Papuamine
Title: Papuamine
CAS Registry Number: 112455-84-2
CAS Name: (4aS,5aR,10aR,11aS,15aR,15bS,16E,18E,19aS,19bR)-2,3,4,4a,5,5a,6,7,8,9,10,10a,11,11a,12,13,14,15,15a,15b,19a,19b-Docosahydro-1H-diindeno[2,1-f:1¢,2¢-1][1,5]diazacyclotridecine
Molecular Formula: C25H40N2
Molecular Weight: 368.60
Percent Composition: C 81.46%, H 10.94%, N 7.60%
Literature References: Alkaloid originally isolated from Haliclona sp., a marine sponge found in Papua, New Guinea. Exhibits antifungal and antimicrobial activity. Isoln and characterization: B. J. Baker et al., J. Am. Chem. Soc. 110, 965 (1988). Total synthesis: R. M. Borzilleri et al., ibid. 116, 9789 (1994).
Properties: White solid, mp 167.5-169°. [a]D -150° (c = 1.5 in methanol).
Melting point: mp 167.5-169°
Optical Rotation: [a]D -150° (c = 1.5 in methanol)
 
Derivative Type: Dihydrochloride
CAS Registry Number: 112347-74-7
Properties: White solid, mp 230° (dec). [a]D -140° (c = 1.3 in CH3OH). uv max (methanol): 241 nm (e 3000).
Melting point: mp 230° (dec)
Optical Rotation: [a]D -140° (c = 1.3 in CH3OH)
Absorption maximum: uv max (methanol): 241 nm (e 3000)

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