| Identification | More | [Name]
Cinchonidine | [CAS]
485-71-2 | [Synonyms]
(8alpha,9r)-cinchonan-9-ol
ALPHA-QUINIDINE
A-QUINIDINE
CINCHONAN-9-OL,(8,9R)-
(-)-CINCHONIDINE
CINCHONIDINE
L-CINCHONIDINE
(8-alpha,9r)-cinchonan-9-o
(8alpha,9theta)-cinchonan-9-o
(8s,9r)-cinchonidine
2-Quinuclidinemethanol, alpha-4-quinolyl-5-vinyl-
Cinchonan-9-ol
Cinchonan-9-ol, (8alpha,9R)-
Cinchovatine
CINCHONIDINE: CINCHONAN-9-OL,(8,9R)-,
Cinchonidine,99%
[8α,9R]-Cinchonan-9-ol
Cinchonidine, 98.5-101%
CINCHONIDINE(RG)
Cinchonidine (base and/or unspecified salts) | [EINECS(EC#)]
207-622-3 | [Molecular Formula]
C19H22N2O | [MDL Number]
MFCD00006783 | [Molecular Weight]
294.39 | [MOL File]
485-71-2.mol |
| Chemical Properties | Back Directory | [Appearance]
white to light yellow crystal powde | [Melting point ]
204-206 °C(lit.)
| [alpha ]
-115 º (c=1, EtOH) | [Boiling point ]
436.16°C (rough estimate) | [density ]
1.0863 (rough estimate) | [vapor pressure ]
0Pa at 25℃ | [refractive index ]
-107.5 ° (C=1, EtOH) | [storage temp. ]
Keep in dark place,Inert atmosphere,Room temperature | [solubility ]
0.25g/l | [form ]
Crystalline Powder | [pka]
5.80, 10.03(at 25℃) | [color ]
White to cream | [PH]
9 (0.2g/l, H2O, 20℃) | [Stability:]
Stable, but light-sensitive. Incompatible with strong oxidizing agents. | [Optical Rotation]
[α]23/D 109.2°, c = 1.5 in ethanol | [Water Solubility ]
Insoluble | [Sensitive ]
Light Sensitive | [Merck ]
14,2286 | [BRN ]
89690 | [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-NAHPKXJFSA-N | [SMILES]
O[C@@H]([C@@H]1C[C@@H]2CCN1C[C@@H]2C=C)c3ccnc4ccccc34 | [LogP]
2.68 at 25℃ | [CAS DataBase Reference]
485-71-2(CAS DataBase Reference) | [NIST Chemistry Reference]
Cinchonidine(485-71-2) | [Storage Precautions]
Light sensitive | [EPA Substance Registry System]
485-71-2(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn,Xi | [Risk Statements ]
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed .
R42/43:May cause sensitization by inhalation and skin contact .
R36/37/38:Irritating to eyes, respiratory system and skin .
R20/22:Harmful by inhalation and if swallowed . | [Safety Statements ]
S22:Do not breathe dust .
S24/25:Avoid contact with skin and eyes .
S36/37:Wear suitable protective clothing and gloves .
S36:Wear suitable protective clothing .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . | [RIDADR ]
1544 | [WGK Germany ]
3
| [RTECS ]
GD2975000
| [TSCA ]
Yes | [HazardClass ]
6.1(b) | [PackingGroup ]
III | [HS Code ]
29392900 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Acute Tox. 4 Oral
Eye Irrit. 2
Skin Sens. 1A | [Toxicity]
LD50 i.p. in rats: 206 mg/kg (Johnson, Poe); LD50 orally in quail: >316 mg/kg (Schafer) |
| Raw materials And Preparation Products | Back Directory | [Preparation Products]
(S)-(-)-7,7'-BIS[DI(3,5-DIMETHYLPHENYL)PHOSPHINO]-2,2',3,3'-TETRAHYDRO-1,1'-SPIROBIINDANE-->(R)-7,7'-BIS(DIPHENYLPHOSPHINO)-1,1'-SPIROBIINDANE-->(S)-1,1'-SPIROBIINDANE-7,7'-DIOL-->(11AR)-(+)-10,11,12,13-TETRAHYDRODIINDENO[7,1-DE:1',7'-FG][1,3,2]DIOXAPHOSPHOCIN-5-BIS(R)-1PHENYLETHYL]AMINE-->(11AR)-(+)-10,11,12,13-TETRAHYDRODIINDENO[7,1-DE:1',7'-FG][1,3,2]DIOXAPHOSPHOCIN-5-PHENOXY-->(11AR)-(+)-10,11,12,13-TETRAHYDRODIINDENO[7,1-DE:1',7'-FG][1,3,2]DIOXAPHOSPHOCIN-5-DIMETHYLAMINE-->1,1'-SPIROBIINDANE-7,7'-DIOL-->1,1'-Bis (di-t-butylphosphino)ferrocene palladium dichloride,-->1,1'-Bis(di-tert-butylphosphino)ferrocene-->2-(Dicyclohexylphosphino)biphenyl-->Esfenvalerate-->QUININE SULFATE-->Fosinopril-->Benazepril-->N-Benzylcinchonidinium chloride |
| Hazard Information | Back Directory | [Chemical Properties]
white to light yellow crystal powde | [Uses]
antiamebic, antiprotozoal | [Uses]
Occurs in most varieties of Cinchona | [Definition]
ChEBI: 8-epi-Cinchonan in which a hydrogen at position 9 is substituted by hydroxy (R configuration). A diasteroisomer of cinchonine, it occurs in the bark of most varieties of Cinchona shrubs, and is frequently used for
directing chirality in asymmetric synthesis. | [Flammability and Explosibility]
Nonflammable | [Purification Methods]
Crystallise cinchonidine from aqueous EtOH. For the N-benzylcinchonidinium chloride see above entry in this section. [Beilstein 23 III/IV 2824.] |
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