Skip Navigation
ChemIDplus A TOXNET DATABASE LiteBrowseAdvanced

Substance Name: Nicardipine [INN:BAN]
RN: 55985-32-5
UNII: CZ5312222S
InChIKey: ZBBHBTPTTSWHBA-UHFFFAOYSA-N

Note

  • A potent calcium channel blockader with marked vasodilator action. It has antihypertensive properties and is effective in the treatment of angina and coronary spasms without showing cardiodepressant effects. It has also been used in the treatment of asthma and enhances the action of specific antineoplastic agents.

Molecular Formula

  • C26-H29-N3-O6

Molecular Weight

  • 479.5301
 

Classification Codes

  • Antihypertensive Agents
  • Calcium Channel Blockers
  • Cardiovascular Agents
  • Drug / Therapeutic Agent
  • Membrane Transport Modulators
  • Vasodilator Agents

Names and Synonyms

Name of Substance

  • Nicardipine
  • Nicardipine [INN:BAN]

MeSH Heading

  • Nicardipine

Synonyms

  • BRN 0504321
  • EINECS 259-932-3
  • Nicardipine
  • Nicardipino
  • Nicardipino [INN-Spanish]
  • Nicardipinum
  • Nicardipinum [INN-Latin]
  • UNII-CZ5312222S

Systematic Names

  • 2-(Benzylmethylamino)ethyl methyl 1,4-dihydro-2,6-dimethyl-4-(m-nitrophenyl)pyridine-3,5-dicarboxylate
  • 3,5-Pyridinedicarboxylic acid, 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-, 2-(benzylmethylamino)ethyl methyl ester
  • 3,5-Pyridinedicarboxylic acid, 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-, methyl 2-(methyl(phenylmethyl)amino)ethyl ester

Registry Numbers

CAS Registry Number

  • 55985-32-5

FDA UNII

  • CZ5312222S

System Generated Number

  • 0055985325

Structure Descriptors

InChI

1S/C26H29N3O6/c1-17-22(25(30)34-4)24(20-11-8-12-21(15-20)29(32)33)23(18(2)27-17)26(31)35-14-13-28(3)16-19-9-6-5-7-10-19/h5-12,15,24,27H,13-14,16H2,1-4H3

InChIKey

ZBBHBTPTTSWHBA-UHFFFAOYSA-N

Smiles

CC1=C(C(C(=C(N1)C)C(=O)OCCN(C)Cc2ccccc2)c3cccc(c3)[N+](=O)[O-])C(=O)OC

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
child TDLo oral 1250ug/kg (1.25mg/kg) GASTROINTESTINAL: NAUSEA OR VOMITING American Journal of Emergency Medicine. Vol. 18, Pg. 581, 2000.
mouse LD50 intravenous 9700ug/kg (9.7mg/kg)   United States Patent Document. Vol. #4672068,
mouse LD50 oral 305mg/kg (305mg/kg)   United States Patent Document. Vol. #4824855,
rat LD50 intravenous 11800ug/kg (11.8mg/kg)   United States Patent Document. Vol. #4710505,
rat LD50 oral 320mg/kg (320mg/kg) LUNGS, THORAX, OR RESPIRATION: DYSPNEA

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Arzneimittel-Forschung. Drug Research. Vol. 35, Pg. 915, 1985.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 136-138 deg C   EXP
log P (octanol-water) 3.82 (none)   EXP
Water Solubility 2.200 mg/L 25 EST
Vapor Pressure 1.79E-12 mm Hg 25 EST
Henry's Law Constant 3.88E-18 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 2.05E-10 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.