Structural Formula Vector Image
Title: Adlumine
CAS Registry Number: 524-46-9
CAS Name: 6-(1,2,3,4-Tetrahydro-6,7-dimethoxy-2-methyl-1-isoquinolinyl)furo[3,4-e]-1,3-benzodioxol-8(6H)-one
Molecular Formula: C21H21NO6
Molecular Weight: 383.39
Percent Composition: C 65.79%, H 5.52%, N 3.65%, O 25.04%
Literature References: An alkaloid present in the entire plant of some Fumariaceae species. d-Adlumine was isolated from Adlumina fungosa (Ait.) Greene (A. cirrhosa Raf.); l-adlumine was isolated from Corydalis scouleri Hook. and C. sempervirens (L.) Pers., C. ophiocarpa Hook. f. et Thoms Fumariaceae: Manske, Can. J. Res. 8, 210 (1933); 14B, 347 (1936); 16B, 81 (1938); 17B, 51 (1939). Preliminary stereochemical studies of d-form: Safe, Moir, Can. J. Chem. 42, 160 (1964). Revised stereochemistry: Blaha et al., Collect. Czech. Chem. Commun. 29, 2328 (1964); Snatzke et al., Tetrahedron 25, 5059 (1969). Review: Stanek, Manske in The Alkaloids Vol. IV, R. H. F. Manske, H. L. Holmes, Eds. (Academic Press, New York, 1954) pp 167-198.
Derivative Type: l-Form
Properties: Hexagonal plates from chloroform + methanol, mp 180°. [a]D22 -42.5° (c = 0.8 in chloroform).
Melting point: mp 180°
Optical Rotation: [a]D22 -42.5° (c = 0.8 in chloroform)
Derivative Type: dl-Form
Properties: Stout short prisms, mp 190°.
Melting point: mp 190°

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