CAS 485-71-2

Cinchonidine

Description:

Cinchonidine is an alkaloid derived from the bark of the cinchona tree, primarily known for its use in the treatment of malaria and as a chiral auxiliary in organic synthesis. It has a molecular formula of C18H21N, and its structure features a bicyclic quinoline system, which contributes to its pharmacological properties. Cinchonidine is a white to off-white crystalline solid with a characteristic bitter taste. It exhibits optical activity, making it valuable in asymmetric synthesis. The compound is soluble in organic solvents like ethanol and chloroform but has limited solubility in water. Its pharmacological effects include antimalarial activity, and it has also been studied for its potential use as a local anesthetic. Additionally, cinchonidine can act as a stereoselective catalyst in various chemical reactions, highlighting its importance in both medicinal chemistry and synthetic organic chemistry. Safety data indicates that it should be handled with care, as it can be toxic in high doses.

Formula: C₁₉H₂₂N₂O

InChI: 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

InChI key: InChIKey=KMPWYEUPVWOPIM-KODHJQJWSA-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=C4

Synonyms:

• (3alpha,4beta,8alpha,9S)-cinchonan-9-ol
• (3alpha,9R)-9-hydroxycinchonan-1-ium
• (4beta,8alpha,9R)-cinchonan-1-ium-9-ol
• (8S,9R)-Cinchonidine
• (8alpha,9R)-9-hydroxycinchonan-1-ium
• (8alpha,9R)-Cinchonan-9-ol
• (8α,9R)-Cinchonan-9-ol
• (9R)-cinchonan-1-ium-9-ol
• (9R)-cinchonan-9-ol
• Cinchonan-9-ol, (8α,9R)-
• Cinchonidin
• Cinchovatine
• Cinconidina
• L-Cinchonidine
• Nsc 5364
• alpha-Quinidine
• α-Quinidine
• (-)-Cinchonidine

(-)-Cinchonidine, 99% (total base), may cont. up to 5% quinine

CAS: 485-71-2

It finds its uses as an antimalarial compound. It is a lysosomotropic agent, inhibits Plasmodium falciparum, interferes with ferriprotoporphyrin formation and is a weak SERT inhibitor. This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some docume

Formula: C₁₉H₂₂N₂O

Purity: 99%

Color and Shape: Crystals or powder or crystalline powder, White to cream

Molecular weight: 294.40

Ref: 02-A18796

Cinchonidine

CAS: 485-71-2

Cinchonidine analytical standard provided with chromatographic purity, to be used as reference material for qualitative determination.

Formula: C₁₉H₂₂N₂O

Purity: (HPLC) ≥90%

Color and Shape: Powder

Molecular weight: 294.4

Ref: 11-0613

Cinchonidine

CAS: 485-71-2

Formula: C₁₉H₂₂N₂O

Purity: 95%

Color and Shape: Solid

Molecular weight: 294.3908

Ref: IN-DA003OWL

Cinchonidine

CAS: 485-71-2

Formula: C₁₉H₂₂N₂O

Purity: 99.0 - 101.0 %

Color and Shape: White to almost white crystalline powder

Molecular weight: 294.39

Ref: 7W-GP1244

Cinchonidine

CAS: 485-71-2

Cinchonidine

Purity: ≥90%

Molecular weight: 294.39g/mol

Ref: 54-BUP19591

(-)-Cinchonidine

CAS: 485-71-2

(-)-Cinchonidine

Formula: C₁₉H₂₂N₂O

Purity: 98%

Color and Shape: white solid

Molecular weight: 294.39078g/mol

Ref: 54-OR2776

Cinchonidine

CAS: 485-71-2

Cinchonidine (L-Cinchonidine) is an alkaloid extracted from Cinchona officinalis. It is a pseudo-enantiomer and stereoisomer of cinchonine.

Formula: C₁₉H₂₂N₂O

Purity: 94.96% - 99.87%

Color and Shape: White Powder

Molecular weight: 294.39

Ref: TM-T1317

Cinchonidine

CAS: 485-71-2

Formula: C₁₉H₂₂N₂O

Purity: >98.0%(T)

Color and Shape: White to Almost white powder to crystal

Molecular weight: 294.40

Ref: 3B-C0347

Cinchonidine

CAS: 485-71-2

Formula: C₁₉H₂₂N₂O

Purity: 95%~99%

Molecular weight: 294.398

Ref: BP-BP0361

Cinchonidine

CAS: 485-71-2

Formula: C₁₉H₂₂N₂O

Molecular weight: 294.40

Ref: 4Z-C-483001

(-)-cinchonidine

CAS: 485-71-2

Cinchona alkaloid

Formula: C₁₉H₂₂N₂O

Purity: ≥ 95.0 % (HPLC)

Color and Shape: Powder

Molecular weight: 294.4

Ref: 5G-80961

Cinchonidine

Controlled Product

CAS: 485-71-2

Applications Occurs in most varieties of Cinchona bark. It is stereoisomeric with Cinchonine. Antimalarial.
References Litchfield, J., et al.: J. Pharm. Exp. Ther., 96, 99 (1949), Trager, W., et al.: Science, 193, 673 (1976), Panisko, D., et al.: Drugs, 39, 160 (1990), Karle, J., et al.: Antimicrob. Agents Chemother., 36, 1538 (1992),

Formula: C₁₉H₂₂N₂O

Color and Shape: White Solid

Molecular weight: 294.39

Ref: TR-C441925

Cinchonidine

CAS: 485-71-2

Cinchonidine is an alkaloid, which is a natural product derived from the bark of cinchona trees. It possesses enantiomeric properties that make it valuable in the field of stereochemistry. As an optically active compound, cinchonidine has the ability to influence the spatial arrangement of molecules, which is essential in asymmetric synthesis and chiral resolution processes.

Formula: C₁₉H₂₂N₂O

Purity: Min. 95%

Color and Shape: White Powder

Molecular weight: 294.39 g/mol

Ref: 3D-FC20442

Cinchonidine

CAS: 485-71-2

Formula: C₁₉H₂₂N₂O

Purity: 95%

Color and Shape: Solid

Molecular weight: 294.398

Ref: 10-F050821

Cinchonidine Disulfate Dihydrate

Controlled Product

CAS: 485-71-2, 524-61-8

Formula: C₁₉H₂₂N₂O•2(H₂SO₄)•2(H₂O)

Color and Shape: Off-White

Molecular weight: 294.39 + 2(98.08) + 2(18.02)

Ref: TR-C274065