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Details

Stereochemistry ABSOLUTE
Molecular Formula C37H39NO4
Molecular Weight 561.7099
Optical Activity UNSPECIFIED
Defined Stereocenters 4 / 4
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of DAPITANT

SMILES

[H][C@@]12CN(C[C@]1([H])C(CC[C@@]2(O)C3=C(OC)C=CC=C3)(C4=CC=CC=C4)C5=CC=CC=C5)C(=O)[C@@H](C)C6=C(OC)C=CC=C6

InChI

InChIKey=CCIWVEMVBWEMCY-RCFOMQFPSA-N
InChI=1S/C37H39NO4/c1-26(29-18-10-12-20-33(29)41-2)35(39)38-24-31-32(25-38)37(40,30-19-11-13-21-34(30)42-3)23-22-36(31,27-14-6-4-7-15-27)28-16-8-5-9-17-28/h4-21,26,31-32,40H,22-25H2,1-3H3/t26-,31-,32+,37+/m0/s1

HIDE SMILES / InChI

Molecular Formula C37H39NO4
Molecular Weight 561.7099
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 4 / 4
E/Z Centers 0
Optical Activity UNSPECIFIED

Dapitant is an antagonist of neurokinin 1 (NK1) receptor, discovered by the French company Rhône-Poulenc Rorer. NK1 receptors are thought to mediate the neurogenic inflammatory effects of substance P. Dapitant demonstrated efficacy as an antimigraine agent in several animal models. However, in a global, double-blind, randomize, placebo-controlled trial in patients with migraine attacks with moderate or severe headache intensity, treatment with dapitant did not lead to an improvement in the intensity of headache, and the development of the drug was discontinued.

Approval Year

PubMed

PubMed

TitleDatePubMed
Attenuation by valproate of c-fos immunoreactivity in trigeminal nucleus caudalis induced by intracisternal capsaicin.
1995 Dec
Patents
Substance Class Chemical
Created
by admin
on Fri Dec 15 16:56:26 UTC 2023
Edited
by admin
on Fri Dec 15 16:56:26 UTC 2023
Record UNII
NRD5XF638P
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
DAPITANT
INN  
INN  
Official Name English
dapitant [INN]
Common Name English
RPR-100893
Code English
RPR100893
Code English
(3AS,4S,7AS)-HEXAHYDRO-2-((.ALPHA.S)-O-METHOXYHYDRATROPOYL)-4-(O-METHOXYPHENYL)-7,7-DIPHENYL-4-ISOINDOLINOL
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C267
Created by admin on Fri Dec 15 16:56:26 UTC 2023 , Edited by admin on Fri Dec 15 16:56:26 UTC 2023
Code System Code Type Description
INN
7394
Created by admin on Fri Dec 15 16:56:26 UTC 2023 , Edited by admin on Fri Dec 15 16:56:26 UTC 2023
PRIMARY
PUBCHEM
132961
Created by admin on Fri Dec 15 16:56:26 UTC 2023 , Edited by admin on Fri Dec 15 16:56:26 UTC 2023
PRIMARY
CAS
153438-49-4
Created by admin on Fri Dec 15 16:56:26 UTC 2023 , Edited by admin on Fri Dec 15 16:56:26 UTC 2023
PRIMARY
SMS_ID
100000083460
Created by admin on Fri Dec 15 16:56:26 UTC 2023 , Edited by admin on Fri Dec 15 16:56:26 UTC 2023
PRIMARY
EVMPD
SUB06907MIG
Created by admin on Fri Dec 15 16:56:26 UTC 2023 , Edited by admin on Fri Dec 15 16:56:26 UTC 2023
PRIMARY
NCI_THESAURUS
C97963
Created by admin on Fri Dec 15 16:56:26 UTC 2023 , Edited by admin on Fri Dec 15 16:56:26 UTC 2023
PRIMARY
FDA UNII
NRD5XF638P
Created by admin on Fri Dec 15 16:56:26 UTC 2023 , Edited by admin on Fri Dec 15 16:56:26 UTC 2023
PRIMARY
ChEMBL
CHEMBL2103951
Created by admin on Fri Dec 15 16:56:26 UTC 2023 , Edited by admin on Fri Dec 15 16:56:26 UTC 2023
PRIMARY
Related Record Type Details
TARGET -> INHIBITOR
Related Record Type Details
ACTIVE MOIETY