KETANSERIN TARTRATE

Possibly Marketed Outside US

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C22H22FN3O3.C4H6O6
Molecular Weight	545.5136
Optical Activity	UNSPECIFIED
Defined Stereocenters	2 / 2
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

O[C@H]([C@@H](O)C(O)=O)C(O)=O.FC1=CC=C(C=C1)C(=O)C2CCN(CCN3C(=O)NC4=C(C=CC=C4)C3=O)CC2

InChI

InChIKey=KMTLTEVOQLMYRS-LREBCSMRSA-N

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

HIDE SMILES / InChI

Molecular Formula	C4H6O6
Molecular Weight	150.0868
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	2 / 2
E/Z Centers	0
Optical Activity	UNSPECIFIED

Molecular Formula	C22H22FN3O3
Molecular Weight	395.4268
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/17147663

Ketanserin is a selective 5HT2A receptor antagonist which was initially developed as an anti-hypertensive medicine. However, now the drug is available as a topical gel formulation for the treatment of wounds, burns, ulcers and anal fissure (Sufrexal brand name). The drug action is explained by its ability to accelerate epithelialization.

CNS Activity

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Serotonin 2a (5-HT2a) receptor 230 Target ID: CHEMBL224 Sources: https://www.ncbi.nlm.nih.gov/pubmed/12569067	Antagonist 2760		2.7 nM [Ki]

Conditions

Condition	Modality	Highest Phase	Product
Skin ulcer 7 Sources: http://www.medicatione.com/?c=drug&s=sufrexal%20p&ingredient=benzocaine/ketanserin	Curative	Approved 8360	Sufrexal Approved Use Non-neoplastic dermal and uterine cervix ulcers. Traumatic wounds such as decubitus ulcers. Preparation of tissue for grafting and flaps. Uninfected burns. Regeneration of the uterine cervix. Anal fissure
Cervix ulcer 2 Sources: http://www.medicatione.com/?c=drug&s=sufrexal%20p&ingredient=benzocaine/ketanserin	Curative	Approved 8360	Sufrexal Approved Use Non-neoplastic dermal and uterine cervix ulcers. Traumatic wounds such as decubitus ulcers. Preparation of tissue for grafting and flaps. Uninfected burns. Regeneration of the uterine cervix. Anal fissure
Traumatic wounds 2 Sources: http://www.medicatione.com/?c=drug&s=sufrexal%20p&ingredient=benzocaine/ketanserin	Curative	Approved 8360	Sufrexal Approved Use Non-neoplastic dermal and uterine cervix ulcers. Traumatic wounds such as decubitus ulcers. Preparation of tissue for grafting and flaps. Uninfected burns. Regeneration of the uterine cervix. Anal fissure
Burn 40 Sources: http://www.medicatione.com/?c=drug&s=sufrexal%20p&ingredient=benzocaine/ketanserin	Curative	Approved 8360	Sufrexal Approved Use Non-neoplastic dermal and uterine cervix ulcers. Traumatic wounds such as decubitus ulcers. Preparation of tissue for grafting and flaps. Uninfected burns. Regeneration of the uterine cervix. Anal fissure
Anal fissure 6 Sources: http://www.medicatione.com/?c=drug&s=sufrexal%20p&ingredient=benzocaine/ketanserin	Curative	Approved 8360	Sufrexal Approved Use Non-neoplastic dermal and uterine cervix ulcers. Traumatic wounds such as decubitus ulcers. Preparation of tissue for grafting and flaps. Uninfected burns. Regeneration of the uterine cervix. Anal fissure

PubMed

Title	Date	PubMed
Differential modes of agonist binding to 5-hydroxytryptamine(2A) serotonin receptors revealed by mutation and molecular modeling of conserved residues in transmembrane region 5.	2000 Nov	11040033
Expression of 5-HT(2A), 5-HT(2B) and 5-HT(2C) receptors in the mouse embryo.	2000 Nov	10978843
Gastroprokinetic effect and mechanism of SK-896, a new motilin analogue, during the interdigestive period in conscious dogs.	2001	11490202
Central serotonergic mechanisms on head twitch response induced by benzodiazepine receptor agonists.	2001	11287817
Ketanserin for the treatment of preeclampsia.	2001	11234612
An endogenous 5-HT(7) receptor mediates pigment granule dispersion in Xenopus laevis melanophores.	2001 Apr	11309252
Mechanism of airway hyperresponsiveness to adenosine induced by allergen challenge in actively sensitized Brown Norway rats.	2001 Apr	11264245
Antagonism of 5-hydroxytryptamine(2a) receptors attenuates the behavioral effects of cocaine in rats.	2001 Apr	11259563
Characterization of the serotonin receptor mediating contraction in the mouse thoracic aorta and signal pathway coupling.	2001 Apr	11259531
5-HT1A and 5-HT2 receptors differentially regulate the excitability of 5-HT-containing neurones of the guinea pig dorsal raphe nucleus in vitro.	2001 Apr 27	11311877
Use of topical ketanserin for the treatment of ulcers in leprosy patients.	2001 Apr-Jun	11579646
Blood pressure patterns in pregnant patients on oral ketanserin.	2001 Apr-May	11447496
Evidence that hypophagia induced by d-fenfluramine and d-norfenfluramine in the rat is mediated by 5-HT2C receptors.	2001 Aug	11489456
5-HT1A receptor-mediated activation of G-protein-gated inwardly rectifying K+ current in rat periaqueductal gray neurons.	2001 Aug	11489454
Activation of spinal serotonin(2A/2C) receptors augments nociceptive responses in the rat.	2001 Aug 10	11489268
Role of 5-HT(2) receptor subtypes in depletion of 5-HT induced by p-chloroamphetamine in the mouse frontal cortex.	2001 Aug 24	11511381
Serotonin(2) receptors mediate respiratory recovery after cervical spinal cord hemisection in adult rats.	2001 Dec	11717232
Influence of serotonin on the glutamate-induced excitations of secondary vestibular neurons in the rat.	2001 Dec	11716569
Inhibitory presynaptic 5-hydroxytryptamine(2A) receptors regulate evoked glutamate release from rat cerebellar mossy fibers.	2001 Dec	11714900
Pharmacological characterisation of the decrease in 5-HT synthesis in the mouse brain evoked by the selective serotonin re-uptake inhibitor citalopram.	2001 Feb	11218075
Serotonin modifies the neuronal inhibitory responses to gamma-aminobutyric acid in the red nucleus: a microiontophoretic study in the rat.	2001 Jan	11161597
Post-ictal analgesia: involvement of opioid, serotoninergic and cholinergic mechanisms.	2001 Jan 12	11150491
Mapping of 5-HT2A receptors and their mRNA in monkey brain: [3H]MDL100,907 autoradiography and in situ hybridization studies.	2001 Jan 22	11135236
Activation of nicotinic receptors on GABAergic amacrine cells in the rabbit retina indirectly stimulates dopamine release.	2001 Jan-Feb	11347816
Researching the antidepressant actions of Hypericum perforatum (St. John's wort) in animals and man.	2001 Jul	11518072
Altered serotonin 2A receptor activity in women who have recovered from bulimia nervosa.	2001 Jul	11431241
Effects of 5-HT2 and 5-HT3 receptors on the modulation of nociceptive transmission in rat spinal cord according to the formalin test.	2001 Jul 13	11470259
The effects of hypothyroidism on 5-HT1A and 5-HT2A receptors and the serotonin transporter protein in the rat brain.	2001 Jul-Aug	11508497
Different receptor subtypes are involved in the serotonin-induced modulation of epileptiform activity in rat frontal cortex in vitro.	2001 Jun	11453105
The cloned human 5-HT7 receptor splice variants: a comparative characterization of their pharmacology, function and distribution.	2001 Jun	11414657
Effect of bile salts on colonic mucus secretion in isolated vascularly perfused rat colon.	2001 Jun	11414298
Relaxation induced by serotonin and sumatriptan in isolated guinea pig gallbladder strips.	2001 Mar	11426669
Could the 5-HT1B receptor inverse agonism affect learning consolidation?	2001 Mar	11323083
Apomorphine-induced aggressive behaviour in para-chlorophenylalanine-treated male rats: implications to brain.	2001 Mar	11245410
Pharmacological characterization of locomotor sensitization induced by chronic phencyclidine administration.	2001 Mar	11181923
The inhibitory effect of serotonin on the spontaneous discharge of suprachiasmatic neurons in hypothalamic slice is mediated by 5-HT(7) receptor.	2001 Mar 1	11306191
Systemic vascular effects of thrombin and thrombin receptor activating peptide in rats.	2001 Mar 15	11323004
Do mucosal mast cells contribute to the immediate asthma response?	2001 May	11430471
Association study of the 5-HT(2A) receptor gene polymorphism, T102C and essential hypertension.	2001 May	11378836
Immediate allergic response in small airways.	2001 May	11371419
Influence of serotonin receptor antagonists on substance P and serotonin release evoked by tooth pulp stimulation with electro-acupuncture in the trigeminal nucleus cudalis of the rabbit.	2001 May	11311404
Phrenic long-term facilitation requires 5-HT receptor activation during but not following episodic hypoxia.	2001 May	11299296
Characterisation of agonist binding on human 5-HT2C receptor isoforms.	2001 May 11	11426831
Anxiolytic effects of aniracetam in three different mouse models of anxiety and the underlying mechanism.	2001 May 18	11412837
Serotonergic regulation of crustacean hyperglycemic hormone secretion in the crayfish, Procambarus clarkii.	2001 May-Jun	11331509
Binding affinity of a newly synthesized 5-HT2 antagonist, AT-1015 (N-[2-[4-(5H-Dibenzo[a,d]cyclohepten-5-ylidene)-piperidino]ethyl]-1-formyl-4-piperidinecarboxamide monohydrochloride monohydrate), in the rabbit platelet membrane.	2001 Oct	11642330
Enhanced contraction to 5-hydroxytryptamine is not due to "unmasking" of 5-hydroxytryptamine(1b) receptors in the mesenteric artery of the deoxycorticosterone acetate-salt rat.	2001 Oct	11641304
Physiology and pathophysiology of the serotonergic system and its implications on mental and physical performance. Part II.	2001 Oct	11590475
Ketanserin attenuates the behavioural effects of corticosterone: implications for 5-HT(2A) receptor regulation.	2001 Oct 5	11675041
Prostaglandins may participate in opioidergic and cholinergic control of the diurnal changes of tuberoinfundibular dopaminergic neuronal activity and serum prolactin level in ovariectomized, estrogen-treated rats.	2001 Sep 1	11604250

Patents

Sample Use Guides

In Vivo Use Guide

Apply a thin layer twice a day (topical gel) or use one applicator every 24 hours at night before bed for two weeks (vaginal application). In case of anal fissure, apply a small amount of the gel digitally in the anus area 3 times a day, preferably after bowel movement and cleaning the area with soap and water. The minimum recommended treatment time is 15 days.

Route of Administration: Topical

In Vitro Use Guide

2% and 20% topical ketanserin significantly accelerates both the vascular epithelial rates of wound healing in full-thickness nonpathologic skin wounds.

Substance Class	Chemical Created by `admin` on `Thu Jul 06 01:19:43 UTC 2023` Edited by `admin` on `Thu Jul 06 01:19:43 UTC 2023`
Record UNII	645498QK7H
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

KETANSERIN TARTRATE

Common Name

English

PERKETAN

Brand Name

English

KET

Brand Name

English

R 49945

Code

English

3-(2-(4-(4-FLUOROBENZOYL)PIPERIDINO)ETHYL)QUINAZOLINE-2,4(1H,3H)-DIONE TARTRATE

Systematic Name

English

KETANSERIN TARTRATE [MART.]

Common Name

English

KJK 945

Code

English

KETANSERIN TARTRATE [JAN]

Common Name

English

Ketanserin tartrate [WHO-DD]

Common Name

English

3-(2-(4-(4-FLUOROBENZOYL)PIPERIDINO)ETHYL)QUINAZOLINE-2,4(1H,3H)-DIONE L-TARTRATE

Systematic Name

English

NSC-758959

Code

English

KETANSERIN TARTRATE [MI]

Common Name

English

R-49945

Code

English

SEREPRESS

Brand Name

English

SUFREXAL

Brand Name

English

2,4(1H,3H)-QUINAZOLINEDIONE, 3-(2-(4-(4-FLUOROBENZOYL)-1-PIPERIDINYL)ETHYL)-, (2R,3R)-2,3-DIHYDROXYBUTANEDIOATE (1:1)

Systematic Name

English

Classification Tree Code System Code

NCI_THESAURUS

C66885