Nikethamide

From Infogalactic: the planetary knowledge core
Jump to: navigation, search
Nikethamide
Nikethamide.svg
Nikethamide.png
Systematic (IUPAC) name
N,N-Diethyl-3-pyridinecarboxamide
Clinical data
AHFS/Drugs.com International Drug Names
Pharmacokinetic data
Biological half-life 0.5 h
Identifiers
CAS Number 59-26-7 YesY
ATC code R07AB02 (WHO)
PubChem CID: 5497
ChemSpider 5296 YesY
UNII 368IVD6M32 YesY
KEGG D07408 YesY
Synonyms Nicotinic acid diethylamide
Chemical data
Formula C10H14N2O
Molecular mass 178.231
  • O=C(N(CC)CC)c1cccnc1
  • InChI=1S/C10H14N2O/c1-3-12(4-2)10(13)9-6-5-7-11-8-9/h5-8H,3-4H2,1-2H3 YesY
  • Key:NCYVXEGFNDZQCU-UHFFFAOYSA-N YesY
  (verify)

Nikethamide is a stimulant which mainly affects the respiratory cycle. Widely known by its former trade name of Coramine, it was used in the mid-twentieth century as a medical countermeasure against tranquilizer overdoses, before the advent of endotracheal intubation and positive-pressure lung expansion. It is now considered to be of no value for such purposes, and may be dangerous.[1]

In alternate terminology, it is known as nicotinic acid diethylamide, which meaningfully emphasizes its laboratory origins, and of which its common name is derived as a blend.

Former and current medical use

Coramine was used by suspected serial killer John Bodkin Adams when treating patient Gertrude Hullett, whom he was suspected of murdering.[2] However, the toxicity of nikethamide is quite low (LD50 rabbits 650 mg/Kg oral, LD50 rats 240 mg/Kg s.c.).

Theodor Morell, Adolf Hitler's personal physician, would inject the German ruler with Coramine when Hitler was unduly sedated with barbiturates. In addition, Morell would use Coramine as part of an all-purpose "tonic" for Hitler.[3]

It is available as a short-acting over-the-counter drug in several South American and European countries, combined with glucose in form of lozenges. It is especially useful for mountain climbers to increase endurance at high altitudes. Contraindications include hypertension, cardiovascular pathologies and epilepsy.[4]

Use in sports

In some sports, nikethamide is listed by the World Anti-Doping Agency as a banned substance. Croatian tennis player Marin Čilić was suspended from competition for nine months after he tested positive for nikethamide in April 2013.[5] This ban was later reduced to four months after Cilic appealed and claimed he had unintentionally ingested it in a glucose tablet bought at a pharmacy.[6] Polish kart driver Igor Walilko was given a two-year ban, later reduced to eighteen month, from competition in 2010 due to testing positive for nikethamide after a win in Germany in July, 2010.[7]

References

  1. Martindale, The Extra Pharmacopoeia, 30th ed, p1229
  2. Cullen, Pamela V., "A Stranger in Blood: The Case Files on Dr John Bodkin Adams", London, Elliott & Thompson, 2006, ISBN 1-904027-19-9
  3. Lua error in package.lua at line 80: module 'strict' not found.
  4. Nikethamid, III-3.3, Toxcenter
  5. Lua error in package.lua at line 80: module 'strict' not found.
  6. Lua error in package.lua at line 80: module 'strict' not found.
  7. FIA Igor Walilko ruling

External links