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90-41-5,MFCD00007701
Catalog No.:AA00331D

90-41-5 | 2-Aminobiphenyl

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1g
98%(GC)
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5g
98%
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25g
>99.0%(GC)(T)
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$93.00   $65.00
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100g
>99.0%(GC)(T)
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA00331D
Chemical Name:
2-Aminobiphenyl
CAS Number:
90-41-5
Molecular Formula:
C12H11N
Molecular Weight:
169.2224
MDL Number:
MFCD00007701
SMILES:
Nc1ccccc1c1ccccc1
NSC Number:
7661
Properties
Properties
 
BP:
299.0°C  
Form:
Solid  
MP:
47-50 °C(lit.)  
Refractive Index:
1.613-1.615  
Storage:
Room Temperature;  

Computed Properties
 
Complexity:
149  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
13  
Hydrogen Bond Acceptor Count:
1  
Hydrogen Bond Donor Count:
1  
Rotatable Bond Count:
1  
XLogP3:
2.8  

Literature

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Title: Reduced 4-aminobiphenyl-induced liver tumorigenicity but not DNA damage in arylamine N-acetyltransferase null mice.

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Journal: The Journal of pharmacology and experimental therapeutics 20100801

Title: Biomonitoring of smoke constituents: exposure to 4-aminobiphenyl and 4-aminobiphenyl hemoglobin adduct levels in nonsmokers and smokers.

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Title: An improved liquid chromatography-tandem mass spectrometry method for the quantification of 4-aminobiphenyl DNA adducts in urinary bladder cells and tissues.

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Title: Phase behaviors and structures of a symmetrically tapered biphenylamide.

Journal: The journal of physical chemistry. B 20090430

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Journal: Cancer epidemiology, biomarkers & prevention : a publication of the American Association for Cancer Research, cosponsored by the American Society of Preventive Oncology 20090401

Title: Detoxification of benzidine-based azo dye by E. gallinarum: time-course study.

Journal: Ecotoxicology and environmental safety 20090301

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Title: Insight into mechanism of formation of c8 adducts in carcinogenic reactions of arylnitrenium ions with purine nucleosides.

Journal: The journal of physical chemistry. B 20090108

Title: 4-Aminobiphenyl downregulation of NAT2 acetylator genotype-dependent N- and O-acetylation of aromatic and heterocyclic amine carcinogens in primary mammary epithelial cell cultures from rapid and slow acetylator rats.

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Title: Systemic functional expression of N-acetyltransferase polymorphism in the F344 Nat2 congenic rat.

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Title: Biphenyl amide p38 kinase inhibitors 3: Improvement of cellular and in vivo activity.

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Title: Screening of 397 chemicals and development of a quantitative structure--activity relationship model for androgen receptor antagonism.

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Title: DNA-directed synthesis of aniline and 4-aminobiphenyl oligomers: programmed transfer of sequence information to a conjoined polymer nanowire.

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Title: Pyrimidine nucleoside depletion sensitizes to the mitochondrial hepatotoxicity of the reverse transcriptase inhibitor stavudine.

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Title: Tissue distribution of N-acetyltransferase 1 and 2 catalyzing the N-acetylation of 4-aminobiphenyl and O-acetylation of N-hydroxy-4-aminobiphenyl in the congenic rapid and slow acetylator Syrian hamster.

Journal: Molecular carcinogenesis 20060401

Title: Determination of three carcinogenic aromatic amines in urine of smokers and nonsmokers.

Journal: Journal of analytical toxicology 20060401

Title: 2- and 4-Aminobiphenyls induce oxidative DNA damage in human hepatoma (Hep G2) cells via different mechanisms.

Journal: Mutation research 20060129

Title: Levels of H-ras codon 61 CAA to AAA mutation: response to 4-ABP-treatment and Pms2-deficiency.

Journal: Mutagenesis 20060101

Title: Persistence of prostatic intraepithelial neoplasia after effective chemoprevention of microscopic prostate cancer with antiandrogen in a rat model.

Journal: The Journal of urology 20060101

Title: 4-Aminobiphenyl and DNA reactivity: case study within the context of the 2006 IPCS Human Relevance Framework for Analysis of a cancer mode of action for humans.

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Title: 4-Aminobiphenyl induces liver DNA adducts in both neonatal and adult mice but induces liver mutations only in neonatal mice.

Journal: International journal of cancer 20051101

Title: The direct detection of an aryl azide excited state: an ultrafast study of the photochemistry of para- and ortho-biphenyl azide.

Journal: Journal of the American Chemical Society 20051012

Title: Effect of inhibitors of histone deacetylase on the induction of cell differentiation in murine and human erythroleukemia cell lines.

Journal: Anti-cancer drugs 20050701

Title: Dietary supplementation with silymarin inhibits 3,2'-dimethyl-4-aminobiphenyl-induced prostate carcinogenesis in male F344 rats.

Journal: Clinical cancer research : an official journal of the American Association for Cancer Research 20050701

Title: A modified host cell reactivation assay to measure DNA repair capacity for removing 4-aminobiphenyl adducts: a pilot study of bladder cancer.

Journal: Cancer epidemiology, biomarkers & prevention : a publication of the American Association for Cancer Research, cosponsored by the American Society of Preventive Oncology 20050701

Title: High-performance liquid chromatography method for determination of N-glucuronidation of 4-aminobiphenyl by mouse, rat, and human liver microsomes.

Journal: Analytical biochemistry 20050515

Title: Substituent effects on the oxidation of substituted biphenyl congeners by type II methanotroph strain CSC1.

Journal: Archives of microbiology 20050501

Title: Levels of 4-aminobiphenyl-induced somatic H-ras mutation in mouse liver DNA correlate with potential for liver tumor development.

Journal: Molecular carcinogenesis 20050401

Title: Phenotypic anchoring of global gene expression profiles induced by N-hydroxy-4-acetylaminobiphenyl and benzo[a]pyrene diol epoxide reveals correlations between expression profiles and mechanism of toxicity.

Journal: Chemical research in toxicology 20050401

Title: Detection and quantification of N-(deoxyguanosin-8-yl)-4-aminobiphenyl adducts in human pancreas tissue using capillary liquid chromatography-microelectrospray mass spectrometry.

Journal: Chemical research in toxicology 20050401

Title: Green tea extract modulates actin remodeling via Rho activity in an in vitro multistep carcinogenic model.

Journal: Clinical cancer research : an official journal of the American Association for Cancer Research 20050215

Title: Irreversible inactivation of arylamine N-acetyltransferases in the presence of N-hydroxy-4-acetylaminobiphenyl: a comparison of human and hamster enzymes.

Journal: Chemical research in toxicology 20050201

Title: Angiotensin II and epidermal growth factor induce cyclooxygenase-2 expression in intestinal epithelial cells through small GTPases using distinct signaling pathways.

Journal: The Journal of biological chemistry 20050114

Title: Alkylaniline-hemoglobin adducts and risk of non-smoking-related bladder cancer.

Journal: Journal of the National Cancer Institute 20041006

Title: Chemical and enzymatic interactions of Direct Black 38 and Direct Brown 1 on release of carcinogenic amines.

Journal: Chemosphere 20040901

Title: p-Nonylphenol pretreatment during the late neonatal period has no effect on 3,2'-dimethyl-4-aminobiphenyl-induced prostate carcinogenesis in male F344 rats.

Journal: Cancer letters 20040830

Title: Discovery of small molecule antagonists of TRPV1.

Journal: Bioorganic & medicinal chemistry letters 20040716

Title: Static and dynamic model for 4-aminodiphenyl fluorescence quenching by carbontetrachloride in hexane.

Journal: Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 20040701

Title: Carotenoids/vitamin C and smoking-related bladder cancer.

Journal: International journal of cancer 20040620

Title: Synthesis, characterization, and 32P-postlabeling of N-(deoxyguanosin)-4-aminobiphenyl 3'-phosphate adducts.

Journal: Chemical research in toxicology 20040601

Title: Ecotoxicological evaluation of 4-aminobiphenyl using a test battery.

Journal: Ecotoxicology and environmental safety 20040501

Title: Lack of modifying effects of 4-ter t-octylphenol and benzyl butyl phthalate on 3,2-dimethyl-4-aminobiphenyl-induced prostate carcinogenesis in rats.

Journal: Cancer science 20040401

Title: Oxidation of benzidine and its derivatives by thyroid peroxidase.

Journal: Biochemistry. Biokhimiia 20040201

Title: Modulation of rat and human cytochromes P450 involved in PhIP and 4-ABP activation by an aqueous extract of Phyllanthus orbicularis.

Journal: Journal of ethnopharmacology 20040201

Title: 4-Aminobiphenyl.

Journal: Report on carcinogens : carcinogen profiles 20040101

Title: Catalysis of the photo-Fries reaction: antibody-mediated stabilization of high energy states.

Journal: Journal of the American Chemical Society 20031217

Title: Identification of DNA adducts using HPLC/MS/MS following in vitro and in vivo experiments with arylamines and nitroarenes.

Journal: Chemical research in toxicology 20031001

Title: Identification of aminobiphenyl derivatives in commercial hair dyes.

Journal: Chemical research in toxicology 20030901

Title: 4-aminobiphenyl-induced liver and urinary bladder DNA adduct formation in Cyp1a2(-/-) and Cyp1a2(+/+) mice.

Journal: Journal of the National Cancer Institute 20030820

Title: Study of the chemistry of ortho- and para-biphenylnitrenes by laser flash photolysis and time-resolved IR experiments and by B3LYP and CASPT2 calculations.

Journal: Journal of the American Chemical Society 20030806

Title: Lack of carcinogenic risk in the prostate with transplacental and lactational exposure to bisphenol A in rats.

Journal: The Journal of toxicological sciences 20030801

Title: The effects of genetic variation in N-acetyltransferases on 4-aminobiphenyl genotoxicity in mouse liver.

Journal: Chemico-biological interactions 20030725

Title: Neonatal ontogeny of murine arylamine N-acetyltransferases: implications for arylamine genotoxicity.

Journal: Toxicological sciences : an official journal of the Society of Toxicology 20030601

Title: Nonsmoking-related arylamine exposure and bladder cancer risk.

Journal: Cancer epidemiology, biomarkers & prevention : a publication of the American Association for Cancer Research, cosponsored by the American Society of Preventive Oncology 20030601

Title: Unprecedented hydrothermal reaction of o-phenylaniline and related derivatives with cyclic ketones. A novel approach to the construction of phenanthridine and quinoline ring systems.

Journal: Organic letters 20030515

Title: The article of Shertzer et al. (2002) has several short comings.

Journal: Toxicology and applied pharmacology 20030501

Title: Silica-titania sol-gel hybrid materials: synthesis, characterization and potential application in solid phase extraction.

Journal: Talanta 20030410

Title: Growth inhibition of intestinal bacteria and mutagenicity of 2-, 3-, 4-aminobiphenyls, benzidine, and biphenyl.

Journal: Toxicology in vitro : an international journal published in association with BIBRA 20030401

Title: Molecular structures of the inclusion complexes beta-cyclodextrin-1,2-bis(4-aminophenyl)ethane and beta-cyclodextrin-4,4'-diaminobiphenyl; packing of dimeric beta-cyclodextrin inclusion complexes.

Journal: Acta crystallographica. Section B, Structural science 20030401

Title: Evaluation of 4-aminobiphenyl-DNA adducts in human breast cancer: the influence of tobacco smoke.

Journal: Carcinogenesis 20030401

Title: Prenatal expression of N-acetyltransferases in C57Bl/6 mice.

Journal: Chemico-biological interactions 20030306

Title: Synergic and competitive inhibition effect between two kinds of arylamines in the formation of hemoglobin adduct in vitro.

Journal: Journal of environmental science and health. Part A, Toxic/hazardous substances & environmental engineering 20030201

Title: Age-dependent histopathological findings in the prostate of probasin/SV40 T antigen transgenic rats: lack of influence of carcinogen or testosterone treatment.

Journal: Cancer science 20030201

Title: Expression, purification, and characterization of 2'-aminobiphenyl-2,3-diol 1,2-dioxygenase from carbazole-degrader Pseudomonas resinovorans strain CA10.

Journal: Bioscience, biotechnology, and biochemistry 20030201

Title: Discovery of a series of (4,5-dihydroimidazol-2-yl)-biphenylamine 5-HT7 agonists.

Journal: Bioorganic & medicinal chemistry letters 20030120

Title: Mutant spectra analysis at hisG46 in Salmonella typhimurium strain YG1029 induced by mammalian S9- and plant-activated aromatic amines.

Journal: Teratogenesis, carcinogenesis, and mutagenesis 20030101

Title: A quantitative structure-activity relationship (QSAR) study of mutagenicity in several series of organic chemicals likely to be activated by cytochrome P450 enzymes.

Journal: Teratogenesis, carcinogenesis, and mutagenesis 20030101

Title: Association of genotypes of carcinogen-activating enzymes, phenol sulfotransferase SULT1A1 (ST1A3) and arylamine N-acetyltransferase NAT2, with urothelial cancer in a Japanese population.

Journal: International journal of cancer 20021201

Title: Unusual luminescence characteristics of aminobiphenyls.

Journal: Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 20021101

Title: Precision and sensitivity of aminobiphenyl hemoglobin adduct assays in a long-term population study.

Journal: Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20021005

Title: 4-aminobiphenyl is a major etiological agent of human bladder cancer: evidence from its DNA binding spectrum in human p53 gene.

Journal: Carcinogenesis 20021001

Title: Highlights of the eighth international conference on carcinogenic/mutagenic N-substituted aryl compounds.

Journal: Mutation research 20020930

Title: Organ differences in the enhancing potential of 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine on carcinogenicity in the prostate, colon and pancreas.

Journal: Mutation research 20020930

Title: Proceedings of the 8th International Conference on Carcinogenic/Mutagenic N-Substituted Aryl Compounds. Washington, DC, USA, 12-14 November 2001.

Journal: Mutation research 20020930

Title: Mutational signature of the proximate bladder carcinogen N-hydroxy-4-acetylaminobiphenyl: inconsistency with the p53 mutational spectrum in bladder cancer.

Journal: Cancer research 20020801

Title: Effects of lead on 4-aminobiphenyl pharmacokinetics in liver, kidney, spleen, testes, heart, lung and hemoglobin adduct for rat model.

Journal: Ecotoxicology (London, England) 20020801

Title: Oxidative DNA damage induced by a metabolite of 2-naphthylamine, a smoking-related bladder carcinogen.

Journal: Japanese journal of cancer research : Gann 20020701

Title: N-hydroxy-4-aminobiphenyl-DNA binding in human p53 gene: sequence preference and the effect of C5 cytosine methylation.

Journal: Biochemistry 20020521

Title: Decrease in 4-aminobiphenyl-induced methemoglobinemia in Cyp1a2(-/-) knockout mice.

Journal: Toxicology and applied pharmacology 20020515

Title: Determinants of 4-aminobiphenyl-DNA adducts in bladder cancer biopsies.

Journal: Carcinogenesis 20020501

Title: Transformation of mutagenic aromatic amines into non-mutagenic species by alkyl substituents. Part II: alkylation far away from the amino function.

Journal: Mutation research 20020325

Title: Lack of modifying effects of 4-n-octylphenol on 3,2'-dimethyl-4-aminobiphenyl-induced prostate carcinogenesis in rats.

Journal: Ecotoxicology and environmental safety 20020301

Title: Identification of new DNA adducts in human bladder epithelia exposed to the proximate metabolite of 4-aminobiphenyl using 32P-postlabeling method.

Journal: Chemico-biological interactions 20020220

Title: Analysis of arylamine isomers by micellar electrokinetic chromatography.

Journal: Electrophoresis 20020201

Title: Protective effect of acetaminophen against colon cancer initiation effects of 3,2'-dimethyl-4-aminobiphenyl in rats.

Journal: European journal of cancer prevention : the official journal of the European Cancer Prevention Organisation (ECP) 20020201

Title: Human urinary bladder epithelial cells lacking wild-type p53 function are deficient in the repair of 4-aminobiphenyl-DNA adducts in genomic DNA.

Journal: Mutation research 20020129

Title: Carcinogen-DNA adducts in human breast epithelial cells.

Journal: Environmental and molecular mutagenesis 20020101

Title: Effect of nucleotide substitutions in N-acetyltransferase-1 on N-acetylation (deactivation) and O-acetylation (activation) of arylamine carcinogens: implications for cancer predisposition.

Journal: Cancer detection and prevention 20020101

Title: Identification of N-(deoxyguanosin-8-yl)-4-azobiphenyl by (32)P-postlabeling analyses of DNA in human uroepithelial cells exposed to proximate metabolites of the environmental carcinogen 4-aminobiphenyl.

Journal: Environmental and molecular mutagenesis 20020101

Title: Synthesis and characterization of nucleoside derivatives, n-(benzoyl)-n-(deoxyguanosin-8-yl)4-aminobiphenyl and n-(2'-deoxyguanosin-8-yl)4-aminobiphenyl via alpha-phenyl-n-(4-biphenyl)nitrone.

Journal: Nucleosides, nucleotides & nucleic acids 20020101

Title: 4-Aminobiphenyl.

Journal: Report on carcinogens : carcinogen profiles 20020101

Title: Using base-specific Salmonella tester strains to characterize the types of mutation induced by benzidine and benzidine congeners after reductive metabolism.

Journal: Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20011201

Title: Transformation of mutagenic aromatic amines into non-mutagenic species by alkyl substituents. Part I. Alkylation ortho to the amino function.

Journal: Mutation research 20011115

Title: In vivo inhibition of multivitamin on the formation of hemoglobin adduct in 4-aminobiphenyl-treated rat.

Journal: Bulletin of environmental contamination and toxicology 20011101

Title: Beef tallow, but not perilla or corn oil, promotion of rat prostate and intestinal carcinogenesis by 3,2'-dimethyl-4-aminobiphenyl.

Journal: Japanese journal of cancer research : Gann 20011001

Title: Organ dependent enhancement of rat 3,2'-dimethyl-4-aminobiphenyl (DMAB) carcinogenesis by 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine (PhIP): positive effects on the intestine but not the prostate.

Journal: Carcinogenesis 20010801

Title: The male rat carcinogens limonene and sodium saccharin are not mutagenic to male Big Blue rats.

Journal: Mutagenesis 20010701

Title: High-performance liquid chromatographic method combining radiochemical and ultraviolet detection for determination of low activities of uridine 5'-diphosphate-glucuronosyltransferase.

Journal: Analytical biochemistry 20010515

Title: Mechanism of oxidative DNA damage induced by carcinogenic 4-aminobiphenyl.

Journal: Free radical biology & medicine 20010401

Title: Lack of chemopreventive effects of lycopene and curcumin on experimental rat prostate carcinogenesis.

Journal: Carcinogenesis 20010301

Title: Role of TP53 in repair of N-(deoxyguanosin-8-yl)-4-aminobiphenyl adducts in human transitional cell carcinoma of the urinary bladder.

Journal: Carcinogenesis 20010101

Title: DNA damage in human transitional cell carcinoma cells after exposure to the proximate metabolite of the bladder carcinogen 4-aminobiphenyl.

Journal: Environmental and molecular mutagenesis 20010101

Title: [Chemically induced transplantable carcinomas of the urinary bladder in dogs (author's transl)].

Journal: Urologia internationalis 19800101

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Tags:90-41-5 Molecular Formula|90-41-5 MDL|90-41-5 SMILES|90-41-5 2-Aminobiphenyl |Organic_Building_Blocks