Synonyms
(8R,9S)-6'-Methoxycinchonan-9-ol
IUPAC Name
(S)-[(2R,4S,5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl]-(6-methoxyquinolin-4-yl)methanol;
Molecular Weight
324.4
Molecular Formula
C20H24N2O2
Canonical SMILES
COc1ccc2nccc([C@H](O)C3CC4CCN3C[C@@H]4C=C)c2c1
InChI
InChI=1S/C20H24N2O2/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/h3-6,8,11,13-14,19-20,23H,1,7,9-10,12H2,2H3/t13-,14-,19+,20-/m0/s1
InChI Key
LOUPRKONTZGTKE-LHHVKLHASA-N
Melting Point
168-172 °C
Purity
98%+
Solubility
less than 0.1 mg/mL at 64° F (NTP, 1992);8.15e-04 M;1 g /quinidine/ dissolves in about 36 ml alcohol, 56 ml ether, 1.6 ml chloroform; very soluble in methanol; practically insoluble in petroleum ether.;Soluble in benzene;In water, 140 mg/l @ 25 deg C;3.34e-01 g/L;>48.7 [ug/mL];
Appearance
Powder or Crystals
Storage
Keep cold.
Color Form
CRYSTALS WITH 2.5 MOL WATER OF CRYSTALLIZATION; CRYSTALS FROM DILUTE ALCOHOL;
Complexity
457
Covalently-Bonded Unit Count
1
Decomposition
When heated to decomposition it emits toxic fumes of oxides of nitrogen.;
Defined Atom Stereocenter Count
4
EC Number
200-279-0
Exact Mass
324.183778013
H-Bond Acceptor
4
H-Bond Donor
1
Heavy Atom Count
24
Isomeric SMILES
COC1=CC2=C(C=CN=C2C=C1)[C@@H]([C@H]3C[C@@H]4CCN3C[C@@H]4C=C)O
Monoisotopic Mass
324.183778013
Other Experimental
Prisms from dilute alcohol; loses one-half water in air; MP: about 168 deg C /Hemipentahydrate/;Lustrous needles; decomposes at 259 deg C (drug); specific optical rotation at 20 deg C/D + 200 deg ; sol in 60 parts water, freely soluble in hot water, in alcohol, chloroform, slightly in ether; neutral reaction. /Quinidine hydrochloride monohydrate/;Rods; soluble in 8 parts water with blue fluorescence /Acid sulfate tetrahydrate/;IR: 9516 (Sadtler Research Laboratories Prism Collection) /Quinidine hydrate/;MASS: 1940 (Atlas of Mass Spectral Data, John Wiley & Sons, New York) /Quinidine hydrate/;Crystals from water; decomposes at 115 deg C; specific optical rotation at 15 deg C/D + 223 deg (0.4 molar solution). /Quinidine dihydrobromide trihydrate/;Crystals from water; mp: 248 deg C (dry); readily soluble in hot water, alcohol. /Quinidine methiodide monohydrate/;Crystals; MP: 175-176.5 deg C; sol in 9 parts water, 60 parts alcohol /Gluconate/;
Physical State
Powder
Rotatable Bond Count
4
Stability
Quinidine gluconate, quinidine polygalacturonate, and quinidine sulfate darken on exposure to light and should be stored in well-closed, light resistant containers. Solutions of quinidine salts slowly acquire a brownish tint on exposure to light. Only colorless, clear solutions of quinidine gluconate injection should be used. Quinidine gluconate injection should be stored at 15-30 deg C. When diluted to a concentration of 16 mg/ml with 5% dextrose injection, quinidine gluconate injection is stable for 24 hours at room temperature and up to 48 hours when refrigerated. /Quinidine salts/;
Topological Polar Surface Area
45.6
UNII
ITX08688JL
UN Number
2811
