N,N-diisopropylamine at 120℃; for 48h;69%

C13H17O3(1-)*C5H9O2(1-)*Zn(2+)

74032-43-2

S-(2-pyridinyl) 4-chlorobenzenecarbothioate

49562-28-9

fenofibrate

Conditions
ConditionsYield
With 4,4'-di-tert-butyl-2,2'-bipyridine; cobalt(II) chloride In tetrahydrofuran at 25℃; for 4h;65%
106-39-8

bromochlorobenzene

ethylene glycol dimethyl ether nickel bromide

49562-28-9

fenofibrate

Conditions
ConditionsYield
With nickel(II) bromide dimethoxyethane; potassium phosphate; Ir(dFCF3(ppy))2(4,4’-ditert-butyl-2,2’-bipyrididyl)PF6; caesium carbonate; triphenylphosphine; 4,4'-di-tert-butyl-2,2'-bipyridine In N,N-dimethyl-formamide; acetonitrile at 25℃; for 20h; Inert atmosphere;65%
1375008-18-6

isopropyl 2-(4-iodophenoxy)-2-methylpropanoate

873-76-7

para-Chlorobenzyl alcohol

49562-28-9

fenofibrate

Conditions
ConditionsYield
With tert.-butylhydroperoxide; palladium diacetate; silver(l) oxide In water at 120℃; for 24h; Schlenk technique; Inert atmosphere;52%
21700-74-3

(p-chlorophenyl)triethoxysilane

isopropyl 2-(4-(2,6-dioxopiperidine-1-carbonyl)phenoxy)-2-methylpropanoate

49562-28-9

fenofibrate

Conditions
ConditionsYield
With lithium acetate; palladium diacetate; triethylamine tris(hydrogen fluoride); tricyclohexylphosphine In 1,4-dioxane; water at 90℃; for 6h; Hiyama Coupling;45%
67-66-3

chloroform

42019-78-3

4-chloro-4'-hydroxybenzophenone

67-63-0

isopropyl alcohol

67-64-1

acetone

49562-28-9

fenofibrate

Conditions
ConditionsYield
(i) KOH, (ii) /BRN= 1731042/, (iii) /BRN= 635639/, H2SO4, benzene; Multistep reaction;
42019-78-3

4-chloro-4'-hydroxybenzophenone

49562-28-9

fenofibrate

Conditions
ConditionsYield
With potassium carbonate In water
Multi-step reaction with 2 steps
1: sodium hydroxide
2: sulfuric acid
View Scheme
10359-09-8

2-(4-chlorophenyl)-1,3-dithiane

1581307-35-8

isopropyl 2-(4-bromophenoxy)-2-methylpropanoate

49562-28-9

fenofibrate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: bis(η3-allyl-μ-chloropalladium(II)); lithium hexamethyldisilazane; nixantphos / 3 h / 20 °C / Schlenk technique; Sealed tube; Inert atmosphere
2: N-Bromosuccinimide; water / 1.5 h / 20 °C
View Scheme
Multi-step reaction with 2 steps
1: nixantphos; bis(η3-allyl-μ-chloropalladium(II)); lithium hexamethyldisilazane / tetrahydrofuran / 3 h / 24 °C / Sealed tube; Inert atmosphere; Schlenk technique
2: N-Bromosuccinimide; water / tetrahydrofuran / 1.5 h / 24 °C
View Scheme

C23H27ClO3S2

49562-28-9

fenofibrate

Conditions
ConditionsYield
With N-Bromosuccinimide; water at 20℃; for 1.5h;3.1 g
With N-Bromosuccinimide; water In tetrahydrofuran at 24℃; for 1.5h;3.1 g
99-93-4

4-Hydroxyacetophenone

49562-28-9

fenofibrate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: potassium carbonate / acetonitrile / 12 h / 90 °C
2: selenium(IV) oxide; pyridine / 14 h / 110 °C
3: (1,2-dimethoxyethane)dichloronickel(II); [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; lithium carbonate; 4,4'-di-tert-butyl-2,2'-bipyridine / N,N-dimethyl-formamide; water / 96 h / Inert atmosphere; Irradiation
View Scheme
51368-55-9

isopropyl 2-bromo-2‑methylpropanoate

49562-28-9

fenofibrate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: potassium carbonate / acetonitrile / 12 h / 90 °C
2: selenium(IV) oxide; pyridine / 14 h / 110 °C
3: (1,2-dimethoxyethane)dichloronickel(II); [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; lithium carbonate; 4,4'-di-tert-butyl-2,2'-bipyridine / N,N-dimethyl-formamide; water / 96 h / Inert atmosphere; Irradiation
View Scheme

C19H23ClO2Si

49562-28-9

fenofibrate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere; Schlenk technique
2: potassium carbonate / acetonitrile / 18 h / Inert atmosphere; Schlenk technique; Reflux
View Scheme
1765-93-1

4-fluoroboronic acid

49562-28-9

fenofibrate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: C42H36ClFeN2O4PPdS*C6H15N; sodium carbonate / water; toluene / 1 h / 50 °C / Inert atmosphere; Schlenk technique
2: sodium hydroxide / water; dimethyl sulfoxide / 16 h / 120 °C / Inert atmosphere; Schlenk technique
3: potassium carbonate / acetonitrile / 18 h / Inert atmosphere; Schlenk technique; Reflux
View Scheme
403-43-0

4-fluorobenzoyl chloride

49562-28-9

fenofibrate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: C42H36ClFeN2O4PPdS*C6H15N; sodium carbonate / water; toluene / 1 h / 50 °C / Inert atmosphere; Schlenk technique
2: sodium hydroxide / water; dimethyl sulfoxide / 16 h / 120 °C / Inert atmosphere; Schlenk technique
3: potassium carbonate / acetonitrile / 18 h / Inert atmosphere; Schlenk technique; Reflux
View Scheme
1679-18-1

4-Chlorophenylboronic acid

49562-28-9

fenofibrate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: C42H36ClFeN2O4PPdS*C6H15N; sodium carbonate / water; toluene / 1 h / 50 °C / Inert atmosphere; Schlenk technique
2: sodium hydroxide / water; dimethyl sulfoxide / 16 h / 120 °C / Inert atmosphere; Schlenk technique
3: potassium carbonate / acetonitrile / 18 h / Inert atmosphere; Schlenk technique; Reflux
View Scheme
49562-28-9

fenofibrate

123-41-1

cholin hydroxide

856676-23-8

choline fenofibrate

Conditions
ConditionsYield
In ethanol at 80℃; for 5h; Solvent; Large scale;100%
49562-28-9

fenofibrate

42017-89-0

fenofibric acid

Conditions
ConditionsYield
With water; triethylamine; lithium bromide In acetonitrile for 7h; Heating;99%
With iodine; aluminium In acetonitrile at 80℃; for 18h;97%
With sodium hydroxide In methanol at 69.85℃; for 4h;85%
1013-23-6

Dibenzothiophene sulfoxide

358-23-6

trifluoromethylsulfonic anhydride

49562-28-9

fenofibrate

C32H28ClO4S(1+)*CF3O3S(1-)

Conditions
ConditionsYield
In dichloromethane at -40 - 25℃; for 0.5h; Schlenk technique; Inert atmosphere; Glovebox;98%
49562-28-9

fenofibrate

C20H17(2)H4ClO4

Conditions
ConditionsYield
With silver hexafluoroantimonate; [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; 2-methyl-3-trifluoromethylaniline; water-d2; para-chlorobenzoic acid In 1,2-dichloro-ethane at 120℃; for 16h; Schlenk technique; Inert atmosphere;98%
49562-28-9

fenofibrate

61001-99-8

4-((4-chlorophenyl)(hydroxy)methyl)phenol

Conditions
ConditionsYield
With C28H35ClCoN5(1+)*Cl(1-); potassium tert-butylate; hydrogen In tetrahydrofuran at 20℃; under 37503.8 Torr; for 16h; Pressure; Temperature; Autoclave;97%
With potassium borohydride
49562-28-9

fenofibrate

1610958-42-3

isopropyl 2-(4-(4-deuteriobenzoyl)phenoxy)-2-methylpropanoate

Conditions
ConditionsYield
With bis(η3-allyl-μ-chloropalladium(II)); 1-deuteriodiphenylmethanol; 3-(2,6-dibenzhydryl-4-methylphenyl)-4,5-dimethyl-1-(2,4,6-trimethylbenzyl)imidazolium chloride; caesium carbonate In toluene at 90℃; for 16h; Inert atmosphere;95%
With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; d8-isopropanol; potassium carbonate; bis(dibenzylideneacetone)-palladium(0) In acetonitrile at 100℃; for 2.5h; Inert atmosphere; Microwave irradiation;90%
49562-28-9

fenofibrate

isopropyl 2-(4-((4-chlorophenyl)(imino)methyl)phenoxy)-2-methylpropanoate

Conditions
ConditionsYield
With 1,1,1,3,3,3-hexamethyl-disilazane; scandium tris(trifluoromethanesulfonate) In chlorobenzene at 90℃; for 24h; Inert atmosphere;93%
49562-28-9

fenofibrate

411235-57-9

cyclopropylboronic acid

C23H26O4

Conditions
ConditionsYield
With potassium phosphate monohydrate; tris(1-adamantyl)phosphine; C28H26N2O8Pd2S2 In tetrahydrofuran; toluene at 100℃; for 5h; Suzuki-Miyaura Coupling; Inert atmosphere; Schlenk technique;92%
With potassium phosphate monohydrate; tris(1-adamantyl)phosphine; {2-[((acetyl-κO)amino)phenyl-κC](tri-1-adamantylphosphine)palladium}(p-toluenesulfonate) In tetrahydrofuran; toluene at 100℃; for 5h; Suzuki-Miyaura Coupling; Inert atmosphere;92%
49562-28-9

fenofibrate

55499-44-0

2,4-dimethylbenzeneboronic acid

C28H30O4

Conditions
ConditionsYield
With potassium phosphate monohydrate; palladium diacetate; N2Phos In water; toluene at 45℃; for 16h; Suzuki-Miyaura Coupling;92%
With C35H47O3P*C15H16N(1-)*CH3O3S(1-)*Pd(2+); triethylamine In tetrahydrofuran; water at 45℃; for 24h; Suzuki-Miyaura Coupling;91%
49562-28-9

fenofibrate

98-16-8

3-trifluoromethylaniline

isopropyl 2-methyl-2-(4-(4-((3-(trifluoromethyl)phenyl)amino)benzoyl)phenoxy)propanoate

Conditions
ConditionsYield
With methanesulfonato(2-dicyclohexylphosphino-3,6-dimethoxy-2',4',6'-tri-i-propyl-1,1'-biphenyl)(2'-methylamino-1,1'-biphenyl-2-yl)palladium(II); potassium hydroxide In water; toluene at 110℃; Flow reactor;91%
10273-89-9

2-(2-methylphenyl)pyridine

49562-28-9

fenofibrate

C32H31NO4

Conditions
ConditionsYield
With C17H24N5Ru(1+)*F6P(1-); potassium acetate; potassium carbonate In 1-methyl-pyrrolidin-2-one at 35℃; for 24h; Inert atmosphere;90%
With C17H24N5Ru(1+)*F6P(1-); potassium acetate; potassium carbonate In 1-methyl-pyrrolidin-2-one at 35℃; for 24h; Inert atmosphere; Glovebox;90%
49562-28-9

fenofibrate

103-63-9

1-phenyl-2-bromoethane

isopropyl 2-methyl-2-(4-(4-(1-phenylethyl)benzoyl)phenoxy)propanoate

Conditions
ConditionsYield
With 2.9-dimethyl-1,10-phenanthroline; nickel(II) perchlorate hexahydrate; tetrabutylammomium bromide In N,N-dimethyl acetamide at 20℃; for 10h; Glovebox; Sealed tube; Electrochemical reaction; Inert atmosphere; regioselective reaction;90%
49562-28-9

fenofibrate

371-40-4

4-fluoroaniline

isopropyl 2-(4-(4-((4-fluorophenyl)amino)benzoyl)phenoxy)-2-methylpropanoate

Conditions
ConditionsYield
With Pd(PAd3)(4-FC6H4)Br; triethylamine In water; toluene at 100℃; for 36h; Solvent; Temperature; Inert atmosphere; Glovebox;90%
1120-64-5

2-methyl-4,5-dihydro-1,3-oxazole

49562-28-9

fenofibrate

(2-acetoxyethylamino)fenofibrate

Conditions
ConditionsYield
Stage #1: 2-methyl-4,5-dihydro-1,3-oxazole; fenofibrate With magnesium(II) perchlorate In acetonitrile at 20℃; Inert atmosphere; Electrochemical reaction;
Stage #2: With sodium hydrogencarbonate In hexane; water; ethyl acetate Inert atmosphere; chemoselective reaction;
88%
49562-28-9

fenofibrate

140681-55-6

Selectfluor

C27H34Cl2N2O4(2+)*2BF4(1-)

Conditions
ConditionsYield
With tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate; C20H28N4O2Pd(2+)*2BF4(1-) In acetonitrile at 23℃; for 24h; regioselective reaction;88%
49562-28-9

fenofibrate

61002-03-7

isopropyl 2-(4-(4-hydroxybenzoyl)phenoxy)-2-methylpropanoate

Conditions
ConditionsYield
With tris(6,6'-diamino-2,2'-bipyridine); 4,4-diphenyl-1,3,5,7,8-pentamethyl-2,6-diethyl-4-bora-3a,4a-diaza-s-indacene; Br2Ni*3H2O; water; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide; acetonitrile at 20℃; for 24h; Glovebox; Irradiation; Inert atmosphere;88%
With acetylhydroxamic acid; potassium carbonate In dimethyl sulfoxide at 80℃; for 40h; Sealed tube;46%
49562-28-9

fenofibrate

C28H37AgF2N2S

isopropyl 2-(4-(4-((difluoromethyl)thio)benzoyl)phenoxy)-2-methylpropanoate

Conditions
ConditionsYield
With dicyclohexyl-(2′,4′,6′-triisopropyl-3,6-dimethoxy-[1,1′-biphenyl]-2-yl)phosphine; [(2-di-cyclohexylphosphino-3,6-dimethoxy-2’,4’,6’-triisopropyl-1,1‘-biphenyl)-2-(2‘-amino-1,1’-biphenyl)]palladium(II) methanesulfonate In tetrahydrofuran at 80℃; for 2h; Inert atmosphere; Schlenk technique;88%
67969-82-8

tetrafluoroboric acid diethyl ether

2362-50-7

thianthrene-5-oxide

49562-28-9

fenofibrate

C32H28ClO4S2(1+)*BF4(1-)

Conditions
ConditionsYield
With trifluoroacetic anhydride In acetonitrile at 0 - 23℃; under 760.051 Torr; for 2h;88%
49562-28-9

fenofibrate

67-64-1

acetone

isopropyl 2-methyl-2-(4-(4-(2-oxopropyl)benzoyl)phenoxy)propanoate

Conditions
ConditionsYield
With bis(1,5-cyclooctadiene)nickel (0); (R)-1-[(Sp)-2-(dicyclohexylphosphanyl)ferrocenylethyl]diphenylphosphane; cesium fluoride at 120℃; for 18h; Reagent/catalyst; Inert atmosphere;88%
49562-28-9

fenofibrate

potassium vinyltrifluoroborate

isopropyl 2-methyl-2-(4-(4-vinylbenzoyl)phenoxy)propanoate

Conditions
ConditionsYield
With caesium carbonate; palladium dichloride; ruphos In tetrahydrofuran; water at 85℃; for 20h; Sealed tube; Inert atmosphere;86%
Suzuki Coupling; Schlenk technique;
With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; palladium diacetate; potassium carbonate In 1,4-dioxane; water at 90℃; Schlenk technique; Inert atmosphere;
With caesium carbonate; palladium dichloride; ruphos In tetrahydrofuran; water at 85℃; for 20h; Inert atmosphere; Sealed tube;
762-51-6

1-fluoro-2-iodoethane

49562-28-9

fenofibrate

2-methyl-2-(4-(4-(2-fluoroethyl)benzoyl)phenoxy)propionate isopropyl

Conditions
ConditionsYield
With manganese; 4,4'-Dimethoxy-2,2'-bipyridin; magnesium chloride; nickel dibromide In 1-methyl-pyrrolidin-2-one at 80℃; for 24h; Schlenk technique; Inert atmosphere; Sealed tube;86%
With manganese; 4,4'-Dimethoxy-2,2'-bipyridin; magnesium chloride; nickel dibromide In 1-methyl-pyrrolidin-2-one at 80℃; for 24h; Inert atmosphere; Sealed tube;86%
49562-28-9

fenofibrate

C8H6BF6(1-)*K(1+)

C28H27F3O4

Conditions
ConditionsYield
With (1,2-dimethoxyethane)dichloronickel(II); lithium perchlorate; potassium carbonate; 4,4'-di-tert-butyl-2,2'-bipyridine In N,N-dimethyl-formamide at 20℃; Electrochemical reaction; Inert atmosphere; Glovebox;86%
75-88-7

1,1,1-trifluoro-2-chloroethane

49562-28-9

fenofibrate

isopropyl 2-methyl-2-(4-(4-(2,2,2-trifluoroethyl)benzoyl)phenoxy)propanoate

Conditions
ConditionsYield
With 4,4'-di-tert-butyl-2,2'-bipyridine; magnesium chloride; nickel dibromide; zinc In N,N-dimethyl acetamide at 80℃; for 12h; Inert atmosphere; Schlenk technique;85%
Downstream Products
42017-89-0
61001-99-8
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    Fenofibrate

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    Fenofibrate

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History

 Fenofibrate (CAS NO.49562-28-9) was discovered by Groupe Fournier SA, before it was acquired in 2005 by Solvay Pharmaceutical, a business unit owned by the Belgian corporation, Solvay S.A. Fenofibrate is sold under the brand name Tricor and Trilipix by Abbott Labs, Lipofen by Kowa Pharmaceuticals America Inc, Lofibra by Teva, Lipanthyl and Lipidil by Solvay Pharmaceutical and Fenocor-67 by Ordain Health Care Pvt Ltd.

Consensus Reports

The pharmaceutical form and the strength may change from one country to another, and from one brand to another. In the United States, Tricor was reformulated in 2005 and is available in tablets of 48 and 145 mg. This reformulation is controversial and is the subject of antitrust litigation by generic drug manufacturer Teva. Also available in the United States, Lofibra is available in 54 and 160 mg tablets, as well as 67, 134, and 200 mg micronized capsules. Generic equivalents of Lofibra capsules are currently available in all three strengths in the United States. In Europe, it is available in either coated tablet or capsule; the strength range includes 67, 145, 160 and 200 mg. The differences among strengths are a result of altered bioavailability (the fraction absorbed by the body) due to particle size. For example, 200 mg can be replaced by 160 mg micronized fenofibrate. The 145 mg strength is a new strength appeared in 2005-2006 which also replaces 200 or 160 mg as the fenofibrate is nanonised (ie the particle size is below 400 nm).

Specification

Fenofibrate, with the IUPAC Name of propan-2-yl 2-[4-(4-chlorobenzoyl)phenoxy]-2-methylpropanoate, is one kind of drug. This chemical belongs to the Product Categories which include Active Pharmaceutical Ingredients; Intermediates & Fine Chemicals; Pharmaceuticals; Intracellular receptor. It is mainly used to reduce Cholesterol levels in patients at risk of cardiovascular disease. Like other fibrates, it reduces both low-density lipoprotein (LDL) and very low density lipoprotein (VLDL) levels, as well as increasing high-density lipoprotein (HDL) levels and reducing tryglycerides level. It also appears to have a beneficial effect on the Insulin resistance featured by the metabolic syndrome. It is used alone or in conjunction with statins in the treatment of hyperCholesterolemia and hypertriglyceridemia.

Physical properties about Fenofibrate are: (1)ACD/LogP: 5.801; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 5.80; (4)ACD/LogD (pH 7.4): 5.80; (5)ACD/BCF (pH 5.5): 15087.66; (6)ACD/BCF (pH 7.4): 15087.66; (7)ACD/KOC (pH 5.5): 34091.39; (8)ACD/KOC (pH 7.4): 34091.39; (9)#H bond acceptors: 4; (10)#Freely Rotating Bonds: 7; (11)Index of Refraction: 1.547; (12)Molar Refractivity: 97.116 cm3; (13)Molar Volume: 306.449 cm3; (14)Polarizability: 38.5 10-24cm3; (15)Surface Tension: 40.9819984436035 dyne/cm; (16)Density: 1.177 g/cm3; (17)Flash Point: 165.356 °C; (18)Enthalpy of Vaporization: 73.22 kJ/mol; (19)Boiling Point: 469.774 °C at 760 mmHg; (20)Vapour Pressure: 0 mmHg at 25°C

When you are using Fenofibrate, please be cautious about it as the following:
1.Wear suitable protective clothing;
2. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice;

You could convert the following datas into the molecular structure:
(1)InChI=1S/C20H21ClO4/c1-13(2)24-19(23)20(3,4)25-17-11-7-15(8-12-17)18(22)14-5-9-16(21)10-6-14/h5-13H,1-4H3;
(2)InChIKey=YMTINGFKWWXKFG-UHFFFAOYSA-N;
(3)Smilesc1(C(c2ccc(Cl)cc2)=O)ccc(OC(C(OC(C)C)=O)(C)C)cc1

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LD50 oral > 4gm/kg (4000mg/kg)   Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 23(Suppl,
hamster LD50 oral > 5gm/kg (5000mg/kg)   American Journal of Medicine. Vol. 83(Suppl,
mouse LD50 oral 1600mg/kg (1600mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 26, Pg. 885, 1976.
rat LD50 oral > 2gm/kg (2000mg/kg) LIVER: OTHER CHANGES Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 23(Suppl,