Quisinostat HCl

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

Description:Quisinostat, also known as JNJ-26481585, is an orally bioavailable, second-generation, hydroxamic acid-based inhibitor of histone deacetylase (HDAC) with potential antineoplastic activity. HDAC inhibitor JNJ-26481585 inhibits HDAC leading to an accumulation of highly acetylated histones, which may result in an induction of chromatin remodeling; inhibition of the transcription of tumor suppressor genes; inhibition of tumor cell division; and the induction of tumor cell apoptosis. HDAC, an enzyme upregulated in many tumor types, deacetylates chromatin histone proteins. Compared to some first generation HDAC inhibitors, JNJ-26481585 may induce superior HSP70 upregulation and bcl-2 downregulation.

Price and Availability

Quisinostat hydrochloride, purity > 98%, is in stock. Current shipping out time is about 2 weeks after order is received. CoA, QC data and MSDS documents are available in one week after order is received.

Related CAS #:1083078-98-1 (HCl)875320-29-9 (free base)875320-31-3 (2HCl)

Synonym:JNJ26481585; JNJ-26481585; JNJ 26481585; JNJ-26481585-AAC; Quisinostat HCl; Quisinostat hydrochloride.

IUPAC/Chemical Name:N-hydroxy-2-(4-((((1-methyl-1H-indol-3-yl)methyl)amino)methyl)piperidin-1-yl)pyrimidine-5-carboxamide hydrochloride

InChi Key:TWNOICNTTFKOHQ-UHFFFAOYSA-N

InChi Code:InChI=1S/C21H26N6O2.ClH/c1-26-14-17(18-4-2-3-5-19(18)26)11-22-10-15-6-8-27(9-7-15)21-23-12-16(13-24-21)20(28)25-29;/h2-5,12-15,22,29H,6-11H2,1H3,(H,25,28);1H

SMILES Code:O=C(C1=CN=C(N2CCC(CNCC3=CN(C)C4=C3C=CC=C4)CC2)N=C1)NO.[H]Cl

Technical Data

Additional Information

Related CAS#875320-29-9 (Quisinostat free base)1083078-98-1 (Quisinostat hydrochloride) 

References

1: Capasso KE, Manners MT, Quershi RA, Tian Y, Gao R,Hu H, Barrett JE, Sacan A, Ajit SK. Effect of Histone DeacetylaseInhibitor JNJ-26481585 in Pain. J Mol Neurosci. 2014 Aug 2. [Epub aheadof print] PubMed PMID: 25085711.

2: Maes K, De Smedt E, Lemaire M, De Raeve H, Menu E, Van ValckenborghE, McClue S, Vanderkerken K, De Bruyne E. The role of DNA damage andrepair in decitabine-mediated apoptosis in multiple myeloma. Oncotarget.2014 May 30;5(10):3115-29. PubMed PMID: 24833108; PubMed Central PMCID:PMC4102796.

3: Carol H, Gorlick R, Kolb EA, Morton CL, Manesh DM, Keir ST, ReynoldsCP, Kang MH, Maris JM, Wozniak A, Hickson I, Lyalin D, Kurmasheva RT,Houghton PJ, Smith MA, Lock R. Initial testing (stage 1) of the histonedeacetylase inhibitor, quisinostat (JNJ-26481585), by the PediatricPreclinical Testing Program. Pediatr Blood Cancer. 2014Feb;61(2):245-52. doi: 10.1002/pbc.24724. Epub 2013 Sep 4. PubMed PMID:24038993.

4: Venugopal B, Baird R, Kristeleit RS, Plummer R, Cowan R, Stewart A,Fourneau N, Hellemans P, Elsayed Y, McClue S, Smit JW, Forslund A,Phelps C, Camm J, Evans TR, de Bono JS, Banerji U. A phase I study ofquisinostat (JNJ-26481585), an oral hydroxamate histone deacetylaseinhibitor with evidence of target modulation and antitumor activity, inpatients with advanced solid tumors. Clin Cancer Res. 2013 Aug1;19(15):4262-72. doi: 10.1158/1078-0432.CCR-13-0312. Epub 2013 Jun 5.PubMed PMID: 23741066.

5: Schreml J, Riessland M, Paterno M, Garbes L, Roßbach K, Ackermann B,Krämer J, Somers E, Parson SH, Heller R, Berkessel A, Sterner-Kock A,Wirth B. Severe SMA mice show organ impairment that cannot be rescued bytherapy with the HDACi JNJ-26481585. Eur J Hum Genet. 2013Jun;21(6):643-52. doi: 10.1038/ejhg.2012.222. Epub 2012 Oct 17. PubMedPMID: 23073311; PubMed Central PMCID: PMC3658191.

6: Stühmer T, Arts J, Chatterjee M, Borawski J, Wolff A, King P, EinseleH, Leo E, Bargou RC. Preclinical anti-myeloma activity of the novelHDAC-inhibitor JNJ-26481585. Br J Haematol. 2010 May;149(4):529-36. doi:10.1111/j.1365-2141.2010.08126.x. Epub 2010 Mar 13. PubMed PMID:20331455.

7: Arts J, King P, Mariën A, Floren W, Beliën A, Janssen L, Pilatte I,Roux B, Decrane L, Gilissen R, Hickson I, Vreys V, Cox E, Bol K, TalloenW, Goris I, Andries L, Du Jardin M, Janicot M, Page M, van Emelen K,Angibaud P. JNJ-26481585, a novel "second-generation" oral histonedeacetylase inhibitor, shows broad-spectrum preclinical antitumoralactivity. Clin Cancer Res. 2009 Nov 15;15(22):6841-51. doi:10.1158/1078-0432.CCR-09-0547. Epub 2009 Oct 27. PubMed PMID: 19861438.

8: Tong WG, Wei Y, Stevenson W, Kuang SQ, Fang Z, Zhang M, Arts J,Garcia-Manero G. Preclinical antileukemia activity of JNJ-26481585, apotent second-generation histone deacetylase inhibitor. Leuk Res. 2010Feb;34(2):221-8. doi: 10.1016/j.leukres.2009.07.024. Epub 2009 Aug 13.PubMed PMID: 19682743.

9: Deleu S, Lemaire M, Arts J, Menu E, Van Valckenborgh E, Vande BroekI, De Raeve H, Coulton L, Van Camp B, Croucher P, Vanderkerken K.Bortezomib alone or in combination with the histone deacetylaseinhibitor JNJ-26481585: effect on myeloma bone disease in the 5T2MMmurine model of myeloma. Cancer Res. 2009 Jul 1;69(13):5307-11. doi:10.1158/0008-5472.CAN-08-4472. Epub 2009 Jun 16. PubMed PMID: 19531653.

10: Deleu S, Lemaire M, Arts J, Menu E, Van Valckenborgh E, King P,Vande Broek I, De Raeve H, Van Camp B, Croucher P, Vanderkerken K. Theeffects of JNJ-26481585, a novel hydroxamate-based histone deacetylaseinhibitor, on the development of multiple myeloma in the 5T2MM and5T33MM murine models. Leukemia. 2009 Oct;23(10):1894-903. doi:10.1038/leu.2009.121. Epub 2009 Jun 4. PubMed PMID: 19494837.

11: Dedes KJ, Dedes I, Imesch P, von Bueren AO, Fink D, Fedier A.Acquired vorinostat resistance shows partial cross-resistance to"second-generation" HDAC inhibitors and correlates with loss of histoneacetylation and apoptosis but not with altered HDAC and HAT activities.Anticancer Drugs. 2009 Jun;20(5):321-33. doi:10.1097/CAD.0b013e3283262a32. PubMed PMID: 19322073.

(last updated: 4/20/2016).

我国旅美科学家陈清奇博士创立的MedKoo美帝药库医药公司目前正在建立全球第一个小分子抗癌药库。 MedKoo是一家以研发、生产和销售小分子抗癌化合物为主的医药科技公司。 业务范围 为全球所有从事抗癌药物研究和开发的制药公司，高校，研究院所，政府相关机构提供与抗癌药物分子相关的产品、试剂和技术服务。 技术核心 以药物化学合成技术为核心，密切结合全球抗癌新药研发领域中的新技术、新理论、新趋势和新的发展方向，不断推出抗癌化合物新品种。 建造目标 MedKoo美帝药库的目标是：建成全球最大的小分子抗癌药库 ，品种最多最全、质量最好最可靠。美帝药库的宗旨是：客户第一；质量第一；信誉第一；创新第一。