Dauricine

Title: Dauricine
CAS Registry Number: 524-17-4
CAS Name: 4-[[(1R)-1,2,3,4-Tetrahydro-6,7-dimethoxy-2-methyl-1-isoquinolinyl]methyl]-2-[4-[[(1R)-1,2,3,4-tetrahydro-6,7-dimethoxy-2-methyl-1-isoquinolinyl]methyl]phenoxy]phenol
Molecular Formula: C38H44N2O6
Molecular Weight: 624.77
Percent Composition: C 73.05%, H 7.10%, N 4.48%, O 15.37%
Literature References: From Menispermum dauricum DC., and M. canadense L., Menispermaceae: Kondo, Narita, J. Pharm. Soc. Japan no. 542, 279 (1927); C.A. 21, 2700 (1927); Manske, Can. J. Res. 21B, 17 (1943). Structure: Kondo et al., Ber. 68, 519 (1935); Kondo, Tomita, Arch. Pharm. 274, 65 (1936); Inubushi, Niwa, J. Pharm. Soc. Jpn. 72, 762 (1952); C.A. 47, 6430e (1953). Total synthesis: Kametani, Fukumoto, J. Chem. Soc. 1965, Suppl. 2, 6141.
Properties: Slightly yellow amorphous base, mp 115°. [a]D11 -139° in methanol. Sol in alc, acetone, benzene; slightly sol in ether.
Melting point: mp 115°
Optical Rotation: [a]D11 -139° in methanol
Derivative Type: Dimethiodide
Molecular Formula: C38H44N2O6.2CH3I
Molecular Weight: 908.64
Percent Composition: C 52.87%, H 5.55%, N 3.08%, O 10.56%, I 27.93%
Properties: Needles, mp 204°. [a]D20 -114°.
Melting point: mp 204°
Optical Rotation: [a]D20 -114°
DBHBT DBMC d-Bornyl alpha-Bromoisovalerate d-Bornyl Isovalerate d-Camphocarboxylic Acid

Dauricine
Dauricine.png
Identifiers
CAS number 524-17-4
PubChem 73400
ChemSpider 66117
ChEMBL CHEMBL442717
Jmol-3D images Image 1
Properties
Molecular formula C38H44N2O6
Molar mass 624.76576
Density 1.186 g/mL
Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
Infobox references

Dauricine is a calcium channel blocker. It is the main toxin that makes the North American vine Menispermum canadense (moonseed) poisonous (often fatally so).[1]