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Substance Name: Nikethamide [INN:BAN:NF]
RN: 59-26-7
UNII: 368IVD6M32
InChIKey: NCYVXEGFNDZQCU-UHFFFAOYSA-N

Note

  • A central nervous system stimulant. It was formerly used in the treatment of barbiturate overdose but is now considered to be of no value for such purposes and may be dangerous. (From Martindale, The Extra Pharmacopoeia, 30th ed, p1229)

Molecular Formula

  • C10-H14-N2-O

Molecular Weight

  • 178.2336
 

Classification Codes

  • Central Nervous System Agents
  • Central Nervous System Stimulants
  • Convulsants
  • Drug / Therapeutic Agent
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Names and Synonyms

Name of Substance

  • Nikethamide
  • Nikethamide [INN:BAN:NF]

MeSH Heading

  • Nikethamide

Synonyms

  • 5-22-02-00084 (Beilstein Handbook Reference)
  • AI3-01438
  • Anacardone
  • Anacordone
  • Astrocar
  • beta-Pyrimidum
  • BRN 0005743
  • Camphozone
  • Canfodiamina
  • Carbamidal
  • Cardamine
  • Cardiagen
  • Cardiamid
  • Cardiamide
  • Cardiamina
  • Cardiamine
  • Cardimon
  • Citocor
  • Coracon
  • Coraetamidum
  • Coraethamide
  • Coraethamidum
  • Coralept
  • Coramine
  • Coravita
  • Corazone
  • Cordiamid
  • Cordiamin
  • Cordiamine
  • Corditon
  • Cordynil
  • Corediol
  • Corespin
  • Corethamide
  • Coretone
  • Corivo
  • Cormed
  • Cormid
  • Cormotyl
  • Cornotone
  • Corotonin
  • Corovit
  • Corvin
  • Corvitan
  • Corvitol
  • Corvotone
  • Corywas
  • Danamine
  • Diaethyl-nicotinamid
  • Diaethyl-nicotinamid [German]
  • Diaethylamidum acidi nicotinici
  • Diethyl-nicotamide
  • Diethylamid kyseliny nikotinove
  • Diethylamid kyseliny nikotinove [Czech]
  • Diethylnicotinamide
  • Dietilamide-carbopiridina
  • Dinacoryl
  • Dynacoryl
  • Dynamicarde
  • EINECS 200-418-5
  • Elitone
  • Eucoran
  • Hansacor
  • Inicardio
  • Kardiamid
  • Kardonyl
  • Kordiamin
  • Leptamin
  • Mediamid
  • N,N-Diethyl-3-pyridinecarboxamide
  • N,N-Diethylnicotinamide
  • Niamine
  • Nicaethamidum
  • Nicamide
  • Nicetamida
  • Nicetamida [INN-Spanish]
  • Nicetamide
  • Nicetamide [DCIT]
  • Nicethamide
  • Nicethamidum
  • Nicethamidum [INN-Latin]
  • Nicor
  • Nicordamin
  • Nicorine
  • Nicoryl
  • Nicotinic acid diethylamide
  • Nikardin
  • Niketamid
  • Niketamide
  • Nikethamide
  • Niketharol
  • Nikethyl
  • Niketilamid
  • Nikorin
  • Nikotin
  • Niquetamida
  • Nisetamide
  • NSC 130820
  • Percoral
  • Procardine
  • Procorman
  • Pyricardyl
  • Pyridine-3-carboxydiethylamide
  • Pyridine-3-carboxylic acid diethylamide
  • Reformin
  • Rehormin
  • Salvacard
  • Salvacorin
  • Sancora
  • Solyacord
  • Stellamine
  • Stiminol
  • Stimulin
  • Tonocard
  • Tonocor
  • UNII-368IVD6M32
  • Ventramine

Systematic Names

  • 3-Pyridinecarboxamide, N,N-diethyl-
  • N,N-Diethylnicotinamide
  • Nicotinamide, N,N-diethyl-
  • Nikethamide

Registry Numbers

CAS Registry Number

  • 59-26-7

FDA UNII

  • 368IVD6M32

System Generated Number

  • 0000059267

Structure Descriptors

InChI

1S/C10H14N2O/c1-3-12(4-2)10(13)9-6-5-7-11-8-9/h5-8H,3-4H2,1-2H3

InChIKey

NCYVXEGFNDZQCU-UHFFFAOYSA-N

Smiles

CCN(CC)C(=O)c1cccnc1

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 174mg/kg (174mg/kg) BEHAVIORAL: TREMOR

BEHAVIORAL: EXCITEMENT

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Journal of Pharmacology and Experimental Therapeutics. Vol. 128, Pg. 176, 1960.
mouse LD50 intravenous 180mg/kg (180mg/kg)   Schweizerische Medizinische Wochenschrift. Vol. 85, Pg. 305, 1955.
mouse LD50 oral 188mg/kg (188mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: EXCITEMENT

BEHAVIORAL: REGIDITY
Research Progress in Organic-Biological and Medicinal Chemistry. Vol. 1, Pg. 423, 1964.
mouse LD50 subcutaneous 200mg/kg (200mg/kg)   Bollettino Chimico Farmaceutico. Vol. 111, Pg. 293, 1972.
mouse LD50 unreported 288mg/kg (288mg/kg)   Nippon Yakurigaku Zasshi. Japanese Journal of Pharmacology. Vol. 53, Pg. 2S, 1957.
rabbit LDLo intravenous 150mg/kg (150mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD Journal of Pharmacology and Experimental Therapeutics. Vol. 66, Pg. 260, 1939.
rabbit LDLo subcutaneous 300mg/kg (300mg/kg)   Klinische Wochenscrift. Vol. 12, Pg. 1860, 1933.
rat LD50 intraperitoneal 272mg/kg (272mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD Proceedings of the European Society for the Study of Drug Toxicity. Vol. 4, Pg. 132, 1964.
rat LD50 intravenous 191mg/kg (191mg/kg)   "Drug Dosages in Laboratory Animals - A Handbook," Rev. ed., Barnes, C.D., and L.G. Eltherington, Berkeley, Univ. of California Press, 1973Vol. -, Pg. 173, 1973.
rat LD50 subcutaneous 240mg/kg (240mg/kg) LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES Proceedings of the Society for Experimental Biology and Medicine. Vol. 62, Pg. 19, 1946.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 25 deg C   EXP
Boiling Point 298 deg C   EXP
pKa Dissociation Constant 3.5 (none)   EXP
log P (octanol-water) 0.33 (none)   EXP
Water Solubility 1.00E+06 mg/L 25 EXP
Vapor Pressure 4.68E-04 mm Hg 25 EST
Henry's Law Constant 2.46E-11 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 2.33E-11 cm3/molecule-sec 25 EST

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