|
| | Cinchonine Basic information |
| | Cinchonine Chemical Properties |
| Melting point | 260-263 °C | | alpha | 224 º (c=0.5, alcohol) | | Boiling point | 436.16°C (rough estimate) | | density | 1.0863 (rough estimate) | | vapor pressure | 0Pa at 25℃ | | refractive index | 223 ° (C=0.5, EtOH) | | storage temp. | Keep in dark place,Sealed in dry,Room Temperature | | solubility | 0.25g/l | | form | Micro-Crystalline Powder | | pka | 5.85, 9.92(at 25℃) | | color | White to light beige | | PH | 9.0 (0.25g/l, H2O, 20℃)(as aqueous solution) | | optical activity | [α]23/D +228°, c = 0.5 in ethanol | | Water Solubility | Insoluble | | Sensitive | Light Sensitive | | Merck | 14,2287 | | BRN | 89689 | | Stability: | Stable, but may be light sensitive. Incompatible with strong oxidizing agents. | | InChIKey | KMPWYEUPVWOPIM-QHQSXHFQSA-N | | LogP | 2.82 at 25℃ | | CAS DataBase Reference | 118-10-5(CAS DataBase Reference) | | NIST Chemistry Reference | Cinchonine(118-10-5) | | EPA Substance Registry System | Cinchonan-9-ol, (9S)- (118-10-5) |
| Hazard Codes | Xn | | Risk Statements | 20/22-20/21/22 | | Safety Statements | 26-36-36/37 | | RIDADR | 1544 | | WGK Germany | 3 | | RTECS | GD3500000 | | F | 8-34 | | HazardClass | 6.1(b) | | PackingGroup | III | | HS Code | 29339900 | | Toxicity | LD50 i.p. in rats: 152 mg/kg (Johnson, Poe) |
| | Cinchonine Usage And Synthesis |
| Description | Cinchonine is a cinchona alkaloid generally found in the bark of Cinchona officinalis plants. It is a pseudoenantiomer that is commonly employed in malaria therapy. Cinchonine is also used as an organocatalyst in many asymmetric reactions. It is a stereoisomer and pseudo-enantiomer of cinchonidine. It is structurally similar to quinine, an antimalarial drug. | | Chemical Properties | white to light yellow crystal powde | | Uses | Stereomeric with Cinchonidine (C441925). Antimalarial. | | Uses | cardiotonic | | Uses | Cinchonine occurs in most varieties of cinchonabark (Cinchona micrantha and Rubiaceae).It is used as an antimalarial agent. | | Definition | ChEBI: Cinchonan in which a hydrogen at position 9 is substituted by hydroxy (S configuration). It occurs in the bark of most varieties of Cinchona shrubs, and is frequently used for directing chirality in asymmetric synthesis. | | Health Hazard | The toxic effects from high doses of cinchonineinclude tinnitus, vomiting, diarrhea, andfever. The toxic effects noted in rats were excitement, change in motor activity, andconvulsions. An intraperitoneal LD50 valuein rats is 152 mg/kg. | | Flammability and Explosibility | Nonflammable | | Purification Methods | Crystallise cinchonine from EtOH or diethyl ether. For the N-benzylcinchoninium chloride see above entry in this section. [Rabe Justus Liebigs Ann Chem 365 366, 371 1909, Beilstein 23 III/IV 2819, 2832.] |
| | Cinchonine Preparation Products And Raw materials |
|
