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Details

Stereochemistry ACHIRAL
Molecular Formula C18H17NO5
Molecular Weight 327.3313
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of TRANILAST

SMILES

COC1=CC=C(\C=C\C(=O)NC2=C(C=CC=C2)C(O)=O)C=C1OC

InChI

InChIKey=NZHGWWWHIYHZNX-CSKARUKUSA-N
InChI=1S/C18H17NO5/c1-23-15-9-7-12(11-16(15)24-2)8-10-17(20)19-14-6-4-3-5-13(14)18(21)22/h3-11H,1-2H3,(H,19,20)(H,21,22)/b10-8+

HIDE SMILES / InChI

Molecular Formula C18H17NO5
Molecular Weight 327.3313
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 1
Optical Activity NONE

Description

Tranilast is an antiallergic drug developed by Kissei Pharmaceuticals. It was approved in 1982 for use in Japan and South Korea for bronchial asthma. Indications for keloid and hypertrophic scar were added in 1993. It has been used for the treatment of allergic disorders such as asthma, allergic rhinitis and atopic dermatitis. Tranilast is used for the treatment of bronchial asthma, keloid and hypertrophic scar, and allergic disorders such as asthma, allergic rhinitis and atopic dermatitis.

CNS Activity

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency
22.0 µM [IC50]
100.0 µM [IC50]
136.0 µM [IC50]
0.1 mM [IC50]
110.0 µM [IC50]

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
RIZABEN
Primary
RIZABEN
Primary
RIZABEN

Cmax

ValueDoseCo-administeredAnalytePopulation
12.6 μg/mL
100 mg single, oral
TRANILAST plasma
Homo sapiens
22.2 μg/mL
2.5 mg/kg 3 times / day steady-state, oral
TRANILAST serum
Homo sapiens
17.8 ng/mL
4 drop single, ocular
TRANILAST plasma
Homo sapiens
25 ng/mL
4 drop 4 times / day multiple, ocular
TRANILAST plasma
Homo sapiens
10.04 μg/mL
80 mg single, oral
TRANILAST plasma
Homo sapiens
42.2 μg/mL
200 mg single, oral
TRANILAST plasma
Homo sapiens

AUC

ValueDoseCo-administeredAnalytePopulation
114.4 μg × h/mL
100 mg single, oral
TRANILAST plasma
Homo sapiens
50.8 ng × h/mL
4 drop single, ocular
TRANILAST plasma
Homo sapiens
75.6 ng × h/mL
4 drop 4 times / day multiple, ocular
TRANILAST plasma
Homo sapiens
93.02 μg × h/mL
80 mg single, oral
TRANILAST plasma
Homo sapiens
422 μg × h/mL
200 mg single, oral
TRANILAST plasma
Homo sapiens

T1/2

ValueDoseCo-administeredAnalytePopulation
5.3 h
100 mg single, oral
TRANILAST plasma
Homo sapiens
3.6 h
4 drop single, ocular
TRANILAST plasma
Homo sapiens
3.9 h
4 drop 4 times / day multiple, ocular
TRANILAST plasma
Homo sapiens
9.1 h
80 mg single, oral
TRANILAST plasma
Homo sapiens
7.58 h
200 mg single, oral
TRANILAST plasma
Homo sapiens

Funbound

ValueDoseCo-administeredAnalytePopulation
18.3%
TRANILAST plasma
Homo sapiens

PubMed

Sample Use Guides

In Vivo Use Guide
In general, for dosage regimen: For adults, take 1 capsule (100 mg of the active ingredient) at a time, 3 times a day. The dosage should be adjusted according to the disease, age or symptoms.
Route of Administration: Oral
In Vitro Use Guide
Tranilast suppressed the production of PGD2 in a dose-dependent manner with an IC50 of 0.1 mM in rat peritoneal mast cells. The glutathione-dependent conversion of [14C]PGH2 to PGD2 by PGD synthetase (PGH-D isomerase, EC 5.3.99.2) was inhibited by Tranilast, with 50% inhibition achieved at 0.08 mM in broken cell preparations of rat peritoneal mast cells.
Substance Class Chemical
Record UNII
HVF50SMY6E
Record Status Validated (UNII)
Record Version