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300703 O-Methyldauricine CAS: 2202-17-7

Specifications
CAS Number
2202-17-7
Grade
Plant Grade
MDL Number
MFCD00221747
Molecular Formula
C39H46N2O6
Molecular Weight
638.79
EU Commodity Code
38220090
Shipping Temp
Blue Ice
Storage Temp
4°C
(-)-O-Methyldauricine; (1R)-1-[4-(5-{[(1R)-6,7-dimethoxy-2-methyl-1,2,3,4-tetrahydroisoquinolin-1-yl]methyl}-2-methoxyphenoxy)benzyl]-6,7-dimethoxy-2-methyl-1,2,3,4-tetrahydroisoquinoline; 1,2,3,4-tetrahydro-6,7-dimethoxy-1-[[4-[2-methoxy-5-[[(1R)-1,2,3,4-tetrahydro-6,7-dimethoxy-2-methyl-1-isoquinolinyl]methyl]phenoxy]phenyl]methyl]-2-methyl-, (1R-isoquinoline; O,O-Dimethylcuspidaline; O,O-Dimethyldauricinoline

O-Methyldauricine is a bisbenzylisoquinoline alkaloid that has been found to have haemodynamic effects, such as stabilizing the heart, when administered in high doses. It can also be used as a competitive antagonist of chloride ions. O-Methyldauricine has been shown to be synthesized by the conversion of daurisoline, which is an aporphine with two methyl groups on the nitrogen atom and one methoxy group on the benzene ring. The synthesis of O-Methyldauricine starts with sodium hydroxide solution and dihydroisoquinoline, followed by treatment with hydrochloric acid in water. This reaction produces daurisoline and hydrogen chloride gas. When the hydrogen chloride gas is bubbled through a solution containing sodium hydroxide and methanol, it converts daurisoline into O-methylated daurisoline.

Synonyms
(-)-O-Methyldauricine; (1R)-1-[4-(5-{[(1R)-6,7-dimethoxy-2-methyl-1,2,3,4-tetrahydroisoquinolin-1-yl]methyl}-2-methoxyphenoxy)benzyl]-6,7-dimethoxy-2-methyl-1,2,3,4-tetrahydroisoquinoline; 1,2,3,4-tetrahydro-6,7-dimethoxy-1-[[4-[2-methoxy-5-[[(1R)-1,2,3,4-tetrahydro-6,7-dimethoxy-2-methyl-1-isoquinolinyl]methyl]phenoxy]phenyl]methyl]-2-methyl-, (1R-isoquinoline; O,O-Dimethylcuspidaline; O,O-Dimethyldauricinoline
CAS No
2202-17-7
Molecular Formula
C39H46N2O6
Molecular Weight
638.79
Appearance
White to off-white powder
Purity
≥ 95%
1H-NMR
Conforms to reference
Boiling Point
717.6°C
Storage and Stability
May be stored at RT for short-term only. Long-term storage is recommended at 4°C. For maximum recovery of product, centrifuge the original vial prior to removing the cap.
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