27370

Cinchonin

crystallized, ≥98.0% (NT)

• Synonym(e): 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: 57648242
• NACRES: NA.22

Eigenschaften

• Qualitätsniveau: 100
• Assay: ≥98.0% (NT)
• Form: powder
• Optische Aktivität: [α]20/D +225±5°, c = 0.5% in ethanol
• Qualität: crystallized
• Verunreinigungen: ~15% dihydrocinchonine (HPLC)
• mp (Schmelzpunkt): 260-263 °C
• Funktionelle Gruppe: hydroxyl
• SMILES String: O[C@H]([C@H]1C[C@@H]2CCN1C[C@@H]2C=C)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
• Angaben zum Gen: human ... CYP2D6(1565)

Beschreibung

Allgemeine Beschreibung

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.[1] Cinchonine is also used as an organocatalyst in many asymmetric reactions.[2][3]

Anwendung

Cinchonine can be used:

• As a substrate in the study of supercritical fluid chromatography (SFC) parameters in pharmaceutical analysis.[4]
• To prepare possible butyrylcholinesterase inhibitors.[5]

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