BRL-54443

Details

Stereochemistry	ACHIRAL
Molecular Formula	C14H18N2O
Molecular Weight	230.3055
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CN1CCC(CC1)C2=CNC3=C2C=C(O)C=C3

InChI

InChIKey=WKNFADCGOAHBPG-UHFFFAOYSA-N

InChI=1S/C14H18N2O/c1-16-6-4-10(5-7-16)13-9-15-14-3-2-11(17)8-12(13)14/h2-3,8-10,15,17H,4-7H2,1H3

HIDE SMILES / InChI

Molecular Formula	C14H18N2O
Molecular Weight	230.3055
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/15178373 | https://www.ncbi.nlm.nih.gov/pubmed/19837141

BRL-54443 is a 5-HT1E and 5-HT1F receptor agonist with pKi of 8.7 and 9.25, respectively, with a weak binding affinity for 5-HT1A, 5-HT1B, 5-HT1D receptors. BRL-54443 (3-300 ug/paw) significantly reduced formalin-induced flinching in rats, indicating that it could be used as a therapeutic strategy to reduce inflammatory pain..

CNS Activity

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Serotonin 1f (5-HT1f) receptor 15 Target ID: CHEMBL1805 Sources: http://www.guidetopharmacology.org/GRAC/LigandDisplayForward?tab=biology&ligandId=3927 \| https://www.ncbi.nlm.nih.gov/pubmed/15178373 \| https://www.ncbi.nlm.nih.gov/pubmed/21422162	Agonist 2678		9.25 null [pKi]
Serotonin 1e (5-HT1e) receptor 6 Target ID: CHEMBL2182 Sources: http://www.guidetopharmacology.org/GRAC/LigandDisplayForward?tab=biology&ligandId=3927 \| https://www.ncbi.nlm.nih.gov/pubmed/15178373 \| https://www.ncbi.nlm.nih.gov/pubmed/21422162	Agonist 2678		8.7 null [pKi]

Conditions

Condition	Modality	Targets	Highest Phase	Product
Pain 614 Sources: https://www.ncbi.nlm.nih.gov/pubmed/19837141	Primary		Preclinical	Unknown Approved Use Unknown

PubMed

Title	Date	PubMed

Patents

Sample Use Guides

In Vivo Use Guide

Cats: 0.003, 0.03, 0.3 and 3 mg kg-1, s.c

Route of Administration: Other

In Vitro Use Guide

BRL-54443 (1 uM) mediated the inhibition of forskolin-stimulated cAMP production in guinea pig DG/CA1 membranes.

Substance Class	Chemical Created by `admin` on `Sat Dec 16 07:59:59 GMT 2023` Edited by `admin` on `Sat Dec 16 07:59:59 GMT 2023`
Record UNII	Q2DH1CHI0Y
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

BRL-54443

Common Name

English

1H-INDOL-5-OL, 3-(1-METHYL-4-PIPERIDINYL)-

Systematic Name

English

Code System Code Type Description

PUBCHEM

2438