Ketanserin (HCID 3822)

概要

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+).

名称と識別子

優先名称: Ketanserin
IUPAC: 3-[2-[4-(4-fluorobenzoyl)piperidin-1-yl]ethyl]-1H-quinazoline-2,4-dione
現地名: ケタンセリン
英語名: Ketanserin
分子式: C22H22FN3O3
分子量: 395.43

名称と別名

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

名称をさらに表示

3-[2-[4-(4-フルオロベンゾイル)ピペリジノ]エチル]キナゾリン-2,4(1H,3H)-ジオン3-[2-[4-(4-フルオロベンゾイル)ピペリジン-1-イル]エチル]-2,4(1H,3H)-キナゾリンジオンケタンセリン3-[2-[4-(4-フルオロベンゾイル)ピペリジノ]エチル]-2,4(1H,3H)-キナゾリンジオン3-[2-[4-(4-フルオロベンゾイル)-1-ピペリジニル]エチル]キナゾリン-2,4(1H,3H)-ジオン3-[2-[4-(4-フルオロベンゾイル)ピペリジン-1-イル]エチル]キナゾリン-2,4(1H,3H)-ジオンセレプレスセレフレックス3-[2-[4-(4-フルオロベンゾイル)-1-ピペリジニル]エチル]-2,4(1H,3H)-キナゾリンジオン3-{2-[4-(4-フルオロベンゾイル)ピペリジン-1-イル]エチル}-1,2,3,4-テトラヒドロキナゾリン-2,4-ジオン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

データベース識別子

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

物性

構造計算による物性

XLogP: 2.6
極性表面積: 69.7 Å²
水素結合供与体数: 1
水素結合受容体数: 5
回転可能結合数: 5
重原子数: 29
形式電荷: 0
複雑度: 627

実験および物理化学的性質

Drugs · 2 件

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]

物理化学的性質

融点: 227 · 227-235°C
比重(密度): 1.28 · 1.280±0.06 g/cm3(Predicted)
貯蔵温度: 2 · Sealed in dry,2-8°C
溶解性: 10 mg/mL · DMF: 10 mg/mL 無色透明
外見: 個体
酸解離定数(Pka): 7.5 · 7.5(at 25℃)
色: ホワイトからオフホワイト
由来生物: human
Merck: 14 · 14,5296
CAS データベース: 74050 · 74050-98-9(CAS DataBase Reference)

化学的性質

化学的特性Off-White Solid

安全と法規制

GHS分類

GHS Classification · 4 件

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.

危険有害性情報

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%)

安全データ

wgk: 3
rtecs: VA1411190
hs_code: 29339900

化学と産業

薬理情報

ATC Code · 3 件

C - Cardiovascular system

QC - Cardiovascular system

QD - Dermatologicals

MeSH Pharmacological Classification · 3 件

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.

応用分野

説明Ketanserin 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.

使用An antihypertensive, with affinity for multiple GPCR receptors.

調製方法

純化方法It has been purified by recrystallisation from 4-methyl-3-pentanone [Peeters et al. Cryst Structure Commun 11 375 1982, Kacprowicz et al. J Chromatogr 272 417 1983, Davies et al. J Chromatogr 275 232 1983]. It is an antihypertensive.

上流・下流製品情報

上流原料

4-(4-フルオロベンゾイル)ピペリジン塩酸塩 2-ペンタノン

サプライヤー50 社

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]

補足説明

定義ChEBI: 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.