| Identification | Back Directory | [Name]
(9R)-6'-methoxycinchonan-9-ol | [CAS]
572-59-8 | [Synonyms]
(9R)-
Epiquindine
Epiquinidine
9-Epiquinidine
(9R)-6'-methoxycinchonan-9-ol
(8R,9R)-6'-Methoxycinchonan-9-ol
Cinchonan-9-ol, 6'-methoxy-, (9R)-
(R)-(6-methoxy-4-quinolyl)-[(2R,4S,5R)-5-vinylquinuclidin-2-yl]methanol
(R)-[(4S,5R,7R)-5-ethenyl-1-azabicyclo[2.2.2]octan-7-yl]-(6-methoxyquinolin-4-yl)methanol | [EINECS(EC#)]
209-340-6 | [Molecular Formula]
C20H24N2O2 | [MDL Number]
MFCD19686977 | [MOL File]
572-59-8.mol | [Molecular Weight]
324.42 |
| Chemical Properties | Back Directory | [Melting point ]
111-113° | [alpha ]
D25 +107.8° (c = 1.02 in ethanol) | [Boiling point ]
462.75°C (rough estimate) | [density ]
1.1294 (rough estimate) | [refractive index ]
1.5700 (estimate) | [storage temp. ]
2-8°C | [form ]
Solid-Liquid Mixture | [pka]
12.80±0.20(Predicted) | [color ]
White to off-white |
| Hazard Information | Back Directory | [Description]
This alkaloid is stereoisomeric with epiQuinine and occurs in 'Quinoidine', the
mixture of amorphous bases left after extraction of the four primary alkaloids of
Cinchona bark. It crystallizes in colourless leaflets from Et20 and is fluorescent
in dilute H2S04, It is dextrorotatory with [α]19D + 102.4° (c 0.8648, EtOH) and
furnishes a dihydrochloride, m.p. 195-6°C (dec.); [α]20D + 45.5° (c 0.8012,
EtOH); a hydrobromide, m.p. 240°C; thiocyanate, m.p. 193°C; [α]20D + 44.5°
(H20) and the dibenzoyl-(+)-tartrate, m.p. 167°C; [α]201D + 3.7° (c 0.8068,
EtOH-CHCI 3 ). Catalytic hydrogenation with Pd gives the dihydro derivative,
m.p. 122°C; [α]22D + 73.1° (c 0.766, EtOH). | [Uses]
The 9-epimer of Quinidine (Q685000). Antimalarial. | [References]
Thron, Dirscherl., Annalen, 521,48 (1935) |
|
| Company Name: |
Energy Chemical
|
| Tel: |
021-58432009 400-005-6266 |
| Website: |
http://www.energy-chemical.com |
|