ChemicalBook > CAS DataBase List > 2-(4-HYDROXY-3-METHOXYPHENYL)BENZOTHIAZOLE

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

Product Name: 2-(4-HYDROXY-3-METHOXYPHENYL)BENZOTHIAZOLE
CAS No.: 36341-25-0
Chemical Name: 2-(4-HYDROXY-3-METHOXYPHENYL)BENZOTHIAZOLE
Synonyms: Y109;Y-109;YL-109;Y-109;Y109;YL-109, 10 mM in DMSO;Phenol, 4-(2-benzothiazolyl)-2-methoxy-;4-(benzo[d]thiazol-2-yl)-2-Methoxyphenol;4-(1,3-Benzothiazol-2-yl)-2-methoxyphenol;2-(4-HYDROXY-3-METHOXYPHENYL)BENZOTHIAZOLE;4-(3H-1,3-benzothiazol-2-ylidene)-2-methoxycyclohexa-2,5-dien-1-one
CBNumber: CB61477104
Molecular Formula: C14H11NO2S
Formula Weight: 257.31
MOL File: 36341-25-0.mol

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

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
color: Light yellow to yellow

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Cayman Chemical

Product number: 30290
Product name: YL-109
Packaging: 5mg
Price: $110
Updated: 2024/03/01

Cayman Chemical

Product number: 30290
Product name: YL-109
Packaging: 50mg
Price: $380
Updated: 2024/03/01

Cayman Chemical

Product number: 30290
Product name: YL-109
Packaging: 10mg
Price: $195
Updated: 2024/03/01

Cayman Chemical

Product number: 30290
Product name: YL-109
Packaging: 25mg
Price: $352
Updated: 2024/03/01

AK Scientific

Product number: 3261AH
Product name: 4-(Benzo[D]thiazol-2-yl)-2-methoxyphenol
Packaging: 1g
Price: $520
Updated: 2021/12/16

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2-(4-HYDROXY-3-METHOXYPHENYL)BENZOTHIAZOLE Chemical Properties,Usage,Production

Uses

YL-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 Activity

YL-109 is a novel antitumor agent that inhibits the growth and invasion of breast cancer cells in vitro and in vivo.

Synthesis

121-33-5

137-07-5

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 materials

Preparation Products

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36341-25-0, 2-(4-HYDROXY-3-METHOXYPHENYL)BENZOTHIAZOLERelated Search:

YKL-5-124 yk11 YK-4-279 YKL 06-061 YL 0919

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

YL-109

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

Phenol, 4-(2-benzothiazolyl)-2-methoxy-

inhibit,aryl,YL 109,hydrocarbon,AhR,antitumor,Aryl Hydrocarbon Receptor,YL109,carboxyl,breast,Hsp70-interacting,CHIP,protein,AhR,cancer,YL-109,terminus,invasiveness,Inhibitor

YL-109, 10 mM in DMSO

36341-25-0

Inhibitors