IRINDALONE

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C24H29FN4O
Molecular Weight	408.5117
Optical Activity	UNSPECIFIED
Defined Stereocenters	2 / 2
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

FC1=CC=C(C=C1)[C@@H]2C[C@@H](N3CCN(CCN4CCNC4=O)CC3)C5=CC=CC=C25

InChI

InChIKey=GHAMYXPEZSUOCU-XZOQPEGZSA-N

InChI=1S/C24H29FN4O/c25-19-7-5-18(6-8-19)22-17-23(21-4-2-1-3-20(21)22)28-14-11-27(12-15-28)13-16-29-10-9-26-24(29)30/h1-8,22-23H,9-17H2,(H,26,30)/t22-,23+/m0/s1

HIDE SMILES / InChI

Molecular Formula	C24H29FN4O
Molecular Weight	408.5117
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	2 / 2
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/1674420 | https://www.ncbi.nlm.nih.gov/pubmed/2903929

IRINDALONE is an antihypertensive agent. It is a serotonin receptor antagonist with weak alpha 1-adrenoceptor blocking properties.

Originator

Approval Year

PubMed

Title	Date	PubMed
Antihypertensive effects of chronic 5-hydroxytryptamine (5-HT2) receptor blockade with irindalone in the spontaneously hypertensive rat.	1991	1674420
Cardiovascular effects of irindalone, a new S2-serotonergic antagonist, in the rat.	1990-09	2255675
Antihypertensive activity in a series of 1-piperazino-3-phenylindans with potent 5-HT2-antagonistic activity.	1988-12	2903929

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:13:01 GMT 2025` Edited by `admin` on `Mon Mar 31 18:13:01 GMT 2025`
Record UNII	4F39T8N10K
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

IRINDALONE

Official Name

English

(+)-(1R,3S)-1-(2-(4-(3-(P-FLUOROPHENYL)-1-INDANYL)-1-PIPERAZINYL)ETHYL)-2-IMIDAZOLIDINONE

Preferred Name

English

irindalone [INN]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C66885