SB 699551 hydrochloride | CAS#864741-95-7 | 791789-61-2 | 5-ht5 Receptor Antagonist

MedKoo Cat#: 532677 | Name: SB699551 HCl

Description:

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

SB 699551 is a selective 5-ht5a receptor antagonist (pKi values are 8.3, < 6.0, < 6.0, < 6.0, < 5.5 and < 5.5 for 5-ht5a, 5-HT1B/D, 5-HT2A, 5-HT2C, 5-HT1A and 5-HT7 receptors respectively).

Chemical Structure

SB699551 HCl

CAS#864741-95-7 (HCl)

Theoretical Analysis

MedKoo Cat#: 532677

Name: SB699551 HCl

CAS#: 864741-95-7 (HCl)

Chemical Formula: C34H47Cl2N3O

Exact Mass: 511.3563

Molecular Weight: 584.67

Elemental Analysis: C, 69.85; H, 8.10; Cl, 12.13; N, 7.19; O, 2.74

Price and Availability

This product was removed for the commercial reasons.

Related CAS #

864741-95-7 (HCl) 791789-61-2 (free base)

Synonym

SB 699551; SB699551; SB-699551; SB699551 HCl; SB699551 hydrochloride

IUPAC/Chemical Name

3-cyclopentyl-N-(2-dimethylaminoethyl)-N-[[4-[4-[(2-phenylethylamino)methyl]phenyl]phenyl]methyl]propanamide dihydrochloride

InChi Key

QJMKBIHLMPTYTI-UHFFFAOYSA-N

InChi Code

InChI=1S/C34H45N3O.2ClH/c1-36(2)24-25-37(34(38)21-16-28-10-6-7-11-28)27-31-14-19-33(20-15-31)32-17-12-30(13-18-32)26-35-23-22-29-8-4-3-5-9-29;;/h3-5,8-9,12-15,17-20,28,35H,6-7,10-11,16,21-27H2,1-2H3;2*1H

SMILES Code

O=C(N(CCN(C)C)CC1=CC=C(C2=CC=C(CNCCC3=CC=CC=C3)C=C2)C=C1)CCC4CCCC4.[H]Cl.[H]Cl

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

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 584.67 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

1: 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. PubMed PMID: 27068146. 2: Nikiforuk A, Hołuj M, Kos T, Popik P. The effects of a 5-HT5A receptor antagonist in a ketamine-based rat model of cognitive dysfunction and the negative symptoms of schizophrenia. Neuropharmacology. 2016 Jun;105:351-60. doi: 10.1016/j.neuropharm.2016.01.035. Epub 2016 Jan 28. PubMed PMID: 26826431. 3: Mifflin KA, Benson C, Thorburn KC, Baker GB, Kerr BJ. Manipulation of Neurotransmitter Levels Has Differential Effects on Formalin-Evoked Nociceptive Behavior in Male and Female Mice. J Pain. 2016 Apr;17(4):483-98. doi: 10.1016/j.jpain.2015.12.013. Epub 2015 Dec 31. PubMed PMID: 26748043. 4: Avila-Rojas SH, Velázquez-Lagunas I, Salinas-Abarca AB, Barragán-Iglesias P, Pineda-Farias JB, Granados-Soto V. Role of spinal 5-HT5A, and 5-HT1A/1B/1D, receptors in neuropathic pain induced by spinal nerve ligation in rats. Brain Res. 2015 Oct 5;1622:377-85. doi: 10.1016/j.brainres.2015.06.043. Epub 2015 Jul 10. PubMed PMID: 26168890. 5: Sánchez-Maldonado C, López-Sánchez P, Anguiano-Robledo L, Leopoldo M, Lacivita E, Terrón JA. GR-127935-sensitive mechanism mediating hypotension in anesthetized rats: are 5-HT5B receptors involved? J Cardiovasc Pharmacol. 2015 Apr;65(4):335-41. doi: 10.1097/FJC.0000000000000200. PubMed PMID: 25502305. 6: Muñoz-Islas E, Vidal-Cantú GC, Bravo-Hernández M, Cervantes-Durán C, Quiñonez-Bastidas GN, Pineda-Farias JB, Barragán-Iglesias P, Granados-Soto V. Spinal 5-HT₅A receptors mediate 5-HT-induced antinociception in several pain models in rats. Pharmacol Biochem Behav. 2014 May;120:25-32. doi: 10.1016/j.pbb.2014.02.001. Epub 2014 Feb 8. PubMed PMID: 24517902. 7: Cervantes-Durán C, Rocha-González HI, Granados-Soto V. Peripheral and spinal 5-HT receptors participate in the pronociceptive and antinociceptive effects of fluoxetine in rats. Neuroscience. 2013 Nov 12;252:396-409. doi: 10.1016/j.neuroscience.2013.08.022. Epub 2013 Aug 27. PubMed PMID: 23994595. 8: Curtin PC, Medan V, Neumeister H, Bronson DR, Preuss T. The 5-HT5A receptor regulates excitability in the auditory startle circuit: functional implications for sensorimotor gating. J Neurosci. 2013 Jun 12;33(24):10011-20. doi: 10.1523/JNEUROSCI.4733-12.2013. PubMed PMID: 23761896. 9: Gonzalez R, Chávez-Pascacio K, Meneses A. Role of 5-HT5A receptors in the consolidation of memory. Behav Brain Res. 2013 Sep 1;252:246-51. doi: 10.1016/j.bbr.2013.05.051. Epub 2013 Jun 2. PubMed PMID: 23735322. 10: Kassai F, Schlumberger C, Kedves R, Pietraszek M, Jatzke C, Lendvai B, Gyertyán I, Danysz W. Effect of 5-HT5A antagonists in animal models of schizophrenia, anxiety and depression. Behav Pharmacol. 2012 Aug;23(4):397-406. doi: 10.1097/FBP.0b013e3283565248. PubMed PMID: 22785385. 11: Goodfellow NM, Bailey CD, Lambe EK. The native serotonin 5-HT(5A) receptor: electrophysiological characterization in rodent cortex and 5-HT(1A)-mediated compensatory plasticity in the knock-out mouse. J Neurosci. 2012 Apr 25;32(17):5804-9. doi: 10.1523/JNEUROSCI.4849-11.2012. PubMed PMID: 22539842; PubMed Central PMCID: PMC4644074. 12: Ohno Y, Imaki J, Mae Y, Takahashi T, Tatara A. Serotonergic modulation of extrapyramidal motor disorders in mice and rats: role of striatal 5-HT3 and 5-HT6 receptors. Neuropharmacology. 2011 Feb-Mar;60(2-3):201-8. doi: 10.1016/j.neuropharm.2010.08.019. Epub 2010 Sep 9. PubMed PMID: 20813116. 13: Thomas DR, Soffin EM, Roberts C, Kew JN, de la Flor RM, Dawson LA, Fry VA, Coggon SA, Faedo S, Hayes PD, Corbett DF, Davies CH, Hagan JJ. SB-699551-A (3-cyclopentyl-N-[2-(dimethylamino)ethyl]-N-[(4'-{[(2-phenylethyl)amino]methyl}-4 -biphenylyl)methyl]propanamide dihydrochloride), a novel 5-ht5A receptor-selective antagonist, enhances 5-HT neuronal function: Evidence for an autoreceptor role for the 5-ht5A receptor in guinea pig brain. Neuropharmacology. 2006 Sep;51(3):566-77. Epub 2006 Jul 17. PubMed PMID: 16846620. 14: Thomas DR. 5-ht5A receptors as a therapeutic target. Pharmacol Ther. 2006 Sep;111(3):707-14. Epub 2006 Mar 6. Review. PubMed PMID: 16516972.