U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS
This repository is under review for potential modification in compliance with Administration directives.

Details

Stereochemistry ACHIRAL
Molecular Formula C10H14N2O
Molecular Weight 178.231
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of NIKETHAMIDE

SMILES

CCN(CC)C(=O)C1=CC=CN=C1

InChI

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

HIDE SMILES / InChI

Molecular Formula C10H14N2O
Molecular Weight 178.231
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description

Nikethamide is a respiratory and circulatory stimulant with some central nervous system activity. 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. Nikethamide is available as a short-acting over-the-counter drug in several South American and European countries, combined with glucose in form of lozenges. Nikethamide is especially useful for mountain climbers to increase endurance at high altitudes. Contraindications include hypertension, cardiovascular pathologies, and epilepsy. 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

CNS Activity

Originator

Approval Year

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Coramine

Funbound

ValueDoseCo-administeredAnalytePopulation
44.65%
NIKETHAMIDE plasma
Homo sapiens

PubMed

Patents

Sample Use Guides

In Vivo Use Guide
administered to adults in a dose of 1-2 ml 1-3 times a day, children under the skin - 0.1-0.75 ml
Route of Administration: Other
In Vitro Use Guide
Unknown
Substance Class Chemical
Record UNII
368IVD6M32
Record Status Validated (UNII)
Record Version