857270

(+)-Cinchonin

85%

• Synonym(e): Cinchonin -monohydrochlorid Dihydrat, NSC 6176
• Empirische Formel (Hill-System): C₁₉H₂₂N₂O
• CAS-Nummer: 118-10-5
• Molekulargewicht: 294.39
• Beilstein: 89689
• EG-Nummer: 204-234-6
• MDL-Nummer: MFCD00064372
• UNSPSC-Code: 12352104
• PubChem Substanz-ID: 24888435
• NACRES: NA.22

Eigenschaften

• Qualitätsniveau: 100
• Assay: 85%
• Form: solid
• Optische Aktivität: [α]23/D +228°, c = 0.5 in ethanol
• mp (Schmelzpunkt): 258-260 °C (lit.)
• Funktionelle Gruppe: hydroxyl
• SMILES String: [H][C@@]12CCN(C[C@H]1C=C)[C@]([H])(C2)[C@@H](O)c3ccnc4ccccc34
• InChI: 1S/C19H22N2O/c1-2-13-12-21-10-8-14(13)11-18(21)19(22)16-7-9-20-17-6-4-3-5-15(16)17/h2-7,9,13-14,18-19,22H,1,8,10-12H2/t13-,14-,18+,19-/m0/s1
• InChIKey: KMPWYEUPVWOPIM-QAMTZSDWSA-N

Beschreibung

Allgemeine Beschreibung

(+)-Cinchonine, one of the alkaloids found in the barks of cinchona tree,[1] is mainly used in the treatment of malaria.[2] It belongs to the monoclinic crystal system and P2₁ space group.[3] The solubility of cinchonine can be improved by the formation of inclusion complexes with cyclodextrins.[2]

Anwendung

(+)-Cinchonine, in the presence of lithium diisopropylamide (LDA) forms a complex, which can catalyze the asymmetric conjugate addition of benzyl- and alkylphosphonates to aromatic and heteroaromatic nitroalkenes to form the corresponding adducts.[4]

Sonstige Hinweise

remainder dihydrocinchonine

Sicherheitshinweise

• Piktogramme: GHS07
• Signalwort: Warning
• H-Sätze: H302,H317
• P-Sätze: P261 - P264 - P272 - P280 - P301 + P312 - P302 + P352
• Gefahreneinstufungen: Acute Tox. 4 Oral - Skin Sens. 1A
• Lagerklassenschlüssel: 11 - Combustible Solids
• WGK: WGK 1
• Persönliche Schutzausrüstung: dust mask type N95 (US), Eyeshields, Gloves