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Details

Stereochemistry ACHIRAL
Molecular Formula C20H17F3N2O4
Molecular Weight 406.3552
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of TASQUINIMOD

SMILES

COC1=CC=CC2=C1C(O)=C(C(=O)N(C)C3=CC=C(C=C3)C(F)(F)F)C(=O)N2C

InChI

InChIKey=ONDYALNGTUAJDX-UHFFFAOYSA-N
InChI=1S/C20H17F3N2O4/c1-24(12-9-7-11(8-10-12)20(21,22)23)18(27)16-17(26)15-13(25(2)19(16)28)5-4-6-14(15)29-3/h4-10,26H,1-3H3

HIDE SMILES / InChI

Molecular Formula C20H17F3N2O4
Molecular Weight 406.3552
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

Tasquinimod is a drug, developed by Active Biotech Research and tested in phase III of clinical trials for the treatment of Castrate Resistant Prostate Cancer. The drug acts by targeting the tumor microenvironment with S100A9 being one of molecular targets.

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Cmax

ValueDoseCo-administeredAnalytePopulation
0.26 μM
0.5 mg 1 times / day steady-state, oral
TASQUINIMOD plasma
Homo sapiens

AUC

ValueDoseCo-administeredAnalytePopulation
4.8 μM × h
0.5 mg 1 times / day steady-state, oral
TASQUINIMOD plasma
Homo sapiens

T1/2

ValueDoseCo-administeredAnalytePopulation
40 h
0.5 mg 1 times / day steady-state, oral
TASQUINIMOD plasma
Homo sapiens

PubMed

Sample Use Guides

In Vivo Use Guide
Tasquinimod is given orally at a dose of 1 mg once daily.
Route of Administration: Oral
In Vitro Use Guide
LNCaP prostate tumor cells were cultured with 50 uM of tasquinimod for 24 h to test its effect on gene expression. At 10 uM tasquinimod the TSP1 mRNA expression was elevated at 6 h and peaked after 72 h. Moreover, after 72 h exposure the TSP1 mRNA levels was already elevated at a dose of 1 uM tasquinimod.
Substance Class Chemical
Record UNII
756U07KN1R
Record Status Validated (UNII)
Record Version