U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

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 of KETANSERIN TARTRATE

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 C22H22FN3O3
Molecular Weight 395.4268
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

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

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

Sources: Hideya Sait, Masaru Minami (1992) 'Antihypertensive Drugs Today', p.194

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
2.7 nM [Ki]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Curative
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
Curative
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
Curative
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
Curative
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
Curative
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

PubMed

TitleDatePubMed
Gastroprokinetic effect and mechanism of SK-896, a new motilin analogue, during the interdigestive period in conscious dogs.
2001
Central serotonergic mechanisms on head twitch response induced by benzodiazepine receptor agonists.
2001
Effect of fluvoxamine and N-methyl-D-aspartate receptor antagonists on shock-induced depression in mice.
2001 Apr
Comparison of [(18)F]altanserin and [(18)F]deuteroaltanserin for PET imaging of serotonin(2A) receptors in baboon brain: pharmacological studies.
2001 Apr
An endogenous 5-HT(7) receptor mediates pigment granule dispersion in Xenopus laevis melanophores.
2001 Apr
Mechanism of airway hyperresponsiveness to adenosine induced by allergen challenge in actively sensitized Brown Norway rats.
2001 Apr
Antagonism of 5-hydroxytryptamine(2a) receptors attenuates the behavioral effects of cocaine in rats.
2001 Apr
Characterization of the serotonin receptor mediating contraction in the mouse thoracic aorta and signal pathway coupling.
2001 Apr
Roles of 5-HT receptors in the release and action of secretin on pancreatic secretion in rats.
2001 Apr
Reproducibility of in vivo brain measures of 5-HT2A receptors with PET and.
2001 Apr 10
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
Use of topical ketanserin for the treatment of ulcers in leprosy patients.
2001 Apr-Jun
Role of prostanoids and endothelins in the prevention of cyclosporine-induced nephrotoxicity.
2001 Apr-May
Complex interaction of ergovaline with 5-HT2A, 5-HT1B/1D, and alpha1 receptors in isolated arteries of rat and guinea pig.
2001 Aug
Evidence that hypophagia induced by d-fenfluramine and d-norfenfluramine in the rat is mediated by 5-HT2C receptors.
2001 Aug
5-HT1A receptor-mediated activation of G-protein-gated inwardly rectifying K+ current in rat periaqueductal gray neurons.
2001 Aug
Activation of spinal serotonin(2A/2C) receptors augments nociceptive responses in the rat.
2001 Aug 10
Serotonin 2A receptor regulation of striatal neuropeptide gene expression is selective for tachykinin, but not enkephalin neurons following dopamine depletion.
2001 Aug 15
Inhibitory presynaptic 5-hydroxytryptamine(2A) receptors regulate evoked glutamate release from rat cerebellar mossy fibers.
2001 Dec
Characterization of 5-HT receptors in the parasitic nematode, Ascaris suum.
2001 Feb
Ex vivo binding of flibanserin to serotonin 5-HT1A and 5-HT2A receptors.
2001 Feb
Researching the antidepressant actions of Hypericum perforatum (St. John's wort) in animals and man.
2001 Jul
Synthesis and 5-HT2A antagonist activity of derivatives of the novel heterocycles indolo[3,2-d]pyrrolo[3,2-g]azecine and benzo[d]pyrrolo[3,2-g]azecine compared to the benz[d]indolo[2,3-g]azecine derivative LE 300.
2001 Jul
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
Chronic intermittent hypoxia elicits serotonin-dependent plasticity in the central neural control of breathing.
2001 Jul 15
Platelet 3H ketanserin binding in migraine.
2001 Jun
Affinity of serotonin receptor antagonists and agonists to recombinant and native alpha1-adrenoceptor subtypes.
2001 Jun
The cloned human 5-HT7 receptor splice variants: a comparative characterization of their pharmacology, function and distribution.
2001 Jun
Chronic effects of triiodothyronine in combination with imipramine on 5-HT transporter, 5-HT(1A) and 5-HT(2A) receptors in adult rat brain.
2001 Jun
Relaxation induced by serotonin and sumatriptan in isolated guinea pig gallbladder strips.
2001 Mar
Could the 5-HT1B receptor inverse agonism affect learning consolidation?
2001 Mar
Pharmacological treatment of severe hypertension in pregnancy and the role of serotonin(2)-receptor blockers.
2001 Mar
Apomorphine-induced aggressive behaviour in para-chlorophenylalanine-treated male rats: implications to brain.
2001 Mar
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
Systemic vascular effects of thrombin and thrombin receptor activating peptide in rats.
2001 Mar 15
Serotonin-induced hypercontraction through 5-hydroxytryptamine 1B receptors in atherosclerotic rabbit coronary arteries.
2001 Mar 6
Do mucosal mast cells contribute to the immediate asthma response?
2001 May
Effects of serotonin, GABA and neuropeptide Y on seabream gonadotropin releasing hormone release in vitro from preoptic-anterior hypothalamus and pituitary of red seabream, Pagrus major.
2001 May
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
Electrophysiological effects of cocaethylene, cocaine, and ethanol on dopaminergic neurons of the ventral tegmental area.
2001 May
Phrenic long-term facilitation requires 5-HT receptor activation during but not following episodic hypoxia.
2001 May
Characterisation of agonist binding on human 5-HT2C receptor isoforms.
2001 May 11
Anxiolytic effects of aniracetam in three different mouse models of anxiety and the underlying mechanism.
2001 May 18
Antidepressant-like effects of aniracetam in aged rats and its mode of action.
2001 Nov
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
Physiology and pathophysiology of the serotonergic system and its implications on mental and physical performance. Part II.
2001 Oct
Neuroepithelial bodies in mammalian lung express functional serotonin type 3 receptor.
2001 Oct
Ketanserin attenuates the behavioural effects of corticosterone: implications for 5-HT(2A) receptor regulation.
2001 Oct 5
Autoradiographic mapping of 5-HT(1B) and 5-HT(1D) receptors in the post mortem human brain using [(3)H]GR 125743.
2001 Oct 5
Stimulation of 5-HT2 receptors in the nucleus tractus solitarius enhances NMDA receptor-mediated reflex-evoked bradycardiac responses in the rat.
2001 Sep 17
Patents

Sample Use Guides

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
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 Fri Dec 15 18:03:02 GMT 2023
Edited
by admin
on Fri Dec 15 18:03:02 GMT 2023
Record UNII
645498QK7H
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
KETANSERIN TARTRATE
MART.   MI   WHO-DD  
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
Created by admin on Fri Dec 15 18:03:02 GMT 2023 , Edited by admin on Fri Dec 15 18:03:02 GMT 2023
Code System Code Type Description
ECHA (EC/EINECS)
281-062-8
Created by admin on Fri Dec 15 18:03:02 GMT 2023 , Edited by admin on Fri Dec 15 18:03:02 GMT 2023
PRIMARY
SMS_ID
100000086461
Created by admin on Fri Dec 15 18:03:02 GMT 2023 , Edited by admin on Fri Dec 15 18:03:02 GMT 2023
PRIMARY
NSC
758959
Created by admin on Fri Dec 15 18:03:02 GMT 2023 , Edited by admin on Fri Dec 15 18:03:02 GMT 2023
PRIMARY
MERCK INDEX
m6614
Created by admin on Fri Dec 15 18:03:02 GMT 2023 , Edited by admin on Fri Dec 15 18:03:02 GMT 2023
PRIMARY Merck Index
CAS
83846-83-7
Created by admin on Fri Dec 15 18:03:02 GMT 2023 , Edited by admin on Fri Dec 15 18:03:02 GMT 2023
PRIMARY
FDA UNII
645498QK7H
Created by admin on Fri Dec 15 18:03:02 GMT 2023 , Edited by admin on Fri Dec 15 18:03:02 GMT 2023
PRIMARY
EVMPD
SUB02831MIG
Created by admin on Fri Dec 15 18:03:02 GMT 2023 , Edited by admin on Fri Dec 15 18:03:02 GMT 2023
PRIMARY
PUBCHEM
16219944
Created by admin on Fri Dec 15 18:03:02 GMT 2023 , Edited by admin on Fri Dec 15 18:03:02 GMT 2023
PRIMARY
EPA CompTox
DTXSID701003945
Created by admin on Fri Dec 15 18:03:02 GMT 2023 , Edited by admin on Fri Dec 15 18:03:02 GMT 2023
PRIMARY
NCI_THESAURUS
C2036
Created by admin on Fri Dec 15 18:03:02 GMT 2023 , Edited by admin on Fri Dec 15 18:03:02 GMT 2023
PRIMARY
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ACTIVE MOIETY