Nilvadipine

HCID 4494CAS 75530-68-6
Substructure searchFind similar structures

Basic information

Standard SMILES
COC(=O)C1=C(C#N)NC(C)=C(C(=O)OC(C)C)C1c1cccc([N+](=O)[O-])c1
InChIKey
FAIIFDPAEUKBEP-UHFFFAOYSA-N
Molecular formula
C19H19N3O6
Average molar mass
385.4 g/mol
Monoisotopic mass
385.12738533

Names & identifiers

Preferred name
Nilvadipine
IUPAC
3-O-methyl 5-O-propan-2-yl 2-cyano-6-methyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate
English name
Nilvadipine
Molecular formula
C19H19N3O6
Molecular weight
385.37

Names & synonyms

nilvadipine75530-68-6EscorNivadilNivadipineFR-34235NilvadipinoNivadipFK 235NilvadipinumDl-nilvadipineFK-235
Show more names
SKF-fk235ARC029CL 287389BAY-e-6927SKF-102362
SK&F 102,362CL 287,389DTXSID2046624SK&F-102362CL-287389SK&F-102,3620214FUT37JCL-287,389

Database identifiers

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

Properties

Computed structural properties

XLogP
2.9
Topological polar surface area
134 Ų
Hydrogen bond donors
1
Hydrogen bond acceptors
8
Rotatable bonds
6
Heavy atoms
28

Experimental & physicochemical properties

Physical DescriptionSolid
Kovats Retention Index2729.22

Physicochemical properties

Melting point
148 · 148-150°C
Boiling point
511.83 °C · 511.83°C (rough estimate)
Density
1.3937 · 1.3937 (rough estimate)
refractive index
1.59 · 1.5900 (estimate)
storage temp.
2 · Keep in dark place,Sealed in dry,2-8°C
solubility
15 mg/mL, · DMSO: soluble15mg/mL, clear

Safety & regulation

GHS classification

GHS Classification · 5 items

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.

Hazard information

Hazard Classes and CategoriesAcute Tox. 4 (100%)

Safety data

wgk
3
rtecs
US7968300
hs_code
2933.39.9200
Toxicity
LD50 oral in rat: 1560mg/kg
risk_code
22
Signal word
Warning

Chemistry & industry

Pharmacology

ATC Code · 2 items

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 item

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 item

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 items

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

Uses & manufacturing

UsesUse (kg; approx.) in Germany (2009): >50；Consumption (g per capita; approx.) in Germany (2009): 0.000611；Calculated removal (%): 24.5
Applications · 3 items

DescriptionNilvadipine 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.

Usesantihypertensive;calcium channel blocker

UsesUsed as an antihypertensive and antianginal.

Upstream & downstream products

Suppliers50 total

北京华美互利生物化工010-56205725 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
阿诺西（上海）生物技术有限公司400-1107768 15058188853 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
济南百隆化学有限公司[email protected] · [email protected]

Additional notes

DefinitionChEBI: Nilvadipine is an isopropyl ester, a methyl ester, a nitrile and a dihydropyridine.

Related reactions

7 records
New reaction record

Linked notes

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