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Substance Name: Nimodipine [USAN:USP:INN:BAN]
RN: 66085-59-4
UNII: 57WA9QZ5WH
InChIKey: UIAGMCDKSXEBJQ-UHFFFAOYSA-N

Note

  • A calcium channel blockader with preferential cerebrovascular activity. It has marked cerebrovascular dilating effects and lowers blood pressure.

Molecular Formula

  • C21-H26-N2-O7

Molecular Weight

  • 418.4434
 

Classification Codes

  • Antihypertensive Agents
  • Calcium Channel Blockers
  • Calcium-Regulating Hormones and Agents
  • Cardiovascular Agents
  • Drug / Therapeutic Agent
  • Membrane Transport Modulators
  • Reproductive Effect
  • Vasodilator
  • Vasodilator Agents

Names and Synonyms

Name of Substance

  • Nimodipine
  • Nimodipine [USAN:USP:INN:BAN]

MeSH Heading

  • Nimodipine

Synonyms

  • BAY e 9736
  • BRN 0459792
  • DRG-0139
  • EINECS 266-127-0
  • Isopropyl 2-methoxyethyl 1,4-dihydro-2,6-dimethyl-4-(m-nitrophenyl)-3,5-pyridinedicarboxylate
  • Nimodipine
  • Nimodipino
  • Nimodipino [INN-Spanish]
  • Nimodipinum
  • Nimodipinum [INN-Latin]
  • Nimotop
  • NSC 758476
  • Nymalize
  • Periplum
  • UNII-57WA9QZ5WH

Systematic Names

  • 3,5-Pyridinedicarboxylic acid, 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-, 2-methoxyethyl 1-methylethyl ester
  • Nimodipine

Superlist Name

  • Nimodipine

Registry Numbers

CAS Registry Number

  • 66085-59-4

FDA UNII

  • 57WA9QZ5WH

System Generated Number

  • 0066085594

Structure Descriptors

InChI

InChI=1S/C21H26N2O7/c1-12(2)30-21(25)18-14(4)22-13(3)17(20(24)29-10-9-28-5)19(18)15-7-6-8-16(11-15)23(26)27/h6-8,11-12,19,22H,9-10H2,1-5H3

InChIKey

UIAGMCDKSXEBJQ-UHFFFAOYSA-N

Smiles

COCCOC(=O)C1=C(C)NC(=C(C1c2cccc(c2)[N+](=O)[O-])C(=O)OC(C)C)C

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LD50 intravenous 4mg/kg (4mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 36, Pg. 1733, 1986.
dog LD50 oral 1gm/kg (1000mg/kg)   Kiso to Rinsho. Clinical Report. Vol. 19, Pg. 6899, 1985.
mouse LD50 intravenous 26200ug/kg (26.2mg/kg)   Kiso to Rinsho. Clinical Report. Vol. 19, Pg. 6899, 1985.
mouse LD50 oral 940mg/kg (940mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)		 Kiso to Rinsho. Clinical Report. Vol. 19, Pg. 6899, 1985.
mouse LD50 subcutaneous 9500mg/kg (9500mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) Kiso to Rinsho. Clinical Report. Vol. 19, Pg. 6899, 1985.
rabbit LD50 intravenous 2500ug/kg (2.5mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 36, Pg. 1733, 1986.
rabbit LD50 oral 5gm/kg (5000mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 36, Pg. 1733, 1986.
rat LD50 intravenous 5mg/kg (5mg/kg)   Archives of Toxicology. Vol. 54, Pg. 275, 1983.
rat LD50 oral 2738mg/kg (2738mg/kg)   Kiso to Rinsho. Clinical Report. Vol. 19, Pg. 6899, 1985.
rat LD50 oral 2738mg/kg (2738mg/kg) GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)		 Kiso to Rinsho. Clinical Report. Vol. 19, Pg. 6899, 1985.
rat LD50 subcutaneous 4234mg/kg (4234mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) Kiso to Rinsho. Clinical Report. Vol. 19, Pg. 6899, 1985.

Physical Properties

Physical Property Value Units Temp (deg C) Source
log P (octanol-water) 3.05 (none)   EXP
Water Solubility 24.3 mg/L 25 EST
Vapor Pressure 5.10E-10 mm Hg 25 EST
Henry's Law Constant 2.00E-15 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 1.25E-10 cm3/molecule-sec 25 EST

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