Lificiguatfeatured
WARNING: This product is for research use only, not for human or veterinary use.
MedKoo CAT#:406116
CAS#:170632-47-0
Description:Lificiguat, also known as YC-1, is a inhibitor of Hypoxia-inducible factor-1alpha (HIF-1alpha). YC-1 is widely used as a potent inhibitor of HIF-1alpha both in vitro and in vivo, and is also being developed as a novel anticancer drug. YC-1 effectively inhibits tumor invasion and metastasis, and imply that YC-1 is worth while to further develop as a multipurpose anticancer drug.
Price and Availability
Lificiguat, purity > 98%, is in stock. The same day shipping after order is received.
Chemical Structure
Theoretical Analysis
MedKoo Cat#: 406116Name: LificiguatCAS#: 170632-47-0Chemical Formula: C19H16N2O2Exact Mass: 304.12118Molecular Weight: 304.34Elemental Analysis: C, 74.98; H, 5.30; N, 9.20; O, 10.51
Synonym:YC1; YC 1; YC-1; Lificiguat.
IUPAC/Chemical Name:5-[1-(phenylmethyl)-1H-indazol-3-yl]-2-furanmethanol
InChi Key:OQQVFCKUDYMWGV-UHFFFAOYSA-N
InChi Code:InChI=1S/C19H16N2O2/c22-13-15-10-11-18(23-15)19-16-8-4-5-9-17(16)21(20-19)12-14-6-2-1-3-7-14/h1-11,22H,12-13H2
SMILES Code:OCC1=CC=C(C2=NN(CC3=CC=CC=C3)C4=C2C=CC=C4)O1
Technical Data
Additional Information
References
1: Tsui L, Fong TH, Wang IJ. The effect of3-(5"-hydroxymethyl-2"-furyl)-1-benzylindazole (YC-1) on cell viabilityunder hypoxia. Mol Vis. 2013 Nov 16;19:2260-73. eCollection 2013. PubMedPMID: 24265542; PubMed Central PMCID: PMC3834593.
2: Carroll CE, Liang Y, Benakanakere I, Besch-Williford C, Hyder SM. Theanticancer agent YC-1 suppresses progestin-stimulated VEGF in breastcancer cells and arrests breast tumor development. Int J Oncol. 2013Jan;42(1):179-87. doi: 10.3892/ijo.2012.1675. Epub 2012 Oct 24. PubMedPMID: 23123638; PubMed Central PMCID: PMC3583650.
3: Tsui L, Fong TH, Wang IJ. YC-1 targeting of hypoxia-induciblefactor-1α reduces RGC-5 cell viability and inhibits cell proliferation.Mol Vis. 2012;18:1594-603. Epub 2012 Jun 15. PubMed PMID: 22736948;PubMed Central PMCID: PMC3380911.
4: Cheng Y, Li W, Liu Y, Cheng HC, Ma J, Qiu L. YC-1 exerts inhibitoryeffects on MDA-MB-468 breast cancer cells by targeting EGFR in vitro andin vivo under normoxic condition. Chin J Cancer. 2012 May;31(5):248-56.doi: 10.5732/cjc.011.10383. Epub 2012 Apr 13. PubMed PMID: 22507221;PubMed Central PMCID: PMC3777523.
5: Yan J, Zhou B, Taheri S, Shi H. Differential effects of HIF-1inhibition by YC-1 on the overall outcome and blood-brain barrier damagein a rat model of ischemic stroke. PLoS One. 2011;6(11):e27798. doi:10.1371/journal.pone.0027798. Epub 2011 Nov 16. PubMed PMID: 22110762;PubMed Central PMCID: PMC3218033.
6: Li Y, Zhao X, Tang H, Zhong Z, Zhang L, Xu R, Li S, Wang Y. Effectsof YC-1 on hypoxia-inducible factor 1 alpha in hypoxic human bladdertransitional carcinoma cell line T24 cells. Urol Int. 2012;88(1):95-101.doi: 10.1159/000331881. Epub 2011 Oct 25. PubMed PMID: 22041818.
7: Liu H, Li M, Wang P, Wang F. Blockade of hypoxia-inducible factor-1αby YC-1 attenuates interferon-γ and tumor necrosis factor-α-inducedintestinal epithelial barrier dysfunction. Cytokine. 2011Dec;56(3):581-8. doi: 10.1016/j.cyto.2011.08.023. Epub 2011 Sep 3.PubMed PMID: 21890376.
8: Feng Y, Zhu H, Ling T, Hao B, Zhang G, Shi R. Effects of YC-1targeting hypoxia-inducible factor 1 alpha in oesophageal squamouscarcinoma cell line Eca109 cells. Cell Biol Int. 2011 May;35(5):491-7.doi: 10.1042/CBI20090419. PubMed PMID: 20977428.
9: DeNiro M, Al-Halafi A, Al-Mohanna FH, Alsmadi O, Al-Mohanna FA.Pleiotropic effects of YC-1 selectively inhibit pathological retinalneovascularization and promote physiological revascularization in amouse model of oxygen-induced retinopathy. Mol Pharmacol. 2010Mar;77(3):348-67. doi: 10.1124/mol.109.061366. Epub 2009 Dec 14. PubMedPMID: 20008515.
10: Moon SY, Chang HW, Roh JL, Kim GC, Choi SH, Lee SW, Cho KJ, Nam SY,Kim SY. Using YC-1 to overcome the radioresistance of hypoxic cancercells. Oral Oncol. 2009 Oct;45(10):915-9. doi:10.1016/j.oraloncology.2009.04.005. Epub 2009 May 19. PubMed PMID:19457706.
11: Wang SX, Pei ZZ, Wu XH, Li JK, Yang YJ. [Effect of YC-1 on HIF-1alpha and VEGF expression in human hepatocarcinoma cell lines]. ZhonghuaGan Zang Bing Za Zhi. 2009 Apr;17(4):308-9. Chinese. PubMed PMID:19403034.
12: Li SH, Shin DH, Chun YS, Lee MK, Kim MS, Park JW. A novel mode ofaction of YC-1 in HIF inhibition: stimulation of FIH-dependent p300dissociation from HIF-1{alpha}. Mol Cancer Ther. 2008 Dec;7(12):3729-38.doi: 10.1158/1535-7163.MCT-08-0074. PubMed PMID: 19074848.
13: Song SJ, Chung H, Yu HG. Inhibitory effect of YC-1,3-(5"-hydroxymethyl-2"-furyl)-1-benzylindazole, on experimentalchoroidal neovascularization in rat. Ophthalmic Res. 2008;40(1):35-40.Epub 2007 Nov 20. PubMed PMID: 18032914.
14: Yeh WL, Lu DY, Lin CJ, Liou HC, Fu WM. Inhibition of hypoxia-inducedincrease of blood-brain barrier permeability by YC-1 through theantagonism of HIF-1alpha accumulation and VEGF expression. Mol Pharmacol.2007 Aug;72(2):440-9. Epub 2007 May 18. PubMed PMID: 17513385.
15: Shin DH, Kim JH, Jung YJ, Kim KE, Jeong JM, Chun YS, Park JW.Preclinical evaluation of YC-1, a HIF inhibitor, for the prevention oftumor spreading. Cancer Lett. 2007 Sep 18;255(1):107-16. Epub 2007 May14. PubMed PMID: 17502124.
16: Zhao Q, Du J, Gu H, Teng X, Zhang Q, Qin H, Liu N. Effects of YC-1on hypoxia-inducible factor 1-driven transcription activity, cellproliferative vitality, and apoptosis in hypoxic human pancreatic cancercells. Pancreas. 2007 Mar;34(2):242-7. PubMed PMID: 17312464.
17: Sun HL, Liu YN, Huang YT, Pan SL, Huang DY, Guh JH, Lee FY, Kuo SC,Teng CM. YC-1 inhibits HIF-1 expression in prostate cancer cells:contribution of Akt/NF-kappaB signaling to HIF-1alpha accumulationduring hypoxia. Oncogene. 2007 Jun 7;26(27):3941-51. Epub 2007 Jan 8.PubMed PMID: 17213816.
18: Du J, Zhao Q, Gu H, Teng XL, Qin H, Liu NZ. [Inhibitory effect ofYC-1 on induction of VEGF and GPI genes in hypoxic human pancreaticcancer cells]. Zhonghua Zhong Liu Za Zhi. 2006 Jul;28(7):486-9. Chinese.PubMed PMID: 17147109.
19: Lau CK, Yang ZF, Lam CT, Tam KH, Poon RT, Fan ST. Suppression ofhypoxia inducible factor-1alpha (HIF-1alpha) by YC-1 is dependent onmurine double minute 2 (Mdm2). Biochem Biophys Res Commun. 2006 Oct6;348(4):1443-8. Epub 2006 Aug 11. PubMed PMID: 16919599.
20: Yeo EJ, Ryu JH, Chun YS, Cho YS, Jang IJ, Cho H, Kim J, Kim MS, ParkJW. YC-1 induces S cell cycle arrest and apoptosis by activatingcheckpoint kinases. Cancer Res. 2006 Jun 15;66(12):6345-52. PubMed PMID:16778212.
