2-[[(2E)-3-(2-NAPHTHALENYL)-1-OXO-2-BUTEN-1-YL]AMINO]BENZOIC ACID

2-[[(2E)-3-(2-NAPHTHALENYL)-1-OXO-2-BUTEN-1-YL]AMINO]BENZOIC ACID Basic information
Product Name:2-[[(2E)-3-(2-NAPHTHALENYL)-1-OXO-2-BUTEN-1-YL]AMINO]BENZOIC ACID
Synonyms:CS-1061;2-[[(2E)-3-(2-NAPHTHALENYL)-1-OXO-2-BUTEN-1-YL]AMINO]BENZOIC ACID;BIBR 1532;2-[[(2E)-3-(2-Naphthalenyl)-1-oxo-2-butenyl1-yl]amino]benzoicacid;2-[[(2E)-3-(2-Naphthalenyl)-1-oxo-2-butenyl]amino]benzoic acid;(E)-2-(3-(naphthalen-2-yl)but-2-enamido)benzoic acid;(E)-2-(3-phenylbut-2-enamido)benzoic acid;BIBR 1532, >=98%
CAS:321674-73-1
MF:C21H17NO3
MW:331.36
EINECS:
Product Categories:Inhibitors;API
Mol File:321674-73-1.mol
2-[[(2E)-3-(2-NAPHTHALENYL)-1-OXO-2-BUTEN-1-YL]AMINO]BENZOIC ACID Structure
2-[[(2E)-3-(2-NAPHTHALENYL)-1-OXO-2-BUTEN-1-YL]AMINO]BENZOIC ACID Chemical Properties
Melting point >173oC (dec.)
Boiling point 600.6±48.0 °C(Predicted)
density 1.284
storage temp. Store at RT
solubility DMSO (Slightly), Methanol (Slightly, Sonicated)
form Solid
pka3.46±0.36(Predicted)
color White to Off-White
Safety Information
MSDS Information
2-[[(2E)-3-(2-NAPHTHALENYL)-1-OXO-2-BUTEN-1-YL]AMINO]BENZOIC ACID Usage And Synthesis
DescriptionBIBR 1532 is a mixed-type non-competitive inhibitor of telomerase (IC50 = 93 nM) that has little effect on several mammalian DNA and RNA polymerases, bacterial DNA helicase, or HIV-1 reverse transcriptase. It specifically targets the telomerase reverse transcriptase catalytic subunit, TERT. Through its effects on telomerase, BIBR 1532 induces senescence or apoptosis in cancer cells. Apoptosis in triple negative breast cancer cells induced by BIBR 1532 is potentiated by glucose restriction.
UsesBIBR 1532 is a mixed-type non-competitive inhibitor of telomerase. It specifically targets the telomerase reverse transcriptase catalytic subunit, TERT.
DefinitionChEBI: 2-[[3-(2-naphthalenyl)-1-oxobut-2-enyl]amino]benzoic acid is an amidobenzoic acid.
Biological ActivitySelective telomerase inhibitor (IC 50 values are 93, > 100000 and > 100000 nM for human telomerase, human RNA polymerase I and human RNA polymerase II + III respectively). Causes telomere shortening in exponentially growing NCI-H460 lung carcinoma cells and eventual growth arrest.
storageStore at RT
references[1]. damm, k.; hemmann, u.; garin-chesa, p.; hauel, n.; kauffman, i.; priepke, h.; niestroj, c.; daiber, c.; enenkel, b.; guilliard, b.; lauritsch, i.; muller, e.; pascolo, e.; sauter, g.; pantic, m.; martens, u. m.; wenz, c.; linger, j.; kraut, n.; rettig, w. j.;schnapp, a. a highly selective telomerase inhibitor limiting human cancer cell proliferation. embo j. 2001, 20, 6958−6968.
[2]. bashash d1, ghaffari sh, mirzaee r, alimoghaddam k, ghavamzadeh a. telomerase inhibition by non-nucleosidic compound bibr1532 causes rapid cell death in pre-b acute lymphoblastic leukemia cells. leuk lymphoma. 2013 mar;54
[4]:561-8. doi: 10.3109/10428194.2012.704034. epub 2012 sep 28.
[3]. bashash d1, ghaffari sh, zaker f, kazerani m, hezave k, hassani s, rostami m, alimoghaddam k, ghavamzadeh a. anticancer agents med chem. 2013 sep;13(7):1115-25. bibr 1532 increases arsenic trioxide-mediated apoptosis in acute promyelocytic leukemia cells: therapeutic potential for apl.
2-[[(2E)-3-(2-NAPHTHALENYL)-1-OXO-2-BUTEN-1-YL]AMINO]BENZOIC ACID Preparation Products And Raw materials
BEZ235 (NVP-BEZ235, Dactolisib) COH-29 Budiodarone tartrate BMS-986205 (S)-4-(4-((2-(3,5-diMethylphenyl)pyrrolidin-1-yl)Methyl)phenoxy)-3-fluorobenzaMide 2-(2-((4-bromophenyl)amino)-2-oxoethoxy)-N-(2-(methyl(phenyl)amino)-2-oxoethyl)benzamide Senexin B Costunolide 1-((2S,5R)-5-((7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino)-2-methylpiperidin-1-yl)prop-2-en-1-one H3B-6527 Entinostat Trametinib N-(2-(4'-cyanobiphenyl-4-yl)propyl)propane-2-sulfonaMide Q-VD-OPh hydrate Upadacitinib Daunorubicin hydrochloride Bortezomib BIBR 1532

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