PERAFENSINE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C19H19N3
Molecular Weight	289.3743
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

C1CN(CCN1)C2=NC(C3=CC=CC=C3)=C4C=CC=CC4=C2

InChI

InChIKey=BHHDTFRLKOTSKW-UHFFFAOYSA-N

InChI=1S/C19H19N3/c1-2-6-15(7-3-1)19-17-9-5-4-8-16(17)14-18(21-19)22-12-10-20-11-13-22/h1-9,14,20H,10-13H2

HIDE SMILES / InChI

Molecular Formula	C19H19N3
Molecular Weight	289.3743
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/9134007 | DOI: 10.1016/S0065-7743(08)60487-X | https://psycnet.apa.org/record/1987-18076-001 | (1986) Progress in Medicinal Chemistry, page 147, retrieved from: https://books.google.ru/books?id=gmhcIEQ2UzIC | (1987) Excerpta medica. Section 48: Gastroenterology, page 87, retrieved from: https://books.google.ru/books?id=TFSaAAAAIAAJ

Perafensine is an isoquinoline derivative shown to be active in tests predictive of antidepressant activity. Perafensine is a potent antagonist of reserpine-induced effects and inhibits norepinephrine uptake into rat hypothalamic synaptosomes. Perafensine induced the biosynthesis of microsomal drug-metabolizing enzymes – in treated rats methylayapanine O-demethylase, ethoxycoumarin O-deethylase and cytochrome P-450 contents were increased and ketamine N-demethylase was decreased.

Approval Year

PubMed

Title	Date	PubMed
Selective induction of phase II drug metabolizing enzyme activities by quinolines and isoquinolines.	1997-03-14	9134007

Substance Class	Chemical Created by `admin` on `Wed Apr 02 08:50:32 GMT 2025` Edited by `admin` on `Wed Apr 02 08:50:32 GMT 2025`
Record UNII	WU6989IN6X
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

PERAFENSINE

Official Name

English

perafensine [INN]

Preferred Name

English

1-PHENYL-3-(1-PIPERAZINYL)ISOQUINOLINE

Systematic Name

English

Classification Tree Code System Code

NCI_THESAURUS

C28197