Name = Ecgonine
ImageFile = Ecgonin - Ecgonine.svg
ImageName = Semi-skeletal formula of ecgonine
ImageFile1 = Ecgonine-3D-balls.png
ImageName1 = Ball-and-stick model of the ecgonine molecule
IUPACName = 3-hydroxy-8-methyl-8-azabicyclo [3.2.1] octane-2-carboxylic acid
Section1 = Chembox Identifiers
CASNo = 481-37-8
SMILES = CN2C1CCC2CC(O)C1C(O)=O
Section2 = Chembox Properties
Formula = C9H15NO3
MolarMass = 185.2203 g/mol
Density = 1.293 ± 0.06 g/cm³
Ecgonine is an
organic chemicaland tropane alkaloidfound naturally in cocaleaves. It is has a close structural relation to cocaine: it is both a metaboliteand a , and as such, it is a controlled substance, as are all known substances which can be used as precursors to ecgonine itself.
Structurally, ecgonine is a
cycloheptanederivative with a nitrogen bridge. It is obtained by hydrolysisof cocainewith acids or alkalis, and crystallizes with one molecule of water, the crystals melting at 198–199°C. It is levorotary, and on warming with alkalis gives iso-ecgonine, which is dextrorotary.
It is a tertiary base, and has the properties of an acid and an alcohol. It is the
carboxylic acidcorresponding to tropine, for it yields the same products on oxidation, and by treatment with phosphorus pentachlorideis converted into anhydroecgonine, C9H13NO2, which, when heated to 280°C with hydrochloric acid, eliminates carbon dioxideand yields tropidine, C8H13N.
Wikimedia Foundation. 2010.
Look at other dictionaries:
Ecgonine — Général Nom IUPAC aci … Wikipédia en Français
Ecgonine — Ec go*nine (?; 104), n. [Gr. e kgonos sprung from.] (Chem.) A colorless, crystalline, nitrogenous base, obtained by the decomposition of cocaine. [1913 Webster] || … The Collaborative International Dictionary of English
ecgonine — noun An organic chemical and tropane alkaloid found naturally in coca leaves … Wiktionary
ecgonine — The important part of the cocaine molecule; a topical anesthetic; basis of many coca alkaloids. e. benzoate SYN: benzoylecgonine. * * * ec·go·nine ek gə .nēn, nən n a crystalline alkaloid C9H15NO3 obtained by hydrolysis o … Medical dictionary
ecgonine — ec·go·nine … English syllables
ecgonine — ˈekgəˌnēn, nə̇n noun ( s) Etymology: International Scientific Vocabulary ecgon (from Greek ekgonos born of, sprung from, from ek out of, out + gonos child) + ine; akin to Greek gignesthai to be born more at kin : a crystalline alkaloid C9H15 … Useful english dictionary
ecgonine methyl ester — the major hydrolytic metabolite of cocaine detectable in blood by laboratory testing, accounting for approximately 49 per cent of cocaine metabolism … Medical dictionary
481-37-8 — Ecgonine Ecgonine Général Nom IUPAC … Wikipédia en Français
Controlled Substances Act — Acronym CSA Enacted by the 91st United States Congress Effective October 27, 1970 Citations Public La … Wikipedia
Cocaine — For other uses, see Cocaine (disambiguation). Cocaine … Wikipedia