RS-127445 | CAS#199864-87-4 | 5-HT2B receptor antagonist

MedKoo Cat#: 526679 | Name: RS-127445

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Description:

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

RS-127445 is a selective; high affinity; orally bioavailable serotonin 5-HT2B receptor antagonist. RS-127445 was found to have nanomolar affinity for the 5-HT2B receptor (pKi = 9.5+/-0.1) and 1,000 fold selectivity for this receptor as compared to numerous other receptor and ion channel binding sites. RS-127445 potently antagonized 5-HT-evoked formation of inositol phosphates (pK(B) = 9.5+/-0.1) and 5-HT-evoked increases in intracellular calcium (pIC50 = 10.4+/-0.1). RS-127445 also blocked 5-HT-evoked contraction of rat isolated stomach fundus (pA2 = 9.5+/-1.1) and (+/-)alpha-methyl-5-HT-mediated relaxation of the rat jugular vein (pA2 = 9.9+/-0.3).

Chemical Structure

RS-127445

CAS#199864-87-4 (free base)

Theoretical Analysis

MedKoo Cat#: 526679

Name: RS-127445

CAS#: 199864-87-4 (free base)

Chemical Formula: C17H16FN3

Exact Mass: 281.1328

Molecular Weight: 281.33

Elemental Analysis: C, 72.58; H, 5.73; F, 6.75; N, 14.94

Price and Availability

Size	Price	Availability	Quantity
10mg	USD 350.00	2 Weeks

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Related CAS #

199864-86-3 (HCl) 199864-87-4 (free base) 199864-88-5 (maleate)

Synonym

RS-127445; RS 127445; RS127445; MT-500; MT 500; MT500.

IUPAC/Chemical Name

2-Amino-4-(4-fluoronaphth-1-yl)-6-isopropylpyrimidine

InChi Key

ZZZQXCUPAJFVBN-UHFFFAOYSA-N

InChi Code

InChI=1S/C17H16FN3/c1-10(2)15-9-16(21-17(19)20-15)13-7-8-14(18)12-6-4-3-5-11(12)13/h3-10H,1-2H3,(H2,19,20,21)

SMILES Code

CC(C1=CC(C2=C3C=CC=CC3=C(F)C=C2)=NC(N)=N1)C

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, not in water

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 281.33 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

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PMID: 11575715. 5: Bassil AK, Taylor CM, Bolton VJ, Gray KM, Brown JD, Cutler L, Summerfield SG, Bruton G, Winchester WJ, Lee K, Sanger GJ. Inhibition of colonic motility and defecation by RS-127445 suggests an involvement of the 5-HT2B receptor in rodent large bowel physiology. Br J Pharmacol. 2009 Sep;158(1):252-8. doi: 10.1111/j.1476-5381.2009.00155.x. Epub 2009 Apr 9. PMID: 19371340; PMCID: PMC2795249. 6: Cervantes-Durán C, Vidal-Cantú GC, Godínez-Chaparro B, Granados-Soto V. Role of spinal 5-HT2 receptors subtypes in formalin-induced long-lasting hypersensitivity. Pharmacol Rep. 2016 Apr;68(2):434-42. doi: 10.1016/j.pharep.2015.11.009. Epub 2015 Dec 14. PMID: 26922550. 7: Cathala A, Lucas G, López-Terrones E, Revest JM, Artigas F, Spampinato U. Differential expression of serotonin2B receptors in GABAergic and serotoninergic neurons of the rat and mouse dorsal raphe nucleus. Mol Cell Neurosci. 2022 Jul;121:103750. doi: 10.1016/j.mcn.2022.103750. Epub 2022 Jun 10. PMID: 35697176. 8: Martin P, Maurice T, Gammaitoni A, Farfel G, Boyd B, Galer B. Fenfluramine modulates the anti-amnesic effects induced by sigma-1 receptor agonists and neuro(active)steroids in vivo. Epilepsy Behav. 2022 Feb;127:108526. doi: 10.1016/j.yebeh.2021.108526. Epub 2022 Jan 7. PMID: 35007961. 9: Löfdahl A, Wenglén C, Rydell-Törmänen K, Westergren-Thorsson G, Larsson- Callerfelt AK. Effects of 5-Hydroxytryptamine Class 2 Receptor Antagonists on Bronchoconstriction and Pulmonary Remodeling Processes. Am J Pathol. 2018 May;188(5):1113-1119. doi: 10.1016/j.ajpath.2018.01.006. Epub 2018 Feb 16. PMID: 29454752. 10: Pineda-Farias JB, Velázquez-Lagunas I, Barragán-Iglesias P, Cervantes-Durán C, Granados-Soto V. 5-HT2B Receptor Antagonists Reduce Nerve Injury- Induced Tactile Allodynia and Expression of 5-HT2B Receptors. Drug Dev Res. 2015 Feb;76(1):31-39. doi: 10.1002/ddr.21238. Epub 2015 Jan 25. PMID: 25620128. 11: Devroye C, Cathala A, Di Marco B, Caraci F, Drago F, Piazza PV, Spampinato U. Central serotonin(2B) receptor blockade inhibits cocaine-induced hyperlocomotion independently of changes of subcortical dopamine outflow. Neuropharmacology. 2015 Oct;97:329-37. doi: 10.1016/j.neuropharm.2015.06.012. Epub 2015 Jun 25. PMID: 26116760. 12: Ayme-Dietrich E, Marzak H, Lawson R, Mokni W, Wendling O, Combe R, Becker J, El Fertak L, Champy MF, Matz R, Andriantsitohaina R, Doly S, Boutourlinsky K, Maroteaux L, Monassier L. Contribution of serotonin to cardiac remodeling associated with hypertensive diastolic ventricular dysfunction in rats. J Hypertens. 2015 Nov;33(11):2310-21. doi: 10.1097/HJH.0000000000000695. PMID: 26259125. 13: Cervantes-Durán C, Vidal-Cantú GC, Barragán-Iglesias P, Pineda-Farias JB, Bravo-Hernández M, Murbartián J, Granados-Soto V. Role of peripheral and spinal 5-HT2B receptors in formalin-induced nociception. Pharmacol Biochem Behav. 2012 Jul;102(1):30-5. doi: 10.1016/j.pbb.2012.03.015. Epub 2012 Mar 25. PMID: 22476011. 14: Cathala A, Devroye C, Robert É, Vallée M, Revest JM, Artigas F, Spampinato U. Serotonin2B receptor blockade in the rat dorsal raphe nucleus suppresses cocaine-induced hyperlocomotion through an opposite control of mesocortical and mesoaccumbens dopamine pathways. Neuropharmacology. 2020 Dec 1;180:108309. doi: 10.1016/j.neuropharm.2020.108309. Epub 2020 Sep 18. PMID: 32956675. 15: Devroye C, Haddjeri N, Cathala A, Rovera R, Drago F, Piazza PV, Artigas F, Spampinato U. Opposite control of mesocortical and mesoaccumbal dopamine pathways by serotonin2B receptor blockade: Involvement of medial prefrontal cortex serotonin1A receptors. Neuropharmacology. 2017 Jun;119:91-99. doi: 10.1016/j.neuropharm.2017.04.001. Epub 2017 Apr 5. PMID: 28390892. 16: Takeuchi K, Mohammad S, Ozaki T, Morioka E, Kawaguchi K, Kim J, Jeong B, Hong JH, Lee KJ, Ikeda M. Serotonin-2C receptor involved serotonin-induced Ca²⁺ mobilisations in neuronal progenitors and neurons in rat suprachiasmatic nucleus. Sci Rep. 2014 Feb 17;4:4106. doi: 10.1038/srep04106. PMID: 24531181; PMCID: PMC3925950. 17: Ohia SE, Njie-Mbye YF, Robinson J, Mitchell L, Mckoy M, Opere CA, Sharif NA. Serotonin-2B/2C Receptors Mediate Bovine Ciliary Muscle Contraction: Role in Intraocular Pressure Regulation. J Ocul Pharmacol Ther. 2018 Jan/Feb;34(1-2):70-75. doi: 10.1089/jop.2017.0123. Epub 2018 Jan 24. PMID: 29364761. 18: Ohashi-Doi K, Himaki D, Nagao K, Kawai M, Gale JD, Furness JB, Kurebayashi Y. A selective, high affinity 5-HT 2B receptor antagonist inhibits visceral hypersensitivity in rats. Neurogastroenterol Motil. 2010 Feb;22(2):e69-76. doi: 10.1111/j.1365-2982.2009.01395.x. Epub 2009 Sep 9. PMID: 19740115. 19: O'Mahony SM, Bulmer DC, Coelho AM, Fitzgerald P, Bongiovanni C, Lee K, Winchester W, Dinan TG, Cryan JF. 5-HT(2B) receptors modulate visceral hypersensitivity in a stress-sensitive animal model of brain-gut axis dysfunction. Neurogastroenterol Motil. 2010 May;22(5):573-8, e124. doi: 10.1111/j.1365-2982.2009.01432.x. Epub 2009 Dec 9. PMID: 20003079. 20: Devroye C, Cathala A, Haddjeri N, Rovera R, Vallée M, Drago F, Piazza PV, Spampinato U. Differential control of dopamine ascending pathways by serotonin2B receptor antagonists: New opportunities for the treatment of schizophrenia. Neuropharmacology. 2016 Oct;109:59-68. doi: 10.1016/j.neuropharm.2016.05.024. Epub 2016 May 31. PMID: 27260325.