Cocaine ( benzoylmethyl ecgonine) is a crystalline tropane alkaloid that is obtained from the leaves of the coca plant. [Aggrawal, Anil. ''Narcotic Drugs''. National Book Trust, India (1995), p. 52-3. ISBN 81-237-1383-5.] The name comes from "coca" in addition to the alkaloid suffix ''-ine'', forming ''cocaine''. It is both a stimulant of the central nervous system and an appetite suppressant. Specifically, it is a dopamine reuptake inhibitor, a noradrenaline reuptake inhibitor and a serotonin reuptake inhibitor. Because of the way it affects the mesolimbic reward pathway, cocaine is addictive. Nevertheless, cocaine is used in medicine as a topical anesthetic, even in children, specifically in eye, nose and throat surgery.
Its possession, cultivation, and distribution are illegal for non-medicinal and non-government sanctioned purposes in virtually all parts of the world. Although its free commercialization is illegal and has been severely penalized in virtually all countries, its use worldwide remains widespread in many social, cultural, and personal settings.
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| (-)-Cocaine |
| (1R,2R,3S,5S)-2-(methoxycarbonyl)tropan-3-yl benzoate |
| (1R,2R,3S,5S)-2-Methoxycarbonyltropan-3-yl benzoate |
| (1R,2R,3S,5S)-3-(Benzoyloxy)-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylic Acid Methyl Ester |
| (R)-Cocaine |
| [1R-(exo,exo)]-3-(Benzoyloxy)-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylic Acid Methyl Ester |
| 200-032-7[EINECS] |
| 2b-Carbomethoxy-3b-benzoxytropane |
| 2beta-Carbomethoxy-3beta-benzoxytropane |
| 3b-Hydroxy-1aH,5aH-tropane-2b-carboxylic Acid Methyl Ester Benzoate |
| 50-36-2[RN] |
| b-Cocaine |
| Benzoylmethylecgonine[Wiki] |
| Bernice[Wiki] |
| Bernies |
| Blow |
| Burese |
| cocaine[Wiki] |
| Cocaine (USP) |
| Cocaine [BAN] |
| Cocaine base |
| Ecgonine Methyl Ester Benzoate |
| Eritroxilina |
| Erytroxylin |
| I-Cocaine |
| methyl (1R,2R,3S,5S)-3-(benzoyloxy)-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylate |
| Neurocaine |
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|
LogP: |
ACD/LogP:
3.08
|
# of Rule of 5 Violations: |
0
|
|
ACD/LogD (pH 5.5): |
0.13
|
ACD/LogD (pH 7.4): |
1.51
|
|
ACD/BCF (pH 5.5): |
1
|
ACD/BCF (pH 7.4): |
3.5
|
|
ACD/KOC (pH 5.5): |
1.28
|
ACD/KOC (pH 7.4): |
30.61
|
|
#H bond acceptors: |
5
|
#H bond donors: |
0
|
|
#Freely Rotating Bonds: |
5
|
Polar Surface Area: |
55.84
Å2
|
|
Index of Refraction: |
1.567
|
Molar Refractivity: |
81.1
cm3
|
|
Molar Volume: |
248
cm3
|
Polarizability: |
32.15
10-24cm3
|
|
Surface Tension: |
48.4
dyne/cm
|
Density: |
1.22
g/cm3
|
|
Flash Point: |
192.8
°C
|
Enthalpy of Vaporization: |
64.53
kJ/mol
|
|
Boiling Point: |
395.2
°C at 760 mmHg
|
Vapour Pressure: |
1.87E-06
mmHg at 25°C
|
Comments: These data were collected from standards supplied by legitimate manufacturers or synthesized in forensic laboratories under controlled conditions. Supplied by John Meyers, Member of the ChemSpider Advisory Group.
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