16477-16-0

Basic information

• Product Name: 4'-O-demethyl-4β-bromo-4-desoxypodophyllotoxin
• Synonyms: 4'-O-demethyl-4β-bromo-4-desoxypodophyllotoxin
• CAS NO: 16477-16-0
• Molecular Weight: 463.282
• Mol File: 16477-16-0.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: 4'-O-demethyl-4β-bromo-4-desoxypodophyllotoxin(CAS DataBase Reference)
• NIST Chemistry Reference: 4'-O-demethyl-4β-bromo-4-desoxypodophyllotoxin(16477-16-0)
• EPA Substance Registry System: 4'-O-demethyl-4β-bromo-4-desoxypodophyllotoxin(16477-16-0)

Safety Data

• Hazardous Substances Data: 16477-16-0(Hazardous Substances Data)

Upstream product

• 106636-74-2 1α-bromo-desoxypodophyllotoxin 
• 518-28-5 podofilox 
• 40505-27-9 4-demethylpodophyllotoxin 

Downstream Products

• 127882-75-1 4-N-(2-aminopyridine)-4-deoxidation-4'-demethylepipodophyllotoxin 
• 127882-58-0 4'-O-demethyl-4β-[3''-(methoxycarbonyl)anilino]-4-desoxypodophyllotoxin 
• 125830-35-5 4'-demethyl-4β-(3-fluoroanilino)-4-desoxypodophyllotoxin 
• 125830-35-5 4'-demethyl-4α-(3-fluoroanilino)-4-desoxypodophyllotoxin 
• 125830-33-3 4'-demethyl-4β-(4-hydroxyanilino)-4-desoxypodophyllotoxin 
• 125830-33-3 4'-demethyl-4α-(4-hydroxyanilino)-4-desoxypodophyllotoxin 
• 127882-63-7 4'-O-demethyl-4β-(3''-methoxyanilino)-4-desoxypodophyllotoxin 
• 127882-68-2 4'-O-demethyl-4β-[3'',4''-(methylenedioxy)anilino]-4-desoxypodophyllotoxin 
• 127882-73-9 4'-O-demethyl-4β-(4''-nitroanilino)-4-desoxypodophyllotoxin 
• 125830-38-8 4'-demethyl-4β-(2-chloroanilino)-4-desoxypodophyllotoxin 
• 125830-38-8 4'-demethyl-4α-(2-chloroanilino)-4-desoxypodophyllotoxin 
• 127882-55-7 4'-O-demethyl-4β-(3''-cyanoanilino)-4-desoxypodophyllotoxin 
• 127882-72-8 4'-O-demethyl-4β-(3''-nitroanilino)-4-desoxypodophyllotoxin 
• 127882-69-3 4'-O-demethyl-4β-[3'',4''-(ethylenedioxy)anilino]-4-desoxypodophyllotoxin 

Relevant articles and documents

Synthesis and biological evaluation of new 4β-anilino- and 4β-imido-substituted podophyllotoxin congeners

A series of C-4-anilino- and C-4-imido-substituted new podophyllotoxin congeners have been designed, synthesized, and evaluated for their cytotoxicity and DNA topoisomerase-II (topo-II) inhibition potential. Some of these compounds have exhibited promisin

ANTICANCER COMPOUNDS

This invention features compounds having formula (I): wherein, R1, R 2,R3, R4, R6, R7, T, X, and Y are as defined herein. This invention also features a method for treating cancer. The method includes administrating to a subject in need thereof a compound of formula (I).

New compounds related to podophyllotoxin and congeners: synthesis, structure elucidation and biological testing.

4-Azido, 4-amino, 4-amido and 4-alkoxy compounds related to the lignans podophyllotoxin and 4'-demethylepipodophyllotoxin have been synthesized, and their structures elucidated. The Ritter reaction was shown to be useful in the preparation of the 4-amido compounds with the required stereochemistry. A preparative method for 4-chloro-4-deoxypicrophyllotoxin, for which all earlier synthetic attempts resulted in the two dehydrated compounds, alpha- and beta-apopicropodophyllotoxin, was developed. Supplementary preliminary studies of the biological activities of some of the compounds were performed. All compounds had pronounced inhibitory effect on the in vitro growth of human cervical cancer cells and TC-mouse cells with 4-amino-4-deoxypodophyllotoxin and 4-azido-4-deoxypodophyllotoxin showing the highest activity. Alkaline elution studies indicate that the toxicity of the 4'-demethoxy derivatives is due to protein-mediated DNA nicking. None of the compounds were found to have antiviral effect against herpes simplex type 2 (HSV-2), human immunodeficiency (HIV), and cytomegalovirus (CMV) in doses not toxic to the cells.