D-Araboflavin
Title: D-Araboflavin
CAS Registry Number: 5978-87-0
CAS Name: 1-Deoxy-1-(3,4-dihydro-7,8-dimethyl-2,4-dioxobenzo[g]pteridin-10(2H)-yl)-D-arabinitol
Additional Names: 7,8-dimethyl-10-(arabino-2,3,4,5-tetrahydroxypentyl)benzo[g]pteridine-2,4(3H,10H)-dione; 6,7-dimethyl-9-D-araboflavin
Molecular Formula: C17H20N4O6
Molecular Weight: 376.36
Percent Composition: C 54.25%, H 5.36%, N 14.89%, O 25.51%
Literature References: An antagonist of riboflavine. Prepd from D-(2-amino-4,5-dimethylphenyl)arabinamine and alloxan: Kuhn, Weygand, Ber. 68, 1286 (1935); Sahashi et al., Bull. Inst. Phys. Chem. Res. (Tokyo) 24, 72 (1948), C.A. 42, 5458 (1948).
Properties: Orange-yellow needles from dil acetic acid. Bitter taste, mp 302-303°. [a]D20 +78.6° (c = 0.509 in 0.1N NaOH); [a]D20 -441° (c = 0.253 in 0.2N NaOH satd with borax).
Melting point: mp 302-303°
Optical Rotation: [a]D20 +78.6° (c = 0.509 in 0.1N NaOH); [a]D20 -441° (c = 0.253 in 0.2N NaOH satd with borax)
 
Derivative Type: Tetraacetate
Molecular Formula: C25H28N4O10
Molecular Weight: 544.51
Percent Composition: C 55.14%, H 5.18%, N 10.29%, O 29.38%
Properties: Flat yellow prisms from ethyl acetate, mp 221-222°.
Melting point: mp 221-222°

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