Ketanserin tartrate | CAS#83846-83-7 | 5-HT2A receptor antagonist | hypertension

MedKoo Cat#: 540258 | Name: Ketanserin tartrate

Featured

Description:

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

Ketanserin tartrate is a 5-HT2A receptor and TRPV1 receptor antagonist and potential α1-adrenergic receptor antagonist used to treat hypertension. It increases capillary density in myocardial tissue, decreases blood pressure, and improves left ventricular remodeling and overall cardiac function.

Chemical Structure

Ketanserin tartrate

CAS#83846-83-7 (tartrate)

Theoretical Analysis

MedKoo Cat#: 540258

Name: Ketanserin tartrate

CAS#: 83846-83-7 (tartrate)

Chemical Formula: C26H28FN3O9

Exact Mass: 0.0000

Molecular Weight: 545.52

Elemental Analysis: C, 57.25; H, 5.17; F, 3.48; N, 7.70; O, 26.40

Price and Availability

Size	Price	Availability
50mg	USD 250.00	2 Weeks
100mg	USD 450.00	2 Weeks
250mg	USD 850.00	2 Weeks

Bulk Inquiry

Buy Now

Add to Cart

Related CAS #

83846-83-7 (tartrate) 74050-98-9 (free base)

Synonym

Ketanserin tartrate; KJK-945; KJK945; KJK 945; R 49945; R49945; R-49945

IUPAC/Chemical Name

3-(2-(4-(4-fluorobenzoyl)piperidin-1-yl)ethyl)quinazoline-2,4(1H,3H)-dione (2R,3R)-2,3-dihydroxysuccinate

InChi Key

KMTLTEVOQLMYRS-LREBCSMRSA-N

InChi Code

InChI=1S/C22H22FN3O3.C4H6O6/c23-17-7-5-15(6-8-17)20(27)16-9-11-25(12-10-16)13-14-26-21(28)18-3-1-2-4-19(18)24-22(26)29;5-1(3(7)8)2(6)4(9)10/h1-8,16H,9-14H2,(H,24,29);1-2,5-6H,(H,7,8)(H,9,10)/t;1-,2-/m.1/s1

SMILES Code

O=C(N1CCN2CCC(C(C3=CC=C(F)C=C3)=O)CC2)NC4=C(C=CC=C4)C1=O.O[C@H]([C@H](C(O)=O)O)C(O)=O

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:

Ketanserin (R41468) tartrate is a selective 5-HT2 receptor antagonist.

In vitro activity:

Ketanserin blocked hERG current (I(hERG)) in a concentration-dependent manner (IC50=0.11 microM). These results suggest that ketanserin binds to and blocks the open hERG channels in the pore helix and the S6 domain; channel inactivation is also involved in the blockade of hERG channels. Reference: Br J Pharmacol. 2008 Oct;155(3):365-73. https://pubmed.ncbi.nlm.nih.gov/18574455/

In vivo activity:

Ketanserin but not GR127935, inhibited Ca(2+)-induced contraction of depolarised strips of guinea-pig ileum longitudinal muscle/myenteric plexus, however, in rabbit saphenous vein and guinea-pig jugular vein, 5-HT receptor mediated responses were insensitive to nifedipine (Ca2+ channel blocker), eliminating the possibility that the inhibitory effects of ketanserin and GR127935 were due to the blockade of voltage-operated Ca2+ channels. Thus, antagonism by ketanserin and GR127935 confirms the presence of 5-HT1D receptors in rabbit saphenous vein and guinea-pig jugular vein. Reference: Eur J Pharmacol. 1995 Sep 5;283(1-3):199-206. https://pubmed.ncbi.nlm.nih.gov/7498311/

	Solvent	mg/mL	mM
Solubility
	DMSO	87.5	160.40
	DMSO:PBS (pH 7.2) (1:9)	0.1	0.18
	Water	5.7	10.49

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 545.52 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. Tang Q, Li ZQ, Li W, Guo J, Sun HY, Zhang XH, Lau CP, Tse HF, Zhang S, Li GR. The 5-HT2 antagonist ketanserin is an open channel blocker of human cardiac ether-à-go-go-related gene (hERG) potassium channels. Br J Pharmacol. 2008 Oct;155(3):365-73. doi: 10.1038/bjp.2008.261. Epub 2008 Jun 23. PMID: 18574455; PMCID: PMC2567890. 2. Zgombick JM, Schechter LE, Kucharewicz SA, Weinshank RL, Branchek TA. Ketanserin and ritanserin discriminate between recombinant human 5-HT1D alpha and 5-HT1D beta receptor subtypes. Eur J Pharmacol. 1995 Sep 15;291(1):9-15. doi: 10.1016/0922-4106(95)90183-3. PMID: 8549648. 3. Razzaque Z, Longmore J, Hill RG. Differences in the effects of ketanserin and GR127935 on 5-HT-receptor mediated responses in rabbit saphenous vein and guinea-pig jugular vein. Eur J Pharmacol. 1995 Sep 5;283(1-3):199-206. doi: 10.1016/0014-2999(95)00349-p. PMID: 7498311. 4. Van Nueten JM, Janssen PA, Van Beek J, Xhonneux R, Verbeuren TJ, Vanhoutte PM. Vascular effects of ketanserin (R 41 468), a novel antagonist of 5-HT2 serotonergic receptors. J Pharmacol Exp Ther. 1981 Jul;218(1):217-30. PMID: 6113280.

In vitro protocol:

In vivo protocol:

1. Razzaque Z, Longmore J, Hill RG. Differences in the effects of ketanserin and GR127935 on 5-HT-receptor mediated responses in rabbit saphenous vein and guinea-pig jugular vein. Eur J Pharmacol. 1995 Sep 5;283(1-3):199-206. doi: 10.1016/0014-2999(95)00349-p. PMID: 7498311. 2. Van Nueten JM, Janssen PA, Van Beek J, Xhonneux R, Verbeuren TJ, Vanhoutte PM. Vascular effects of ketanserin (R 41 468), a novel antagonist of 5-HT2 serotonergic receptors. J Pharmacol Exp Ther. 1981 Jul;218(1):217-30. PMID: 6113280.

1: Tu X, Zuo J, Hu K, Kang J, Mei Y, Wang N. Effect of Systemic Application of 5-Hydroxytryptamine on Hypoglossal Nerve Discharge in Anesthetized Rats. J Mol Neurosci. 2015 Nov;57(3):435-45. doi: 10.1007/s12031-015-0590-x. Epub 2015 Jun 16. PubMed PMID: 26076739. 2: Suzukawa M, Nakamura H. Effects of ketanserin tartrate on 3-hydroxy, 3-methylglutaryl coenzyme A reductase activity in cultured human skin fibroblasts. Cardiovasc Drugs Ther. 1990 Jan;4 Suppl 1:69-72. PubMed PMID: 1981023. 3: Nakamura H, Hirata F, Yasugi T, Mizuno M, Saito E, Ishikawa T, Tada N, Nakaya N, Homma Y, Takeuchi I. Effects of ketanserin tartrate on serum lipids in patients with essential hypertension. Drugs. 1988;36 Suppl 1:25-34. PubMed PMID: 3071460. 4: Suzukawa M, Nakamura H. Effect of ketanserin tartrate on HMG CoA reductase and LDL receptor activity in cultured human skin fibroblasts. Eur J Clin Pharmacol. 1990;39(3):217-20. PubMed PMID: 2257855. 5: Grasso C, Li Volsi G, Barresi M. Serotonin modifies the spontaneous spiking activity of gracile nucleus neurons in rats: role of 5-HT1A and 5-HT2 receptors. Arch Ital Biol. 2016 Jun 1;154(2-3):39-49. doi: 10.4449/aib.v154i2/3.3430. PubMed PMID: 27918061. 6: Meuldermans W, Hendrickx J, Woestenborghs R, Van Peer A, Lauwers W, De Cree J, Heykants J. Absorption, metabolism and excretion of ketanserin in man after oral administration. Arzneimittelforschung. 1988 Jun;38(6):789-94. PubMed PMID: 3178919. 7: Ding L, He S, Wu W, Jin H, Zhu P, Zhang J, Wang T, Yuan Y, Yan X. Discovery and Structure-Based Optimization of 6-Bromotryptamine Derivatives as Potential 5-HT2A Receptor Antagonists. Molecules. 2015 Sep 23;20(9):17675-83. doi: 10.3390/molecules200917675. PubMed PMID: 26404234. 8: Scalbert E, Richer C, Giudicelli JF. Ketanserin: systemic and regional hemodynamic characterization of its serotonergic and alpha-adrenergic receptor blocking effects in the pithed SHR. J Cardiovasc Pharmacol. 1989 Jan;13(1):94-104. PubMed PMID: 2468942. 9: Song Z, Meyerson BA, Linderoth B. Spinal 5-HT receptors that contribute to the pain-relieving effects of spinal cord stimulation in a rat model of neuropathy. Pain. 2011 Jul;152(7):1666-73. doi: 10.1016/j.pain.2011.03.012. Epub 2011 Apr 22. PubMed PMID: 21514998. 10: 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. 11: Fujikura H, Kato H, Araki T, Ban H, Hasegawa Y, Kogure K. Effects of naftidrofuryl oxalate, a 5-HT2 antagonist, on neuronal damage and local cerebral blood flow following transient cerebral ischemia in gerbils. Brain Res. 1994 Feb 4;636(1):103-6. PubMed PMID: 7908849. 12: Wolf A, Caldarola-Pastuszka M, Uphouse L. Facilitation of female rat lordosis behavior by hypothalamic infusion of 5-HT(2A/2C) receptor agonists. Brain Res. 1998 Jan 1;779(1-2):84-95. PubMed PMID: 9473601. 13: Okazaki R, Namba H, Yoshida H, Okai H, Miura T, Kawamura M. The antiallodynic effect of Neurotropin is mediated via activation of descending pain inhibitory systems in rats with spinal nerve ligation. Anesth Analg. 2008 Sep;107(3):1064-9. doi: 10.1213/ane.0b013e31817e7a59. PubMed PMID: 18713930. 14: Uphouse L, White S, Harrison L, Hiegel C, Majumdar D, Guptarak J, Truitt WA. Restraint accentuates the effects of 5-HT2 receptor antagonists and a 5-HT1A receptor agonist on lordosis behavior. Pharmacol Biochem Behav. 2003 Aug;76(1):63-73. PubMed PMID: 13679218. 15: Chaiseha Y, Kang SW, Leclerc B, Kosonsiriluk S, Sartsoongnoen N, El Halawani ME. Serotonin receptor subtypes influence prolactin secretion in the turkey. Gen Comp Endocrinol. 2010 Jan 1;165(1):170-5. doi: 10.1016/j.ygcen.2009.06.018. Epub 2009 Jun 18. PubMed PMID: 19540238. 16: Yoneda M, Taché Y. Serotonin enhances gastric acid response to TRH analogue in dorsal vagal complex through 5-HT2 receptors in rats. Am J Physiol. 1995 Jul;269(1 Pt 2):R1-6. PubMed PMID: 7631881. 17: Monte AP, Marona-Lewicka D, Parker MA, Wainscott DB, Nelson DL, Nichols DE. Dihydrobenzofuran analogues of hallucinogens. 3. Models of 4-substituted (2,5-dimethoxyphenyl)alkylamine derivatives with rigidified methoxy groups. J Med Chem. 1996 Jul 19;39(15):2953-61. PubMed PMID: 8709129. 18: Nichols DE, Frescas S, Marona-Lewicka D, Huang X, Roth BL, Gudelsky GA, Nash JF. 1-(2,5-Dimethoxy-4-(trifluoromethyl)phenyl)-2-aminopropane: a potent serotonin 5-HT2A/2C agonist. J Med Chem. 1994 Dec 9;37(25):4346-51. PubMed PMID: 7996545. 19: Matsumoto RR, Hussong MJ, Truong DD. Effects of selective serotonergic ligands on posthypoxic audiogenic myoclonus. Mov Disord. 1995 Sep;10(5):615-21. PubMed PMID: 8552114. 20: Kommalage M, Höglund AU. Involvement of spinal serotonin receptors in the regulation of intraspinal acetylcholine release. Eur J Pharmacol. 2005 Feb 21;509(2-3):127-34. PubMed PMID: 15733547.