YL-109

Modify Date: 2024-01-05 21:52:23

YL-109 Structure
YL-109 structure
Common Name YL-109
CAS Number 36341-25-0 Molecular Weight 257.30800
Density 1.327g/cm3 Boiling Point 446.448ºC at 760 mmHg
Molecular Formula C14H11NO2S Melting Point N/A
MSDS N/A Flash Point 223.804ºC

 Use of YL-109


YL-109 is a novel anticancer agent which has ability to inhibit breast cancer cell growth and invasiveness in vitro and in vivo.IC50 value: 85.7 nM(MCF-7 cells proliferation) [1]Target: AhR signaling activcatorin vitro: YL-109 strongly inhibited cell proliferation of MCF-7 cells in a dose-dependent manner (IC50= 85.8 nM). Surprisingly, YL-109 had an anti-proliferative effect in a dose-dependent manner (IC50 = 4.02 μM) on MDA-MB-231 cells. YL-109 repressed the sphere-forming ability and the expression of stem cell markers in MDA-MB-231 mammosphere cultures. YL-109 increased the expression of carboxyl terminus of Hsp70-interacting protein (CHIP), which suppresses tumorigenic and metastatic potential of breast cancer cells by inhibiting the oncogenic pathway. YL-109 induced CHIP transcription because of the recruitment of the aryl hydrocarbon receptor (AhR) to upstream of CHIP gene in MDA-MB-231 cells. Consistently, the antitumor effects of YL-109 were depressed by CHIP or AhRknockdown in MDA-MB-231 cells [1].in vivo: Mice treated with vehicle showed significantly enlarged tumors, whereas mice treated with YL-109 showed attenuated tumor growth using MCF-7 cells. Interestingly, YL-109 also suppressed tumor growth in mice injected with MDA-MB-231 cells. Compared with the vehicle control, YL-109 significantly reduced lung metastasis [1].

 Names

Name 4-(3H-1,3-benzothiazol-2-ylidene)-2-methoxycyclohexa-2,5-dien-1-one
Synonym More Synonyms

 YL-109 Biological Activity

Description YL-109 is a novel anticancer agent which has ability to inhibit breast cancer cell growth and invasiveness in vitro and in vivo.IC50 value: 85.7 nM(MCF-7 cells proliferation) [1]Target: AhR signaling activcatorin vitro: YL-109 strongly inhibited cell proliferation of MCF-7 cells in a dose-dependent manner (IC50= 85.8 nM). Surprisingly, YL-109 had an anti-proliferative effect in a dose-dependent manner (IC50 = 4.02 μM) on MDA-MB-231 cells. YL-109 repressed the sphere-forming ability and the expression of stem cell markers in MDA-MB-231 mammosphere cultures. YL-109 increased the expression of carboxyl terminus of Hsp70-interacting protein (CHIP), which suppresses tumorigenic and metastatic potential of breast cancer cells by inhibiting the oncogenic pathway. YL-109 induced CHIP transcription because of the recruitment of the aryl hydrocarbon receptor (AhR) to upstream of CHIP gene in MDA-MB-231 cells. Consistently, the antitumor effects of YL-109 were depressed by CHIP or AhRknockdown in MDA-MB-231 cells [1].in vivo: Mice treated with vehicle showed significantly enlarged tumors, whereas mice treated with YL-109 showed attenuated tumor growth using MCF-7 cells. Interestingly, YL-109 also suppressed tumor growth in mice injected with MDA-MB-231 cells. Compared with the vehicle control, YL-109 significantly reduced lung metastasis [1].
Related Catalog
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.

 Chemical & Physical Properties

Density 1.327g/cm3
Boiling Point 446.448ºC at 760 mmHg
Molecular Formula C14H11NO2S
Molecular Weight 257.30800
Flash Point 223.804ºC
Exact Mass 257.05100
PSA 70.59000
LogP 3.67750
Index of Refraction 1.685

 Safety Information

Hazard Codes Xi
HS Code 2934200090

 Synthetic Route

~94%

YL-109 Structure

YL-109

CAS#:36341-25-0

Literature: Das, Sudipto; Samanta, Suvendu; Maji, Swarup Kumar; Samanta, Partha Kumar; Dutta, Amit Kumar; Srivastava, Divesh N.; Adhikary, Bibhutosh; Biswas, Papu Tetrahedron Letters, 2013 , vol. 54, # 9 p. 1090 - 1096

~85%

YL-109 Structure

YL-109

CAS#:36341-25-0

Literature: Ma, Dawei; Xue, Peng; Jiang, Yongwen; Xie, Siwei; Zhang, Xiaojing; Dong, Jinhua Angewandte Chemie, International Edition, 2009 , vol. 48, # 23 p. 4222 - 4225

~68%

YL-109 Structure

YL-109

CAS#:36341-25-0

Literature: Hyvl, Jakub; Srogl, Jiri European Journal of Organic Chemistry, 2010 , # 15 p. 2849 - 2851

~63%

YL-109 Structure

YL-109

CAS#:36341-25-0

Literature: Liu, Saiwen; Chen, Ru; Guo, Xiangyu; Yang, Huiqiong; Deng, Guojun; Li, Chao-Jun Green Chemistry, 2012 , vol. 14, # 6 p. 1577 - 1580

~%

YL-109 Structure

YL-109

CAS#:36341-25-0

Literature: Bogert; Stull Journal of the American Chemical Society, 1925 , vol. 47, p. 3078 Journal of the Chemical Society, 1926 , vol. 48, p. 250 Full Text View citing articles Show Details Claasz Chemische Berichte, 1916 , vol. 49, p. 1145

~%

YL-109 Structure

YL-109

CAS#:36341-25-0

Literature: Bogert; Stull Journal of the American Chemical Society, 1925 , vol. 47, p. 3078 Journal of the Chemical Society, 1926 , vol. 48, p. 250

~%

YL-109 Structure

YL-109

CAS#:36341-25-0

Literature: Rudolph, Joachim; Chen, Libing; Majumdar, Dyuti; Bullock, William H.; Burns, Michael; Claus, Thomas; Dela Cruz, Fernando E.; Daly, Michelle; Ehrgott, Frederick J.; Johnson, Jeffrey S.; Livingston, James N.; Schoenleber, Robert W.; Shapiro, Jeffrey; Yang, Ling; Tsutsumi, Manami; Ma, Xin Journal of Medicinal Chemistry, 2007 , vol. 50, # 5 p. 984 - 1000

 Customs

HS Code 2934200090
Summary 2934200090. other compounds containing in the structure a benzothiazole ring-system (whether or not hydrogenated), not further fused. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

 Synonyms

2-(4-hydroxy-3-methoxyphenyl)benzo[d]thiazole
2-(3-methoxy-4-hydroxyphenyl)benzothiazole
4-(benzo[d]thiazol-2-yl)-2-methoxyphenol
4-(1,3-benzothiazol-2-yl)-2-methoxyphenol
Phenol,4-(2-benzothiazolyl)-2-methoxy
2-(4-HYDROXY-3-METHOXYPHENYL)BENZOTHIAZOLE
4-benzothiazol-2-yl-2-methoxyphenol
YL-109
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