Chlorobenzene (BioDeep_00000006395)
Secondary id: BioDeep_00000822082
human metabolite
代谢物信息卡片
Chlorobenzene (acd/name 4.0)
化学式: C6H5Cl (112.008)
中文名称: 甲醇中氯苯溶液标准物质, 氯苯
谱图信息:
最多检出来源 Homo sapiens(blood) 6.43%
分子结构信息
SMILES: C1=CC=C(C=C1)Cl
InChI: InChI=1S/C6H5Cl/c7-6-4-2-1-3-5-6/h1-5H
描述信息
Chlorobenzene is an aromatic organic compound with the chemical formula C6H5Cl. This colorless, flammable liquid is a common solvent and a widely used intermediate in the manufacture of other chemicals. Rhodococcus phenolicus is a bacterium species able to degrade chlorobenzene as sole carbon sources.
同义名列表
28 个代谢物同义名
Chlorobenzene (acd/name 4.0); 6-Chlorobenzene-1,2,4-triol; 6-Chlorohydroxyquinol; mono-Chlorobenzene; Monochloorbenzeen; Chlorobenzol(dot); Monochlorobenzene; Monochlorbenzene; Monoclorobenzene; Benzene chloride; Monochlorbenzol; IP carrier T 40; Phenyl chloride; Chloro-benzene; Chloorbenzeen; Chlorobenzenu; CHLOROBENZENE; Chlorobenzen; Chlorobenzol; Clorobenzene; Chlorbenzene; Chlorbenzol; Tetrosin SP; Abluton T30; PHCL; MCB; Chlorobenzene; Chlorobenzene
数据库引用编号
16 个数据库交叉引用编号
- ChEBI: CHEBI:28097
- KEGG: C06990
- PubChem: 7964
- HMDB: HMDB0041855
- Metlin: METLIN66569
- ChEMBL: CHEMBL16200
- Wikipedia: Chlorobenzene
- MetaCyc: CHLOROBENZENE
- chemspider: 7676
- CAS: 68411-45-0
- CAS: 108-90-7
- PMhub: MS000019429
- PubChem: 9203
- PDB-CCD: 8CL
- NIKKAJI: J2.869J
- KNApSAcK: 28097
分类词条
相关代谢途径
Reactome(0)
BioCyc(0)
PlantCyc(0)
代谢反应
1 个相关的代谢反应过程信息。
Reactome(0)
BioCyc(1)
- chlorobenzene degradation:
H+ + NADH + O2 + chlorobenzene ⟶ (1R,2R)-3-chlorocyclohexa-3,5-diene-1,2-diol + NAD+
WikiPathways(0)
Plant Reactome(0)
INOH(0)
PlantCyc(0)
COVID-19 Disease Map(0)
PathBank(0)
PharmGKB(0)
1 个相关的物种来源信息
在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有：
- PubMed: 来源于PubMed文献库中的文献信息，我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表，这个列表按照代谢物同时出现的文献数量降序排序，取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
- NCBI Taxonomy: 通过文献数据挖掘，得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序，取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
- Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
- Chemical Reaction: 在化学反应过程中，存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。
点击图上的相关代谢物的名称，可以跳转到相关代谢物的信息页面。
文献列表
- Mohamed A Seleem, Nathalia Rodrigues de Almeida, Yashpal Singh Chhonker, Daryl J Murry, Zaira da Rosa Guterres, Amanda M Blocker, Shiomi Kuwabara, Derek J Fisher, Emilse S Leal, Manuela R Martinefski, Mariela Bollini, María Eugenia Monge, Scot P Ouellette, Martin Conda-Sheridan. Synthesis and Antichlamydial Activity of Molecules Based on Dysregulators of Cylindrical Proteases.
Journal of medicinal chemistry.
2020 04; 63(8):4370-4387. doi:
10.1021/acs.jmedchem.0c00371. [PMID: 32227948] - Tatsuru Hayashi, Hiroshi Tsuchikawa, Yuichi Umegawa, Michio Murata. Small structural alterations greatly influence the membrane affinity of lipophilic ligands: Membrane interactions of bafilomycin A1 and its desmethyl derivative bearing 19F-labeling.
Bioorganic & medicinal chemistry.
2019 04; 27(8):1677-1682. doi:
10.1016/j.bmc.2019.03.017. [PMID: 30878192] - Hue Thi Nguyen, Thu Thuy Thi Nguyen, Nguyen Hoang Tung, Anh Quoc Hoang, Long Hai Pham, Tu Binh Minh. Levels, profiles, and emission characteristics of chlorobenzenes in ash samples from some industrial thermal facilities in northern Vietnam.
Environmental science and pollution research international.
2019 Jan; 26(1):188-198. doi:
10.1007/s11356-018-3591-9. [PMID: 30387061] - Hai-Qian Guo, Jing-Jing Miao, Li-Ying Jiang, Di Zhang. [Composite CVOCs Removal in a Combined System of Nonthermal Plasma and a Biotrickling Filter].
Huan jing ke xue= Huanjing kexue.
2018 Feb; 39(2):640-647. doi:
10.13227/j.hjkx.201703280. [PMID: 29964826] - Wenjing Qiao, Fei Luo, Line Lomheim, Elizabeth Erin Mack, Shujun Ye, Jichun Wu, Elizabeth A Edwards. Natural Attenuation and Anaerobic Benzene Detoxification Processes at a Chlorobenzene-Contaminated Industrial Site Inferred from Field Investigations and Microcosm Studies.
Environmental science & technology.
2018 01; 52(1):22-31. doi:
10.1021/acs.est.7b04145. [PMID: 29178800] - Diego Barcellos, Lawrence A Morris, Valentine Nzengung, Tiago Moura, Nehru Mantripragada, Aaron Thompson. Eucalyptus urograndis and Pinus taeda enhance removal of chlorobenzene and benzene in sand culture: A greenhouse study.
International journal of phytoremediation.
2016 Oct; 18(10):977-84. doi:
10.1080/15226514.2016.1183565. [PMID: 27159839] - Li-Ying Jiang, Shu-Ling Cao, Run-Ye Zhu, Jian-Meng Chen, Fei Su. [Analysis of characteristics and products of chlorobenzene degradation with dielectric barrier discharge].
Huan jing ke xue= Huanjing kexue.
2015 Mar; 36(3):831-8. doi:
. [PMID: 25929048] - Zhongbing Chen, Peter Kuschk, Heidrun Paschke, Matthias Kästner, Heinz Köser. The dynamics of low-chlorinated benzenes in a pilot-scale constructed wetland and a hydroponic plant root mat treating sulfate-rich groundwater.
Environmental science and pollution research international.
2015 Mar; 22(5):3886-94. doi:
10.1007/s11356-014-3618-9. [PMID: 25280503] - Laura Hintikka, Markus Haapala, Tiia Kuuranne, Antti Leinonen, Risto Kostiainen. Analysis of anabolic steroids in urine by gas chromatography-microchip atmospheric pressure photoionization-mass spectrometry with chlorobenzene as dopant.
Journal of chromatography. A.
2013 Oct; 1312(?):111-7. doi:
10.1016/j.chroma.2013.08.098. [PMID: 24041507] - Alette A M Langenhoff, Sjef J M Staps, Charles Pijls, Huub H M Rijnaarts. Stimulation of hexachlorocyclohexane (HCH) biodegradation in a full scale in situ bioscreen.
Environmental science & technology.
2013 Oct; 47(19):11182-8. doi:
10.1021/es4024833. [PMID: 23978110] - Kerry N McPhedran, Rajesh Seth, Ken G Drouillard. Hydrophobic organic compound (HOC) partitioning behaviour to municipal wastewater colloidal organic carbon.
Water research.
2013 May; 47(7):2222-30. doi:
10.1016/j.watres.2013.01.039. [PMID: 23473399] - Zhongbing Chen, Shubiao Wu, Mareike Braeckevelt, Heidrun Paschke, Matthias Kästner, Heinz Köser, Peter Kuschk. Effect of vegetation in pilot-scale horizontal subsurface flow constructed wetlands treating sulphate rich groundwater contaminated with a low and high chlorinated hydrocarbon.
Chemosphere.
2012 Oct; 89(6):724-31. doi:
10.1016/j.chemosphere.2012.06.042. [PMID: 22832338] - F Bagherzadeh Kasmani, M A Karimi Torshizi, A Allameh, F Shariatmadari. A novel aflatoxin-binding Bacillus probiotic: Performance, serum biochemistry, and immunological parameters in Japanese quail.
Poultry science.
2012 Aug; 91(8):1846-53. doi:
10.3382/ps.2011-01830. [PMID: 22802177] - Yeon-Kyeong Yun, Hyun-Kyung Kim, Jun-Ran Kim, Kumnara Hwang, Young-Joon Ahn. Contact and fumigant toxicity of Armoracia rusticana essential oil, allyl isothiocyanate and related compounds to Dermatophagoides farinae.
Pest management science.
2012 May; 68(5):788-94. doi:
10.1002/ps.2327. [PMID: 22102526] - Kazuhiro Yamada, Yuko Yoshizawa, Keimei Oh. Synthesis of 2RS,4RS-1-[2-phenyl-4-[2-(2-trifluromethoxy-phenoxy)-ethyl]-1,3-dioxolan-2-yl-methyl]-1H-1,2,4-triazole derivatives as potent inhibitors of brassinosteroid biosynthesis.
Molecules (Basel, Switzerland).
2012 Apr; 17(4):4460-73. doi:
10.3390/molecules17044460. [PMID: 22504831] - Jian Wu, Shenghong Kang, Baoan Song, Deyu Hu, Ming He, Linhong Jin, Song Yang. Synthesis and antibacterial activity against ralstonia solanacearum for novel hydrazone derivatives containing a pyridine moiety.
Chemistry Central journal.
2012 Apr; 6(?):28. doi:
10.1186/1752-153x-6-28. [PMID: 22483270] - Angélique San Miguel, Mathieu Faure, Patrick Ravanel, Muriel Raveton. Biological responses of maize (Zea mays) plants exposed to chlorobenzenes. Case study of monochloro-, 1,4-dichloro- and 1,2,4-trichloro-benzenes.
Ecotoxicology (London, England).
2012 Mar; 21(2):315-24. doi:
10.1007/s10646-011-0792-0. [PMID: 21947666] - Niti N Patel, Christine M Crincoli, Douglas M Frederick, Ruy Tchao, Peter J Harvison. Effect of structural modifications on 3-(3,5-dichlorophenyl)-2,4-thiazolidinedione-induced hepatotoxicity in Fischer 344 rats.
Journal of applied toxicology : JAT.
2012 Feb; 32(2):108-17. doi:
10.1002/jat.1639. [PMID: 21337588] - G Nagyeri, Z Valkusz, M Radacs, T Ocsko, P Hausinger, M Laszlo, F A Laszlo, A Juhasz, J Julesz, M Galfi. Behavioral and endocrine effects of chronic exposure to low doses of chlorobenzenes in Wistar rats.
Neurotoxicology and teratology.
2012 Jan; 34(1):9-19. doi:
10.1016/j.ntt.2011.09.011. [PMID: 22024238] - Yang Song, Fang Wang, Yongrong Bian, Yinping Zhang, Xin Jiang. Chlorobenzenes and organochlorinated pesticides in vegetable soils from an industrial site, China.
Journal of environmental sciences (China).
2012; 24(3):362-8. doi:
10.1016/s1001-0742(11)60720-1. [PMID: 22655347] - Keisuke Morita, Hisanori Imura. Substoichiometric isotope dilution mass spectrometry of boron by the ion-pair extraction with halogenated salicyl alcohol derivatives and a quaternary ammonium salt.
Analytical sciences : the international journal of the Japan Society for Analytical Chemistry.
2012; 28(3):243-9. doi:
10.2116/analsci.28.243. [PMID: 22451364] - Behnam Rahimi, Abolfazl Semnani, Alireza Nezamzadeh-Ejhieh, Hamid Shakoori Langeroodi, Massoud Hakim Davood. Monitoring of the Physical and Chemical Properties of a Gasoline Engine Oil during Its Usage.
Journal of analytical methods in chemistry.
2012; 2012(?):819524. doi:
10.1155/2012/819524. [PMID: 22567569] - Sophie C Turfus, Robin A Braithwaite, David A Cowan, Mark C Parkin, Norman W Smith, Andrew T Kicman. Metabolites of lorazepam: Relevance of past findings to present day use of LC-MS/MS in analytical toxicology.
Drug testing and analysis.
2011 Oct; 3(10):695-704. doi:
10.1002/dta.305. [PMID: 21837620] - Yuteng Wan, Jinyun Liu, Wei Li, Fanli Meng, Zhen Jin, Xinyao Yu, Xingjiu Huang, Jinhuai Liu. Dense doping of indium to coral-like SnO2 nanostructures through a plasma-assisted strategy for sensitive and selective detection of chlorobenzene.
Nanotechnology.
2011 Aug; 22(31):315501. doi:
10.1088/0957-4484/22/31/315501. [PMID: 21747163] - N Hagen, M Hans, D Hartmann, D Swandulla, G van Echten-Deckert. Sphingosine-1-phosphate links glycosphingolipid metabolism to neurodegeneration via a calpain-mediated mechanism.
Cell death and differentiation.
2011 Aug; 18(8):1356-65. doi:
10.1038/cdd.2011.7. [PMID: 21331079] - Hassan Sereshti, Yahya Izadmanesh, Soheila Samadi. Optimized ultrasonic assisted extraction-dispersive liquid-liquid microextraction coupled with gas chromatography for determination of essential oil of Oliveria decumbens Vent.
Journal of chromatography. A.
2011 Jul; 1218(29):4593-8. doi:
10.1016/j.chroma.2011.05.037. [PMID: 21679955] - Z Valkusz, G Nagyéri, M Radács, T Ocskó, P Hausinger, M László, F A László, A Juhász, J Julesz, R Pálföldi, M Gálfi. Further analysis of behavioral and endocrine consequences of chronic exposure of male Wistar rats to subtoxic doses of endocrine disruptor chlorobenzenes.
Physiology & behavior.
2011 Jul; 103(5):421-30. doi:
10.1016/j.physbeh.2011.03.016. [PMID: 21419145] - André Macherius, Peter Kuschk, Claus Haertig, Monika Moeder, Natalia I Shtemenko, Antonio Heredia Bayona, José A Heredia Guerrero, Manfred Gey. Composition changes in the cuticular surface lipids of the helophytes Phragmites australis and Juncus effusus as result of pollutant exposure.
Environmental science and pollution research international.
2011 Jun; 18(5):727-33. doi:
10.1007/s11356-010-0416-x. [PMID: 21107744] - Hiromichi Naito, Masaharu Nagae, Shuji Okahara, Hiroki Maeyama, Daisuke Okada, Shingo Hagioka, Naoki Morimoto. [Prolonged convulsion after intoxication of alachlor herbicide (Lasso): a case report].
Chudoku kenkyu : Chudoku Kenkyukai jun kikanshi = The Japanese journal of toxicology.
2011 Mar; 24(1):35-8. doi:
. [PMID: 21485121] - Jacek Sapa, Alicja Nowaczyk, Katarzyna Kulig. Antiarrhythmic and antioxidant activity of novel pyrrolidin-2-one derivatives with adrenolytic properties.
Naunyn-Schmiedeberg's archives of pharmacology.
2011 Jan; 383(1):13-25. doi:
10.1007/s00210-010-0566-x. [PMID: 20949258] - Maxwell A Ruby, Daniel K Nomura, Carolyn S S Hudak, Anne Barber, John E Casida, Ronald M Krauss. Acute overactive endocannabinoid signaling induces glucose intolerance, hepatic steatosis, and novel cannabinoid receptor 1 responsive genes.
PloS one.
2011; 6(11):e26415. doi:
10.1371/journal.pone.0026415. [PMID: 22073164] - Ulf Roland, Sabine Bergmann, Frank Holzer, Frank-Dieter Kopinke. Influence of in situ steam formation by radio frequency heating on thermodesorption of hydrocarbons from contaminated soil.
Environmental science & technology.
2010 Dec; 44(24):9502-8. doi:
10.1021/es1027772. [PMID: 21105642] - E-E Chang, Wang Wei-Chi, Zeng Li-Xuan, Chiang Hung-Lung. Health risk assessment of exposure to selected volatile organic compounds emitted from an integrated iron and steel plant.
Inhalation toxicology.
2010 Dec; 22 Suppl 2(?):117-25. doi:
10.3109/08958378.2010.507636. [PMID: 20828338] - Chorng-Horng Lin, Jimmy Kuo, Yen-Wen Wang, Michael Chen, Chin-Ho Lin. Bacterial diversity in paclobutrazol applied agricultural soils.
Journal of environmental science and health. Part. B, Pesticides, food contaminants, and agricultural wastes.
2010 Oct; 45(7):711-8. doi:
10.1080/03601234.2010.502464. [PMID: 20845182] - Chunhong Jia, Xiaodan Zhu, Li Chen, Min He, Pingzhong Yu, Ercheng Zhao. Extraction of organophosphorus pesticides in water and juice using ultrasound-assisted emulsification-microextraction.
Journal of separation science.
2010 Feb; 33(2):244-50. doi:
10.1002/jssc.200900581. [PMID: 20039307] - Kennan Kellaris Salinero, Keith Keller, William S Feil, Helene Feil, Stephan Trong, Genevieve Di Bartolo, Alla Lapidus. Metabolic analysis of the soil microbe Dechloromonas aromatica str. RCB: indications of a surprisingly complex life-style and cryptic anaerobic pathways for aromatic degradation.
BMC genomics.
2009 Aug; 10(?):351. doi:
10.1186/1471-2164-10-351. [PMID: 19650930] - Liane Saiz-Urra, Antonio J Bustillo Pérez, Maykel Cruz-Monteagudo, Cristina Pinedo-Rivilla, Josefina Aleu, Rosario Hernández-Galán, Isidro G Collado. Global antifungal profile optimization of chlorophenyl derivatives against Botrytis cinerea and Colletotrichum gloeosporioides.
Journal of agricultural and food chemistry.
2009 Jun; 57(11):4838-43. doi:
10.1021/jf900375x. [PMID: 19489624] - Hiroshi Hachisako, Naoya Ryu, Hiromi Hashimoto, Ryoichi Murakami. Formation of specific dipolar microenvironments complementary to dipolar betaine dye by nonionic peptide lipids in nonpolar medium.
Organic & biomolecular chemistry.
2009 Jun; 7(11):2338-46. doi:
10.1039/b818218c. [PMID: 19462043] - Jiun-Horng Tsai, Kuo-Hsiung Lin, Chih-Yu Chen, Nina Lai, Sen-Yi Ma, Hung-Lung Chiang. Volatile organic compound constituents from an integrated iron and steel facility.
Journal of hazardous materials.
2008 Sep; 157(2-3):569-78. doi:
10.1016/j.jhazmat.2008.01.022. [PMID: 18289777] - Cuyue Tang, Brian A Carr, Frédéric Poignant, Bennett Ma, Stacey L Polsky-Fisher, Yuhsin Kuo, Kristie Strong-Basalyga, Alisha Norcross, Karen Richards, Roy Eisenhandler, Edward J Carlini, Christina Ng Di Marco, Scott D Kuduk, Nathan X Yu, Conrad E Raab, Tom Rushmore, Clay B Frederick, Mark G Bock, Thomayant Prueksaritanont. CYP2C75-involved autoinduction of metabolism in rhesus monkeys of methyl 3-chloro-3'-fluoro-4'-{(1R)-1-[({1-[(trifluoroacetyl)amino]cyclopropyl}carbonyl)amino]ethyl}-1,1'-biphenyl-2-carboxylate (MK-0686), a bradykinin B1 receptor antagonist.
The Journal of pharmacology and experimental therapeutics.
2008 Jun; 325(3):935-46. doi:
10.1124/jpet.107.136044. [PMID: 18310472] - Youji Okada, Kaoru Tanaka, Eisuke Sato, Haruo Okajima. Antioxidant activity of the new thiosulfinate derivative, S-benzyl phenylmethanethiosulfinate, from Petiveria alliacea L.
Organic & biomolecular chemistry.
2008 Mar; 6(6):1097-102. doi:
10.1039/b715727d. [PMID: 18327337] - Lorena Norambuena, Jan Zouhar, Glenn R Hicks, Natasha V Raikhel. Identification of cellular pathways affected by Sortin2, a synthetic compound that affects protein targeting to the vacuole in Saccharomyces cerevisiae.
BMC chemical biology.
2008 Jan; 8(?):1. doi:
10.1186/1472-6769-8-1. [PMID: 18179719] - Ercheng Zhao, Wenting Zhao, Lijun Han, Shuren Jiang, Zhiqiang Zhou. Application of dispersive liquid-liquid microextraction for the analysis of organophosphorus pesticides in watermelon and cucumber.
Journal of chromatography. A.
2007 Dec; 1175(1):137-40. doi:
10.1016/j.chroma.2007.10.069. [PMID: 18001747] - Sangit Kumar, Lars Engman, Luca Valgimigli, Riccardo Amorati, Maria Grazia Fumo, Gian Franco Pedulli. Antioxidant profile of ethoxyquin and some of its S, Se, and Te analogues.
The Journal of organic chemistry.
2007 Aug; 72(16):6046-55. doi:
10.1021/jo0705465. [PMID: 17602530] - G S J Mannens, J Hendrickx, C G M Janssen, S Chien, B Van Hoof, T Verhaeghe, M Kao, M F Kelley, I Goris, M Bockx, B Verreet, M Bialer, W Meuldermans. The absorption, metabolism, and excretion of the novel neuromodulator RWJ-333369 (1,2-ethanediol, [1-2-chlorophenyl]-, 2-carbamate, [S]-) in humans.
Drug metabolism and disposition: the biological fate of chemicals.
2007 Apr; 35(4):554-65. doi:
10.1124/dmd.106.011940. [PMID: 16936066] - Rao N V S Mamidi, Geert Mannens, Pieter Annaert, Jan Hendrickx, Ivo Goris, Mark Bockx, Cor G M Janssen, Mark Kao, Michael F Kelley, Willem Meuldermans. Metabolism and excretion of RWJ-333369 [1,2-ethanediol, 1-(2-chlorophenyl)-, 2-carbamate, (S)-] in mice, rats, rabbits, and dogs.
Drug metabolism and disposition: the biological fate of chemicals.
2007 Apr; 35(4):566-75. doi:
10.1124/dmd.106.012336. [PMID: 17220243] - Sangit Kumar, Henrik Johansson, Lars Engman, Luca Valgimigli, Riccardo Amorati, Maria Grazia Fumo, Gian Franco Pedulli. Regenerable chain-breaking 2,3-dihydrobenzo[b]selenophene-5-ol antioxidants.
The Journal of organic chemistry.
2007 Mar; 72(7):2583-95. doi:
10.1021/jo0700023. [PMID: 17335240] - Mark Froimowitz, Yonghong Gu, Les A Dakin, Pamela M Nagafuji, Charles J Kelley, Damon Parrish, Jeffrey R Deschamps, Aaron Janowsky. Slow-onset, long-duration, alkyl analogues of methylphenidate with enhanced selectivity for the dopamine transporter.
Journal of medicinal chemistry.
2007 Jan; 50(2):219-32. doi:
10.1021/jm0608614. [PMID: 17228864] - Shiau-Chian Soh, Md Pauzi Abdullah. Determination of volatile organic compounds pollution sources in malaysian drinking water using multivariate analysis.
Environmental monitoring and assessment.
2007 Jan; 124(1-3):39-50. doi:
10.1007/s10661-006-9207-8. [PMID: 16967208] - Anil K Mathur, J Sundaramurthy, C Balomajumder. Kinetics of the removal of mono-chlorobenzene vapour from waste gases using a trickle bed air biofilter.
Journal of hazardous materials.
2006 Oct; 137(3):1560-8. doi:
10.1016/j.jhazmat.2006.04.042. [PMID: 16757115] - Tetsuya Hori, Jun Ishijima, Takehiko Yokomizo, Hideo Ago, Takao Shimizu, Masashi Miyano. Crystal structure of anti-configuration of indomethacin and leukotriene B4 12-hydroxydehydrogenase/15-oxo-prostaglandin 13-reductase complex reveals the structural basis of broad spectrum indomethacin efficacy.
Journal of biochemistry.
2006 Sep; 140(3):457-66. doi:
10.1093/jb/mvj176. [PMID: 16916844] - Michael Winkler, Wolfram Sander. Generation and reactivity of the phenyl cation in cryogenic argon matrices: monitoring the reactions with nitrogen and carbon monoxide directly by IR spectroscopy.
The Journal of organic chemistry.
2006 Aug; 71(17):6357-67. doi:
10.1021/jo0603678. [PMID: 16901116] - Cesar Gomez-Hermosillo, John H Pardue, Danny D Reible. Wetland plant uptake of desorption-resistant organic compounds from sediments.
Environmental science & technology.
2006 May; 40(10):3229-36. doi:
10.1021/es051341l. [PMID: 16749686] - Taro Yamada, Junichi Komoto, Kikuko Watanabe, Yoshihiro Ohmiya, Fusao Takusagawa. Crystal structure and possible catalytic mechanism of microsomal prostaglandin E synthase type 2 (mPGES-2).
Journal of molecular biology.
2005 May; 348(5):1163-76. doi:
10.1016/j.jmb.2005.03.035. [PMID: 15854652] - Wan Liu, Peijun Li, Qixing Zhou, Tieheng Sun, Peidong Tai, Huaxia Xu. Short-term toxic effects of chlorobenzenes on broadbean (Vicia faba) seedlings.
Science in China. Series C, Life sciences.
2005 May; 48 Suppl 1(?):33-9. doi:
10.1007/bf02889799. [PMID: 16089327] - Naotaka Kuroda, Sumika Sugihara, Yohko Sugihara, Mitsuhiro Wada, Naoya Kishikawa, Yoshihito Ohba, Kenichiro Nakashima. Fluorescence labeling method for aryl halides with 4-(4,5-diphenyl-1H-imidazol-2-yl)phenylboronic acid based on Suzuki coupling reaction.
Journal of chromatography. A.
2005 Feb; 1066(1-2):119-25. doi:
10.1016/j.chroma.2005.01.047. [PMID: 15794562] - Yu Qian, Daqiang Yin, Yan Li, Jun Wang, Min Zhang, Shuangqing Hu. Effects of four chlorobenzenes on serum sex steroids and hepatic microsome enzyme activities in crucian carp, Carassius auratus.
Chemosphere.
2004 Oct; 57(2):127-33. doi:
10.1016/j.chemosphere.2004.04.044. [PMID: 15294436] - W Liu, Y S Yang, P Li, Q Zhou, T Sun. Root growth inhibition and induction of DNA damage in soybean (Glycine max) by chlorobenzenes in contaminated soil.
Chemosphere.
2004 Oct; 57(2):101-6. doi:
10.1016/j.chemosphere.2004.04.045. [PMID: 15294434] - Gillian L Hatfield, L Ross C Barclay. Bilirubin as an antioxidant: kinetic studies of the reaction of bilirubin with peroxyl radicals in solution, micelles, and lipid bilayers.
Organic letters.
2004 May; 6(10):1539-42. doi:
10.1021/ol040016k. [PMID: 15128230] - Cris L Lewis, Mathew A Moser, Don E Dale, Wei Hang, Christian Hassell, Fred L King, Vahid Majidi. Time-gated pulsed glow discharge: real-time chemical speciation at the elemental, structural, and molecular level for gas chromatography time-of-flight mass spectrometry.
Analytical chemistry.
2003 05; 75(9):1983-96. doi:
10.1021/ac026242u. [PMID: 12720331] - Katarina Bratt, Kerstin Sunnerheim, Susanne Bryngelsson, Amelie Fagerlund, Lars Engman, Rolf E Andersson, Lena H Dimberg. Avenanthramides in oats (Avena sativa L.) and structure-antioxidant activity relationships.
Journal of agricultural and food chemistry.
2003 Jan; 51(3):594-600. doi:
10.1021/jf020544f. [PMID: 12537428] - F Carrasco, N Bredin, M Heitz. Gaseous contaminant emissions as affected by burning scrap tires in cement manufacturing.
Journal of environmental quality.
2002 Sep; 31(5):1484-90. doi:
10.2134/jeq2002.1484. [PMID: 12371165] - Kenji Matsuno, Michio Ichimura, Takao Nakajima, Keiko Tahara, Shigeki Fujiwara, Hiroshi Kase, Junko Ushiki, Neill A Giese, Anjali Pandey, Robert M Scarborough, Nathalie A Lokker, Jin-Chen Yu, Junko Irie, Eiji Tsukuda, Shin-ichi Ide, Shoji Oda, Yuji Nomoto. Potent and selective inhibitors of platelet-derived growth factor receptor phosphorylation. 1. Synthesis, structure-activity relationship, and biological effects of a new class of quinazoline derivatives.
Journal of medicinal chemistry.
2002 Jul; 45(14):3057-66. doi:
10.1021/jm010428o. [PMID: 12086491] - K Hafner, R Zimmerman, E R Rohwer, R Dorfner, A Kettrup. A capillary-based supersonic jet inlet system for resonance-enhanced laser ionization mass spectrometry: principle and first on-line process analytical applications.
Analytical chemistry.
2001 Sep; 73(17):4171-80. doi:
10.1021/ac010244h. [PMID: 11569806] - H J Heger, R Zimmermann, M Blumenstock, A Kettrup. On-line real-time measurements at incineration plants: PAHs and a PCDD/F surrogate compound at stationary combustion conditions and during transient emission puffs.
Chemosphere.
2001 Feb; 42(5-7):691-6. doi:
10.1016/s0045-6535(00)00243-5. [PMID: 11219695] - U Knecht, H J Woitowitz. Human toxicokinetics of inhaled monochlorobenzene: latest experimental findings regarding re-evaluation of the biological tolerance value.
International archives of occupational and environmental health.
2000 Nov; 73(8):543-54. doi:
10.1007/s004200000171. [PMID: 11100949] - J Kiernicka, C Seignez, P Peringer. Escherichia hermanii--a new bacterial strain for chlorobenzene degradation.
Letters in applied microbiology.
1999 Jan; 28(1):27-30. doi:
10.1046/j.1365-2672.1999.00475.x. [PMID: 10030028] - K E Anderson, J A Rogers, D Li. An interfacial tension model of the interaction of water-soluble polymers with phospholipid composite monolayers.
The Journal of pharmacy and pharmacology.
1997 Jun; 49(6):587-91. doi:
10.1111/j.2042-7158.1997.tb06849.x. [PMID: 9330196] - H Vaghef, B Hellman. Demonstration of chlorobenzene-induced DNA damage in mouse lymphocytes using the single cell gel electrophoresis assay.
Toxicology.
1995 Jan; 96(1):19-28. doi:
10.1016/0300-483x(94)02910-m. [PMID: 7863508] - S Kumagai, I Matsunaga. Effect of variation of exposure to airborne chlorobenzene on internal exposure and concentrations of urinary metabolite.
Occupational and environmental medicine.
1995 Jan; 52(1):65-70. doi:
10.1136/oem.52.1.65. [PMID: 7697144] - S Kumagai, I Matsunaga. Identification of urinary metabolites of human subjects exposed to o-dichlorobenzene.
International archives of occupational and environmental health.
1995; 67(3):207-9. doi:
10.1007/bf00626354. [PMID: 7591180] - C M Andersson, R Brattsand, A Hallberg, L Engman, J Persson, P Moldéus, I Cotgreave. Diaryl tellurides as inhibitors of lipid peroxidation in biological and chemical systems.
Free radical research.
1994 Jun; 20(6):401-10. doi:
10.3109/10715769409145639. [PMID: 8081455] - S Kumagai, I Matsunaga. Concentrations of urinary metabolites in workers exposed to monochlorobenzene and variation in the concentration during a workshift.
Occupational and environmental medicine.
1994 Feb; 51(2):120-4. doi:
10.1136/oem.51.2.120. [PMID: 8111459] - H Goto, M Yoshida, N Nakazono. Effect of dietary protein and sulfur-containing amino acids on urinary metabolites in rats injected with chlorobenzene.
The Journal of toxicological sciences.
1993 May; 18(2):103-9. doi:
10.2131/jts.18.103. [PMID: 8331690] - R L Fisher, A J Gandolfi, I G Sipes, K Brendel. Culture medium composition affects the relative toxicities of chlorobenzenes in rat liver slices and the isolated perfused liver.
Drug and chemical toxicology.
1993; 16(4):321-39. doi:
10.3109/01480549308998224. [PMID: 8281887] - T Umemura, K Tokumo, G M Williams. Cell proliferation induced in the kidneys and livers of rats and mice by short term exposure to the carcinogen p-dichlorobenzene.
Archives of toxicology.
1992; 66(7):503-7. doi:
10.1007/bf01970676. [PMID: 1359854] - G Babany, J Bernuau, A Cailleux, J F Cadranel, C Degott, S Erlinger, J P Benhamou. Severe monochlorobenzene-induced liver cell necrosis.
Gastroenterology.
1991 Dec; 101(6):1734-6. doi:
10.1016/0016-5085(91)90416-i. [PMID: 1955139] - C den Besten, J J Vet, H T Besselink, G S Kiel, B J van Berkel, R Beems, P J van Bladeren. The liver, kidney, and thyroid toxicity of chlorinated benzenes.
Toxicology and applied pharmacology.
1991 Oct; 111(1):69-81. doi:
10.1016/0041-008x(91)90135-2. [PMID: 1949037] - M Ogata, T Taguchi, N Hirota, Y Shimada, S Nakae. Quantitation of urinary chlorobenzene metabolites by HPLC: concentrations of 4-chlorocatechol and chlorophenols in urine and of chlorobenzene in biological specimens of subjects exposed to chlorobenzene.
International archives of occupational and environmental health.
1991; 63(2):121-8. doi:
10.1007/bf00379075. [PMID: 1889881] - S C Mitchell, J O'Gorman, R H Waring. The fate of monochlorobenzanilides in the rat.
Drug metabolism and drug interactions.
1991; 9(1):31-9. doi:
10.1515/dmdi.1991.9.1.31. [PMID: 1893752] - J B Coleman, A F Casini, A Serroni, J L Farber. Evidence for the participation of activated oxygen species and the resulting peroxidation of lipids in the killing of cultured hepatocytes by aryl halides.
Toxicology and applied pharmacology.
1990 Sep; 105(3):393-402. doi:
10.1016/0041-008x(90)90143-i. [PMID: 2237914] - E Kusters, R Lauwerys. Biological monitoring of exposure to monochlorobenzene.
International archives of occupational and environmental health.
1990; 62(4):329-31. doi:
10.1007/bf00640842. [PMID: 2379965] - E Krewet, G Müller, K Norpoth. The excretion of chlorophenylmercapturic acid, chlorophenols and a guanine adduct in the urine of chlorobenzene-treated rats after phenobarbital pretreatment.
Toxicology.
1989 Nov; 59(1):67-79. doi:
10.1016/0300-483x(89)90157-1. [PMID: 2815098] - M Yoshida, M Sunaga, I Hara. Urinary metabolites levels in workers exposed to chlorobenzene.
Industrial health.
1986; 24(4):255-8. doi:
10.2486/indhealth.24.255. [PMID: 3818367] - G Prodi, G Arfellini, A Colacci, S Grilli, M Mazzullo. Interaction of halocompounds with nucleic acids.
Toxicologic pathology.
1986; 14(4):438-44. doi:
10.1177/019262338601400409. [PMID: 3544166] - S Grilli, G Arfellini, A Colacci, M Mazzullo, G Prodi. In vivo and in vitro covalent binding of chlorobenzene to nucleic acids.
Japanese journal of cancer research : Gann.
1985 Aug; 76(8):745-51. doi:
. [PMID: 3930452] - G M Dalich, R E Larson. Temporal and dose-response features of monochlorobenzene hepatotoxicity in rats.
Fundamental and applied toxicology : official journal of the Society of Toxicology.
1985 Feb; 5(1):105-16. doi:
10.1016/0272-0590(85)90054-5. [PMID: 3987988] - W M Kluwe, G Dill, R Persing, A Peters. Toxic responses to acute, subchronic, and chronic oral administrations of monochlorobenzene to rodents.
Journal of toxicology and environmental health.
1985; 15(6):745-67. doi:
10.1080/15287398509530702. [PMID: 4057281] - M Yoshida, I Hara. Composition of urinary metabolites and variation of urinary taurine levels in rats injected with chlorobenzene.
Industrial health.
1985; 23(3):239-43. doi:
10.2486/indhealth.23.239. [PMID: 4066416] - M Yoshida, I Hara. Analysis of chlorophenylmethylsulfides in the urine of rats injected with chlorobenzene by high performance liquid chromatography.
Industrial health.
1985; 23(4):283-7. doi:
10.2486/indhealth.23.283. [PMID: 3841724] - M Ogata, Y Shimada. Differences in urinary monochlorobenzene metabolites between rats and humans.
International archives of occupational and environmental health.
1983; 53(1):51-7. doi:
10.1007/bf00406177. [PMID: 6654502] - S H Unger, G H Chiang. Octanol-physiological buffer distribution coefficients of lipophilic amines by reversed-phase high-performance liquid chromatography and their correlation with biological activity.
Journal of medicinal chemistry.
1981 Mar; 24(3):262-70. doi:
10.1021/jm00135a006. [PMID: 6167716] - W D Reid, B Christie, M Eichelbaum, G Krishna. 3-Methylcholanthrene blocks hepatic necrosis induced by administration of bromobenzene or carbon tetrachloride.
Experimental and molecular pathology.
1971 Dec; 15(3):362-72. doi:
10.1016/0014-4800(71)90043-8. [PMID: 5135827] - B SPENCER, R T WILLIAMS. The metabolism of halogenobenzenes. Isolation of a dihydrodihydroxychlorobenzene and other metabolites from chlorobenzene urine.
The Biochemical journal.
1950 Jan; 2(?):15-6. doi:
NULL. [PMID: 15424202]
