Nilvadipine (HCID 4494)

名称と識別子

優先名称: Nilvadipine
IUPAC: 3-O-methyl 5-O-propan-2-yl 2-cyano-6-methyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate
現地名: ニルバジピン
英語名: Nilvadipine
分子式: C19H19N3O6
分子量: 385.37

名称と別名

nilvadipine75530-68-6EscorNivadilNivadipineFR-34235NilvadipinoNivadipFK 235NilvadipinumDl-nilvadipineFK-235

名称をさらに表示

ナフトジールニバジピン2-シアノ-6-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5-イソプロピル3-メチルニバジル2-シアノ-1,4-ジヒドロ-6-メチル-4-(3-ニトロフェニル)-3,5-ピリジンジカルボン酸3-メチル5-イソプロピルニルバジピンニルジラートタツコールニバディップトーワジール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3-メチル5-イソプロピル2-シアノ-1,4-ジヒドロ-6-メチル-4-(3-ニトロフェニル)-3,5-ピリジンジカルボン酸3-メチル5-(1-メチルエチル)ニバジール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3-イソプロピル5-メチル2-シアノ-6-メチル-1,4-ジヒドロ-4-(3-ニトロフェニル)-3,5-ピリジンジカルボン酸3-メチル5-イソプロピルニバルジピン2-シアノ-1,4-ジヒドロ-6-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-イソプロピル3-メチルニルバジピン (JP17)3-メチル 5-プロパン-2-イル 2-シアノ-6-メチル-4-(3-ニトロフェニル)-1,4-ジヒドロピリジン-3,5-ジカルボキシラートSKF-fk235ARC029CL 287389BAY-e-6927SKF-102362

SK&F 102,362CL 287,389DTXSID2046624SK&F-102362CL-287389SK&F-102,3620214FUT37JCL-287,389

データベース識別子

CAS: 75530-68-6
PubChem CID: 4494
DTXSID: DTXSID2046624
ChEMBL: CHEMBL517427
ChEBI: CHEBI:31911
UNII: 0214FUT37J
EC Number: 805-887-5
Nikkaji: J22.253D

物性

構造計算による物性

XLogP: 2.9
極性表面積: 134 Å²
水素結合供与体数: 1
水素結合受容体数: 8
回転可能結合数: 6
重原子数: 28
形式電荷: 0
複雑度: 783

実験および物理化学的性質

Physical DescriptionSolid

Kovats Retention Index2729.22

物理化学的性質

融点: 148 · 148-150°C
沸点: 511.83 °C · 511.83°C (rough estimate)
比重(密度): 1.3937 · 1.3937 (rough estimate)
屈折率: 1.59 · 1.5900 (estimate)
貯蔵温度: 2 · Keep in dark place,Sealed in dry,2-8°C
溶解性: 15 mg/mL、透明 · DMSO：可溶15mg/mL、透明
外見: 粉
酸解離定数(Pka): -0.81 · -0.81±0.70(Predicted)
色: 白からベージュ
Merck: 14 · 14,6545
安定性: -20 °Cで最大3か月保存できます。 · DMSO溶液またはエタノール溶液で-20°Cで最大3か月保存できます。
InChI: 1S/C19H19N3O6/c1-10(2)28-19(24)15-11(3)21-14(9-20)17(18(23)27-4)16(15)12-6-5-7-13(8-12)22(25)26/h5-8,10,16,21H,1-4H3
InChIKey: FAIIFDPAEUKBEP-UHFFFAOYSA-N
SMILES: [N+](=O)([O-])c1cc(ccc1)C2C(=C(NC(=C2C(=O)OC)C#N)C)C(=O)OC(C)C

化学的性質

化学的特性Yellow Prisms

安全と法規制

GHS分類

GHS Classification · 5 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 39 reports by companies from 2 notifications to the ECHA C&L Inventory.；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 (100%)

安全データ

wgk: 3
rtecs: US7968300
毒性: LD50 oral in rat: 1560mg/kg
hs_code: 2933.39.9200
risk_code: 22
hazard_code: Xn
毒劇物取締法: 劇物
Hazard Classifications: Acute Tox. 4 Oral
ストレージクラス: 11 - Combustible Solids

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；C08CA10 - Nilvadipine

QC - Cardiovascular system；QC08 - Calcium channel blockers；QC08C - Selective calcium channel blockers with mainly vascular effects；QC08CA - Dihydropyridine derivatives；QC08CA10 - Nilvadipine

Pharmacodynamics · 1 件

Nilvadipine is similar to other dihydropyridines including amlodipine, felodipine, isradipine, and nicardipine. Nilvadipine is used to treat Prinzmetal's angina, hypertension, and other vascular disorders such as Raynaud's phenomenon. By blocking the calcium channels, Nifedipine inhibits the spasm of the coronary artery and dilates the systemic arteries, results in a increase of myocardial oxygen supply and a decrease in systemic blood pressure.

Mechanism of Action · 1 件

Nilvadipine inhibits the influx of extracellular calcium through myocardial and vascular membrane pores by physically plugging the channel. The decrease in intracellular calcium inhibits the contractile processes of 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 · 2 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.

Cellular LocationsMembrane

用途と製造

UsesUse (kg; approx.) in Germany (2009): >50；Consumption (g per capita; approx.) in Germany (2009): 0.000611；Calculated removal (%): 24.5

応用分野 · 1 件

説明Nilvadipine is a new, second-generation calcium channel blocker effective in the treatment of hypertension and angina pectoris. Its potent inhibitory effect on the stimulated chemotaxis of smooth muscle cells and protective action against calcium deposition suggest that nilvadipine may be useful for preventing and treating atherosclerosis.