CAS 5096-57-1

Canadese

Descrizione:

Canadese, con il numero CAS 5096-57-1, è un alcaloide che si trova naturalmente principalmente in varie specie vegetali, in particolare all'interno della famiglia Papaveraceae. È caratterizzato dalla sua struttura, che include un nucleo di benzilisochinolina. Questo composto mostra una gamma di attività biologiche, comprese proprietà analgesiche e anti-infiammatorie, rendendolo di interesse nella ricerca farmacologica. Canadese è tipicamente un solido cristallino giallastro ed è solubile in solventi organici, ma la sua solubilità in acqua è limitata. La farmacocinetica del composto e i meccanismi d'azione sono ancora sotto indagine, ma si ritiene che interagisca con vari sistemi di neurotrasmettitori. Inoltre, potrebbe avere applicazioni potenziali nella medicina tradizionale, sebbene siano necessari ulteriori studi per comprendere appieno il suo potenziale terapeutico e il profilo di sicurezza. Come con molti alcaloidi, si consiglia cautela riguardo al suo uso, poiché potrebbe mostrare tossicità a concentrazioni più elevate.

Formula: C₂₀H₂₁NO₄

InChI: InChI=1S/C20H21NO4/c1-22-17-4-3-12-7-16-14-9-19-18(24-11-25-19)8-13(14)5-6-21(16)10-15(12)20(17)23-2/h3-4,8-9,16H,5-7,10-11H2,1-2H3/t16-/m0/s1

InChI key: InChIKey=VZTUIEROBZXUFA-INIZCTEOSA-N

SMILES: O(C)C1=C2CN3[C@](C=4C(=CC5=C(C4)OCO5)CC3)(CC2=CC=C1OC)[H]

Sinonimi:

• (-)-Canadine
• (-)-Tetrahydroberberine
• (-)-α-Canadine
• (13aS)-5,8,13,13a-Tetrahydro-9,10-dimethoxy-6H-benzo[g]-1,3-benzodioxolo[5,6-a]quinolizine
• (13aS)-9,10-dimethoxy-5,8,13,13a-tetrahydro-6H-[1,3]dioxolo[4,5-g]isoquino[3,2-a]isoquinoline
• (D,L)-Tetrahydroberberine
• (S)-(-)-7,8,13,13a-Tetrahydroberberine
• (S)-(-)-Canadine
• (S)-(-)-Tetrahydroberberine
• (S)-9,10-Dimethoxy-6,8,13,13a-tetrahydro-5H-[1,3]dioxolo[4,5-g]isoquinolino[3,2-a]isoquinoline
• 13aα-Berbine, 9,10-dimethoxy-2,3-(methylenedioxy)-
• 6H-Benzo[g]-1,3-benzodioxolo[5,6-a]quinolizine, 5,8,13,13a-tetrahydro-9,10-dimethoxy-, (13aS)-
• 6H-Benzo[g]-1,3-benzodioxolo[5,6-a]quinolizine, 5,8,13,13a-tetrahydro-9,10-dimethoxy-, (S)-
• 9,10-Dimethoxy-2,3-(methylenedioxy)-13aα-berbine
• 9,10-dimethoxy-5,8,13,13a-tetrahydro-6H-[1,3]dioxolo[4,5-g]isoquino[3,2-a]isoquinoline
• O-Methyl Nandinine

6H-Benzo[g]-1,3-benzodioxolo[5,6-a]quinolizine,5,8,13,13a-tetrahydro-9,10-dimethoxy-, (13aS)-

CAS: 5096-57-1

Formula: C₂₀H₂₁NO₄

Colore e forma: Solid

Peso molecolare: 339.3850

Ref: IN-DA00DEW9

(S)-(-)-Canadine

CAS: 5096-57-1

(S)-(-)-Canadine (tetrahydroberberine) is a naturally occurring isoquinoline alkaloid, acting as a D2 receptor antagonist and 5-HT1A receptor agonist.

Formula: C₂₀H₂₁NO₄

Purezza: 98%

Colore e forma: Solid

Peso molecolare: 339.39

Ref: TM-TN3574

Canadine

CAS: 5096-57-1

Formula: C₂₀H₂₁NO₄

Purezza: 95%~99%

Colore e forma: Powder

Peso molecolare: 339.391

Ref: BP-SBP01813

(S)-(-)-Canadine

CAS: 5096-57-1

Applications (S)-(-)-Canadine is a protoberberine alkaloid which potently block functional KATP channels natively expressed on midbrain dopamine neurons. Canadine is used for treatment of degenerative diseases or conditions associated with KATP channel signaling. (S)-(-)-Canadine has a strong central nervous system-depressing activity and is used in the preparation of tetrahydroprotoberberine derivatives as new antipsychotic agents.
References Sun, H. et al.: Bioorg. Med. Chem., 21, 856 (2013); Deeb, O., et al.: Chem. Biol. Drug Des., 76, 255 (2010); Sun., et al.: Br. J. Pharmcol., 158, 1302 (2009); Duchowicz, P., et al.: Bioorg. Med. Chem., 14, 5876 (2006); Yamahara, J. et al.: Chem. Pharm. Bull., 24, 1909 (1976)

Formula: C₂₀H₂₁NO₄

Colore e forma: Neat

Peso molecolare: 339.38

Ref: TR-C175180

(S)-(-)-Canadine

CAS: 5096-57-1

Canadine is an alkaloid and the major active ingredient in the herbal medicine berberine. It has been used for the treatment of metabolic disorders, such as diabetes mellitus. Canadine can cause drug interactions with other drugs that are metabolized by cytochrome P450 enzymes and may increase oxidative injury to cells. Canadine has also shown efficacy against oral pathogens in animal models. Toxicological studies have been conducted on rats, showing that it may cause liver damage and energy metabolism disturbances. This drug has been found to be effective for treating some experimental models of liver disease such as chronic hepatitis or cirrhosis.

Formula: C₂₀H₂₁NO₄

Purezza: Min. 95%

Peso molecolare: 339.4 g/mol

Ref: 3D-FAA09657