GR-127935

Details

Stereochemistry	ACHIRAL
Molecular Formula	C29H31N5O3
Molecular Weight	497.5881
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

COC1=C(C=C(NC(=O)C2=CC=C(C=C2)C3=CC=C(C=C3C)C4=NOC(C)=N4)C=C1)N5CCN(C)CC5

InChI

InChIKey=YDBCEBYHYKAFRX-UHFFFAOYSA-N

InChI=1S/C29H31N5O3/c1-19-17-23(28-30-20(2)37-32-28)9-11-25(19)21-5-7-22(8-6-21)29(35)31-24-10-12-27(36-4)26(18-24)34-15-13-33(3)14-16-34/h5-12,17-18H,13-16H2,1-4H3,(H,31,35)

HIDE SMILES / InChI

Molecular Formula	C29H31N5O3
Molecular Weight	497.5881
Charge	0
Count

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

Approval Year

Targets

Primary Target	Pharmacology	Potency
5-hydroxytryptamine receptor 1D 17 Target ID: Q60484 Gene ID: 1.00379624E8 Gene Symbol: HTR1D Target Organism: Cavia porcellus (Guinea pig) Sources: https://www.ncbi.nlm.nih.gov/pubmed/8057272	Antagonist 2778	8.5 null [pKi]
Serotonin 1b (5-HT1b) receptor 46 Target ID: CHEMBL3459 Sources: https://www.ncbi.nlm.nih.gov/pubmed/8057272	Antagonist 2778	8.5 null [pKi]
5-hydroxytryptamine (serotonin) receptor 2A, G protein-coupled 1 Target ID: 1.00009464E8 Gene Symbol: HTR2A Sources: https://www.ncbi.nlm.nih.gov/pubmed/8057272	Antagonist 2778	6.4 null [pKi]
Serotonin 1a (5-HT1a) receptor 172 Target ID: CHEMBL273 Sources: https://www.ncbi.nlm.nih.gov/pubmed/8057272	Binding Agent 1064	6.5 null [pKi]
Serotonin 1 receptors; 5-HT1B & 5-HT1D 4 Target ID: CHEMBL2095230 Sources: https://www.ncbi.nlm.nih.gov/pubmed/7617149\| https://www.ncbi.nlm.nih.gov/pubmed/9048762\| https://www.ncbi.nlm.nih.gov/pubmed/18952090	Antagonist 2778	141.0 nM [EC50]

PubMed

Title	Date	PubMed
		252159837
Alniditan, a new 5-hydroxytryptamine1D agonist and migraine-abortive agent: ligand-binding properties of human 5-hydroxytryptamine1D alpha, human 5-hydroxytryptamine1D beta, and calf 5-hydroxytryptamine1D receptors investigated with [3H]5-hydroxytryptamine and [3H]alniditan.	1996 Dec	8967979
GR127935 acts as a partial agonist at recombinant human 5-HT1D alpha and 5-HT1D beta receptors.	1996 Oct 31	8957260
Interactions of GR127935, a 5-HT(1B/D) receptor ligand, with functional 5-HT receptors.	1997 Apr	9109356
Potentiation of fluoxetine-induced penile erections by combined blockade of 5-HT1A and 5-HT1B receptors.	1997 Mar 5	9085055
5-HT1B receptor antagonist properties of novel arylpiperazide derivatives of 1-naphthylpiperazine.	1997 Nov 21	9397179
SB-216641 and BRL-15572--compounds to pharmacologically discriminate h5-HT1B and h5-HT1D receptors.	1997 Sep	9303567
The selective 5-HT1B receptor inverse agonist 1'-methyl-5-[[2'-methyl-4'-(5-methyl-1,2, 4-oxadiazol-3-yl)biphenyl-4-yl]carbonyl]-2,3,6,7-tetrahydro- spiro[furo[2,3-f]indole-3,4'-piperidine] (SB-224289) potently blocks terminal 5-HT autoreceptor function both in vitro and in vivo.	1998 Apr 9	9548813
SB-224289--a novel selective (human) 5-HT1B receptor antagonist with negative intrinsic activity.	1998 Sep	9776361
RU-24969 disrupts d-amphetamine self-administration and responding for conditioned reward via stimulation of 5-HT1B receptors.	1999 Mar	10780831
Identification of an amino acid residue important for binding of methiothepin and sumatriptan to the human 5-HT(1B) receptor.	1999 Sep 10	10513577
Effect of serotonin (5-HT)1B receptor ligands on cocaine sensitization in rats.	2001 Apr	11396515
A61603-induced vasoconstriction in porcine carotid vasculature: involvement of a non-adrenergic mechanism.	2001 Apr 13	11334851
Role of 5-hydroxytryptamine1B receptors and 5-hydroxytryptamine uptake inhibition in the cocaine-evoked discriminative stimulus effects in rats.	2001 Jun	11453104
Specific labelling of serotonin 5-HT(1B) receptors in rat frontal cortex with the novel, phenylpiperazine derivative, [3H]GR125,743. A pharmacological characterization.	2002 Apr	11888550
Pharmacological studies of the acute effects of (+)-3,4-methylenedioxymethamphetamine on locomotor activity: role of 5-HT(1B/1D) and 5-HT(2) receptors.	2002 Jan	11751031
Neuronal expression and regulation of CGRP promoter activity following viral gene transfer into cultured trigeminal ganglia neurons.	2004 Jan 30	14715155
Effect of combined administration of 5-HT1A or 5-HT1B/1D receptor antagonists and antidepressants in the forced swimming test.	2004 Mar 8	15033385
The anxiolytic-like effect of 5-HT1B receptor ligands in rats: a possible mechanism of action.	2005 Feb	15720791
[3H]LY334370, a novel radioligand for the 5-HT1F receptor. I. In vitro characterization of binding properties.	2005 Mar	15900510
Differential effects of 5-HT2C receptor ligands on place conditioning and locomotor activity in rats.	2005 May 16	15896731
Potential vascular alpha1-adrenoceptor blocking properties of an array of 5-HT receptor ligands in the rat.	2006 Mar 27	16545797
5-HT7 receptor-mediated dilatation in the middle meningeal artery of anesthetized rats.	2007 Mar 29	17316605
Activation of the 5-HT1B/D receptor reduces hindlimb neurogenic inflammation caused by sensory nerve stimulation and capsaicin.	2008 Jan	17499925
Effects of serotonin (5-HT)(1B) receptor ligands on cocaine-seeking behavior in rats.	2008 Nov-Dec	19211971
Progesterone reduces the effect of the serotonin 1B/1D receptor antagonist, GR 127935, on lordosis behavior.	2009 Jan	18952090
Pharmacological profile of the inhibition by dihydroergotamine and methysergide on the cardioaccelerator sympathetic outflow in pithed rats.	2009 Jun 10	19356724
A cell protection screen reveals potent inhibitors of multiple stages of the hepatitis C virus life cycle.	2010 Feb 23	20142494

Patents

Substance Class	Chemical Created by `admin` on `Fri Dec 15 19:22:15 UTC 2023` Edited by `admin` on `Fri Dec 15 19:22:15 UTC 2023`
Record UNII	2LLH6CEB40
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

GR-127935

Common Name

English

(1,1'-BIPHENYL)-4-CARBOXAMIDE, N-(4-METHOXY-3-(4-METHYL-1-PIPERAZINYL)PHENYL)-2'-METHYL-4'-(5-METHYL-1,2,4-OXADIAZOL-3-YL)-

Systematic Name

English

Code System Code Type Description

CHEBI

64114