1,1'-Biphenyl,chloro derivs. - CAS 1336-36-3
Catalog number: 1336-36-3
Category: Main Product
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1,1’-biphenyl,chloroderivs; 1,1’-Biphenyl,chloroderivs.; 1-biphenyl-chloro; aroclor; Biphenyl,chlorinated; caswellno672a
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1.Crystal structure of 4'-{[4-(2,2':6',2''-terpyrid-yl-4'-yl)phen-yl]ethyn-yl}biphenyl-4-yl (2,2,5,5-tetra-methyl-1-oxyl-3-pyrrolin-3-yl)formate benzene 2.5-solvate.
Meyer A1, Schnakenburg G2, Schiemann O1. Acta Crystallogr E Crystallogr Commun. 2015 Sep 26;71(Pt 10):1245-9. doi: 10.1107/S2056989015017697. eCollection 2015.
The title compound, C44H35N4O3·2.5C6H6 (1), consists of a terpyridine and a N-oxylpyrroline-3-formate group separated by an aromatic spacer, viz. 4-(phenyl-ethyn-yl)-1,1'-biphenyl. It crystallized in the triclinic space group P-1 with two and a half benzene solvate mol-ecules (one benzene mol-ecule is located about an inversion center), while the di-chloro-methane solvate (2) of the same mol-ecule [Ackermann et al. (2015 ▸). Chem. Commun. 51, 5257-5260] crystallized in the tetra-gonal space group P42/n, with considerable disorder in the mol-ecule. In (1), the terpyridine (terpy) group assumes an all-trans conformation typical for terpyridines. It is essentially planar with the two outer pyridine rings (B and C) inclined to the central pyridine ring (A) by 8.70 (15) and 14.55 (14)°, respectively. The planes of the aromatic spacer (D, E and F) are nearly coplanar with dihedral angles D/E, D/F and E/F being 3.42 (15), 5.80 (15) and 4.00 (16)°, respectively.
2.Experimental and theoretical insights into the involvement of radicals in triclosan phototransformation.
Kliegman S1, Eustis SN, Arnold WA, McNeill K. Environ Sci Technol. 2013 Jul 2;47(13):6756-63. doi: 10.1021/es3041797. Epub 2013 Jan 15.
The phototransformation of triclosan has been a matter of longstanding interest due to both its prevalence in the environment and the discovery of 2,8-dichlorodibenzodioxin as a photoproduct. In this study, photolysis of triclosan resulted in several primary photoproducts including the following: 2,8-dichlorodibenzodioxin (4%), 4,5'-dichloro-[1,1'-biphenyl]-2,2'-diol (10%), 5-chloro-2-(4-chlorophenoxy)phenol (0.5%), and 2,4-dichlorophenol (7%). Trapping studies using d8-isopropanol showed deuterium incorporation in 5-chloro-2-(4-chlorophenoxy)phenol, providing strong evidence for the involvement of organic radicals in this reaction. Density functional calculations of the excited states of triclosan support the involvement of a radical intermediate in the mechanisms responsible for the dioxin, biphenyl, and phenoxyphenol photoproducts. The pathways for C-Cl bond cleavage and cyclization reactions are discussed.
3.Acute myocardial infarction inhibits the neurogenic tachycardic and vasopressor response in rats via presynaptic cannabinoid type 1 receptor.
Rudź R1, Schlicker E, Baranowska U, Marciniak J, Karabowicz P, Malinowska B. J Pharmacol Exp Ther. 2012 Oct;343(1):198-205. doi: 10.1124/jpet.112.196816. Epub 2012 Jul 13.
The present study was carried out to examine whether acute experimental myocardial infarction affects the sympathetic transmission to vessels and the heart of pithed rats via a presynaptic mechanism and, if so, to check whether inhibitory presynaptic cannabinoid (CB) receptors and endocannabinoids are involved in this response. In pithed and vagotomized rats, electrical stimulation (0.75 Hz; 1 ms; 50 V; 5 or 15 pulses for increases in heart rate or blood pressure, respectively) of the preganglionic sympathetic nerve fibers or intravenous injection of isoprenaline (0.1 nmol/kg) or noradrenaline (1 nmol/kg) increased heart rate and blood pressure by approximately 50 beats/min and 40 mm Hg, respectively. Ligation of the left coronary artery reduced the electrically (as opposed to the chemically) induced tachycardic and pressor responses by approximately 30 to 40%. The inhibitory effect of myocardial infarction was prevented by the CB(1) receptor antagonist rimonabant but not by the CB(2) receptor antagonist N-[(1S)-endo-1,3,3-trimethyl-bicyclo[2.
4.Novel 4-amino bis-pyridinium and bis-quinolinium derivatives as choline kinase inhibitors with antiproliferative activity against the human breast cancer SKBR-3 cell line.
Gómez-Pérez V1, McSorley T, See Too WC, Konrad M, Campos JM. ChemMedChem. 2012 Apr;7(4):663-9. doi: 10.1002/cmdc.201100505. Epub 2012 Jan 25.
Choline kinase (ChoK) is the first enzyme in the CDP-choline pathway that synthesizes phosphatidylcholine, the major phospholipid in eukaryotic cell membranes. Human ChoK has three isoforms: ChoKα1, α2, and β. Specific inhibition of ChoKα has been reported to selectively kill tumor cells. In this study, ten new symmetrical bis-pyridinium and bis-quinolinium derivatives were synthesized and tested for their ability to inhibit human ChoKα2. These compounds have electron-releasing groups at position 4 of the pyridinium or quinolinium rings. 1,1'-[(Butane-1,3-diylbis(benzene-1,4-diylmethylene)]bis[4-(4-bromo-N-methylanilino)pyridinium)] dibromide and 1,1'-(biphenyl-3,3'-diylmethylene)bis[7-chloro-4-(perhydroazepine-1-yl)quinolinium] dibromide were identified as highly potent ChoK inhibitors with IC(50) values of 80 nM. Kinetic enzymatic assays indicated a mixed and predominantly competitive mechanism of inhibition for these compounds, which exhibited strong antiproliferative activity (EC(50) 1 μM) against the human breast cancer SKBR3 cell line.
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CAS 1336-36-3 1,1'-Biphenyl,chloro derivs.

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