CAS 56-54-2

Quinidine

Description:

Quinidine is an alkaloid derived from the bark of the cinchona tree and is primarily used as an antiarrhythmic medication. It is a stereoisomer of quinine and exhibits a complex structure characterized by a bicyclic system containing a quinuclidine ring. Quinidine is known for its ability to block sodium channels, which helps to stabilize cardiac rhythm and is effective in treating various types of arrhythmias. The substance is typically administered in its sulfate or gluconate salt forms, enhancing its solubility and bioavailability. Quinidine has a moderate to high melting point and is soluble in water, alcohol, and chloroform, but less so in ether. Its pharmacological effects can include side effects such as gastrointestinal disturbances and potential cardiotoxicity, necessitating careful monitoring during use. Additionally, quinidine can interact with other medications, influencing their metabolism and efficacy. Overall, quinidine remains an important compound in the field of cardiology, despite the emergence of newer antiarrhythmic agents.

Formula: C₂₀H₂₄N₂O₂

InChI: InChI=1/C20H24N2O2/c1-3-13-12-22-9-7-14(13)10-19(22)20(23)16-6-8-21-18-5-4-15(24-2)11-17(16)18/h3-6,8,11,13-14,19-20,23H,1,7,9-10,12H2,2H3/p+1/t13-,14-,19-,20-/m0/s1

InChI key: InChIKey=LOUPRKONTZGTKE-LHHVKLHASA-N

SMILES: [C@H](O)(C=1C2=C(C=CC(OC)=C2)N=CC1)[C@@]3([N@@]4C[C@H](C=C)[C@](C3)(CC4)[H])[H]

Synonyms:

• (+)-Quindine
• (4beta,8alpha,9S)-9-hydroxy-6'-methoxycinchonan-1-ium
• (4beta,9S)-9-hydroxy-6'-methoxycinchonan-1-ium
• (8R,9S)-Quinidine
• (8alpha,9S)-9-hydroxy-6'-methoxycinchonan-1-ium
• (9S)-6'-methoxycinchonan-1-ium-9-ol
• (9S)-6'-methoxycinchonan-9-ol
• 6-Methoxy-α-(5-vinyl-2-quinuclidinyl)-4-quinolinemethanol
• Chinidin
• Cin-quin
• Cinchonan-9-ol, 6'-methoxy-, (9S)-
• Conchinin
• Conchinine
• Conquinine
• Kinidin
• Pitayin
• Pitayine
• Quinidina
• Quinidine free base
• β-Quinidine
• β-Quinine
• Quinidine
• 6-Methoxy-alpha-(5-vinyl-2-quinuclidinyl)-4-quinolinemethanol
• 6'-Methoxycinchonan-9-ol
• beta-Quinidine
• 2-Quinuclidinemethanol, alpha-(6-methoxy-4-quinolyl)-5-vinyl-
• (95)-cinchonan-9-0
• 6-METHOXY-A-(5-VINYL-2-QUINUCLIDINYL)-4-QUINOLINE-METHANOL
• (8R,9S)-6'-Methoxycinchonan-9-ol
• alpha-(6-Methoxy-4-quinolyl)-5-vinyl-2-quinuclidinemethanol

6-Methoxy-α-(5-vinyl-2-quinuclidinyl)-4-quinolinemethanol

CAS: 56-54-2

6-Methoxy-α-(5-vinyl-2-quinuclidinyl)-4-quinolinemethanol is an antimalarial agent, derived from synthetic processes aimed at enhancing the activity of quinoline-based compounds. This compound acts by interacting with the heme moieties in the parasitic digestive vacuole, disrupting the detoxification of heme products, which is essential for parasite survival. By interfering with this process, the compound effectively causes toxic heme accumulation, leading to the death of the Plasmodium species responsible for malaria.

Formula: C₂₀H₂₄N₂O₂

Purity: 80%

Molecular weight: 324.42 g/mol

Ref: 3D-FM27376