198 to 199 °C (388 to 390 °F; 471 to 472 K) (hydrate)
Pharmacology
Legal status
AU: S9 (Prohibited substance)
BR: Class F1 (Prohibited narcotics)
CA: Schedule I
UK: Controlled Drug
US: Schedule II
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Nverify (what is YN ?)
Infobox references
Chemical compound
Ecgonine (tropane derivative) is a tropane alkaloid found naturally in coca leaves. It has a close structural relation to cocaine: it is both a metabolite and a precursor, and as such, it is a controlled substance in many jurisdictions, as are some substances which can be used as precursors to ecgonine itself.
Structurally, ecgonine is a cycloheptane derivative with a nitrogen bridge. It is obtained by hydrolysis of cocaine with 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.[1]
It is a tertiary base, and has the properties of an acid and an alcohol. It is the carboxylic acid corresponding to tropine, for it yields the same products on oxidation, and by treatment with phosphorus pentachloride is converted into anhydroecgonine, C9H13NO2, which, when heated to 280 °C with hydrochloric acid, eliminates carbon dioxide and yields tropidine, C8H13N.[1]
Ecgonine (tropane derivative) is a tropane alkaloid found naturally in coca leaves. It has a close structural relation to cocaine: it is both a metabolite...
coca leaves and extracts of coca leaves from which cocaine, ecgonine and derivatives of ecgonine or their salts have been removed. (iv) Cocaine, its salts...
for cocaine use. Chemically, benzoylecgonine is the benzoate ester of ecgonine. It is a primary metabolite of cocaine, and is pharmacologically inactive...
Methylecgonine, also known as ecgonine methyl ester is a prominent tropane alkaloid found in coca leaves. It is metabolite of cocaine, and may be used...
metabolite, and other metabolites in lesser amounts such as ecgonine methyl ester (EME) and ecgonine. Further minor metabolites of cocaine include norcocaine...
cocaine-related alkaloids: Cocaine, from coca plant (Erythroxylum coca) Ecgonine, a precursor and metabolite of cocaine Benzoylecgonine, a metabolite of...
produces two primarily biologically inactive metabolites—benzoylecgonine and ecgonine methyl ester. The hepatic enzyme carboxylesterase is an important part...
hyoscyamine Cocaine group Substitution in positions 2 and 3 Cocaine, ecgonine Pyrrolizidine derivatives Non-esters In plants: ornithine or arginine →...
Ecgonidine (anhydroecgonine) is an alkaloid related to ecgonine and cocaine. It has a structure with a cycloheptene ring, with a nitrogen bridge, and a...
with systematic name ecgonine methyl ester:NADP+ oxidoreductase. This enzyme catalyses the following chemical reaction ecgonine methyl ester + NADP+ ⇌...
cocaine and ecgonine: Coca leaf — the leaf of the coca bush (plant material), except a leaf from which all ecgonine, cocaine and any other ecgonine alkaloids...
anhydroecgonine methyl ester; AEME) is a chemical intermediate derived from ecgonine or cocaine. Methylecgonidine is a pyrolysis product formed when crack cocaine...
5-trimethoxyamfetamine) zipeprol The esters and derivatives of ecgonine, which can be turned into ecgonine and cocaine; The mono- and di-alkylamide-, the pyrrolidine-...
notice of his intention to issue controls over: raw opium morphine cocaine ecgonine and heroin. The Act also said that the export, import, sale, distribution...
pharmaceutical operations. But manufacturing of drugs such as Crude cocaine, ecgonine and diacetylmorphine (commonly known as heroin) and their salts are illegal...
There are two associated metabolites of cocaine, benzoylecgonine (BZ) and ecgonine methyl ester (EME), the first (BZ) is created by the presence of cocaine...
butyrate Diphenoxylate Dipipanone Drotebanol Ecgonine (and any derivative of ecgonine which is convertible to ecgonine or to cocaine) Ethylmethylthiambutene...
cocaine and ecgonine: coca leaves – the leaf of the coca bush (plant material), except a leaf from which all ecgonine, cocaine and any other ecgonine alkaloids...
Diphenoxylate Dipipanone Drotebanol 1973 Ecgonine precursor 1971 "and any derivative of ecgonine which is convertible to ecgonine or to cocaine" Ethylmethylthiambutene...
quantities or mixtures (e.g. on an industrial scale) of heroin, cocaine, ecgonine, phencyclidine (PCP), lysergic acid diethylamide (LSD), marijuana, or methamphetamine...
Global Information
verify (what is 
?)
