359343

Hydrochinidin

95%

• Synonym(e): (9S)-10,11-Dihydro-6′-methoxy-cinchonan-9-ol, Dihydrochinidin
• Empirische Formel (Hill-System): C₂₀H₂₆N₂O₂
• CAS-Nummer: 1435-55-8
• Molekulargewicht: 326.43
• Beilstein: 91441
• EG-Nummer: 215-862-5
• MDL-Nummer: MFCD00135599
• UNSPSC-Code: 12352005
• PubChem Substanz-ID: 24862070
• NACRES: NA.22

Eigenschaften

• Qualitätsniveau: 100
• Assay: 95%
• Optische Aktivität: [α]25/D +226°, c = 2 in ethanol
• mp (Schmelzpunkt): 169-170 °C (lit.)
• SMILES String: CC[C@H]1CN2CCC1CC2[C@@H](O)c3ccnc4ccc(OC)cc34
• InChI: 1S/C20H26N2O2/c1-3-13-12-22-9-7-14(13)10-19(22)20(23)16-6-8-21-18-5-4-15(24-2)11-17(16)18/h4-6,8,11,13-14,19-20,23H,3,7,9-10,12H2,1-2H3/t13-,14-,19+,20-/m0/s1
• InChIKey: LJOQGZACKSYWCH-LHHVKLHASA-N
• Angaben zum Gen: human ... CYP2D6(1565)

Beschreibung

Allgemeine Beschreibung

Hydroquinidine, a cinchona alkaloid, is a structural analog of quinidine. It shows antiarrhythmic effect.

Anwendung

Hydroquinidine can be used as a chiral catalyst to prepare:

• Enantioselective axially chiral phosphamides by N-allylic alkylation reaction between Morita-Baylis-Hillamn (MBH) carbonate and phosphamides.
• Enantioselective α-amino phosphonates by hydrophosphonylation of N-aryl ketimines.
• Enantioselective α-hydrazino esters by α-hydrazination of 3-oxoindolines using azodicarboxylate via aza-Michael reaction.

Sicherheitshinweise

• Piktogramme: GHS07
• Signalwort: Warning
• H-Sätze: H302
• P-Sätze: P264 - P270 - P301 + P312 - P501
• Gefahreneinstufungen: Acute Tox. 4 Oral
• Lagerklassenschlüssel: 11 - Combustible Solids
• WGK: WGK 3
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable
• Persönliche Schutzausrüstung: dust mask type N95 (US), Eyeshields, Gloves