Cinchonidine CAS 485-71-2

Introduction：Basic information about Cinchonidine CAS 485-71-2, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

Cinchonidine Basic information

• Product Name: Cinchonidine
• Synonyms: (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;Cinchonidinederivedcatalyst
• CAS: 485-71-2
• MF: C19H22N2O
• MW: 294.39
• EINECS: 207-622-3
• Product Categories: AMEBARSONE;Aromatics;Chiral Reagents;Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals;Alkaloids;chiral;Biochemistry;for Resolution of Acids;Optical Resolution;Quinoline Alkaloids;Quinolinecarboxylic Acids, etc.;Quinolines;Synthetic Organic Chemistry;cyclic compounds
• Mol File: 485-71-2.mol

Cinchonidine Chemical Properties

• 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
• pka: 5.80, 10.03(at 25℃)
• form: Crystalline Powder
• color: White to cream
• PH: 9 (0.2g/l, H2O, 20℃)
• Optical Rotation: [α]23/D 109.2°, c = 1.5 in ethanol
• Water Solubility: Insoluble
• Sensitive: Light Sensitive
• Merck: 14,2286
• BRN: 89690
• Stability: Stable, but light-sensitive. Incompatible with strong oxidizing agents.
• 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)
• EPA Substance Registry System: Cinchonan-9-ol, (8.alpha.,9R)- (485-71-2)

Safety Information

• Hazard Codes: Xn,Xi
• Risk Statements: 20/21/22-42/43-36/37/38-20/22-48/22-43-22-63
• Safety Statements: 22-24/25-36/37-36-26
• RIDADR: 1544
• WGK Germany: 3
• RTECS: GD2975000
• TSCA: TSCA listed
• 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)

Cinchonidine Usage And Synthesis

Chemical Properties

white to light yellow crystal powde

Uses

antiamebic, antiprotozoal

Uses

Cinchonidine occurs in most varieties of Cinchona bark and is stereoisomeric with Cinchonine. Cinchonidine exhibits Antimalarial properties.

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 fordirecting chirality in asymmetric synthesis.

Flammability and Explosibility

Non flammable

Purification Methods

Crystallise cinchonidine from aqueous EtOH. For the N-benzylcinchonidinium chloride see above entry in this section. [Beilstein 23 III/IV 2824.]

Cinchonidine Preparation Products And Raw materials

• 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