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Nilvadipine

Nilvadipine structure

CAS No:
75530-68-6
Formula:
C19H19N3O6
Chemical Name:
Nilvadipine
Synonyms:
3,5-Pyridinedicarboxylic acid,2-cyano-1,4-dihydro-6-methyl-4-(3-nitrophenyl)-,3-methyl 5-(1-methylethyl) ester;FR 34235;FK 235;Nilvadipine;(±)-Nilvadipine;dl-Nilvadipine;Nivadil;SKF 102362;Escor;Nivaldipine;CL 287389;Nivadip;3-O-Methyl 5-O-propan-2-yl 2-cyano-6-methyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate;111102-35-3
Categories:
Active Pharmaceutical Ingredients > Circulatory System Drugs

Description

Nilvadipine is a potent calcium channel antagonist, and the IC50 value is around 0.1 nM.

Solid

Nilvadipine is an isopropyl ester, a methyl ester, a nitrile and a dihydropyridine.|Nilvadipine is a calcium channel blocker (CCB) for treatment of hypertension.

Nilvadipine Basic Attributes

Molecular Weight：

385.37

Exact Mass：

385.37

EC Number：

1308068-626-2

DSSTox ID：

DTXSID2046624

ATC Code：

C - Cardiovascular system

Characteristics

PSA：

134

XLogP3：

2.9

Appearance：

white to beige

Density：

1.3±0.1 g/cm3

Melting Point：

148-150 °C

Boiling Point：

519.3°C at 760 mmHg

Flash Point：

272.3±30.1 °C

Refractive Index：

1.584

Water Solubility：

DMSO: soluble15mg/mL, clear

Storage Conditions：

-20°C Freezer

Toxicity：

LD50 oral in rat: 1560mg/kg

Safety Information

Transport codes：

NONH for all modes of transport

wgk germany：

hazard class code：

RTECS Number：

US7968300

Marks：

Precautionary statement(s)：

P264, P270, P301+P312, P330, P501

Hazard Statements：

H302

GHS Classification：

|Warning|H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]|P264, P270, P301+P312, P330, and P501|Aggregated GHS information provided by 39 companies from 2 notifications to the ECHA C&L Inventory.

Drug Information

Drug Indication：

For the management of vasospastic angina, chronic stable angina and hypertension.

Pharmacology：

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.

MeSH：

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. (See all compounds classified as Antihypertensive Agents.)|A class of drugs that act by selective inhibition of calcium influx through cellular membranes. (See all compounds classified as Calcium Channel Blockers.)

Mechanism of Action：

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 Entry Terms：

5-isopropyl-3-methyl-2-cyano-6-methyl-4-(3-nitrophenyl)-1,4-dihydro-3,5-pyridinecarboxylate

Nilvadipine Use and Manufacturing

antihypertensive;calcium channel blocker

Computed Properties

Molecular Weight:385.4
XLogP3:2.9
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:8
Rotatable Bond Count:6
Exact Mass:385.12738533
Monoisotopic Mass:385.12738533
Topological Polar Surface Area:134
Heavy Atom Count:28
Complexity:783
Undefined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

Material

Sodium carbonate

Hydroxylamine hydrochloride

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CAS No.: 75530-68-6

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CAS No.: 75530-68-6

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