BRL 15572 free base

For research use only. Not for therapeutic Use.

  • CAT Number: I023695
  • CAS Number: 734517-40-9
  • Molecular Formula: C25H27ClN2O
  • Molecular Weight: 406.95
  • Purity: 98%
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BRL 15572 (free base)(CAT: I023695) is a selective antagonist of the human 5-HT(1D) receptors. It specifically binds to and blocks the activity of the h5-HT(1D) receptor subtype. The h5-HT(1D) receptor is a subtype of the serotonin receptor that is involved in regulating neurotransmission and has been implicated in various physiological and pathological processes. BRL 15572 (free base) is commonly used in research to study the function and pharmacology of the h5-HT(1D) receptor and its potential role in different biological systems.


Catalog Number I023695
CAS Number 734517-40-9
Synonyms

BRL 15572; BRL15572; BRL-15572

Molecular Formula C25H27ClN2O
Purity 98%
Solubility Soluble in DMSO
Appearance Solid powder
Storage Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
IUPAC Name 3-(4-(3-chlorophenyl)piperazin-1-yl)-1,1-diphenylpropan-2-ol
InChI InChI=1S/C25H27ClN2O/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
InChIKey QJHCTHPYUOXOGM-UHFFFAOYSA-N
SMILES OC(C(c1ccccc1)c2ccccc2)CN3CCN(c4cc(Cl)ccc4)CC3
Reference

1: Schlicker E, Fink K, Molderings GJ, Price GW, Duckworth M, Gaster L, Middlemiss DN, Zentner J, Likungu J, Göthert M. Effects of selective h5-HT1B (SB-216641) and h5-HT1D (BRL-15572) receptor ligands on guinea-pig and human 5-HT auto- and heteroreceptors. Naunyn Schmiedebergs Arch Pharmacol. 1997 Sep;356(3):321-7. doi: 10.1007/pl00005057. PMID: 9303568.
2: Price GW, Burton MJ, Collin LJ, Duckworth M, Gaster L, Göthert M, Jones BJ, Roberts C, Watson JM, Middlemiss DN. SB-216641 and BRL-15572–compounds to pharmacologically discriminate h5-HT1B and h5-HT1D receptors. Naunyn Schmiedebergs Arch Pharmacol. 1997 Sep;356(3):312-20. doi: 10.1007/pl00005056. PMID: 9303567.
3: Quiñonez-Bastidas GN, Pineda-Farias JB, Flores-Murrieta FJ, Rodríguez- Silverio J, Reyes-García JG, Godínez-Chaparro B, Granados-Soto V, Rocha-González HI. Antinociceptive effect of (-)-epicatechin in inflammatory and neuropathic pain in rats. Behav Pharmacol. 2018 Apr;29(2 and 3-Spec Issue):270-279. doi: 10.1097/FBP.0000000000000320. PMID: 28590304.
4: Godínez-Chaparro B, López-Santillán FJ, Argüelles CF, Villalón CM, Granados- Soto V. Role of 5-HT₁B/₁D receptors in the reduction of formalin-induced nociception and secondary allodynia/hyperalgesia produced by antimigraine drugs in rats. Life Sci. 2013 Jun 13;92(22):1046-54. doi: 10.1016/j.lfs.2013.03.023. Epub 2013 Apr 9. PMID: 23583574.
5: Guo L, Zhao L, Ming P, Hong L, Liu A, Li R. Sumatriptan inhibits the electrophysiological activity of ASICs in rat trigeminal ganglion neurons. Eur J Pharmacol. 2018 Dec 15;841:98-103. doi: 10.1016/j.ejphar.2018.10.013. Epub 2018 Oct 16. PMID: 30336137.
6: Mata-Bermudez A, Izquierdo T, de Los Monteros-Zuñiga E, Coen A, Godínez- Chaparro B. Antiallodynic effect induced by [6]-gingerol in neuropathic rats is mediated by activation of the serotoninergic system and the nitric oxide-cyclic guanosine monophosphate-adenosine triphosphate-sensitive K+ channel pathway. Phytother Res. 2018 Dec;32(12):2520-2530. doi: 10.1002/ptr.6191. Epub 2018 Sep 24. PMID: 30251306.
7: Hopwood SE, Stamford JA. Multiple 5-HT(1) autoreceptor subtypes govern serotonin release in dorsal and median raphé nuclei. Neuropharmacology. 2001 Mar;40(4):508-19. doi: 10.1016/s0028-3908(00)00192-1. PMID: 11249960.
8: Diniz DA, Petrocchi JA, Navarro LC, Souza TC, Castor MG, Perez AC, Duarte ID, Romero TR. Serotonin induces peripheral mechanical antihyperalgesic effects in mice. Eur J Pharmacol. 2015 Nov 15;767:94-7. doi: 10.1016/j.ejphar.2015.10.012. Epub 2015 Oct 13. PMID: 26460149.
9: Verheggen R, Hundeshagen AG, Brown AM, Schindler M, Kaumann AJ. 5-HT1B receptor-mediated contractions in human temporal artery: evidence from selective antagonists and 5-HT receptor mRNA expression. Br J Pharmacol. 1998 Aug;124(7):1345-54. doi: 10.1038/sj.bjp.0701929. PMID: 9723944; PMCID: PMC1565520.
10: Vidal-Cantú GC, Jiménez-Hernández M, Rocha-González HI, Villalón CM, Granados-Soto V, Muñoz-Islas E. Role of 5-HT5A and 5-HT1B/1D receptors in the antinociception produced by ergotamine and valerenic acid in the rat formalin test. Eur J Pharmacol. 2016 Jun 15;781:109-16. doi: 10.1016/j.ejphar.2016.04.009. Epub 2016 Apr 8. PMID: 27068146.

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