Home Amines 260443-89-8
260443-89-8,MFCD06407710
Catalog No.:AA002RER

260443-89-8 | Benzenamine, 4-(5-fluoro-2-benzothiazolyl)-2-methyl-

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5mg
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10mg
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$232.00   $162.00
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25mg
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50mg
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100mg
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500mg
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1000mg
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  • Technical Information
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  • Technical Information
  • Properties
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Technical Information
Catalog Number:
AA002RER
Chemical Name:
Benzenamine, 4-(5-fluoro-2-benzothiazolyl)-2-methyl-
CAS Number:
260443-89-8
Molecular Formula:
C14H11FN2S
Molecular Weight:
258.3139
MDL Number:
MFCD06407710
SMILES:
Fc1ccc2c(c1)nc(s2)c1ccc(c(c1)C)N
NSC Number:
703786
Properties
Computed Properties
 
Complexity:
302  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
18  
Hydrogen Bond Acceptor Count:
4  
Hydrogen Bond Donor Count:
1  
Rotatable Bond Count:
1  
XLogP3:
3.8  

Literature

Title: Aryl Hydrocarbon Receptor Ligand 5F 203 Induces Oxidative Stress That Triggers DNA Damage in Human Breast Cancer Cells.

Journal: Chemical research in toxicology 20150518

Title: Reduction of aromatic and heterocyclic aromatic N-hydroxylamines by human cytochrome P450 2S1.

Journal: Chemical research in toxicology 20130617

Title: Synthesis and biological evaluation of novel triazoles and isoxazoles linked 2-phenyl benzothiazole as potential anticancer agents.

Journal: Bioorganic & medicinal chemistry letters 20120901

Title: Bioactivation of fluorinated 2-aryl-benzothiazole antitumor molecules by human cytochrome P450s 1A1 and 2W1 and deactivation by cytochrome P450 2S1.

Journal: Chemical research in toxicology 20120820

Title: CYP2S1 and CYP2W1 mediate 2-(3,4-dimethoxyphenyl)-5-fluorobenzothiazole (GW-610, NSC 721648) sensitivity in breast and colorectal cancer cells.

Journal: Molecular cancer therapeutics 20111001

Title: Variations in Mre11/Rad50/Nbs1 status and DNA damage-induced S-phase arrest in the cell lines of the NCI60 panel.

Journal: BMC cancer 20110101

Title: The role of aryl hydrocarbon receptor and crosstalk with estrogen receptor in response of breast cancer cells to the novel antitumor agents benzothiazoles and aminoflavone.

Journal: International journal of breast cancer 20110101

Title: 2-(4-Amino-3-methylphenyl)-5-fluorobenzothiazole is a ligand and shows species-specific partial agonism of the aryl hydrocarbon receptor.

Journal: Toxicology and applied pharmacology 20090515

Title: Preclinical toxicokinetic evaluation of phortress [2-(4-amino-3-methylphenyl)-5-fluorobenzothiazole lysylamide dihydrochloride] in two rodent species.

Journal: Pharmacology 20090101

Title: Cytochrome P450 CYP1A1: wider roles in cancer progression and prevention.

Journal: BMC cancer 20090101

Title: BRCA1 transcriptional activity is enhanced by interactions between its AD1 domain and AhR.

Journal: Cancer chemotherapy and pharmacology 20081101

Title: BRCA1 modulates sensitivity to 5F-203 by regulating xenobiotic stress-inducible protein levels and EROD activity.

Journal: Cancer chemotherapy and pharmacology 20080901

Title: Mechanisms of acquired resistance to 2-(4-Amino-3-methylphenyl)benzothiazole in breast cancer cell lines.

Journal: Breast cancer research and treatment 20080701

Title: Drug-induced expression of nonsteroidal anti-inflammatory drug-activated gene/macrophage inhibitory cytokine-1/prostate-derived factor, a putative tumor suppressor, inhibits tumor growth.

Journal: The Journal of pharmacology and experimental therapeutics 20060801

Title: Anti-tumor drug candidate 2-(4-amino-3-methylphenyl)-5-fluorobenzothiazole induces single-strand breaks and DNA-protein cross-links in sensitive MCF-7 breast cancer cells.

Journal: Cancer chemotherapy and pharmacology 20060701

Title: Structural studies on bioactive compounds. 40.(1) Synthesis and biological properties of fluoro-, methoxyl-, and amino-substituted 3-phenyl-4H-1-benzopyran-4-ones and a comparison of their antitumor activities with the activities of related 2-phenylbenzothiazoles.

Journal: Journal of medicinal chemistry 20060629

Title: BRCA1 modulates xenobiotic stress-inducible gene expression by interacting with ARNT in human breast cancer cells.

Journal: The Journal of biological chemistry 20060526

Title: Microsphere-based protease assays and screening application for lethal factor and factor Xa.

Journal: Cytometry. Part A : the journal of the International Society for Analytical Cytology 20060501

Title: Differential gene expression as a potential classifier of 2-(4-amino-3-methylphenyl)-5-fluorobenzothiazole-sensitive and -insensitive cell lines.

Journal: Molecular pharmacology 20060301

Title: Antitumor benzothiazoles. 26.(1) 2-(3,4-dimethoxyphenyl)-5-fluorobenzothiazole (GW 610, NSC 721648), a simple fluorinated 2-arylbenzothiazole, shows potent and selective inhibitory activity against lung, colon, and breast cancer cell lines.

Journal: Journal of medicinal chemistry 20060112

Title: The antitumor drug candidate 2-(4-amino-3-methylphenyl)-5-fluorobenzothiazole induces NF-kappaB activity in drug-sensitive MCF-7 cells.

Journal: Anti-cancer drugs 20050201

Title: Fluorinated 2-(4-amino-3-methylphenyl)benzothiazoles induce CYP1A1 expression, become metabolized, and bind to macromolecules in sensitive human cancer cells.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20041201

Title: In vitro, in vivo, and in silico analyses of the antitumor activity of 2-(4-amino-3-methylphenyl)-5-fluorobenzothiazoles.

Journal: Molecular cancer therapeutics 20041201

Title: The experimental antitumor agents Phortress and doxorubicin are equiactive against human-derived breast carcinoma xenograft models.

Journal: Breast cancer research and treatment 20040901

Title: The development of the antitumour benzothiazole prodrug, Phortress, as a clinical candidate.

Journal: Current medicinal chemistry 20040401

Title: Induction of CYP1A1 in tumor cells by the antitumor agent 2-[4-amino-3-methylphenyl]-5-fluoro-benzothiazole: a potential surrogate marker for patient sensitivity.

Journal: Molecular cancer therapeutics 20031201

Title: Genotoxic profiling of MCF-7 breast cancer cell line elucidates gene expression modifications underlying toxicity of the anticancer drug 2-(4-amino-3-methylphenyl)-5-fluorobenzothiazole.

Journal: Molecular pharmacology 20030301

Title: DNA damage and cell cycle arrest induced by 2-(4-amino-3-methylphenyl)-5-fluorobenzothiazole (5F 203, NSC 703786) is attenuated in aryl hydrocarbon receptor deficient MCF-7 cells.

Journal: British journal of cancer 20030224

Title: Antitumour 2-(4-aminophenyl)benzothiazoles generate DNA adducts in sensitive tumour cells in vitro and in vivo.

Journal: British journal of cancer 20030210

Title: In vitro evaluation of amino acid prodrugs of novel antitumour 2-(4-amino-3-methylphenyl)benzothiazoles.

Journal: British journal of cancer 20020422

Title: Preclinical evaluation of amino acid prodrugs of novel antitumor 2-(4-amino-3-methylphenyl)benzothiazoles.

Journal: Molecular cancer therapeutics 20020201

Title: Antitumor benzothiazoles. 16. Synthesis and pharmaceutical properties of antitumor 2-(4-aminophenyl)benzothiazole amino acid prodrugs.

Journal: Journal of medicinal chemistry 20020131

Title: Antitumor benzothiazoles. 14. Synthesis and in vitro biological properties of fluorinated 2-(4-aminophenyl)benzothiazoles.

Journal: Journal of medicinal chemistry 20010426

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Tags:260443-89-8 Molecular Formula|260443-89-8 MDL|260443-89-8 SMILES|260443-89-8 Benzenamine, 4-(5-fluoro-2-benzothiazolyl)-2-methyl-