117604-05-4

Basic information

• Product Name: 4β-azido-4-deoxy-4′-demethylepipodophyllotoxin
• Synonyms: 4β-azido-4-deoxy-4′-demethylepipodophyllotoxin
• CAS NO: 117604-05-4
• Molecular Weight: 425.398
• Mol File: 117604-05-4.mol
• Article Data: 29

Chemical Properties

• CAS DataBase Reference: 4β-azido-4-deoxy-4′-demethylepipodophyllotoxin(CAS DataBase Reference)
• NIST Chemistry Reference: 4β-azido-4-deoxy-4′-demethylepipodophyllotoxin(117604-05-4)
• EPA Substance Registry System: 4β-azido-4-deoxy-4′-demethylepipodophyllotoxin(117604-05-4)

Safety Data

• Hazardous Substances Data: 117604-05-4(Hazardous Substances Data)

Upstream product

• 16477-16-0 4'-O-demethyl-4β-bromo-4-desoxypodophyllotoxin 
• 518-28-5 podofilox 
• 40505-27-9 4-demethylpodophyllotoxin 
• 220995-81-3 4-bromo-4'-demethyl-epipodophyllotoxin 
• 746639-24-7 4β-iodo-4-O-demethylpodophyllotoxin 
• 6559-91-7 4'-demethylepipodophyllotoxin 

Downstream Products

• 1316852-86-4 C₄₁H₃₆N₂O₁₁ 
• 1316852-87-5 C₃₈H₃₀ClFN₂O₉ 
• 1616619-26-1 (5R,5aR,8aS,9S)-9-((2,2-difluoro-2-((2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)ethyl)amino)-5-(4-hydroxy-3,5-dimethoxyphenyl)-5,5a,8a,9-tetrahydrofuro[3',4':6,7]naphtho[2,3-d][1,3]dioxol-6(8H)-one 
• 1616619-36-3 (5R,5aR,8aS,9S)-9-amino-5-(4-(benzyloxy)-3,5-dimethoxyphenyl)-5,5a,8a,9-tetrahydrofuro[3',4':6,7]naphtho[2,3-d][1,3]dioxol-6(8H)-one 
• 1616619-37-4 (5R,5aR,8aS,9S)-5-(4-(benzyloxy)-3,5-dimethoxyphenyl)-9-((2,2-difluoro-2-((2R,3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)tetrahydro-2H-pyran-2-yl)ethyl)amino)-5,5a,8a,9-tetrahydrofuro[3',4':6,7]naphtho[2,3-d][1,3]dioxol-6(8H)-one 
• 171962-98-4 (5R,5aR,8aS,9S)-9-azido-5-(4-(benzyloxy)-3,5-dimethoxyphenyl)-5,5a,8a,9-tetrahydrofuro[3',4':6,7]naphtho[2,3-d][1,3]dioxol-6(8H)-one 

Relevant articles and documents

Synthesis and Biological evaluation of novel 4β-[(5-substituted)-1,2,3,4-tetrazolyl] podophyllotoxins as anticancer compounds

A series of novel 4β-[(5-substituted)-1,2,3,4-tetrazolyl] podophyllotoxin derivatives were synthesized by employing azide-nitrile click chemistry approach. All the derivatives were evaluated for their cytotoxicity against a panel of four human cancer cell lines and their IC50 values were found to be in the range of 2.4-29.06 μM. The cytotoxicity exhibited by the majority of test compounds were found to comparable and often more effective than doxorubicin and all compounds exhibited higher cytotoxicity on A-549 cell lines. Cell cycle analysis showed that the novel 4β-[(5-substituted)-1,2,3,4-tetrazolyl] podophyllotoxins resulted in cell cycle arrest at G2/M phase and were also found to be the potent inhibitors of tubulin polymerization in vitro.

Synthesis and antitumor activity of camptothecin- 4β-triazolopodophyllotoxin conjugates

Two new compounds (9 and 10) having a camptothecin (CPT) analog conjugated to the 4β-azido-4-deoxypodophyllotixin analog by untilizing the copper-catalyzed azide-alkyne cycloadditon (CuAAC) reaction, and were evaluated for their cytotoxicity against a panel of five human cancer cell lines (HL-60, SMMC-7721, A-549, MCF-7 and SW480) using the MTT (3-(4,5-dimethyl-thiahiazo-2-yl)-2,5-diphenyltetrazolium bromide) assay. Two novel conjugates shown weak cytotoxicity, compound 10 showed highly potent against HL-60 cell line tested, with IC50 value 17.69 ± 0.19 μM. This compound suggested its potential as anticancer agents for further development. (Figure presented.).

Synthesis and Cytotoxicity of Heterocyclic Amine Derivatives of Podophyllotoxin

A series of amine podophyllotoxin derivatives was designed and synthesized by aldehydes reacting with 4β-amino-desoxypodophyllotoxin or 4′-demethyldesoxypodophyllotoxin. The MTT assay was used to test the cytotoxic activity of 11 target compounds on HeLa