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2-(4-HYDROXY-3-METHOXYPHENYL)BENZOTHIAZOLE

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CAS:36341-25-0
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2-(4-HYDROXY-3-METHOXYPHENYL)BENZOTHIAZOLE manufacturers

  • YL-109
  • YL-109 pictures
  • $30.00
  • 2026-07-27
  • CAS:36341-25-0
  • Purity: 99.90%
  • Supply Ability: 10g
2-(4-HYDROXY-3-METHOXYPHENYL)BENZOTHIAZOLE Basic information
Product Name:2-(4-HYDROXY-3-METHOXYPHENYL)BENZOTHIAZOLE
Synonyms:2-(4-HYDROXY-3-METHOXYPHENYL)BENZOTHIAZOLE;4-(benzo[d]thiazol-2-yl)-2-Methoxyphenol;Y109;Y-109;Y-109;Y109;4-(3H-1,3-benzothiazol-2-ylidene)-2-methoxycyclohexa-2,5-dien-1-one;4-(1,3-Benzothiazol-2-yl)-2-methoxyphenol;inhibit,aryl,YL 109,hydrocarbon,AhR,antitumor,Aryl Hydrocarbon Receptor,YL109,carboxyl,breast,Hsp70-interacting,CHIP,protein,AhR,cancer,YL-109,terminus,invasiveness,Inhibitor
CAS:36341-25-0
MF:C14H11NO2S
MW:257.31
EINECS:
Product Categories:Inhibitors
Mol File:36341-25-0.mol
2-(4-HYDROXY-3-METHOXYPHENYL)BENZOTHIAZOLE Structure
2-(4-HYDROXY-3-METHOXYPHENYL)BENZOTHIAZOLE Chemical Properties
Melting point 171-173 °C
Boiling point 446.448±55.00 °C(Press: 760.00 Torr)(predicted)
density 1.327±0.06 g/cm3(Temp: 25 °C; Press: 760 Torr)(predicted)
storage temp. 2-8°C
solubility DMF: 30 mg/ml; DMSO: 30 mg/ml; DMSO:PBS (pH 7.2) (1:9): 0.1 mg/ml; Ethanol: 1 mg/ml
form A crystalline solid
pka8.569±0.18(predicted)
color Light yellow to yellow
Safety Information
MSDS Information
2-(4-HYDROXY-3-METHOXYPHENYL)BENZOTHIAZOLE Usage And Synthesis
UsesYL-109 is an antitumor agent that can induce carboxyl terminus of Hsp70-interacting protein (CHIP) expression through aryl hydrocarbon receptor (AhR) signaling. YL-109 has ability to inhibit breast cancer cell growth and invasiveness[1].
Biological ActivityYL-109 is a novel antitumor agent that inhibits the growth and invasion of breast cancer cells in vitro and in vivo.
Synthesis
Vanillin

121-33-5

2-Aminobenzenethiol

137-07-5

2-(4-HYDROXY-3-METHOXYPHENYL)BENZOTHIAZOLE

36341-25-0

General procedure for the synthesis of 2-(4-hydroxy-3-methoxyphenyl)benzothiazole from vanillin and 2-aminobenzenethiol: In a catalytic reaction, a mixture of vanillin (3 mmol), 2-aminobenzenethiol (3 mmol) and CdS nanorods (5 mg) was placed in a 100 mL double-walled quartz flask equipped with a water inlet and outlet to maintain the reaction temperature at room temperature. The reaction was carried out in methanol (20 mL) and the reaction mixture was exposed to visible light for the indicated time under stirring conditions (see Table 3). The progress of the reaction was monitored by thin layer chromatography (TLC) and gas chromatography (GC). Upon completion of the reaction, methanol was removed by rotary evaporation and the residue was dissolved in dichloromethane. The catalyst was separated from the reaction mixture by centrifugation. Subsequently, the dichloromethane was evaporated to dryness and the product was purified by silica gel G60 column chromatography.

in vitro

YL-109 (0.001-10 μM; 96 h or 24 h) inhibits cell proliferation, motility, and invasiveness in breast cancer cells.
YL-109 (1 μM) increases both CHIP mRNA and protein levels in MDA-MB-231 cells.

Cell Proliferation Assay

< td class="col2"> MCF-7 and MDA-MB-231 cells
Cell Line:
Concentration: 0.001, 0.01, 0.1, 1, 10 μM
Incubation Time: 96 hours
Result: Strongly inhibited cell proliferation of MCF-7 and MDA-MB-231 cells in a dose-dependent manner (IC 50 =85.8 nM and 4.02 μM, respectively).
in vivo

YL-109 (15 mg/kg; sc for every 2 d) inhibits both tumor growth and cancer metastasis of breast cancer cells in vivo.

< /p>

Animal Model: BALB/cAjcl-nu/nu female mice (4-5 weeks) inoculated with MCF-7 or MDA-MB-231 cells
Dosage: 15 mg/kg
Administration: < /td> Sc every 2 days for 63 days
Result: Suppressed tumor growth in mice injected with MCF-7 and MDA-MB-231 cells.
References[1] Hiyoshi H, et al. 2-(4-Hydroxy-3-methoxyphenyl)-benzothiazole suppresses tumor progression and metastatic potential of breast cancer cells by inducing ubiquitin ligase CHIP. Sci Rep. 2014 Nov 18;4:7095. DOI:10.1038/srep07095
2-(4-HYDROXY-3-METHOXYPHENYL)BENZOTHIAZOLE Preparation Products And Raw materials
Raw materialsBenzothiazole-->Vanillin-->2,2'-Diaminodiphenyl disulphide-->2-Aminobenzenethiol-->Cadmium sulfide-->Methanol
Tag:2-(4-HYDROXY-3-METHOXYPHENYL)BENZOTHIAZOLE(36341-25-0) Related Product Information
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