NSC305787 HCl| CAS#53868-26-1 | ezrin inhibitor

MedKoo Cat#: 561438 | Name: NSC305787 HCl

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Description:

WARNING: This product is for research use only, not for human or veterinary use.

NSC305787 is a small molecule ezrin inhibitor. Ezrin is a key driver of tumor progression and metastatic spread of osteosarcoma. NSC305787 directly binds to ezrin and inhibits its functions in promoting invasive phenotype. NSC-305787 reduces the incidence of lung metastasis in a genetically engineered mouse model of osteosarcoma. NSC305787 exhibits antineoplastic activity in pancreatic cancer cells

Chemical Structure

NSC305787 HCl

CAS#53868-26-1 (HCl)

Theoretical Analysis

MedKoo Cat#: 561438

Name: NSC305787 HCl

CAS#: 53868-26-1 (HCl)

Chemical Formula: C25H31Cl3N2O

Exact Mass: 480.1502

Molecular Weight: 481.87

Elemental Analysis: C, 62.31; H, 6.48; Cl, 22.07; N, 5.81; O, 3.32

Price and Availability

Size	Price	Availability	Quantity
5mg	USD 750.00	2 Weeks
10mg	USD 1,250.00	2 Weeks

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Related CAS #

785718-37-8 (free base) 53868-26-1 (HCl)

Synonym

NSC-305787 Hydrochloride; NSC 305787 HCl; NSC-305787; NSC 305787; NSC305787;

IUPAC/Chemical Name

(2-(adamantan-1-yl)-6,8-dichloroquinolin-4-yl)(piperidin-2-yl)methanol hydrochloride

InChi Key

JQALIVSYOXLOBE-UHFFFAOYSA-N

InChi Code

InChI=1S/C25H30Cl2N2O.ClH/c26-17-8-18-19(24(30)21-3-1-2-4-28-21)10-22(29-23(18)20(27)9-17)25-11-14-5-15(12-25)7-16(6-14)13-25;/h8-10,14-16,21,24,28,30H,1-7,11-13H2;1H

SMILES Code

OC(C1=CC(C23CC4CC(C3)CC(C4)C2)=NC5=C(Cl)C=C(Cl)C=C15)C6NCCCC6.[H]Cl

Appearance

Solid powder

Purity

>98% (or refer to the Certificate of Analysis)

Shipping Condition

Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition

Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility

Soluble in DMSO

Shelf Life

>2 years if stored properly

Drug Formulation

This drug may be formulated in DMSO

Stock Solution Storage

0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code

2934.99.9001

More Info

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 481.87 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
1 mM	1.15 mL	5.76 mL	11.51 mL
5 mM	0.23 mL	1.15 mL	2.3 mL
10 mM	0.12 mL	0.58 mL	1.15 mL
50 mM	0.02 mL	0.12 mL	0.23 mL

1: Lipreri da Silva JC, Saldanha-Araujo F, de Melo RCB, Vicari HP, Silva- Carvalho AE, Rego EM, Buccheri V, Machado-Neto JA. Ezrin is highly expressed and a druggable target in chronic lymphocytic leukemia. Life Sci. 2022 Dec 15;311(Pt B):121146. doi: 10.1016/j.lfs.2022.121146. Epub 2022 Nov 3. PMID: 36336127. 2: Lipreri da Silva JC, Carvalho MFL, de Miranda LBL, de Almeida BO, Lima K, Machado-Neto JA. NSC305787, a pharmacological ezrin inhibitor, exhibits antineoplastic activity in pancreatic cancer cells. Invest New Drugs. 2022 Aug;40(4):728-737. doi: 10.1007/s10637-022-01249-z. Epub 2022 Apr 28. PMID: 35477813. 3: Lipreri da Silva JC, Coelho-Silva JL, Lima K, Vicari HP, Lazarini M, Costa- Lotufo LV, Traina F, Machado-Neto JA. Comprehensive analysis of cytoskeleton regulatory genes identifies ezrin as a prognostic marker and molecular target in acute myeloid leukemia. Cell Oncol (Dordr). 2021 Oct;44(5):1105-1117. doi: 10.1007/s13402-021-00621-0. Epub 2021 Jul 1. PMID: 34196912. 4: Chen C, Ye C, Xia J, Zhou Y, Wu R. Ezrin T567 phosphorylation regulates migration and invasion of ectopic endometrial stromal cells by changing actin cytoskeleton. Life Sci. 2020 Aug 1;254:117681. doi: 10.1016/j.lfs.2020.117681. Epub 2020 May 5. PMID: 32380081. 5: Penchev VR, Chang YT, Begum A, Ewachiw T, Gocke C, Li J, McMillan RH, Wang Q, Anders R, Marchionni L, Maitra A, Uren A, Rasheed Z, Matsui W. Ezrin Promotes Stem Cell Properties in Pancreatic Ductal Adenocarcinoma. Mol Cancer Res. 2019 Apr;17(4):929-936. doi: 10.1158/1541-7786.MCR-18-0367. Epub 2019 Jan 17. PMID: 30655325; PMCID: PMC6445733. 6: Çelik H, Bulut G, Han J, Graham GT, Minas TZ, Conn EJ, Hong SH, Pauly GT, Hayran M, Li X, Özdemirli M, Ayhan A, Rudek MA, Toretsky JA, Üren A. Ezrin Inhibition Up-regulates Stress Response Gene Expression. J Biol Chem. 2016 Jun 17;291(25):13257-70. doi: 10.1074/jbc.M116.718189. Epub 2016 May 2. PMID: 27137931; PMCID: PMC4933238. 7: Saygideğer-Kont Y, Minas TZ, Jones H, Hour S, Çelik H, Temel I, Han J, Atabey N, Erkizan HV, Toretsky JA, Üren A. Ezrin Enhances EGFR Signaling and Modulates Erlotinib Sensitivity in Non-Small Cell Lung Cancer Cells. Neoplasia. 2016 Feb;18(2):111-20. doi: 10.1016/j.neo.2016.01.002. PMID: 26936397; PMCID: PMC5005263. 8: Russo CM, Adhikari AA, Wallach DR, Fernandes S, Balch AN, Kerr WG, Chisholm JD. Synthesis and initial evaluation of quinoline-based inhibitors of the SH2-containing inositol 5'-phosphatase (SHIP). Bioorg Med Chem Lett. 2015 Nov 15;25(22):5344-8. doi: 10.1016/j.bmcl.2015.09.034. Epub 2015 Sep 15. PMID: 26453006; PMCID: PMC4628863. 9: Çelik H, Hong SH, Colón-López DD, Han J, Kont YS, Minas TZ, Swift M, Paige M, Glasgow E, Toretsky JA, Bosch J, Üren A. Identification of Novel Ezrin Inhibitors Targeting Metastatic Osteosarcoma by Screening Open Access Malaria Box. Mol Cancer Ther. 2015 Nov;14(11):2497-507. doi: 10.1158/1535-7163.MCT-15-0511. Epub 2015 Sep 10. PMID: 26358752; PMCID: PMC4636458. 10: Çelik H, Sajwan KP, Selvanathan SP, Marsh BJ, Pai AV, Kont YS, Han J, Minas TZ, Rahim S, Erkizan HV, Toretsky JA, Üren A. Ezrin Binds to DEAD-Box RNA Helicase DDX3 and Regulates Its Function and Protein Level. Mol Cell Biol. 2015 Sep;35(18):3145-62. doi: 10.1128/MCB.00332-15. Epub 2015 Jul 6. PMID: 26149384; PMCID: PMC4539380. 11: Ren L, Khanna C. Role of ezrin in osteosarcoma metastasis. Adv Exp Med Biol. 2014;804:181-201. doi: 10.1007/978-3-319-04843-7_10. PMID: 24924175. 12: Bulut G, Hong SH, Chen K, Beauchamp EM, Rahim S, Kosturko GW, Glasgow E, Dakshanamurthy S, Lee HS, Daar I, Toretsky JA, Khanna C, Uren A. Small molecule inhibitors of ezrin inhibit the invasive phenotype of osteosarcoma cells. Oncogene. 2012 Jan 19;31(3):269-81. doi: 10.1038/onc.2011.245. Epub 2011 Jun 27. PMID: 21706056; PMCID: PMC3513970.