WAY-161503 | CAS#75704-24-4 | 5-HT(2B/C) receptor agonist

MedKoo Cat#: 145443 | Name: WAY-161503

Description:

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

WAY-161503 is a 5-HT(2B/C) receptor agonist. WAY-161503 displaces both agonist ([125I]2,5-dimethoxy-4-iodoamphetamine (DOI)) and antagonist ([3H]mesulergine) radioligand binding to the human 5-HT2C receptor.

Chemical Structure

WAY-161503

CAS#75704-24-4

Theoretical Analysis

MedKoo Cat#: 145443

Name: WAY-161503

CAS#: 75704-24-4

Chemical Formula: C11H11Cl2N3O

Exact Mass: 271.0300

Molecular Weight: 272.13

Elemental Analysis: C, 48.55; H, 4.07; Cl, 26.05; N, 15.44; O, 5.88

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.

Bulk Inquiry

Related CAS #

No Data

Synonym

WAY-161503; WAY161503; WAY 161503;

IUPAC/Chemical Name

8,9-dichloro-2,3,4,4a-tetrahydro-1H-pyrazino[1,2-a]quinoxalin-5(6H)-one

InChi Key

PHGWDAICBXUJDU-UHFFFAOYSA-N

InChi Code

1S/C11H11Cl2N3O/c12-6-3-8-9(4-7(6)13)16-2-1-14-5-10(16)11(17)15-8/h3-4,10,14H,1-2,5H2,(H,15,17)

SMILES Code

ClC1=C(Cl)C=C2N3CCNCC3C(=O)NC2=C1

Appearance

To be determined

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

To be determined

Shelf Life

>2 years if stored properly

Drug Formulation

To be determined

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 272.13 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: Rosenzweig-Lipson S, Zhang J, Mazandarani H, Harrison BL, Sabb A, Sabalski J, Stack G, Welmaker G, Barrett JE, Dunlop J. Antiobesity-like effects of the 5-HT2C receptor agonist WAY-161503. Brain Res. 2006 Feb 16;1073-1074:240-51. doi: 10.1016/j.brainres.2005.12.052. Epub 2006 Jan 20. PMID: 16430874. 2: Jastrzębska J, Frankowska M, Smaga I, Hubalewska-Mazgaj M, Suder A, Pieniążek R, Przegaliński E, Filip M. Evaluation of the 5-HT2C receptor drugs RO 60-0175, WAY 161503 and mirtazepine in a preclinical model of comorbidity of depression and cocaine addiction. Pharmacol Rep. 2023 Feb;75(1):99-118. doi: 10.1007/s43440-022-00428-2. Epub 2022 Nov 14. PMID: 36374478; PMCID: PMC9889480. 3: Hayes DJ, Mosher TM, Greenshaw AJ. Differential effects of 5-HT2C receptor activation by WAY 161503 on nicotine-induced place conditioning and locomotor activity in rats. Behav Brain Res. 2009 Feb 11;197(2):323-30. doi: 10.1016/j.bbr.2008.08.034. Epub 2008 Sep 2. PMID: 18805442. 4: Mosher TM, Smith JG, Greenshaw AJ. Aversive stimulus properties of the 5-HT2C receptor agonist WAY 161503 in rats. Neuropharmacology. 2006 Sep;51(3):641-50. doi: 10.1016/j.neuropharm.2006.05.006. Epub 2006 Jul 14. PMID: 16844150. 5: Boothman L, Raley J, Denk F, Hirani E, Sharp T. In vivo evidence that 5-HT(2C) receptors inhibit 5-HT neuronal activity via a GABAergic mechanism. Br J Pharmacol. 2006 Dec;149(7):861-9. doi: 10.1038/sj.bjp.0706935. Epub 2006 Oct 16. PMID: 17043669; PMCID: PMC2014685. 6: Mosher T, Hayes D, Greenshaw A. Differential effects of 5-HT2C receptor ligands on place conditioning and locomotor activity in rats. Eur J Pharmacol. 2005 May 16;515(1-3):107-16. doi: 10.1016/j.ejphar.2005.03.041. PMID: 15896731. 7: Cryan JF, Lucki I. Antidepressant-like behavioral effects mediated by 5-Hydroxytryptamine(2C) receptors. J Pharmacol Exp Ther. 2000 Dec;295(3):1120-6. PMID: 11082448. 8: Katsidoni V, Apazoglou K, Panagis G. Role of serotonin 5-HT2A and 5-HT2C receptors on brain stimulation reward and the reward-facilitating effect of cocaine. Psychopharmacology (Berl). 2011 Feb;213(2-3):337-54. doi: 10.1007/s00213-010-1887-7. Epub 2010 Jun 25. PMID: 20577718. 9: Quérée P, Peters S, Sharp T. Further pharmacological characterization of 5-HT(2C) receptor agonist-induced inhibition of 5-HT neuronal activity in the dorsal raphe nucleus in vivo. Br J Pharmacol. 2009 Nov;158(6):1477-85. doi: 10.1111/j.1476-5381.2009.00406.x. Epub 2009 Oct 20. PMID: 19845681; PMCID: PMC2795214. 10: do Carmo Silva RX, do Nascimento BG, Gomes GCV, da Silva NAH, Pinheiro JS, da Silva Chaves SN, Pimentel AFN, Costa BPD, Herculano AM, Lima-Maximino M, Maximino C. 5-HT2C agonists and antagonists block different components of behavioral responses to potential, distal, and proximal threat in zebrafish. Pharmacol Biochem Behav. 2021 Nov;210:173276. doi: 10.1016/j.pbb.2021.173276. Epub 2021 Sep 20. PMID: 34555392. 11: Pérez-Maceira JJ, Mancebo MJ, Aldegunde M. Serotonin-induced brain glycogenolysis in rainbow trout (Oncorhynchus mykiss). J Exp Biol. 2012 Sep 1;215(Pt 17):2969-79. doi: 10.1242/jeb.070649. PMID: 22875766. 12: Nakai K, Nakae A, Oba S, Mashimo T, Ueda K. 5-HT2C receptor agonists attenuate pain-related behaviour in a rat model of trigeminal neuropathic pain. Eur J Pain. 2010 Nov;14(10):999-1006. doi: 10.1016/j.ejpain.2010.04.008. Epub 2010 May 21. PMID: 20488736. 13: Kim ST, Doukmak EJ, Shanguhyia M, Gray DJ, Steinhardt RC. Photoactivatable Agonist-Antagonist Pair as a Tool for Precise Spatiotemporal Control of Serotonin Receptor 2C Signaling. ACS Chem Neurosci. 2023 Oct 4;14(19):3665-3673. doi: 10.1021/acschemneuro.3c00290. Epub 2023 Sep 18. PMID: 37721710; PMCID: PMC10557072. 14: Hayes DJ, Clements R, Greenshaw AJ. Effects of systemic and intra-nucleus accumbens 5-HT2C receptor compounds on ventral tegmental area self-stimulation thresholds in rats. Psychopharmacology (Berl). 2009 Apr;203(3):579-88. doi: 10.1007/s00213-008-1404-4. Epub 2008 Nov 25. PMID: 19031071. 15: Pérez-Maceira JJ, Otero-Rodiño C, Mancebo MJ, Soengas JL, Aldegunde M. Food intake inhibition in rainbow trout induced by activation of serotonin 5-HT2C receptors is associated with increases in POMC, CART and CRF mRNA abundance in hypothalamus. J Comp Physiol B. 2016 Apr;186(3):313-21. doi: 10.1007/s00360-016-0961-9. Epub 2016 Jan 29. PMID: 26832922. 16: Hayes DJ, Hoang J, Greenshaw AJ. The role of nucleus accumbens shell GABA receptors on ventral tegmental area intracranial self-stimulation and a potential role for the 5-HT(2C) receptor. J Psychopharmacol. 2011 Dec;25(12):1661-75. doi: 10.1177/0269881110389212. Epub 2010 Dec 17. PMID: 21169393. 17: Xie DJ, Uta D, Feng PY, Wakita M, Shin MC, Furue H, Yoshimura M. Identification of 5-HT receptor subtypes enhancing inhibitory transmission in the rat spinal dorsal horn in vitro. Mol Pain. 2012 Aug 20;8:58. doi: 10.1186/1744-8069-8-58. PMID: 22906126; PMCID: PMC3495670. 18: Canal CE, Booth RG, Morgan D. Support for 5-HT2C receptor functional selectivity in vivo utilizing structurally diverse, selective 5-HT2C receptor ligands and the 2,5-dimethoxy-4-iodoamphetamine elicited head-twitch response model. Neuropharmacology. 2013 Jul;70:112-21. doi: 10.1016/j.neuropharm.2013.01.007. Epub 2013 Jan 23. PMID: 23353901; PMCID: PMC3754837. 19: Egashira N, Koushi E, Mishima K, Iwasaki K, Oishi R, Fujiwara M. 2,5-Dimethoxy-4-iodoamphetamine (DOI) inhibits Delta9-tetrahydrocannabinol- induced catalepsy-like immobilization in mice. J Pharmacol Sci. 2007 Dec;105(4):361-6. doi: 10.1254/jphs.fp0071247. Epub 2007 Dec 1. PMID: 18057774. 20: Rekik M, Lluel P, Palea S. 5-Hydroxytryptamine potentiates neurogenic contractions of rat isolated urinary bladder through both 5-HT(7) and 5-HT(2C) receptors. Eur J Pharmacol. 2011 Jan 10;650(1):403-10. doi: 10.1016/j.ejphar.2010.10.027. Epub 2010 Oct 20. PMID: 20969855.