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Substance Name: Nitrendipine [USAN:INN:BAN:JAN]
RN: 39562-70-4
UNII: 9B627AW319
InChIKey: PVHUJELLJLJGLN-UHFFFAOYSA-N

Note

  • A calcium channel blocker with marked vasodilator action. It is an effective antihypertensive agent and differs from other calcium channel blockers in that it does not reduce glomerular filtration rate and is mildly natriuretic, rather than sodium retentive.

Molecular Formula

  • C18-H20-N2-O6

Molecular Weight

  • 360.364
 

Classification Codes

  • Antihypertensive
  • Antihypertensive Agents
  • Calcium Channel Blockers
  • Cardiovascular Agents
  • Drug / Therapeutic Agent
  • Membrane Transport Modulators
  • Reproductive Effect
  • Vasodilator Agents
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Names and Synonyms

Name of Substance

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

MeSH Heading

  • Nitrendipine

Synonyms

  • (+-)-Ethyl methyl 1,4-dihydro-2,6-dimethyl-4-(m-nitrophenyl)-3,5-pyridinedicarboxylate
  • 1,4-Dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylic acid ethyl methyl ester
  • BAY e 5009
  • Bayotensin
  • Baypress
  • BRN 0498823
  • EINECS 254-513-1
  • Ethyl 1,4-dihydro-5-(acetoxycarbonyl)-2,6-dimethyl-4-(3-nitrophenyl)-3-pyridincarboxylat
  • Nidrel
  • Nitrendipine
  • Nitrendipino
  • Nitrendipino [INN-Spanish]
  • Nitrendipinum
  • Nitrendipinum [INN-Latin]
  • UNII-9B627AW319

Systematic Names

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

Registry Numbers

CAS Registry Number

  • 39562-70-4

FDA UNII

  • 9B627AW319

System Generated Number

  • 0039562704

Structure Descriptors

InChI

1S/C18H20N2O6/c1-5-26-18(22)15-11(3)19-10(2)14(17(21)25-4)16(15)12-7-6-8-13(9-12)20(23)24/h6-9,16,19H,5H2,1-4H3

InChIKey

PVHUJELLJLJGLN-UHFFFAOYSA-N

Smiles

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

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LD50 intravenous > 2500ug/kg (2.5mg/kg) LUNGS, THORAX, OR RESPIRATION: DYSPNEA

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
"Nitrendipine, Based on Presentations at International Workshop on Nitrendipine, 1st, New York, 1982," Scriabine, A., et al., eds., Baltimore, Urban & Schwarzenberg, 1984Vol. -, Pg. 25, 1984.
dog LD50 oral > 100mg/kg (100mg/kg) GASTROINTESTINAL: NAUSEA OR VOMITING "Nitrendipine, Based on Presentations at International Workshop on Nitrendipine, 1st, New York, 1982," Scriabine, A., et al., eds., Baltimore, Urban & Schwarzenberg, 1984Vol. -, Pg. 25, 1984.
mouse LD50 intraperitoneal 303mg/kg (303mg/kg) BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)

LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES

BLOOD: CHANGES IN SPLEEN
Oyo Yakuri. Pharmacometrics. Vol. 36, Pg. 121, 1988.
mouse LD50 intravenous 34500ug/kg (34.5mg/kg)   Farmaco, Edizione Scientifica. Vol. 42, Pg. 697, 1987.
mouse LD50 oral 2540mg/kg (2540mg/kg) BEHAVIORAL: REGIDITY

LUNGS, THORAX, OR RESPIRATION: CYANOSIS

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
"Nitrendipine, Based on Presentations at International Workshop on Nitrendipine, 1st, New York, 1982," Scriabine, A., et al., eds., Baltimore, Urban & Schwarzenberg, 1984Vol. -, Pg. 25, 1984.
mouse LD50 subcutaneous 7613mg/kg (7613mg/kg) BLOOD: CHANGES IN SPLEEN

SKIN AND APPENDAGES (SKIN): HAIR: OTHER

GASTROINTESTINAL: OTHER CHANGES
Oyo Yakuri. Pharmacometrics. Vol. 36, Pg. 121, 1988.
rabbit LD50 intravenous 2500ug/kg (2.5mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
"Nitrendipine, Based on Presentations at International Workshop on Nitrendipine, 1st, New York, 1982," Scriabine, A., et al., eds., Baltimore, Urban & Schwarzenberg, 1984Vol. -, Pg. 25, 1984.
rabbit LD50 oral 2500mg/kg (2500mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

LUNGS, THORAX, OR RESPIRATION: CYANOSIS

BEHAVIORAL: REGIDITY
"Nitrendipine, Based on Presentations at International Workshop on Nitrendipine, 1st, New York, 1982," Scriabine, A., et al., eds., Baltimore, Urban & Schwarzenberg, 1984Vol. -, Pg. 25, 1984.
rat LD50 intraperitoneal 205mg/kg (205mg/kg) BLOOD: CHANGES IN SPLEEN

LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES

BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)
Oyo Yakuri. Pharmacometrics. Vol. 36, Pg. 121, 1988.
rat LD50 intravenous 12600ug/kg (12.6mg/kg) LUNGS, THORAX, OR RESPIRATION: DYSPNEA

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
"Nitrendipine, Based on Presentations at International Workshop on Nitrendipine, 1st, New York, 1982," Scriabine, A., et al., eds., Baltimore, Urban & Schwarzenberg, 1984Vol. -, Pg. 25, 1984.
rat LD50 oral 15370mg/kg (15370mg/kg) BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)

LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES

BLOOD: CHANGES IN SPLEEN
Oyo Yakuri. Pharmacometrics. Vol. 36, Pg. 121, 1988.
rat LD50 subcutaneous 5166mg/kg (5166mg/kg) BLOOD: CHANGES IN SPLEEN

SKIN AND APPENDAGES (SKIN): HAIR: OTHER

GASTROINTESTINAL: OTHER CHANGES
Oyo Yakuri. Pharmacometrics. Vol. 36, Pg. 121, 1988.

Physical Properties

Physical Property Value Units Temp (deg C) Source
log P (octanol-water) 2.88 (none)   EXP
Water Solubility 77.2 mg/L 25 EST
Vapor Pressure 9.83E-09 mm Hg 25 EST
Henry's Law Constant 9.70E-14 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 1.14E-10 cm3/molecule-sec 25 EST

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