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Substance Name: Nicardipine hydrochloride [USAN:JAN]
RN: 54527-84-3
UNII: K5BC5011K3
InChIKey: AIKVCUNQWYTVTO-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.Cl-H

Molecular Weight

  • 515.991
 

Classification Codes

  • Antihypertensive Agents
  • Calcium Channel Blockers
  • Drug / Therapeutic Agent
  • Human Data
  • Reproductive Effect
  • Vasodilator
  • Vasodilator Agents

Names and Synonyms

Name of Substance

  • Nicardipine hydrochloride [USAN:JAN]

Synonyms

  • 2-(Benzylmethylamino)ethyl methyl 1,4-dihydro-2,6-dimethyl-4-(m-nitrophenyl)-3,5-pyridinedicarboxylate monohydrochloride
  • Angioglebil
  • Bionicard
  • Cardene
  • Cardene In 0.83% Sodium Chloride In Plastic Container
  • Cardene In 0.86% Sodium Chloride In Plastic Container
  • Cardene In 4.8% Dextrose In Plastic Container
  • Cardene In 5.0% Dextrose In Plastic Container
  • Cardene SR
  • CCRIS 8508
  • Dafil
  • Dagan
  • EINECS 259-198-4
  • Lincil
  • Loxen
  • Nicardil
  • Nicardipine HCl
  • Nicardipine hydrochloride
  • Nicodel
  • Perdipina
  • Perdipine
  • RS-69216
  • RS-69216-XX-07-0
  • UNII-K5BC5011K3
  • YC 93
  • YC-93

Systematic Names

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

Registry Numbers

CAS Registry Number

  • 54527-84-3

FDA UNII

  • K5BC5011K3

System Generated Number

  • 0054527843

Molecular Formulas

Molecular Formula

  • C26-H29-N3-O6.Cl-H

Molecular Formula Fragments

  • C26-H29-N3-O6
  • Cl-H
  • COMPONENT

Structure Descriptors

InChI

1S/C26H29N3O6.ClH/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;1H

InChIKey

AIKVCUNQWYTVTO-UHFFFAOYSA-N

Smiles

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

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LD oral > 60mg/kg (60mg/kg)   United States Patent Document. Vol. #4565823,
dog LD50 intravenous 5mg/kg (5mg/kg)   United States Patent Document. Vol. #4565823,
man TDLo oral 26mg/kg/30D-I (26mg/kg) KIDNEY, URETER, AND BLADDER: URINE VOLUME DECREASED

KIDNEY, URETER, AND BLADDER: OTHER CHANGES
JAMA, Journal of the American Medical Association. Vol. 258, Pg. 3388, 1987.
mouse LD50 intraperitoneal 123mg/kg (123mg/kg) BEHAVIORAL: TREMOR

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Zhongguo Yaoli Xuebao. Acta Pharmacologica Sinica. Chinese Journal of Pharmacology. Vol. 4, Pg. 97, 1983.
mouse LD50 intravenous 19900ug/kg (19.9mg/kg) BEHAVIORAL: ATAXIA

LUNGS, THORAX, OR RESPIRATION: DYSPNEA

SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE
Oyo Yakuri. Pharmacometrics. Vol. 18, Pg. 301, 1979.
mouse LD50 oral 322mg/kg (322mg/kg) BEHAVIORAL: TREMOR

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Zhongguo Yaoli Xuebao. Acta Pharmacologica Sinica. Chinese Journal of Pharmacology. Vol. 4, Pg. 97, 1983.
mouse LD50 subcutaneous 540mg/kg (540mg/kg) LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION

SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE"

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Oyo Yakuri. Pharmacometrics. Vol. 18, Pg. 301, 1979.
rat LD50 intraperitoneal 155mg/kg (155mg/kg) LIVER: OTHER CHANGES

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION
Oyo Yakuri. Pharmacometrics. Vol. 18, Pg. 301, 1979.
rat LD50 intravenous 15500ug/kg (15.5mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 26, Pg. 2172, 1976.
rat LD50 oral 184mg/kg (184mg/kg)   United States Patent Document. Vol. #4565823,
rat LD50 subcutaneous 606mg/kg (606mg/kg)   United States Patent Document. Vol. #4565823,
women TDLo oral 1800ug/kg/36H (1.8mg/kg) KIDNEY, URETER, AND BLADDER: URINE VOLUME DECREASED JAMA, Journal of the American Medical Association. Vol. 258, Pg. 3388, 1987.