147238-83-3

Basic information

• Product Name: Carbonic acid benzyl ester 4-((5R,5aR,8aR,9S)-9-{2-[(2-hydroxy-1-hydroxymethyl-ethyl)-methyl-amino]-ethyl}-6-oxo-5,5a,6,8,8a,9-hexahydro-furo[3',4':6,7]naphtho[2,3-d][1,3]dioxol-5-yl)-2,6-dimethoxy-phenyl ester
• Synonyms: Carbonic acid benzyl ester 4-((5R,5aR,8aR,9S)-9-{2-[(2-hydroxy-1-hydroxymethyl-ethyl)-methyl-amino]-ethyl}-6-oxo-5,5a,6,8,8a,9-hexahydro-furo[3',4':6,7]naphtho[2,3-d][1,3]dioxol-5-yl)-2,6-dimethoxy-phenyl ester
• CAS NO: 147238-83-3
• Molecular Weight: 649.695
• Mol File: 147238-83-3.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: Carbonic acid benzyl ester 4-((5R,5aR,8aR,9S)-9-{2-[(2-hydroxy-1-hydroxymethyl-ethyl)-methyl-amino]-ethyl}-6-oxo-5,5a,6,8,8a,9-hexahydro-furo[3',4':6,7]naphtho[2,3-d][1,3]dioxol-5-yl)-2,6-dimethoxy-phenyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Carbonic acid benzyl ester 4-((5R,5aR,8aR,9S)-9-{2-[(2-hydroxy-1-hydroxymethyl-ethyl)-methyl-amino]-ethyl}-6-oxo-5,5a,6,8,8a,9-hexahydro-furo[3',4':6,7]naphtho[2,3-d][1,3]dioxol-5-yl)-2,6-dimethoxy-phenyl ester(147238-83-3)
• EPA Substance Registry System: Carbonic acid benzyl ester 4-((5R,5aR,8aR,9S)-9-{2-[(2-hydroxy-1-hydroxymethyl-ethyl)-methyl-amino]-ethyl}-6-oxo-5,5a,6,8,8a,9-hexahydro-furo[3',4':6,7]naphtho[2,3-d][1,3]dioxol-5-yl)-2,6-dimethoxy-phenyl ester(147238-83-3)

Safety Data

• Hazardous Substances Data: 147238-83-3(Hazardous Substances Data)

Upstream product

• 77697-86-0 2-(methylamino)-1,3-propanediol 
• 147270-25-5 4′-demethyl-4′-O-(benzyloxycarbonyl) 4-deoxy-4-(2-formylethyl)-(epi)-podophyllotoxin 
• 23363-33-9 4'-demethyl-4'-O-(benzoyloxycarbonyl)epipodophyllotoxin 
• 147238-65-1 4'-demethyl-4'-O-(benzyloxycarbonyl)-4β-allyl-4-desoxypodophyllotoxin 

Relevant articles and documents

Antitumor Agents. 3. Synthesis and Biological Activity of 4β-Alkyl Derivatives Containing Hydroxy, Amino, and Amido Groups of 4'-O-Demethyl-4-desoxypodophyllotoxin as Antitumor Agents

A series of 4β-alkyl (7-10), 4β-aminoalkyl (12a-y), and 4β-amidoalkyl derivatives (14a-g) of 4'-O-demethyl-4-desoxypodophyllotoxin have been synthesized, and their cytotoxicity, inhibition of DNA topoisomerase II (Topo II), and tubulin polymerization were evaluated.All derivatives of 12a-y and 14a-g did not inhibit tubulin polymerization.Many compounds exhibited cytotoxicity and inhibition of Topo II.In particular, 12o, 12s, 12t, and 12u strongly inhibited Topo II (IC5050 (μM) 32.5, 60.9, 58.8, and 33.6, respectively) and were strong cytotoxicity against P388 cells (IC50 (M) 1.0, 4.1, 3.3, and 3.0 x 1E-9, respectively), compared with VP-16 (IC50 (μM) 59.2, IC50 (M) 1 x 1E-8, respectively).These compounds were nearly equal to or superior to VP-16 in antitumor activity in vivo (L1210, P388, and Lewis lung) and were more cytotoxic against various human cell lines in vitro than V-16.