| (R)-[(2S,4S,5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl]-(6-methoxyquinolin-4-yl)methanol; (-)-quinine; λ-quinine; quinine | |
| Links: | 🌍 Wikipedia, 📏 NIST, 🕷 ChemSpider, 📖 PubMed, 📖Houben-Weyl, 2. Band (Chinin); p. 210, 270, 283, 418, 457, 469, 777, 852, 1015, |
| MeSH: | Analgesics; Anti-Infective Agents; Central Nervous System Agents; Neuromuscular Agents; Sensory System Agents |
| CAS RN: | [56-54-2] |
| Formula: | C20H24N2O2; 324.42 g/mol |
| InChiKey: | LOUPRKONTZGTKE-FOEVPDMQSA-N |
| SMILES: | COc1ccc2nccc([C@@H](O)[C@@H]3C[C@H]4CCN3C[C@@H]4C=C)c2c1 |
| Pharmaceutical use: | antimalarial; antipyretic; cardiodepressant; oxytocic |
| Toxicology (LD50): | 101.0 mg/Kg (cat, sc); 180 mg/Kg(dog, sc); 200 mg/Kg(frog, sc); 400 mg/Kg(frog, sc); 600 mg/Kg(frog, sc); 700 mg/Kg(frog, sc); 300 mg/Kg(guinea~pig, or); 160 mg/Kg(guinea~pig, sc); 293 mg/Kg(guinea~pig, sc); 71.0 mg/Kg(rabbit, iv); 800 mg/Kg(rabbit, or); 1 500 mg/Kg(rabbit, or); 231 mg/Kg(rabbit, sc); 250 mg/Kg(rabbit, sc); 500 mg/Kg(rabbit, sc); 300 mg/Kg(rat, im); 200 mg/Kg(rat, sc); 790 mg/Kg(rat, sc) |
| Melting point: | 176 °C |
| Log10 partition octanol / water: | 3.44 |
| 1g dissolves in: 0.84g piperidine; 0.99g pyridine; 1.00g ethanol; 1.19g methanol; 1.96g trichloromethane; 4.05g ethyl acetate; 6.90g aniline; 40.50g ethyl acetate; 58.82g benzene; 114.16g diethyl ether; 114.16g diethyl ether; 157.98g 1,2,3-propanetriol; 185.19g tetrachloromethane; 189.04g tetrachloromethane; 200.00g benzene; 1,754.39g water; 1,976.28g water; 4,739.34g hexane | |