BRL-15572 dihydrochloride

Details

Stereochemistry	RACEMIC
Molecular Formula	C25H27ClN2O.2ClH
Molecular Weight	479.87
Optical Activity	( + / - )
Defined Stereocenters	0 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

Cl.Cl.OC(CN1CCN(CC1)C2=CC=CC(Cl)=C2)C(C3=CC=CC=C3)C4=CC=CC=C4

InChI

InChIKey=WPEXRXMQMPOHIO-UHFFFAOYSA-N

InChI=1S/C25H27ClN2O.2ClH/c26-22-12-7-13-23(18-22)28-16-14-27(15-17-28)19-24(29)25(20-8-3-1-4-9-20)21-10-5-2-6-11-21;;/h1-13,18,24-25,29H,14-17,19H2;2*1H

HIDE SMILES / InChI

Molecular Formula	ClH
Molecular Weight	36.461
Charge	0
Count

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

Molecular Formula	C25H27ClN2O
Molecular Weight	406.948
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/pubmed/9303567
Curator's Comment: Description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/11750791

BRL-15572 is a 5-HT1D receptor antagonist with pKi of 7.9, also shows a considerable affinity at 5-HT1A and 5-HT2B receptors, exhibiting 60-fold selectivity over 5-HT1B receptor.

CNS Activity

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Serotonin 1d (5-HT1d) receptor 53 Target ID: CHEMBL1983 Sources: https://www.ncbi.nlm.nih.gov/pubmed/9303567	Antagonist 2849		7.9 null [pKi]
Serotonin 1a (5-HT1a) receptor 177 Target ID: CHEMBL214 Sources: https://www.ncbi.nlm.nih.gov/pubmed/9303567 \| https://www.ncbi.nlm.nih.gov/pubmed/11750791	Antagonist 2849		7.7 null [pKi]

Conditions

Condition	Modality	Targets	Highest Phase	Product
Unknown 2596

PubMed

Title	Date	PubMed
Donitriptan, but not sumatriptan, inhibits capsaicin-induced canine external carotid vasodilatation via 5-HT1B rather than 5-HT1D receptors.	2006-09	16880765
SB-216641 and BRL-15572--compounds to pharmacologically discriminate h5-HT1B and h5-HT1D receptors.	1997-09	9303567

Patents

Sample Use Guides

In Vivo Use Guide

bolus i.v. administration, 1 mg/kg

Route of Administration: Intravenous

In Vitro Use Guide

Antagonism of all three 5-HT autoreceptors with BRL-15572 (100 nM) significantly increased 5-HT effux in the rat dorsal raphe nucleus

Substance Class	Chemical Created by `admin` on `Wed Apr 02 08:41:02 GMT 2025` Edited by `admin` on `Wed Apr 02 08:41:02 GMT 2025`
Record UNII	X83G4TN8JZ
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

1-Piperazineethanol, 4-(3-chlorophenyl)-?-(diphenylmethyl)-, dihydrochloride

Preferred Name

English

BRL-15572 dihydrochloride

Code

English

3-(4-(3-Chlorophenyl)piperazin-1-yl)-1,1-diphenylpropan-2-ol dihydrochloride

Systematic Name

English

Code System Code Type Description

CHEBI

64060