Ketanserin (HCID 3822)

Overview

Ketanserin is a member of the class of quinazolines that is quinazoline-2,4(1H,3H)-dione which is substituted at position 3 by a 2-[4-(p-fluorobenzoyl)piperidin-1-yl]ethyl group. It has a role as a cardiovascular drug, an antihypertensive agent, an alpha-adrenergic antagonist, a serotonergic antagonist and an EC 3.4.21.26 (prolyl oligopeptidase) inhibitor. It is a member of piperidines, an organofluorine compound, a member of quinazolines and an aromatic ketone. It is a conjugate base of a ketanserin(1+).

Names & identifiers

Preferred name: Ketanserin
IUPAC: 3-[2-[4-(4-fluorobenzoyl)piperidin-1-yl]ethyl]-1H-quinazoline-2,4-dione
English name: Ketanserin
Molecular formula: C22H22FN3O3
Molecular weight: 395.43

Names & synonyms

Ketanserin74050-98-9KetanserineKetanserinumKetanserinaKetaserin3-(2-(4-(4-Fluorobenzoyl)piperidin-1-yl)ethyl)quinazoline-2,4(1H,3H)-dioneSerefrexR-41468DTXSID3023188R-41,4683-[2-[4-(4-fluorobenzoyl)piperidin-1-yl]ethyl]-1H-quinazoline-2,4-dione

Show more names

KetRHSOFC8EEC3p73Hp73Lp53CPSHFM4TP73L

R 41468R 41,46897F9DE4CT43-(2-(4-(4-Fluorobenzoyl)piperidinol)ethyl)-2,4(1H,3H)-quinazolinedioneNSC-7589592,4(1H,3H)-Quinazolinedione, 3-(2-(4-(4-fluorobenzoyl)-1-piperidinyl)ethyl)-CHEBI:6123DTXCID103188

Database identifiers

CAS: 74050-98-9、83846-83-7
PubChem CID: 3822
DTXSID: DTXSID3023188
ChEMBL: CHEMBL1628637、CHEMBL51
ChEBI: CHEBI:6123
UNII: 97F9DE4CT4
EC Number: 277-680-2
Nikkaji: J12.099E

Properties

Computed structural properties

XLogP: 2.6
Topological polar surface area: 69.7 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 5
Rotatable bonds: 5
Heavy atoms: 29
Formal charge: 0
Complexity: 627

Experimental & physicochemical properties

Drugs · 2 items

Pharmaceuticals -> Cardiovascular system -> Antihypertensives

Pharmaceuticals -> Listed in ZINC15

LogP2.9

Collision Cross Section191.99 Å² [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

Physicochemical properties

Melting point: 227 · 227-235°C
Density: 1.28 · 1.280±0.06 g/cm3(Predicted)
storage temp.: 2 · Sealed in dry,2-8°C
solubility: 10 mg/mL, · DMF: 10 mg/mL, clear, colorless
form: Solid
pka: 7.5 · 7.5(at 25℃)
color: White to Off-White
biological source: human
Merck: 14 · 14,5296
CAS DataBase Reference: 74050 · 74050-98-9(CAS DataBase Reference)
FDA UNII: 97 F9DE4CT4 · 97F9DE4CT4
ATC code: 2 KD01 · C02KD01
UNSPSC Code: 12352200 · 12352200
NACRES: 32 · NA.32
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 302 · H302
Precautionary statements: 501 · P501-P270-P264-P301+P312+P330
WGK Germany: 3 · 3
RTECS: 1411190 · VA1411190
HS Code: 29339900 · 29339900

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]

P264, P270, P301+P317, P330, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 36 reports by companies from 1 notifications to the ECHA C&L Inventory.

Hazard information

Other Safety InformationIMAP assessments - 2,4(1H,3H)-Quinazolinedione, 3-[2-[4-(4-fluorobenzoyl)-1-piperidinyl]ethyl]-: Environment tier I assessment

Hazard Classes and CategoriesAcute Tox. 4 (100%)

Safety data

wgk: 3
rtecs: VA1411190
hs_code: 29339900
Signal word: Warning
Symbol(GHS): GHS07
Hazard statements: H302
Precautionary statements: P501-P270-P264-P301+P312+P330

Chemistry & industry

Pharmacology

ATC Code · 3 items

C - Cardiovascular system

QC - Cardiovascular system

QD - Dermatologicals

MeSH Pharmacological Classification · 3 items

Drugs used in the treatment of acute or chronic vascular HYPERTENSION regardless of pharmacological mechanism. Among the antihypertensive agents are DIURETICS; (especially DIURETICS, THIAZIDE); ADRENERGIC BETA-ANTAGONISTS; ADRENERGIC ALPHA-ANTAGONISTS; ANGIOTENSIN-CONVERTING ENZYME INHIBITORS; CALCIUM CHANNEL BLOCKERS; GANGLIONIC BLOCKERS; and VASODILATOR AGENTS.

Drugs or agents which antagonize or impair any mechanism leading to blood platelet aggregation, whether during the phases of activation and shape change or following the dense-granule release reaction and stimulation of the prostaglandin-thromboxane system.

Drugs that bind to but do not activate serotonin receptors, thereby blocking the actions of serotonin or SEROTONIN RECEPTOR AGONISTS.

Applications · 3 items

DescriptionKetanserin is an antihypertensive agent with antagonist properties at both the serotonin-S2 and α1-adrenergic receptors. Its mechanism of action, while still controversial, may involve interactions at both of these loci.

UsesAn antihypertensive, with affinity for multiple GPCR receptors.

Usesreceptor antagonist

Upstream & downstream products

Upstream raw materials

4-(4-Fluorobenzoyl)piperidine 2-Pentanone

Suppliers50 total

湖北永阔科技有限公司027-59223108 15972152991 · [email protected]

上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]

Shandong chuangyingchemical Co., Ltd.18853181302 · [email protected]

南通飞宇生物科技有限公司0513-68819626 15152877458 · [email protected]

上海麦克林生化科技股份有限公司021-50706066 15221275939 · [email protected]

Additional notes

DefinitionChEBI: A member of the class of quinazolines that is quinazoline-2,4(1H,3H)-dione which is substituted at position 3 by a 2-[4-(p-fluorobenzoyl)piperidin-1-yl]ethyl group.