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Substance Name: Nisoldipine [USAN:INN:BAN:JAN]
RN: 63675-72-9
UNII: 4I8HAB65SZ
InChIKey: VKQFCGNPDRICFG-UHFFFAOYSA-N

Note

  • A dihydropyridine calcium channel antagonist that acts as a potent arterial vasodilator and antihypertensive agent. It is also effective in patients with cardiac failure and angina.

Molecular Formula

  • C20-H24-N2-O6

Molecular Weight

  • 388.4176
 

Classification Codes

  • Antihypertensive Agents
  • Calcium Channel Blockers
  • Calcium-Regulating Hormones and Agents
  • Cardiovascular Agents
  • Drug / Therapeutic Agent
  • Membrane Transport Modulators
  • Vasodilator (Coronary)
  • Vasodilator Agents

Names and Synonyms

Name of Substance

  • Nisoldipine
  • Nisoldipine [USAN:INN:BAN:JAN]

MeSH Heading

  • Nisoldipine

Synonyms

  • (+-)-Isobutyl methyl 1,4-dihydro-2,6-dimethyl-4-(o-nitrophenyl)-3,5-pyridinedicarboxylate
  • Bay k 5552
  • BRN 0454188
  • EINECS 264-407-7
  • Isobutyl 1,4-dihydro-5-methoxycarbonyl-2,6-dimethyl-4-(2-nitrophenyl)-3-pyridincarboxylat
  • Nisocor
  • Nisoldipine
  • Nisoldipino
  • Nisoldipino [INN-Spanish]
  • Nisoldipinum
  • Nisoldipinum [INN-Latin]
  • Sular
  • UNII-4I8HAB65SZ

Systematic Names

  • 3,5-Pyridinedicarboxylic acid, 1,4-dihydro-2,6-dimethyl-4-(2-nitrophenyl)-, methyl 2-methylpropyl ester, (+-)-
  • Nisoldipine

Registry Numbers

CAS Registry Number

  • 63675-72-9

FDA UNII

  • 4I8HAB65SZ

System Generated Number

  • 0063675729

Structure Descriptors

InChI

InChI=1S/C20H24N2O6/c1-11(2)10-28-20(24)17-13(4)21-12(3)16(19(23)27-5)18(17)14-8-6-7-9-15(14)22(25)26/h6-9,11,18,21H,10H2,1-5H3

InChIKey

VKQFCGNPDRICFG-UHFFFAOYSA-N

Smiles

COC(=O)C1=C(C)NC(=C(C1c2ccccc2[N+](=O)[O-])C(=O)OCC(C)C)C

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LD50 intravenous 2mg/kg (2mg/kg)   New Drugs Annual: Cardiovascular Drugs. Vol. 1, Pg. 243, 1983.
dog LD50 oral 400mg/kg (400mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 23, Pg. 682, 1992.
mouse LD50 intravenous 360ug/kg (0.36mg/kg) BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)

LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES

SKIN AND APPENDAGES (SKIN): HAIR: OTHER		 Kiso to Rinsho. Clinical Report. Vol. 22, Pg. 3285, 1988.
mouse LD50 oral 411mg/kg (411mg/kg)   Kiso to Rinsho. Clinical Report. Vol. 22, Pg. 3285, 1988.
mouse LD50 oral 411mg/kg (411mg/kg) LUNGS, THORAX, OR RESPIRATION: CYANOSIS

BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)		 Kiso to Rinsho. Clinical Report. Vol. 22, Pg. 3285, 1988.
mouse LD50 subcutaneous 384mg/kg (384mg/kg) SKIN AND APPENDAGES (SKIN): HAIR: OTHER

BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)		 Kiso to Rinsho. Clinical Report. Vol. 22, Pg. 3285, 1988.
rabbit LD50 intravenous 2500ug/kg (2.5mg/kg)   New Drugs Annual: Cardiovascular Drugs. Vol. 1, Pg. 243, 1983.
rabbit LD50 oral > 5gm/kg (5000mg/kg)   New Drugs Annual: Cardiovascular Drugs. Vol. 1, Pg. 243, 1983.
rat LD50 intravenous 1120ug/kg (1.12mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD		 Kiso to Rinsho. Clinical Report. Vol. 22, Pg. 3285, 1988.
rat LD50 oral 1257mg/kg (1257mg/kg)   Kiso to Rinsho. Clinical Report. Vol. 22, Pg. 3285, 1988.
rat LD50 oral 1257mg/kg (1257mg/kg) LUNGS, THORAX, OR RESPIRATION: CYANOSIS

BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)		 Kiso to Rinsho. Clinical Report. Vol. 22, Pg. 3285, 1988.
rat LD50 subcutaneous 674mg/kg (674mg/kg) SKIN AND APPENDAGES (SKIN): HAIR: OTHER

BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)		 Kiso to Rinsho. Clinical Report. Vol. 22, Pg. 3285, 1988.

Physical Properties

Physical Property Value Units Temp (deg C) Source
log P (octanol-water) 3.26 (none)   EXP
Water Solubility 24.6 mg/L 25 EST
Vapor Pressure 3.04E-09 mm Hg 25 EST
Henry's Law Constant 1.71E-13 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 1.17E-10 cm3/molecule-sec 25 EST

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