CAS 485-65-4

Hydrocinchonine

Description:

Hydrocinchonine is an alkaloid derived from the cinchona tree, known for its role in the treatment of malaria and its structural similarity to quinine. It is characterized by its molecular formula, which reflects its complex bicyclic structure, featuring a quinoline moiety. Hydrocinchonine exhibits a range of pharmacological properties, including antimalarial and analgesic effects, making it of interest in medicinal chemistry. The compound is typically found in a crystalline form and is soluble in organic solvents, while its solubility in water is limited. Its stereochemistry contributes to its biological activity, and it can exist in different isomeric forms. Hydrocinchonine's mechanism of action is thought to involve interference with the parasite's ability to metabolize hemoglobin, thereby inhibiting its growth. As with many alkaloids, it may also exhibit side effects, necessitating careful consideration in therapeutic applications. Overall, hydrocinchonine is a significant compound in the field of natural products and pharmacology, with ongoing research into its potential uses and derivatives.

Formula: C₁₉H₂₄N₂O

InChI: InChI=1S/C19H24N2O/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/h3-7,9,13-14,18-19,22H,2,8,10-12H2,1H3/t13-,14-,18+,19-/m0/s1

InChI key: InChIKey=WFJNHVWTKZUUTR-QAMTZSDWSA-N

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

Synonyms:

• (+)-Dihydrocinchonine
• (9S)-10,11-Dihydrocinchonan-9-ol
• 10,11-Dihydrocinchonine
• Cinchonan-9-ol, 10,11-dihydro-, (9S)-
• Cinchonifin
• Cinchonifine
• Cinchotin
• Cinchotine
• Hydrocinchonin
• Pseudocinchonin
• Pseudocinchonine

Hydrocinchonine

CAS: 485-65-4

Formula: C₁₉H₂₄N₂O

Purity: >98.0%(HPLC)(T)

Color and Shape: White to Almost white powder to crystal

Molecular weight: 296.41

Ref: 3B-H1701

(1S)-((2R,4S,5R)-5-Ethylquinuclidin-2-yl)(quinolin-4-yl)methanol

CAS: 485-65-4

Purity: 95%

Molecular weight: 296.4140015

Ref: 10-F862565

(9S)-10,11-Dihydrocinchonan-9-ol

CAS: 485-65-4

Formula: C₁₉H₂₄N₂O

Purity: 95%

Color and Shape: Solid

Molecular weight: 296.4067

Ref: IN-DA003AEM

(1S)-((2R,4S,5R)-5-Ethylquinuclidin-2-Yl)(Quinolin-4-Yl)Methanol

CAS: 485-65-4

(1S)-((2R,4S,5R)-5-Ethylquinuclidin-2-Yl)(Quinolin-4-Yl)Methanol

Formula: C₁₉H₂₄N₂O

Purity: 95%

Molecular weight: 296.41

Ref: 54-OR1024577

Hydrocinchonine

CAS: 485-65-4

Hydrocinchonine reverses multidrug resistance by inhibiting P-gp and enhancing apoptosis when combined with paclitaxel.

Formula: C₁₉H₂₄N₂O

Purity: 99.91%

Color and Shape: White Solid

Molecular weight: 296.407

Ref: TM-T21156

Hydrocinchonine

CAS: 485-65-4

(1S)-((2R,4S,5R)-5-Ethylquinuclidin-2-yl)(quinolin-4-yl)methanol

Formula: C₁₉H₂₄N₂O

Purity: 95%

Molecular weight: 296.41

Ref: IN-DG134108

(+)-Dihydrocinchonine

CAS: 485-65-4

Cinchona alkaloid

Formula: C₁₉H₂₄N₂O

Purity: ≥ 90.0 % (HPLC)

Color and Shape: Powder

Molecular weight: 296.41

Ref: 5G-80966

Dihydrocinchonine

CAS: 485-65-4

Ref: BE-RMT11651

Dihydrocinchonidine

CAS: 485-65-4

Formula: C₁₉H₂₄N₂O

Molecular weight: 296.41

Ref: ST-EA-CP-Q9012

(+)-Dihydrocinchonine

CAS: 485-65-4

(+)-Dihydrocinchonine is a hydrogen bond acceptor that is used as a pharmaceutical preparation. It has been shown to be a multidrug transporter inhibitor, with an IC50 of 0.3 μM against P-glycoprotein (P-gp). (+)-Dihydrocinchonine also inhibits the synthesis of catecholamines by inhibiting the enzyme tyrosine hydroxylase, which converts tyrosine to l-dopa. The dihydro derivatives of (+)-Dihydrocinchonine are stable complexes with quinidine and cinchonidine, which are used in tropical medicine for their anti-malarial and anti-fever properties. These derivatives have been shown to cause apoptosis in cancer cells by binding to DNA and preventing transcription, leading to cell death. This drug has also been shown to inhibit the growth of prostate cancer cells through apoptotic effect.

Formula: C₁₉H₂₄N₂O

Purity: Min. 95%

Molecular weight: 296.41 g/mol

Ref: 3D-AAA48565