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Details

Stereochemistry ACHIRAL
Molecular Formula C19H20ClNO4
Molecular Weight 361.819
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of BEZAFIBRATE

SMILES

CC(C)(OC1=CC=C(CCNC(=O)C2=CC=C(Cl)C=C2)C=C1)C(O)=O

InChI

InChIKey=IIBYAHWJQTYFKB-UHFFFAOYSA-N
InChI=1S/C19H20ClNO4/c1-19(2,18(23)24)25-16-9-3-13(4-10-16)11-12-21-17(22)14-5-7-15(20)8-6-14/h3-10H,11-12H2,1-2H3,(H,21,22)(H,23,24)

HIDE SMILES / InChI

Molecular Formula C19H20ClNO4
Molecular Weight 361.819
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description

Bezafibrate is a lipid-lowering fibric acid derivative. Bezafibrate directly bound to and activated all three peroxisome proliferator-activated receptor (PPAR) subtypes respectively in PPAR binding and transactivation assays. However, from a biochemical point of view, bezafibrate is a PPAR ligand with a relatively low potency. Bezafibrate leads to considerable raising of HDL cholesterol and reduces triglycerides, improves insulin sensitivity and reduces blood glucose level, significantly lowering the incidence of cardiovascular events and new diabetes in patients with features of metabolic syndrome. It is the only pan-PPAR activator with more than a quarter of a century of therapeutic experience with a good safety profile.

CNS Activity

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency
37.37 µM [EC50]
40.3 µM [EC50]
64.76 µM [EC50]

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
BEZALIP

Cmax

ValueDoseCo-administeredAnalytePopulation
2.06 μg/mL
100 mg single, oral
BEZAFIBRATE plasma
Homo sapiens
1.8 μg/mL
100 mg single, oral
BEZAFIBRATE plasma
Homo sapiens
3.46 μg/mL
200 mg single, oral
BEZAFIBRATE plasma
Homo sapiens
3.75 μg/mL
200 mg single, oral
BEZAFIBRATE plasma
Homo sapiens
16.3 μg/mL
300 mg single, oral
BEZAFIBRATE plasma
Homo sapiens
10.59 μg/mL
300 mg single, oral
BEZAFIBRATE serum
Homo sapiens

AUC

ValueDoseCo-administeredAnalytePopulation
8.02 μg × h/mL
100 mg single, oral
BEZAFIBRATE plasma
Homo sapiens
7.41 μg × h/mL
100 mg single, oral
BEZAFIBRATE plasma
Homo sapiens
13.27 μg × h/mL
200 mg single, oral
BEZAFIBRATE plasma
Homo sapiens
15.37 μg × h/mL
200 mg single, oral
BEZAFIBRATE plasma
Homo sapiens
256.5 μg × h/mL
300 mg single, oral
BEZAFIBRATE plasma
Homo sapiens
154.4 μg × h/mL
300 mg single, oral
BEZAFIBRATE plasma
Homo sapiens
69.4 μg × h/mL
300 mg single, oral
BEZAFIBRATE plasma
Homo sapiens
3697 μg × h/dL
300 mg single, oral
BEZAFIBRATE serum
Homo sapiens

T1/2

ValueDoseCo-administeredAnalytePopulation
1.9 h
100 mg single, oral
BEZAFIBRATE plasma
Homo sapiens
2 h
100 mg single, oral
BEZAFIBRATE plasma
Homo sapiens
2.3 h
200 mg single, oral
BEZAFIBRATE plasma
Homo sapiens
2.3 h
200 mg single, oral
BEZAFIBRATE plasma
Homo sapiens
20.1 h
300 mg single, oral
BEZAFIBRATE plasma
Homo sapiens
7.8 h
300 mg single, oral
BEZAFIBRATE plasma
Homo sapiens
4.6 h
300 mg single, oral
BEZAFIBRATE plasma
Homo sapiens
2.1 h
300 mg single, oral
BEZAFIBRATE serum
Homo sapiens

Funbound

ValueDoseCo-administeredAnalytePopulation
5.4%
BEZAFIBRATE serum
Homo sapiens
5%
BEZAFIBRATE serum
Homo sapiens

Doses

AEs

PubMed

Sample Use Guides

In Vivo Use Guide
Bezafibrate recommended dosage is 200 mg 3 times daily, or alternatively 400 mg once daily as a sustained-release preparation.
Route of Administration: Oral
In Vitro Use Guide
400 uM bezafibrate increases in the levels of carnitine palmitoyltransferase II activity, mitochondrial fatty acid β-oxidation, intracellular ATP, and mitochondrial membrane potential in human fibroblasts
Substance Class Chemical
Record UNII
Y9449Q51XH
Record Status Validated (UNII)
Record Version