GR-125743 | CAS#148547-33-5 | 5-HT1B/1D Receptor Antagonist

MedKoo Cat#: 531850 | Name: GR-125743

Description:

WARNING: This product is for research use only, not for human or veterinary use.

GR 125,743 is a novel 5-HT1B/1D receptor antagonist.

Chemical Structure

GR-125743

CAS#148547-33-5

Theoretical Analysis

MedKoo Cat#: 531850

Name: GR-125743

CAS#: 148547-33-5

Chemical Formula: C25H28N4O2

Exact Mass: 416.2212

Molecular Weight: 416.53

Elemental Analysis: C, 72.09; H, 6.78; N, 13.45; O, 7.68

Price and Availability

Size	Price	Availability
50mg	USD 450.00	2 Weeks
100mg	USD 750.00	2 Weeks
200mg	USD 1,250.00	2 Weeks
500mg	USD 2,150.00	2 Weeks
1g	USD 3,150.00	2 Weeks
2g	USD 5,350.00	2 Weeks

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Related CAS #

148547-33-5

Synonym

GR 125,743; GR125,743; GR-125,743; GR 125743; GR125743; GR-125743

IUPAC/Chemical Name

N-[4-methoxy-3-(4-methylpiperazin-1-yl)phenyl]-3-methyl-4-pyridin-4-ylbenzamide

InChi Key

GNOXPYACARZYMW-UHFFFAOYSA-N

InChi Code

InChI=1S/C25H28N4O2/c1-18-16-20(4-6-22(18)19-8-10-26-11-9-19)25(30)27-21-5-7-24(31-3)23(17-21)29-14-12-28(2)13-15-29/h4-11,16-17H,12-15H2,1-3H3,(H,27,30)

SMILES Code

O=C(NC1=CC=C(OC)C(N2CCN(C)CC2)=C1)C3=CC=C(C4=CC=NC=C4)C(C)=C3

Appearance

Solid powder

Purity

>98% (or refer to the Certificate of Analysis)

Shipping Condition

Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition

Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility

Soluble in DMSO

Shelf Life

>2 years if stored properly

Drug Formulation

This drug may be formulated in DMSO

Stock Solution Storage

0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code

2934.99.9001

More Info

Product Data

Product Data

Instruction

View handling instruction

Biological target:

GR 125743 is a selective 5-HT1B/1D receptor antagonist, with pKis of 8.85 and 8.31 for wild-type h5-HT1B and wild-type h5-HT1D, respectively.

In vitro activity:

The equilibrium dissociation constant of the radioligand [(3)H]GR 125743 was similar for both chimera compared to the wild-type (wt) h 5-HT(1B) receptor upon transient expression in COS-7 cells. Reference: Biochem Pharmacol. 2000 May 1;59(9):1117-21. https://pubmed.ncbi.nlm.nih.gov/10704941/

In vivo activity:

Perfusion of methiothepin, GR 127935 and GR 125743 into the frontal hamster cortex caused significant but transient increases of extracellular 5-HT. However, systemic administration of methiothepin, GR 127935 and GR 125743, at 0.3 mg/kg i.p., produced significant decreases in extracellular 5-HT, to minima of 27 +/- 3%, 31 +/- 12% and 27 +/- 13% of basal, respectively. Reference: Eur J Pharmacol. 1997 May 12;326(1):23-30. https://pubmed.ncbi.nlm.nih.gov/9178651/

	Solvent	mg/mL	mM
Solubility
	DMSO	100.0	240.08

Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 416.53 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
1 mM	1.15 mL	5.76 mL	11.51 mL
5 mM	0.23 mL	1.15 mL	2.3 mL
10 mM	0.12 mL	0.58 mL	1.15 mL
50 mM	0.02 mL	0.12 mL	0.23 mL

Formulation protocol:

1. Wurch T, Palmier C, Pauwels PJ. Induction of a high-affinity ketanserin binding site at the 5-Hydroxytryptamine(1B) receptor by modification of its carboxy-terminal intracellular portion. Biochem Pharmacol. 2000 May 1;59(9):1117-21. doi: 10.1016/s0006-2952(99)00416-5. PMID: 10704941. 2. Roberts C, Price GW, Jones BJ. The role of 5-HT(1B/1D) receptors in the modulation of 5-hydroxytryptamine levels in the frontal cortex of the conscious guinea pig. Eur J Pharmacol. 1997 May 12;326(1):23-30. doi: 10.1016/s0014-2999(97)00156-8. PMID: 9178651.

In vitro protocol:

In vivo protocol:

1. Roberts C, Price GW, Jones BJ. The role of 5-HT(1B/1D) receptors in the modulation of 5-hydroxytryptamine levels in the frontal cortex of the conscious guinea pig. Eur J Pharmacol. 1997 May 12;326(1):23-30. doi: 10.1016/s0014-2999(97)00156-8. PMID: 9178651.

This message contains search results from the National Center for Biotechnology Information (NCBI) at the U.S. National Library of Medicine (NLM). Do not reply directly to this message Sent On: Wed Nov 04 11:14:45 2020 Search: GR-125743 20 selected items PubMed Results Items 1-20 of 20 (Display the 20 citations in PubMed) 1: Riahi G, Morissette M, Samadi P, Parent M, Di Paolo T. Basal ganglia serotonin 1B receptors in parkinsonian monkeys with L-DOPA-induced dyskinesia. Biochem Pharmacol. 2013 Oct 1;86(7):970-8. doi: 10.1016/j.bcp.2013.08.005. Epub 2013 Aug 14. PMID: 23954709. 2: du Jardin KG, Jensen JB, Sanchez C, Pehrson AL. Vortioxetine dose-dependently reverses 5-HT depletion-induced deficits in spatial working and object recognition memory: a potential role for 5-HT1A receptor agonism and 5-HT3 receptor antagonism. Eur Neuropsychopharmacol. 2014 Jan;24(1):160-71. doi: 10.1016/j.euroneuro.2013.07.001. Epub 2013 Aug 2. PMID: 23916504. 3: Storvik M, Häkkinen M, Tupala E, Tiihonen J. Whole-hemisphere autoradiography of 5-HT₁B receptor densities in postmortem alcoholic brains. Psychiatry Res. 2012 Jun 30;202(3):264-70. doi: 10.1016/j.pscychresns.2011.11.001. Epub 2012 Jul 16. PMID: 22804971. 4: Kaspersen H, Agmo A. Paroxetine-induced reduction of sexual incentive motivation in female rats is not modified by 5-HT1B or 5-HT2C antagonists. Psychopharmacology (Berl). 2012 Mar;220(2):269-80. doi: 10.1007/s00213-011-2475-1. Epub 2011 Sep 10. PMID: 21909633. 5: Smith GT, Combs N. Serotonergic activation of 5HT1A and 5HT2 receptors modulates sexually dimorphic communication signals in the weakly electric fish Apteronotus leptorhynchus. Horm Behav. 2008 Jun;54(1):69-82. doi: 10.1016/j.yhbeh.2008.01.009. Epub 2008 Feb 9. PMID: 18336816. 6: Hanff LM, Gupta S, MaassenVanDenBrink A, Steegers EA, Saxena PR, Vulto AG, Visser W. The effect of maternal ketanserin treatment on foetal 5-HT receptor function in umbilical cord artery of pre-eclamptic patients. Neonatology. 2007;92(4):240-7. doi: 10.1159/000103742. Epub 2007 Jun 8. PMID: 17556842. 7: Ahlgren C, Eriksson A, Tellefors P, Ross SB, Stenfors C, Malmberg A. In vitro characterization of AR-A000002, a novel 5-hydroxytryptamine(1B) autoreceptor antagonist. Eur J Pharmacol. 2004 Sep 19;499(1-2):67-75. doi: 10.1016/j.ejphar.2004.07.067. PMID: 15363952. 8: Przegaliński E, Czepiel K, Nowak E, Dlaboga D, Filip M. Withdrawal from chronic cocaine up-regulates 5-HT1B receptors in the rat brain. Neurosci Lett. 2003 Nov 20;351(3):169-72. doi: 10.1016/j.neulet.2003.08.007. PMID: 14623133. 9: Garcia-Alloza M, Hirst WD, Chen CP, Lasheras B, Francis PT, Ramírez MJ. Differential involvement of 5-HT(1B/1D) and 5-HT6 receptors in cognitive and non-cognitive symptoms in Alzheimer's disease. Neuropsychopharmacology. 2004 Feb;29(2):410-6. doi: 10.1038/sj.npp.1300330. PMID: 14571255. 10: Millan MJ, Newman-Tancredi A, Lochon S, Touzard M, Aubry S, Audinot V. Specific labelling of serotonin 5-HT(1B) receptors in rat frontal cortex with the novel, phenylpiperazine derivative, [3H]GR125,743. A pharmacological characterization. Pharmacol Biochem Behav. 2002 Apr;71(4):589-98. doi: 10.1016/s0091-3057(01)00716-x. PMID: 11888550. 11: Varnäs K, Hall H, Bonaventure P, Sedvall G. Autoradiographic mapping of 5-HT(1B) and 5-HT(1D) receptors in the post mortem human brain using [(3)H]GR 125743. Brain Res. 2001 Oct 5;915(1):47-57. doi: 10.1016/s0006-8993(01)02823-2. PMID: 11578619. 12: Bhalla P, Sharma HS, Ma X, Wurch T, Pauwels PJ, Saxena PR. Molecular cloning, pharmacological properties and tissue distribution of the porcine 5-HT(1B) receptor. Br J Pharmacol. 2001 Jul;133(6):891-901. doi: 10.1038/sj.bjp.0704150. PMID: 11454663; PMCID: PMC1572856. 13: Grånäs C, Nordquist J, Mohell N, Larhammar D. Site-directed mutagenesis of the 5-HT1B receptor increases the affinity of 5-HT for the agonist low-affinity conformation and reduces the intrinsic activity of 5-HT. Eur J Pharmacol. 2001 Jun 8;421(2):69-76. doi: 10.1016/s0014-2999(01)01027-5. PMID: 11399261. 14: Audinot V, Newman-Tancredi A, Millan MJ. Constitutive activity at serotonin 5-HT(1D) receptors: detection by homologous GTPgammaS versus [(35)S]-GTPgammaS binding isotherms. Neuropharmacology. 2001;40(1):57-64. doi: 10.1016/s0028-3908(00)00104-0. PMID: 11077071. 15: Bhalla P, Sharma HS, Wurch T, Pauwels PJ, Saxena PR. Molecular cloning, sequence analysis and pharmacological properties of the porcine 5-HT(1D) receptor. Br J Pharmacol. 2000 Nov;131(5):949-57. doi: 10.1038/sj.bjp.0703645. PMID: 11053216; PMCID: PMC1572407. 16: van den Broek RW, MaassenVanDenBrink A, de Vries R, Bogers AJ, Stegmann AP, Avezaat CJ, Saxena PR. Pharmacological analysis of contractile effects of eletriptan and sumatriptan on human isolated blood vessels. Eur J Pharmacol. 2000 Oct 27;407(1-2):165-73. doi: 10.1016/s0014-2999(00)00712-3. PMID: 11050304. 17: Wurch T, Palmier C, Pauwels PJ. Induction of a high-affinity ketanserin binding site at the 5-Hydroxytryptamine(1B) receptor by modification of its carboxy-terminal intracellular portion. Biochem Pharmacol. 2000 May 1;59(9):1117-21. doi: 10.1016/s0006-2952(99)00416-5. PMID: 10704941. 18: Grånäs C, Larhammar D. Identification of an amino acid residue important for binding of methiothepin and sumatriptan to the human 5-HT(1B) receptor. Eur J Pharmacol. 1999 Sep 10;380(2-3):171-81. doi: 10.1016/s0014-2999(99)00520-8. PMID: 10513577. 19: Xie Z, Lee SP, O'Dowd BF, George SR. Serotonin 5-HT1B and 5-HT1D receptors form homodimers when expressed alone and heterodimers when co-expressed. FEBS Lett. 1999 Jul 30;456(1):63-7. doi: 10.1016/s0014-5793(99)00918-7. PMID: 10452531. 20: Bonaventure P, Umans L, Bakker MH, Cras P, Langlois X, Luyten WH, Megens AA, Serneels L, Van Leuven F, Leysen JE. Humanization of mouse 5-hydroxytryptamine1B receptor gene by homologous recombination: in vitro and in vivo characterization. Mol Pharmacol. 1999 Jul;56(1):54-67. doi: 10.1124/mol.56.1.54. PMID: 10385684.