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Details

Stereochemistry UNKNOWN
Molecular Formula C29H30FN3O
Molecular Weight 455.5664
Optical Activity ( + )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0
Stereo Comments ASSUMED S FROM AZELASTINE OPTICAL ROTATION AND BIOACTIVITY

SHOW SMILES / InChI
Structure of Flezelastine, (+)-

SMILES

FC1=CC=C(CC2=NN(C3CCCN(CCC4=CC=CC=C4)CC3)C(=O)C5=C2C=CC=C5)C=C1

InChI

InChIKey=HQFSNUYUXXPVKL-UHFFFAOYSA-N
InChI=1S/C29H30FN3O/c30-24-14-12-23(13-15-24)21-28-26-10-4-5-11-27(26)29(34)33(31-28)25-9-6-18-32(20-17-25)19-16-22-7-2-1-3-8-22/h1-5,7-8,10-15,25H,6,9,16-21H2

HIDE SMILES / InChI
Molecular Formula C29H30FN3O
Molecular Weight 455.5664
Charge 0
Count
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity ( + / - )

Description

FLEZELASTINE, a phthalazinone derivative, an anti-asthmatic/anti-allergic agent. It exhibits inhibition of histamine release and 5-lipoxygenase, calcium antagonistic properties and antagonism at the histamine H1 receptor. FLEZELASTINE is a racemate consisting of (+)- and (-)-enantiomers. Both enantiomers contribute to the pharmacodynamic efficacy of racemic flezelastine.

Originator

Approval Year

Unknown
149124
PubMed

PubMed

TitleDatePubMed
Azelastine and flezelastine as reversing agents of multidrug resistance: pharmacological and molecular studies.
1995-07-17
Effects of flezelastine and its enantiomers on LPS-induced IL-1 beta generation in vitro and LPS-induced pyrexia in vivo.
1994-03
Substance Class Chemical
Created
by admin
on Mon Mar 31 20:06:26 GMT 2025
Edited
by admin
on Mon Mar 31 20:06:26 GMT 2025
Record UNII
QZD5UZP6LG
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
Flezelastine, (+)-
Common Name English
(+)-FLEZELASTINE
Preferred Name English
1(2H)-PHTHALAZINONE, 4-((4-FLUOROPHENYL)METHYL)-2-(HEXAHYDRO-1-(2-PHENYLETHYL)-1H-AZEPIN-4-YL)-, (+)-
Systematic Name English
(+)-4-((4-FLUOROPHENYL)METHYL)-2-(HEXAHYDRO-1-(2-PHENYLETHYL)-1H-AZEPIN-4-YL)-1(2H)-PHTHALAZINONE
Common Name English
Code System Code Type Description
FDA UNII
QZD5UZP6LG
Created by admin on Mon Mar 31 20:06:26 GMT 2025 , Edited by admin on Mon Mar 31 20:06:26 GMT 2025
PRIMARY
CAS
153408-34-5
Created by admin on Mon Mar 31 20:06:26 GMT 2025 , Edited by admin on Mon Mar 31 20:06:26 GMT 2025
PRIMARY
Related Record Type Details
Structure of Flezelastine
RACEMATE -> ENANTIOMER
Structure of Flezelastine, (-)-
ENANTIOMER -> ENANTIOMER
NIH
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