FLEZELASTINE

Details

Stereochemistry	RACEMIC
Molecular Formula	C29H30FN3O
Molecular Weight	455.5664
Optical Activity	( + / - )
Defined Stereocenters	0 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

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
Sources: https://www.ncbi.nlm.nih.gov/mesh/67089205 | https://www.ncbi.nlm.nih.gov/pubmed/7632160 | https://www.ncbi.nlm.nih.gov/pubmed/7915872

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

PubMed

Title	Date	PubMed
Effects of flezelastine and its enantiomers on LPS-induced IL-1 beta generation in vitro and LPS-induced pyrexia in vivo.	1994 Mar	7915872
Azelastine and flezelastine as reversing agents of multidrug resistance: pharmacological and molecular studies.	1995 Jul 17	7632160

Substance Class	Chemical Created by `admin` on `Fri Dec 15 15:49:01 UTC 2023` Edited by `admin` on `Fri Dec 15 15:49:01 UTC 2023`
Record UNII	77K18757UK
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

FLEZELASTINE

Official Name

English

1(2H)-PHTHALAZINONE, 4-((4-FLUOROPHENYL)METHYL)-2-(HEXAHYDRO-1-(2-PHENYLETHYL)-1H-AZEPIN-4-YL)-

Systematic Name

English

(±)-4-(P-FLUOROBENZYL)-2-(HEXAHYDRO-1-PHENETHYL-1H-AZEPIN-4-YL)-1(2H)-PHTHALAZINONE

Common Name

English

flezelastine [INN]

Common Name

English

1(2H)-PHTHALAZINONE, 4-((4-FLUOROPHENYL)METHYL)-2-(HEXAHYDRO-1-(2-PHENYLETHYL)-1H-AZEPIN-4-YL)-, (±)-

Systematic Name

English

Classification Tree Code System Code

NCI_THESAURUS

C29578