ニトレンジピン

Nitrendipine

HCID 4507CAS 39562-70-4

基本情報

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

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

nitrendipine39562-70-4BayotensinBaypressNidrelDeiten3-ethyl 5-methyl 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylateNitrendipinumBay-e-5009NitrendipinoNitrepinBAY 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
1,4-Dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylic acid ethyl methyl esterDTXSID00233739B627AW319NSC-758466CHEBI:7582DTXCID2033733,5-Pyridinedicarboxylic acid, 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-, ethyl methyl esternitrendipincorax

データベース識別子

CAS
39562-70-4
PubChem CID
4507
DTXSID
DTXSID0023373
ChEMBL
CHEMBL3195219、CHEMBL475534
ChEBI
CHEBI:7582
UNII
9B627AW319
EC Number
254-513-1
Nikkaji
J16.451H

物性

構造計算による物性

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

実験および物理化学的性質

LogP · 2 件

2.88

2.4

Solubility · 2 件

Insoluble

1.42e-02 g/L

Melting Point · 2 件

156-160 °C

156 - 160 °C

Caco2 Permeability-4.77
Physical DescriptionSolid
Kovats Retention Index2659.11

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)
屈折率
1.57 · 1.5700 (estimate)
貯蔵温度
2 · 2-8°C
溶解性
15 mg/mL · メタノール: 15 mg/mL

化学的性質

化学的特性Crystalline Solid

安全と法規制

GHS分類

GHS Classification · 6 件

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];H302 (29.5%): Harmful if swallowed [Warning Acute toxicity, oral];H312 (73.7%): Harmful in contact with skin [Warning Acute toxicity, dermal];H332 (44.2%): Harmful if inhaled [Warning Acute toxicity, inhalation];H361 (25.3%): Suspected of damaging fertility or the unborn child [Warning Reproductive toxicity]

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.;Reported as not meeting GHS hazard criteria per 1 of 95 reports by companies.;There are 4 notifications provided by 94 of 95 reports by companies with hazard statement code(s).;Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.

危険有害性情報

Hazard Classes and CategoriesAcute Tox. 4 (29.5%);Acute Tox. 4 (73.7%);Acute Tox. 4 (44.2%);Repr. 2 (25.3%)

毒性情報

Drug Induced Liver Injury · 4 件

Drug-Induced Liver Injury Severity and Toxicity (DILIst)

Nitrendipine

DILI Positive

DOI:10.1016/j.drudis.2019.09.022

Effects During Pregnancy and Lactation · 1 件

◉ Summary of Use during Lactation;Based on limited data, it is unlikely that nitrendipine will reach the infant in clinically important amounts. However, it may be preferable to use another agent drug for which more safety information is available.;◉ Effects in Breastfed Infants;Relevant published information was not found as of the revision date.;◉ Effects on Lactation and Breastmilk;Relevant published information was not found as of the revision date.

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

化学と産業

薬理情報

ATC Code · 2 件

C - Cardiovascular system;C08 - Calcium channel blockers;C08C - Selective calcium channel blockers with mainly vascular effects;C08CA - Dihydropyridine derivatives;C08CA08 - Nitrendipine

QC - Cardiovascular system;QC08 - Calcium channel blockers;QC08C - Selective calcium channel blockers with mainly vascular effects;QC08CA - Dihydropyridine derivatives;QC08CA08 - Nitrendipine

Protein Binding> 99%
Pharmacodynamics · 1 件

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 · 1 件

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 · 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.

A class of drugs that act by selective inhibition of calcium influx through cellular membranes.

Drugs used to cause dilation of the blood vessels.

Cellular LocationsMembrane

用途と製造

UsesUse (kg; approx.) in Germany (2009): >2500;Consumption (g per capita; approx.) in Germany (2009): 0.0305;Excretion rate: 1;Calculated removal (%): 28.5
応用分野 · 6 件

用途カルシウム拮抗剤です。L 型 電位依存性カルシウムチャネルのN 部位に結 合し、細胞内へのカルシウムイオン流入を抑 制する作用を示します。

用途カルシウム拮抗剤です。L型 電位依存性カルシウムチャネルのN部位に結 合し、細胞内へのカルシウムイオン流入を抑 制する作用を示します。

用途薬理研究用。

説明Nitrendipine is a vasodilating, dihydropyridine calcium antagonist. Its prolonged therapeutic effect in comparison to nifedipine makes it useful in the once to twice daily treatment of hypertension.

使用Nitrendipine is a dihydropyridine calcium channel blocker. Nitrendipine is used in the treatment of primary (essential) hypertension to decrease blood pressure. Antihypertensive.

一般的な説明Nitrendipine, 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridinecarboxylic acid methyl ethylester (Baypress), is a second-generation dihydropyridinechannel blocker of the nifedipine type. It is more selectivefor vascular smooth muscle than for myocardial tissue andserves as an effective vasodilator. The drug is used in thetreatment of mild-to-moderate essential hypertension.

サプライヤー50 社

北京华美互利生物化工010-56205725 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
韶远科技(上海)有限公司021-50795510 4000665055 · [email protected]
LGM Pharma1-(800)-881-8210 · [email protected]
武汉易泰科技有限公司上海分公司18930552037 · [email protected]
補足説明 · 1 件

定義ChEBI: 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 t e treatment of hypertension.

関連反応

1 件

関連ノート

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