Skip Navigation
ChemIDplus A TOXNET DATABASE LiteBrowseAdvanced

Substance Name: Nicorandil [USAN:INN:BAN:JAN]
RN: 65141-46-0
UNII: 260456HAM0
InChIKey: LBHIOVVIQHSOQN-UHFFFAOYSA-N

Note

  • A derivative of the NIACINAMIDE that is structurally combined with an organic nitrate. It is a potassium-channel opener that causes vasodilatation of arterioles and large coronary arteries. Its nitrate-like properties produce venous vasodilation through stimulation of guanylate cyclase.

Molecular Formula

  • C8-H9-N3-O4

Molecular Weight

  • 211.176
 

Classification Codes

  • Anti-Arrhythmia Agents
  • Antihypertensive Agents
  • Cardiovascular Agents
  • Growth Substances
  • Micronutrients
  • Reproductive Effect
  • Vasodilator (Coronary)
  • Vasodilator Agents
  • Vitamin B Complex
  • Vitamins
* denotes mobile formatted website

Links to Resources


Search for this InChIKey on the Web

Names and Synonyms

Name of Substance

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

MeSH Heading

  • Nicorandil

Synonyms

  • 2-(Nicotinamido)ethyl nitrat
  • 2-Nicotinamidoethyl nitrate
  • 3-Pyridinecarboxamide, N-(2-(nitroxy)ethyl)-
  • BRN 0481451
  • EINECS 265-514-1
  • N-(2-Hydroxyethyl)nicotinamide nitrate
  • N-(2-Hydroxyethyl)nicotinamide nitrate (ester)
  • Nicorandil
  • Nicorandilum
  • Nicorandilum [INN-Latin]
  • SG 75
  • SG-75
  • UNII-260456HAM0

Systematic Names

  • 3-Pyridinecarboxamide, N-(2-(nitrooxy)ethyl)-
  • 3-Pyridinecarboxamide, N-(2-(nitroxy)ethyl)-
  • Nicorandil

Registry Numbers

CAS Registry Number

  • 65141-46-0

FDA UNII

  • 260456HAM0

System Generated Number

  • 0065141460

Structure Descriptors

InChI

1S/C8H9N3O4/c12-8(7-2-1-3-9-6-7)10-4-5-15-11(13)14/h1-3,6H,4-5H2,(H,10,12)

InChIKey

LBHIOVVIQHSOQN-UHFFFAOYSA-N

Smiles

c1(C(NCCO[N+](=O)[O-])=O)cccnc1

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LD50 oral 62500ug/kg (62.5mg/kg)   Yakkyoku. Pharmacy. Vol. 35, Pg. 1627, 1984.
dog LDLo intravenous 60mg/kg (60mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

SENSE ORGANS AND SPECIAL SENSES: VISUAL FIELD CHANGES: EYE

KIDNEY, URETER, AND BLADDER: OTHER CHANGES
Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 19, Pg. 2561, 1991.
man TDLo oral 195mg/kg/1Y-I (195mg/kg) GASTROINTESTINAL: OTHER CHANGES Lancet. Vol. 352, Pg. 1598, 1998.
mouse LD50 intraperitoneal 214mg/kg (214mg/kg)   Yaoxue Tongbao. Bulletin of Pharmacology. Vol. 23, Pg. 182, 1988.
mouse LD50 intravenous > 560mg/kg (560mg/kg)   Gekkan Yakuji. Pharmaceuticals Monthly. Vol. 36, Pg. 425, 1994.
mouse LD50 oral 626mg/kg (626mg/kg)   Yaoxue Tongbao. Bulletin of Pharmacology. Vol. 23, Pg. 182, 1988.
mouse LD50 subcutaneous 1350mg/kg (1350mg/kg)   Yakkyoku. Pharmacy. Vol. 35, Pg. 1627, 1984.
rat LD50 intraperitoneal 1100mg/kg (1100mg/kg)   Yakkyoku. Pharmacy. Vol. 35, Pg. 1627, 1984.
rat LD50 intravenous 502mg/kg (502mg/kg) BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)

SENSE ORGANS AND SPECIAL SENSES: LACRIMATION: EYE

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION
Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 19, Pg. 2561, 1991.
rat LD50 oral 1220mg/kg (1220mg/kg)   Yakkyoku. Pharmacy. Vol. 35, Pg. 1627, 1984.
rat LD50 subcutaneous 1200mg/kg (1200mg/kg)   Yakkyoku. Pharmacy. Vol. 35, Pg. 1627, 1984.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 92.5 deg C   EXP
log P (octanol-water) 0.430 (none)   EST
Atmospheric OH Rate Constant 1.51E-12 cm3/molecule-sec 25 EST

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