4-CHLOROBIPHENYL

Details

Stereochemistry	ACHIRAL
Molecular Formula	C12H9Cl
Molecular Weight	188.653
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

ClC1=CC=C(C=C1)C2=CC=CC=C2

InChI

InChIKey=FPWNLURCHDRMHC-UHFFFAOYSA-N

InChI=1S/C12H9Cl/c13-12-8-6-11(7-9-12)10-4-2-1-3-5-10/h1-9H

HIDE SMILES / InChI

Molecular Formula	C12H9Cl
Molecular Weight	188.653
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Approval Year

PubMed

Title	Date	PubMed
Enhanced biodegradation of polychlorinated biphenyls after site-directed mutagenesis of a biphenyl dioxygenase gene.	1993 Nov	8285689
2,4,4'-trichlorobiphenyl increases STAT5 transcriptional activity.	2001 Apr	11346882
Adaptive and cross-protective responses of Pseudomonas sp. DJ-12 to several aromatics and other stress shocks.	2001 Sep	11400066
A laboratory pilot study of thermal decontamination of soils polluted by PCBs. Comparison with thermogravimetric analysis.	2002	11942705
Sonochemical desorption and destruction of 4-chlorobiphenyl from synthetic sediments.	2002 Jan 15	11827057
DNA adducts in cultures of polychlorinated biphenyl-treated human hepatocytes.	2003 Apr 15	12691726
Binding of polychlorinated biphenyls/metabolites to hemoglobin.	2003 Apr 30	12765239
[Determination of tanshinone IIA in rat plasma and the pharmacokinetics by RP-HPLC method].	2003 May	12958842
Effect of sorbate planarity on environmental black carbon sorption.	2004 Jul 1	15296307
Comparison of the actions of 4-chlorobiphenyl and its hydroxylated metabolites on estradiol secretion by ovarian follicles in primary cells in culture.	2005 May-Jun	15808786
In vitro exposure of porcine prepubertal follicles to 4-chlorobiphenyl (PCB3) and its hydroxylated metabolites: effects on sex hormone levels and aromatase activity.	2006 Jul 1	16412591
Characterization of two biphenyl dioxygenases for biphenyl/PCB degradation in A PCB degrader, Rhodococcus sp. strain RHA1.	2007 Apr	17420585
Influence of fluoro-substitution on the planarity of 4-chlorobiphenyl (PCB 3).	2007 Apr	17374943
4-monochlorobiphenyl (PCB3) induces mutations in the livers of transgenic Fisher 344 rats.	2007 Feb	16950798
Molecular cytotoxic mechanisms of catecholic polychlorinated biphenyl metabolites in isolated rat hepatocytes.	2007 May 1	17408604
Quinoid metabolites of 4-monochlorobiphenyl induce gene mutations in cultured Chinese hamster v79 cells.	2007 Nov	17686921
Semiquinone radicals from oxygenated polychlorinated biphenyls: electron paramagnetic resonance studies.	2008 Jul	18549251
Effects of estradiol, PCB3, and their hydroxylated metabolites on proliferation, cell cycle, and apoptosis of human breast cancer cells.	2008 Mar	21783862
4'-Chloro-biphenyl-4-yl 2,2,2-trichloro-ethyl sulfate.	2008 Nov 29	21581432
Catalase ameliorates polychlorinated biphenyl-induced cytotoxicity in nonmalignant human breast epithelial cells.	2008 Oct 15	18691649
The missing link: Bordetella petrii is endowed with both the metabolic versatility of environmental bacteria and virulence traits of pathogenic Bordetellae.	2008 Sep 30	18826580
Reductive Dechlorination of Polychlorinated Biphenyls and Dibenzo-p-Dioxins in an Enrichment Culture Containing Dehalobacter Species.	2009	21566395
Computational framework for predictive biodegradation.	2009 Dec 15	19650084
Oxidation of 4-chlorobiphenyl metabolites to electrophilic species by prostaglandin H synthase.	2009 Jan	19105592
Hydroxylated polychlorinated biphenyls increase reactive oxygen species formation and induce cell death in cultured cerebellar granule cells.	2009 Oct 15	19631230
Direct inhibition of ERK1/2 phosphorylation as a possible mechanism for the antiproliferative action of 3,4-diOH-PCB3 in the MCF-7 cell line.	2009 Oct 28	19619627
4'-Chloro-biphenyl-3-yl 2,2,2-trichloro-ethyl sulfate.	2010 Aug 18	21588655
The complete genome sequence of Cupriavidus metallidurans strain CH34, a master survivalist in harsh and anthropogenic environments.	2010 May 5	20463976
3-Methylcholanthrene (3-MC) and 4-chlorobiphenyl (PCB3) genotoxicity is gender-related in Fischer 344 transgenic rats.	2010 Nov	20739065
Polyploidy-induction by dihydroxylated monochlorobiphenyls: structure-activity-relationships.	2010 Nov	20471090
Sulfated metabolites of polychlorinated biphenyls are high-affinity ligands for the thyroid hormone transport protein transthyretin.	2013 Jun	23584369
Binding interactions of hydroxylated polychlorinated biphenyls (OHPCBs) with human hydroxysteroid sulfotransferase hSULT2A1.	2014 Apr 5	24508592
Succinate dehydrogenase activity regulates PCB3-quinone-induced metabolic oxidative stress and toxicity in HaCaT human keratinocytes.	2016 Feb	25417049

Patents

Substance Class	Chemical Created by `admin` on `Fri Dec 15 17:27:42 GMT 2023` Edited by `admin` on `Fri Dec 15 17:27:42 GMT 2023`
Record UNII	QA22Z3NGLU
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

4-CHLOROBIPHENYL

Systematic Name

English

NSC-37066

Code

English

BIPHENYL, 4-CHLORO-

Systematic Name

English

PCB 3

Common Name

English

CHLORO-1,1'-BIPHENYL, 4-

Systematic Name

English

P-CHLOROBIPHENYL

Common Name

English

4-CHLORODIPHENYL

Common Name

English

4-CHLORO-1,1'-BIPHENYL

Systematic Name

English

Code System Code Type Description

EPA CompTox

DTXSID3040300