cocaine


cocaine; λ-cocaine
Links:🌍 Wikipedia, 📏 NIST, 📖 PubMed,
📖Houben-Weyl, 2. Band (Cocain); p. 515, 519, 529,
MeSH:Anesthetics; Anesthetics, Local; Central Nervous System Agents; Neurotransmitter Agents; Sensory System Agents; Vasoconstrictor Agents
CAS RN:[50-36-2]
Formula:C17H21NO4; 303.36 g/mol
InChiKey:ZPUCINDJVBIVPJ-PFSRBDOWSA-N
SMILES:COC(=O)[C@H]1[C@H](CC2CCC1N2C)OC(=O)c3ccccc3
Molecular structure of cocaine
Pharmaceutical use:anesthetic; bactericide
Toxicology (LD50):15.0 mg/Kg (cat, iv); 30.0 mg/Kg(cat, sc); 34.0 mg/Kg(dog, sc); 660 mg/Kg(frog, sc); 61.0 mg/Kg(guinea~pig, ip); 21.0 mg/Kg(guinea~pig, iv); 51.0 mg/Kg(guinea~pig, sc); 31.0 mg/Kg(mouse, iv); 101.0 mg/Kg(mouse, sc); 150 mg/Kg(mouse, sc); 189 mg/Kg(mouse, sc); 16.0 mg/Kg(rabbit, iv); 126 mg/Kg(rabbit, sc); 71.0 mg/Kg(rat, ip); 13.0 mg/Kg(rat, iv); 16.0 mg/Kg(rat, iv); 250 mg/Kg(rat, sc)
Dielectric constant:3.10
Melting point:94 °C
August equation
P(Torr) vs T(°C)
Vapour pressure vs temperature
Log10 partition octanol / water:2.30
1g dissolves in:
1.00g benzene;    1.32g aniline;    1.69g ethyl acetate;    1.79g piperidine;    2.78g diethylamine;    3.13g tetrachloromethane;    8.62g diethyl ether;    42.19g hexane;    714.29g water

Isomers

cocaine
Molecular structure of cocaine
fenoterol
Molecular structure of fenoterol
morphine monohydrate
Molecular structure of morphine monohydrate
(2-nitrophenyl)methyl (1R,3R)-2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropane-1-carboxylate
Molecular structure of (2-nitrophenyl)methyl (1R,3R)-2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropane-1-carboxylate
pseudococaine
Molecular structure of pseudococaine
d-pseudococaine
Molecular structure of d-pseudococaine
scopolamine
Molecular structure of scopolamine