SPIRILENE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C24H28FN3O
Molecular Weight	393.497
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	1
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC(=CCCN1CCC2(CC1)N(CNC2=O)C3=CC=CC=C3)C4=CC=C(F)C=C4

InChI

InChIKey=YBPJJOQQWQASHM-KPSZGOFPSA-N

InChI=1S/C24H28FN3O/c1-19(20-9-11-21(25)12-10-20)6-5-15-27-16-13-24(14-17-27)23(29)26-18-28(24)22-7-3-2-4-8-22/h2-4,6-12H,5,13-18H2,1H3,(H,26,29)/b19-6+

HIDE SMILES / InChI

Molecular Formula	C24H28FN3O
Molecular Weight	393.497
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	1
Optical Activity	NONE

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/2811600 | https://books.google.ru/books?id=Y4DLBQAAQBAJ&pg=PA999&lpg=PA999&dq=SPIRILENE retrieved from Concise Dictionary of Biomedicine and Molecular Biology By Pei-Show Juo, p.999

Spirilene is an antipsychotic agent. In rabbit caudate nucleus (CN) spirilene exhibited Ki value of 3.5 uM at the 5-HT1R site, but produced less than 50% inhibition of [3H]5-HT binding to the 5-HT1D site even at concentrations as high as 100 uM.

CNS Activity

Approval Year

PubMed

Title	Date	PubMed
5-Hydroxytryptamine receptor in rabbit aorta: characterization by butyrophenone analogs.	1984 May	6716262
Characterization of a [3H]-5-hydroxytryptamine binding site in rabbit caudate nucleus that differs from the 5-HT1A, 5-HT1B, 5-HT1C and 5-HT1D subtypes.	1989	2811600

Sample Use Guides

In Vitro Use Guide

Even at 100 uM spirilene did not produce 50% inhibition of [3H]5-HT binding in the bovine CN, while in rabbit CN the apparent Ki value was 3.4 uM.

Substance Class	Chemical Created by `admin` on `Fri Dec 15 15:50:36 GMT 2023` Edited by `admin` on `Fri Dec 15 15:50:36 GMT 2023`
Record UNII	672229USCQ
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

SPIRILENE

Official Name

English

8-(4-(P-FLUOROPHENYL)-3-PENTENYL)-1-PHENYL-1,3,8-TRIAZASPIRO(4,5)DECAN-4-ONE

Common Name

English

spirilene [INN]

Common Name

English

Spirilene [WHO-DD]

Common Name

English

R 6109

Code

English

R-6109

Code

English

Classification Tree Code System Code

NCI_THESAURUS

C66883