ホシノプリラト
Fosinoprilat
基本情報
- CAS
95399-71-6- 標準SMILES
O=C(O)[C@@H]1C[C@@H](C2CCCCC2)CN1C(=O)CP(=O)(O)CCCCc1ccccc1- InChIKey
WOIWWYDXDVSWAZ-RTWAWAEBSA-N- 分子式
- C23H34NO5P
- 平均分子量
- 435.5 g/mol
- 単同位体質量
- 435.21746018
概要
Fosinoprilat is a phosphinic acid-containing N-acyl derivative of (4S)-cyclohexyl-L-proline. An inhibitor of angiotensin converting enzyme (ACE), it is used as the phosphinate ester pro-drug fosinopril for treatment of hypertension and chronic heart failure. It has a role as an EC 3.4.15.1 (peptidyl-dipeptidase A) inhibitor and an antihypertensive agent. It is a member of phosphinic acids and a L-proline derivative.
名称と識別子
- 優先名称
- Fosinoprilat
- IUPAC
- (2S,4S)-4-cyclohexyl-1-[2-[hydroxy(4-phenylbutyl)phosphoryl]acetyl]pyrrolidine-2-carboxylic acid
- 現地名
- ホシノプリラト
- 英語名
- FOSINOPRILAT
- 分子式
- C23H34NO5P
- 分子量
- 435.49
名称と別名
Fosinoprilat95399-71-6fosfenoprilFosinopril diacidFosinoprilic acidFosinoprilatumSQ-27519SQ 27,519PU6BA2D2MD(4S)-4-Cyclohexyl-1-((hydroxy(4-phenylbutyl)phosphinyl)acetyl)-L-prolineS312EY6ZT8SO-27519
名称をさらに表示
ホシノプリル酸ホスフェノプリル4β-シクロヘキシル-1-[[ヒドロキシ(4-フェニルブチル)ホスフィニル]アセチル]-L-プロリンホシノプリラットホシノプリラトホシノプリラートフォシノプリラト(2S,4S)-4-シクロヘキシル-1-{2-[ヒドロキシ(4-フェニルブチル)ホスホリル]アセチル}ピロリジン-2-カルボン酸FospenoprilForsinoprilatFosinoprilat-D5fosinoprilicacidFosinopril ImpuritySQ 27519 Disodium Salt
CHEBI:116962DTXSID80869253L-Proline, 4-cyclohexyl-1-((hydroxy(4-phenylbutyl)phosphinyl)acetyl)-, trans-(4S)-4-cyclohexyl-1-{[hydroxy(4-phenylbutyl)phosphoryl]acetyl}-L-proline(4S)-4-cyclohexyl-1-((hydroxy(4-phenylbutyl)phosphoryl)acetyl)-L-proline(2S,4S)-4-cyclohexyl-1-(2-(hydroxy-(4-phenylbutyl)phosphoryl)acetyl)pyrrolidine-2-carboxylic acid(2S,4S)-4-cyclohexyl-1-[2-(hydroxy-(4-phenylbutyl)phosphoryl)acetyl]pyrrolidine-2-carboxylic acidRefChem:57081
物性
構造計算による物性
- XLogP
- 3.8
- 極性表面積
- 94.9 Ų
- 水素結合供与体数
- 2
- 水素結合受容体数
- 5
- 回転可能結合数
- 9
- 重原子数
- 30
- 形式電荷
- 0
- 複雑度
- 627
実験および物理化学的性質
LogP4.08
物理化学的性質
- 融点
- 3000 C · >3000C
- 比旋光度
- -24 ° · D -24° (c = 1 in methanol)
- 沸点
- 728.9 · 728.9±60.0 °C(Predicted)
- 比重(密度)
- 1.238 · 1.238±0.06 g/cm3(Predicted)
- 貯蔵温度
- -20 °C · -20°C Freezer
- 溶解性
- メタノール（微量）、水（微量）
- 酸解離定数(Pka)
- 2.75 · 2.75±0.50(Predicted)
- 外見
- 個体
- 色
- ホワイトからオフホワイト
- 安定性
- 吸湿性
- 主な用途
- 医薬品（低分子化合物）
- InChIKey
- WOIWWYDXDVSWAZ-RTWAWAEBSA-N
- SMILES
- [P](=O)(O)(CCCCc3ccccc3)CC(=O)N1[C@@H](C[C@H](C1)C2CCCCC2)C(=O)O
化学的性質
化学的特性White Crystalline 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
Danger
H360 (100%): May damage fertility or the unborn child [Danger Reproductive toxicity]
P203, P280, P318, P405, and P501 (click each P-code to see the statement)
The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.
危険有害性情報
Regulatory InformationL-Proline, 4-cyclohexyl-1-hydroxy(4-phenylbutyl)phosphinylacetyl-, (4S)-: Does not have an individual approval but may be used under an appropriate group standard
Hazard Classes and CategoriesRepr. 1A (100%)
安全データ
- wgk
- 3
- hs_code
- 2933995300
- Hazard Classifications
- Repr. 1A
- ストレージクラス
- 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
化学と産業
薬理情報
FDA Pharmacological Classification
S312EY6ZT8
FOSINOPRILAT
Established Pharmacologic Class [EPC] - Angiotensin Converting Enzyme Inhibitor
Mechanisms of Action [MoA] - Angiotensin-converting Enzyme Inhibitors
Fosinoprilat is an Angiotensin Converting Enzyme Inhibitor. The mechanism of action of fosinoprilat is as an Angiotensin-converting Enzyme Inhibitor.
MeSH Pharmacological Classification
A class of drugs whose main indications are the treatment of hypertension and heart failure. They exert their hemodynamic effect mainly by inhibiting the renin-angiotensin system. They also modulate sympathetic nervous system activity and increase prostaglandin synthesis. They cause mainly vasodilation and mild natriuresis without affecting heart rate and contractility.
Agents used for the treatment or prevention of cardiac arrhythmias. They may affect the polarization-repolarization phase of the action potential, its excitability or refractoriness, or impulse conduction or membrane responsiveness within cardiac fibers. Anti-arrhythmia agents are often classed into four main groups according to their mechanism of action: sodium channel blockade, beta-adrenergic blockade, repolarization prolongation, or calcium channel blockade.
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.
応用分野
使用Fosinoprilat (Fosinopril EP Impurity A) is a metabolite of Fosinopril (F727800), a phosphinic acid containing angiotensin converting enzyme (ACE) inhibitor.
補足説明
定義ChEBI: A phosphinic acid-containing N-acyl derivative of (4S)-cyclohexyl-L-proline. An inhibitor of angiotensin converting enzyme (ACE), it is used as the phosphinate ester pro-drug fosinopril for treatment of ypertension and chronic heart failure.
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