Synthesis of some highly brominated naphthalenes

McKinney, James D.; Singh, Pritpal; Levy, Louis; Walker, Martin A.; Cox, Richard F.; Bobenrieth, M. J.; Bordner, Jon

doi:10.1021/jf00103a045

Cited by 17 publications

(4 citation statements)

References 5 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…With the exception of 2,3,6,7-tetrabromobiphenylene (2,3,6,7-TBBene) the compounds used in this work were either obtained from commercial sources or synthesized (5,6) 3-methylindole (skatole) in chloroform-d was prepared with the concentration (0.5 mM) just sufficient to observe an NMR signal (doublet) for the methyl protons. A known amount of acceptor (5-80 mM for 3-methycholanthrene and 10-80 mM for 2,3,7-trichlorodibenzop-dioxin) in chloroform-d was then added, bringing the total volume to 1 mL.…”

Section: Compoundsmentioning

confidence: 99%

Structure-Induction versus Structure-Toxicity Relationships for Polychlorinated Biphenyls and Related Aromatic Hydrocarbons

McKinney¹,

Chae²,

McConnell³

et al. 1985

Environmental Health Perspectives

View full text Add to dashboard Cite

JSTOR is a not-for-profit service that helps scholars, researchers, and students discover, use, and build upon a wide range of content in a trusted digital archive. We use information technology and tools to increase productivity and facilitate new forms of scholarship. For more information about JSTOR, please contact support@jstor.org.. The National Institute of Environmental Health Sciences (NIEHS) andBrogan & Partners are collaborating with JSTOR to digitize, preserve and extend access to Environmental Health Perspectives.A comparison of the structure-induction (involving rat and mouse Ah receptor binding) and structuretoxicity (in vivo guinea pig toxicity) relationships suggests that two receptors with structurally distinct binding properties may be involved. This is supported by demonstration of potentiated toxicity through a mechanism believed to involve the Ah receptor as a site of loss with respect to toxicity. Theoretical and working models are proposed for these separate receptors to aid in the search for other relevant binding proteins. The findings suggest that polychlorinated biphenyls that are relatively low in toxicity may have modulating properties on the action of highly toxic compounds with which they are normally found in the environment.

show abstract

Section: Compoundsmentioning

confidence: 99%

Structure-Induction versus Structure-Toxicity Relationships for Polychlorinated Biphenyls and Related Aromatic Hydrocarbons

McKinney¹,

Chae²,

McConnell³

et al. 1985

Environmental Health Perspectives

View full text Add to dashboard Cite

show abstract

“…With the exception of 2,3,6,7-tetrabromobiphenylene (2,3,6,7-TBBene) the compounds used in this work were either obtained from commercial sources or synthesized (5,6) or isolated (7) from commercial mixtures according to published procedures. The 2,3,6,7-TBBene was obtained as a gift from Professor McOmie, University of Bristol, and it gave the expected mass spectral properties in our hands.…”

Section: Compoundsmentioning

confidence: 99%

Structure-induction versus structure-toxicity relationships for polychlorinated biphenyls and related aromatic hydrocarbons.

McKinney¹,

Chae²,

McConnell³

et al. 1985

Environ Health Perspect

View full text Add to dashboard Cite

A comparison of the structure-induction (involving rat and mouse Ah receptor binding) and structure-toxicity (in vivo guinea pig toxicity) relationships suggests that two receptors with structurally distinct binding properties may be involved. This is supported by demonstration of potentiated toxicity through a mechanism believed to involve the Ah receptor as a site of loss with respect to toxicity. Theoretical and working models are proposed for these separate receptors to aid in the search for other relevant binding proteins. The findings suggest that polychlorinated biphenyls that are relatively low in toxicity may have modulating properties on the action of highly toxic compounds with which they are normally found in the environment.

show abstract

“…1 Haloderivatives of naphthalene have attracted much attention in view of medicinal interest. 2 Despite their synthetic importance, the preparation of dibromo substituted naphthalene derivatives are very limited in the literature. For this reason interest in our laboratory has been focused on the bromination reaction of naphthalene and synthesis of dibromosubstituted naphthalene derivatives.…”

mentioning

confidence: 99%