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Details

Stereochemistry ACHIRAL
Molecular Formula C28H40N4S
Molecular Weight 464.709
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of FOROPAFANT

SMILES

CC(C)C1=CC(C(C)C)=C(C2=CSC(=N2)N(CCN(C)C)CC3=CC=CN=C3)C(=C1)C(C)C

InChI

InChIKey=VVBFISAUNSXQGZ-UHFFFAOYSA-N
InChI=1S/C28H40N4S/c1-19(2)23-14-24(20(3)4)27(25(15-23)21(5)6)26-18-33-28(30-26)32(13-12-31(7)8)17-22-10-9-11-29-16-22/h9-11,14-16,18-21H,12-13,17H2,1-8H3

HIDE SMILES / InChI

Molecular Formula C28H40N4S
Molecular Weight 464.709
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Foropafant is a platelet-activating factor (PAF) antagonist which was developed by Sanofi. It was in clinical development for the treatment of asthma, thrombosis and ulcerative colitis. The development of the drug was discontinued due to lack of efficacy.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Target ID: P25105
Gene ID: 5724.0
Gene Symbol: PTAFR
Target Organism: Homo sapiens (Human)
57.0 pM [IC50]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
Primary
Unknown

Approved Use

Unknown
Primary
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Effect of SR 27417 on the binding of [3H]PAF to rabbit and human platelets and human polymorphonuclear leukocytes.
1993 May
Role of tachykinins in castor oil diarrhoea in rats.
1997 Jun
Platelet-leukocyte cross talk in whole blood.
2000 Dec
Activation of PAF receptor by oxidised LDL in human monocytes stimulates chemokine releases but not urokinase-type plasminogen activator expression.
2004 Jun
Patents

Patents

Sample Use Guides

In acute asthma study, foropafant was administered orally at 20 mg dosage
Route of Administration: Oral
In Vitro Use Guide
Foropafant displayed marked in vitro inhibition of PAF-induced oxidative burst in guinea pig macrophages (IC50 = 32 nM). Foropafant potently inhibited PAF-induced aggregation of rabbit and human platelets in vitro (IC50 = 0.10 and 0.50 nM, respectively).
Substance Class Chemical
Created
by admin
on Fri Dec 15 16:38:44 GMT 2023
Edited
by admin
on Fri Dec 15 16:38:44 GMT 2023
Record UNII
VWJ2QVH41J
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
FOROPAFANT
INN  
INN  
Official Name English
3-(((2-(DIMETHYLAMINO)ETHYL)(4-(2,4,6-TRIISOPROPYLPHENYL)-2-THIAZOLYL)AMINO)METHYL)PYRIDINE
Systematic Name English
foropafant [INN]
Common Name English
SR-27417
Code English
Classification Tree Code System Code
NCI_THESAURUS C1327
Created by admin on Fri Dec 15 16:38:44 GMT 2023 , Edited by admin on Fri Dec 15 16:38:44 GMT 2023
Code System Code Type Description
NCI_THESAURUS
C65756
Created by admin on Fri Dec 15 16:38:44 GMT 2023 , Edited by admin on Fri Dec 15 16:38:44 GMT 2023
PRIMARY
PUBCHEM
119368
Created by admin on Fri Dec 15 16:38:44 GMT 2023 , Edited by admin on Fri Dec 15 16:38:44 GMT 2023
PRIMARY
INN
7341
Created by admin on Fri Dec 15 16:38:44 GMT 2023 , Edited by admin on Fri Dec 15 16:38:44 GMT 2023
PRIMARY
ChEMBL
CHEMBL1628662
Created by admin on Fri Dec 15 16:38:44 GMT 2023 , Edited by admin on Fri Dec 15 16:38:44 GMT 2023
PRIMARY
SMS_ID
100000080455
Created by admin on Fri Dec 15 16:38:44 GMT 2023 , Edited by admin on Fri Dec 15 16:38:44 GMT 2023
PRIMARY
CAS
136468-36-5
Created by admin on Fri Dec 15 16:38:44 GMT 2023 , Edited by admin on Fri Dec 15 16:38:44 GMT 2023
PRIMARY
FDA UNII
VWJ2QVH41J
Created by admin on Fri Dec 15 16:38:44 GMT 2023 , Edited by admin on Fri Dec 15 16:38:44 GMT 2023
PRIMARY
EVMPD
SUB07789MIG
Created by admin on Fri Dec 15 16:38:44 GMT 2023 , Edited by admin on Fri Dec 15 16:38:44 GMT 2023
PRIMARY
Related Record Type Details
SALT/SOLVATE -> PARENT
TARGET -> INHIBITOR
Related Record Type Details
ACTIVE MOIETY