CAS 524-63-0

(8α,9R)-Cinchonan-6′,9-diol

Description:

(8α,9R)-Cinchonan-6′,9-diol, with the CAS number 524-63-0, is a naturally occurring alkaloid derived from the cinchona tree, known for its medicinal properties. This compound features a bicyclic structure characteristic of the cinchona alkaloids, which includes a quinoline moiety. It is recognized for its stereochemistry, specifically the 8α and 9R configurations, which contribute to its biological activity. The presence of hydroxyl groups at the 6′ and 9 positions enhances its solubility in polar solvents and may influence its interaction with biological targets. (8α,9R)-Cinchonan-6′,9-diol has been studied for its potential use in pharmaceuticals, particularly in the development of antimalarial and analgesic agents. Its ability to form hydrogen bonds due to the hydroxyl groups may also play a role in its reactivity and interaction with other molecules. Overall, this compound exemplifies the significance of stereochemistry and functional groups in determining the properties and applications of alkaloids in medicinal chemistry.

Formula: C₁₉H₂₂N₂O₂

InChI: InChI=1S/C19H22N2O2/c1-2-12-11-21-8-6-13(12)9-18(21)19(23)15-5-7-20-17-4-3-14(22)10-16(15)17/h2-5,7,10,12-13,18-19,22-23H,1,6,8-9,11H2/t12-,13-,18-,19+/m0/s1

InChI key: InChIKey=VJFMSYZSFUWQPZ-BIPCEHGGSA-N

SMILES: [C@H](O)([C@]1([N@@]2C[C@H](C=C)[C@](C1)(CC2)[H])[H])C=3C4=C(N=CC3)C=CC(O)=C4

Synonyms:

• (8alpha,9R)-cinchonan-6',9-diol
• (8α,9R)-Cinchonan-6′,9-diol
• (9R)-cinchonan-6',9-diol
• 6'-Hydroxycinchonidine
• Cinchonan-6′,9-diol, (8α,9R)-
• Desmethylquinine
• O-Demethylquinine
• O^6′-Demethylquinine
• Ultraquinine
• Cupreine
• O6′-Demethylquinine

O-Desmethyl Quinine

CAS: 524-63-0

Color and Shape: Solid

Molecular weight: 310.3970031738281

Ref: 10-F300033

cupreine

CAS: 524-63-0

Formula: C₁₉H₂₂N₂O₂

Purity: 97%

Color and Shape: Solid

Molecular weight: 310.3902

Ref: IN-DA00DDKU

(8Α,9R)-Cinchonan-6’,9-Diol

CAS: 524-63-0

(8Α,9R)-Cinchonan-6’,9-Diol

Purity: 98%

Molecular weight: 310.39g/mol

Ref: 54-OR1027769

O-Desmethyl Quinine ((R,S)-Isomer)

CAS: 524-63-0

Formula: C₁₉H₂₂N₂O₂

Color and Shape: White To Off-White Solid

Molecular weight: 310.40

Ref: 4Z-Q-038

O-Desmethyl quinine

CAS: 524-63-0

O-Desmethyl quinine is a derivative of quinine, which is a natural alkaloid. It is sourced from the bark of the Cinchona tree and undergoes a chemical modification process to remove the methoxy group, resulting in O-Desmethyl quinine. This compound retains the core quinoline structure that is central to its pharmacological properties.

Formula: C₁₉H₂₂N₂O₂

Purity: Min. 95%

Color and Shape: White Powder

Molecular weight: 310.39 g/mol

Ref: 3D-FD21315

O-Desmethyl Quinine

Controlled Product

CAS: 524-63-0

Applications A metabolite of Quinine (Q694000).
References Small, D.L., et al.: J. Chem. Med., 22, 1014 (1979), Guentert, T.W., et al.: Eur. J. Drug Metab. Pharmacokinet., 7, 31 (1982), Rakhir, A., et al.: J. Pharmacokinet. Biopharm., 12, 1 (1984), Christie, D.J., et al.: J. Lab. Clin. Med., 112, 92 (1988),

Formula: C₁₉H₂₂N₂O₂

Color and Shape: Neat

Molecular weight: 310.39

Ref: TR-D292145

O-Desmethyl Quinine Hydrobromide

Controlled Product

CAS: 524-63-0

Applications O-Desmethyl Quinine Hydrobromide, is a salt form of O-Desmethyl Quinine (D292145), a metabolite of Quinine (Q694000).
References Small, D.L., et al.: J. Chem. Med., 22, 1014 (1979), Guentert, T.W., et al.: Eur. J. Drug Metab. Pharmacokinet., 7, 31 (1982), Rakhir, A., et al.: J. Pharmacokinet. Biopharm., 12, 1 (1984), Christie, D.J., et al.: J. Lab. Clin. Med., 112, 92 (1988),

Formula: C₁₉H₂₂N₂O₂•HBr

Color and Shape: Neat

Molecular weight: 391.3

Ref: TR-D292148