e.g. Filippa Pettersson or Cancer Res. 75(6) , 1102-12, (2015) or 10.1002/anie.201600521

A study of chemical carcinogenesis. 57. Synthesis and mutagenicity of dihydrodiol metabolites of benzo [b] fluoranthene

S Amin, N Hussain, H Brielmann…

Index: Amin, Shantu; Hussain, Nalband; Brielmann, Harry; Hecht, Stephen S. Journal of Organic Chemistry, 1984 , vol. 49, # 6 p. 1091 - 1095

Full Text: HTML

Citation Number: 12

Abstract

(14) Harvey, RG; Fu, PP In" Polycyclic Hydrocarbons and Cancer"; Gelboin, HV, T'so, P. 0. P., Eds.; Academic Press: New York, 1978; Vol 1, pp 133-165. of 17. Coupling, hydroboration, and a two-step oxidation procedure gave the desired butyric acid derivative 21. Cyclization of the acid chloride of 21 proceeded specifically to ketone 22, the structure of which was established by the presence in its NMR spectrum of the downfield Hl proton ...

4-fluoranthen-2-ylbutanal Structure

4-fluoranthen-2...

~63%

4-fluoranthen-2-ylbutanoic acid Structure

4-fluoranthen-2...

2-Methylfluoranthene Structure

2-Methylfluoranthene

~%

4-fluoranthen-2-ylbutanoic acid Structure

4-fluoranthen-2...

2-but-3-enylfluoranthene Structure

2-but-3-enylflu...

~%

4-fluoranthen-2-ylbutanoic acid Structure

4-fluoranthen-2...

2-BROMOMETHYLFLUORANTHENE Structure

2-BROMOMETHYLFL...

~%

4-fluoranthen-2-ylbutanoic acid Structure

4-fluoranthen-2...

4-fluoranthen-2-ylbutan-1-ol Structure

4-fluoranthen-2...

~%

4-fluoranthen-2-ylbutanoic acid Structure

4-fluoranthen-2...

12-hydroxy-9,10,11,12-tetrahydrobenzo(b)fluoranthene Structure

12-hydroxy-9,10...

~69%

9,10-dihydrobenzofluoranthene Structure

9,10-dihydroben...

2-Methylfluoranthene Structure

2-Methylfluoranthene

~%

9,10-dihydrobenzofluoranthene Structure

9,10-dihydroben...

2-but-3-enylfluoranthene Structure

2-but-3-enylflu...

~%

9,10-dihydrobenzofluoranthene Structure

9,10-dihydroben...

2-BROMOMETHYLFLUORANTHENE Structure

2-BROMOMETHYLFL...

~%

9,10-dihydrobenzofluoranthene Structure

9,10-dihydroben...

4-fluoranthen-2-ylbutanal Structure

4-fluoranthen-2...

~%

9,10-dihydrobenzofluoranthene Structure

9,10-dihydroben...

12-oxo-9,10,11,12-tetrahydrobenzo(b)fluoranthene Structure

12-oxo-9,10,11,...

~%

9,10-dihydrobenzofluoranthene Structure

9,10-dihydroben...

4-fluoranthen-2-ylbutanoic acid Structure

4-fluoranthen-2...

~%

9,10-dihydrobenzofluoranthene Structure

9,10-dihydroben...

4-fluoranthen-2-ylbutan-1-ol Structure

4-fluoranthen-2...

~%

9,10-dihydrobenzofluoranthene Structure

9,10-dihydroben...

Methanol Structure

3-(11H-benzo[b]fluoren-11-yl)propanoic acid Structure

3-(11H-benzo[b]...

~80%

methyl 3-(11H-benzo[b]fluoren-11-yl)propanoate Structure

methyl 3-(11H-b...

11H-benzo[b]fluorene-11-carboxylic acid Structure

11H-benzo[b]flu...

~%

methyl 3-(11H-benzo[b]fluoren-11-yl)propanoate Structure

methyl 3-(11H-b...

methyl 11H-benzo[b]fluorene-11-carboxylate Structure

methyl 11H-benz...

~%

methyl 3-(11H-benzo[b]fluoren-11-yl)propanoate Structure

methyl 3-(11H-b...

methyl 11-(methoxycarbonyl)-11H-benzo(b)fluorene-11-propanoate Structure

methyl 11-(meth...

~%

methyl 3-(11H-benzo[b]fluoren-11-yl)propanoate Structure

methyl 3-(11H-b...

Methanol Structure

11H-benzo[b]fluorene-11-carboxylic acid Structure

11H-benzo[b]flu...

~96%

methyl 11H-benzo[b]fluorene-11-carboxylate Structure

methyl 11H-benz...

methyl 11-(methoxycarbonyl)-11H-benzo(b)fluorene-11-propanoate Structure

methyl 11-(meth...

~97%

3-(11H-benzo[b]fluoren-11-yl)propanoic acid Structure

3-(11H-benzo[b]...

11H-benzo[b]fluorene-11-carboxylic acid Structure

11H-benzo[b]flu...

~%

3-(11H-benzo[b]fluoren-11-yl)propanoic acid Structure

3-(11H-benzo[b]...

methyl 11H-benzo[b]fluorene-11-carboxylate Structure

methyl 11H-benz...

~%

3-(11H-benzo[b]fluoren-11-yl)propanoic acid Structure

3-(11H-benzo[b]...

Benzo[b]fluoranthen-1-ol, 1,2,3,3a-tetrahydro Structure

Benzo[b]fluoran...

~70%

3,3a-dihydrobenzofluoranthene Structure

3,3a-dihydroben...

11H-benzo[b]fluorene-11-carboxylic acid Structure

11H-benzo[b]flu...

~%

3,3a-dihydrobenzofluoranthene Structure

3,3a-dihydroben...

methyl 11H-benzo[b]fluorene-11-carboxylate Structure

methyl 11H-benz...

~%

3,3a-dihydrobenzofluoranthene Structure

3,3a-dihydroben...

Benzo[b]fluoranthen-1(2H)-one, 3,3a-dihydro Structure

Benzo[b]fluoran...

~%

3,3a-dihydrobenzofluoranthene Structure

3,3a-dihydroben...

3-(11H-benzo[b]fluoren-11-yl)propanoic acid Structure

3-(11H-benzo[b]...

~%

3,3a-dihydrobenzofluoranthene Structure

3,3a-dihydroben...

methyl 11-(methoxycarbonyl)-11H-benzo(b)fluorene-11-propanoate Structure

methyl 11-(meth...

~%

3,3a-dihydrobenzofluoranthene Structure

3,3a-dihydroben...

2-Methylfluoranthene Structure

2-Methylfluoranthene

~91%

2-BROMOMETHYLFLUORANTHENE Structure

2-BROMOMETHYLFL...

2-Methylfluoranthene Structure

2-Methylfluoranthene

~%

2-but-3-enylfluoranthene Structure

2-but-3-enylflu...

2-BROMOMETHYLFLUORANTHENE Structure

2-BROMOMETHYLFL...

Allyl(bromo)magnesium Structure

Allyl(bromo)mag...

~%

2-but-3-enylfluoranthene Structure

2-but-3-enylflu...

2-Methylfluoranthene Structure

2-Methylfluoranthene

~%

4-fluoranthen-2-ylbutan-1-ol Structure

4-fluoranthen-2...

2-BROMOMETHYLFLUORANTHENE Structure

2-BROMOMETHYLFL...

~%

4-fluoranthen-2-ylbutan-1-ol Structure

4-fluoranthen-2...

2-but-3-enylfluoranthene Structure

2-but-3-enylflu...

~%

4-fluoranthen-2-ylbutan-1-ol Structure

4-fluoranthen-2...

4-fluoranthen-2-ylbutan-1-ol Structure

4-fluoranthen-2...

~81%

4-fluoranthen-2-ylbutanal Structure

4-fluoranthen-2...

2-Methylfluoranthene Structure

2-Methylfluoranthene

~%

4-fluoranthen-2-ylbutanal Structure

4-fluoranthen-2...

2-but-3-enylfluoranthene Structure

2-but-3-enylflu...

~%

4-fluoranthen-2-ylbutanal Structure

4-fluoranthen-2...

2-BROMOMETHYLFLUORANTHENE Structure

2-BROMOMETHYLFL...

~%

4-fluoranthen-2-ylbutanal Structure

4-fluoranthen-2...