ケタンセリン
Ketanserin
基本情報
- CAS
74050-98-9- 標準SMILES
O=C(c1ccc(F)cc1)C1CCN(CCn2c(=O)[nH]c3ccccc3c2=O)CC1- InChIKey
FPCCSQOGAWCVBH-UHFFFAOYSA-N- 分子式
- C22H22FN3O3
- 平均分子量
- 395.4 g/mol
- 単同位体質量
- 395.16451978
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 Ų
- 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
Pharmaceuticals -> Cardiovascular system -> Antihypertensives
Pharmaceuticals -> Listed in ZINC15
LogP2.9
Collision Cross Section191.99 Ų [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
安全情報は参考情報です。供給元の安全データシート（SDS）、適用法令、専門家による評価に代わるものではありません。
GHS分類
GHS Classification
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
C - Cardiovascular system
QC - Cardiovascular system
QD - Dermatologicals
MeSH Pharmacological Classification
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
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.
関連反応
7 件
化合物ノート
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