Nikethamide

Chemical compound From Wikipedia, the free encyclopedia

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 no longer commonly considered to be of value for such purposes.[citation needed]

Trade namesCoramine
Other namesNicotinic acid diethylamide
ATC code
Quick facts Clinical data, Trade names ...
Nikethamide
Clinical data
Trade namesCoramine
Other namesNicotinic acid diethylamide
AHFS/Drugs.comInternational Drug Names
ATC code
Pharmacokinetic data
Elimination half-life0.5 h
Identifiers
  • N,N-Diethyl-3-pyridinecarboxamide
CAS Number
PubChem CID
DrugBank
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.000.380 Edit this at Wikidata
Chemical and physical data
FormulaC10H14N2O
Molar mass178.235 g·mol−1
3D model (JSmol)
  • 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 checkY
  • Key:NCYVXEGFNDZQCU-UHFFFAOYSA-N checkY
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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.[citation needed]

Uses

It is useful for mountain climbers to increase endurance at high altitudes.[1]

Available forms

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.[citation needed]

Contraindications

Contraindications include hypertension, cardiovascular disease, and epilepsy.[1]

Society and culture

Coramine injection kit from World War II (Auckland War Memorial Museum, New Zealand)

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 subcutaneous).[citation needed]

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]

Use in sports

In some sports, nikethamide is listed by the World Anti-Doping Agency as a banned substance. Jaime Huélamo was stripped of his bronze medal at the 1972 Olympic individual cycling road race after testing positive for Coramine.[4] 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 months, from competition in 2010 due to testing positive for nikethamide after a win in Germany in July, 2010.[7]

In July 2021, Swiss athlete and doctor Kariem Hussein was positively tested for nikethamide, which he regularly uses during training. He missed the 2020 Summer Olympics in Tokyo, and was banned from competitions for nine months.[8]

See also

References

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