ニトレンジピン
Nitrendipine
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基本情報
- CAS
39562-70-4- 標準SMILES
CCOC(=O)C1=C(C)NC(C)=C(C(=O)OC)C1c1cccc([N+](=O)[O-])c1- InChIKey
PVHUJELLJLJGLN-UHFFFAOYSA-N- 分子式
- C18H20N2O6
- 平均分子量
- 360.4 g/mol
- 単同位体質量
- 360.13213636
概要
Nitrendipine is a dihydropyridine that is 1,4-dihydropyridine substituted by methyl groups at positions 2 and 6, a 3-nitrophenyl group at position 4, a ethoxycarbonyl group at position 3 and a methoxycarbonyl group at position 5. It is a calcium-channel blocker used in the treatment of hypertension. It has a role as a geroprotector, a vasodilator agent, an antihypertensive agent and a calcium channel blocker. It is a member of dicarboxylic acids and O-substituted derivatives, an ethyl ester, a methyl ester, a C-nitro compound, a dihydropyridine and a diester.
名称と識別子
- 優先名称
- Nitrendipine
- IUPAC
- 5-O-ethyl 3-O-methyl 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate
- 現地名
- ニトレンジピン
- 英語名
- Nitrendipine
- 分子式
- C18H20N2O6
- 分子量
- 360.36
名称と別名
nitrendipine39562-70-4BayotensinBaypressNidrelDeitenNitrendipinoNitrendipinumNitrepin3-ethyl 5-methyl 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylateBay-e-5009BAY e 5009
名称をさらに表示
コバテンシン4-(3-ニトロフェニル)-2,6-ジメチル-1,4-ジヒドロピリジン-3,5-ジカルボン酸3-メチル5-エチルエカテリシンバロテイン4-(3-ニトロフェニル)-2,6-ジメチル-1,4-ジヒドロピリジン-3,5-ジカルボン酸3-エチル5-メチルシェトラゾーナニトテロシン1,4-ジヒドロ-4-(3-ニトロフェニル)-2,6-ジメチルピリジン-3,5-ジカルボン酸3-エチル5-メチルニトレナール1,4-ジヒドロ-2,6-ジメチル-4-(3-ニトロフェニル)-3,5-ピリジンジカルボン酸5-エチル3-メチルバイオテンシンニルジピンニトレジック2,6-ジメチル-4-(3-ニトロフェニル)-1,4-ジヒドロピリジン-3,5-ジカルボン酸3-エチル5-メチルニトレンジピンエレナールバイニロードニドレルヒシロミンバロジピンNitrendipinbaye5009Bylotensin
nitrendipincoraxNitrePuren1,4-Dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylic acid ethyl methyl esterDTXSID00233739B627AW319NSC-758466CHEBI:7582DTXCID203373
物性
構造計算による物性補完中
- XLogP
- 2.9
- 極性表面積
- 110 Ų
- 水素結合供与体数
- 1
- 水素結合受容体数
- 7
- 回転可能結合数
- 6
- 重原子数
- 26
- 形式電荷
- 0
- 複雑度
- 661
実験および物理化学的性質
DrugsPharmaceuticals
LogP
2.4
2.88
Solubility
Insoluble
1.42e-02 g/L
Human DrugsBreast Feeding; Lactation; Antihypertensive Agents; Calcium Channel Blockers; Vasodilator Agents
Melting Point
156-160 °C
156 - 160 °C
Physical DescriptionSolid
Collision Cross Section
181.9 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
182.2 Ų [M+H]+ [CCS Type: TW; Method: Major Mix IMS/Tof Calibration Kit (Waters)]
189.51 Ų [M+Na]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
物理化学的性質
- 融点
- 1580 C · 1580C
- 沸点
- 492.4 °C · 492.4°C (rough estimate)
- 比重(密度)
- 1.3595 · 1.3595 (rough estimate)
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
This chemical does not meet GHS hazard criteria for 1.1% (1 of 95) of reports.
Warning
H302+H312 (29.5%): Harmful if swallowed or in contact with skin [Warning Acute toxicity, oral; acute toxicity, dermal]
P203, P261, P264, P270, P271, P280, P301+P317, P302+P352, P304+P340, P317, P318, P321, P330, P362+P364, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 95 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
危険有害性情報
Hazard Classes and CategoriesAcute Tox. 4 (29.5%)
毒性情報
Drug Induced Liver Injury
Drug-Induced Liver Injury Severity and Toxicity (DILIst)
Nitrendipine
DILI Positive
DOI:10.1016/j.drudis.2019.09.022
Effects During Pregnancy and Lactation◉ Summary of Use during Lactation
安全データ
- wgk
- 1
- rtecs
- US5653000
- 毒性
- LD50 in mice, rats (mg/kg): 39, 12.6 i.v.; 2540, >10000 orally (Hoffmann)
- risk_code
- 20/21/22
- hazard_code
- Xn
- safety_code
- 36
- ストレージクラス
- 11 - Combustible Solids
化学と産業
薬理情報
ATC Code
C - Cardiovascular system
QC - Cardiovascular system
Protein Binding> 99%
Pharmacodynamics
Nitrendipine, a dihydropyridine calcium-channel blocker, is used alone or with an angiotensin-converting enzyme inhibitor, to treat hypertension, chronic stable angina pectoris, and Prinzmetal's variant angina. Nitrendipine is similar to other peripheral vasodilators. Nitrendipine inhibits the influx of extra cellular calcium across the myocardial and vascular smooth muscle cell membranes possibly by deforming the channel, inhibiting ion-control gating mechanisms, and/or interfering with the release of calcium from the sarcoplasmic reticulum. The decrease in intracellular calcium inhibits the contractile processes of the myocardial smooth muscle cells, causing dilation of the coronary and systemic arteries, increased oxygen delivery to the myocardial tissue, decreased total peripheral resistance, decreased systemic blood pressure, and decreased afterload.
Mechanism of Action
By deforming the channel, inhibiting ion-control gating mechanisms, and/or interfering with the release of calcium from the sarcoplasmic reticulum, Nitrendipine inhibits the influx of extracellular calcium across the myocardial and vascular smooth muscle cell membranes The decrease in intracellular calcium inhibits the contractile processes of the myocardial smooth muscle cells, causing dilation of the coronary and systemic arteries, increased oxygen delivery to the myocardial tissue, decreased total peripheral resistance, decreased systemic blood pressure, and decreased afterload.
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.
A class of drugs that act by selective inhibition of calcium influx through cellular membranes.
Drugs used to cause dilation of the blood vessels.
関連反応
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