Kenpaullone
featured

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

MedKoo CAT#: 406550

CAS#: 142273-20-9

Description: Kenpaullone is a potent inhibitor of CDK1/cyclin B (IC50 = 400 nM), CDK2/cyclin A (IC50 = 680 nM), CDK2/cyclin E (IC50 = 7.5 uM) and CDK5/p25 (IC50 = 850 nM). Kenpaullone inhibits CDK2/cyclin A, CDK2/cyclin E and CDK5/cyclin/p35 (IC50 values are 0.68, 7.5 and 0.85 μM respectively).


Chemical Structure

img
Kenpaullone
CAS# 142273-20-9

Theoretical Analysis

MedKoo Cat#: 406550
Name: Kenpaullone
CAS#: 142273-20-9
Chemical Formula: C16H11BrN2O
Exact Mass: 326.00548
Molecular Weight: 327.18
Elemental Analysis: C, 58.74; H, 3.39; Br, 24.42; N, 8.56; O, 4.89

Price and Availability

Size Price Availability Quantity
10.0mg USD 150.0 Same day
25.0mg USD 250.0 Same day
50.0mg USD 450.0 Same day
100.0mg USD 750.0 Same day
200.0mg USD 1250.0 Same day
500.0mg USD 1950.0 2 Weeks
1.0g USD 2650.0 2 Weeks
2.0g USD 3950.0 2 Weeks
Click to view more sizes and prices
Bulk inquiry

Synonym: NSC664704; NSC-664704; NSC 664704; 9-Bromopaullone; 1-azakenpaullone; Kenpaullone

IUPAC/Chemical Name: 9-bromo-7,12-dihydrobenzo[2,3]azepino[4,5-b]indol-6(5H)-one

InChi Key: QQUXFYAWXPMDOE-UHFFFAOYSA-N

InChi Code: InChI=1S/C16H11BrN2O/c17-9-5-6-14-11(7-9)12-8-15(20)18-13-4-2-1-3-10(13)16(12)19-14/h1-7,19H,8H2,(H,18,20)

SMILES Code: O=C(NC1=CC=CC=C12)CC3=C2NC4=C3C=C(Br)C=C4

Appearance: White to off-white 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, not in water

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

Preparing Stock Solutions

The following data is based on the product molecular weight 327.18 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.

Recalculate based on batch purity %
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

Molarity Calculator

Calculate the mass, volume, or concentration required for a solution.
=
x
x
g/mol

*When preparing stock solutions always use the batch-specific molecular weight of the product found on the vial label and SDS / CoA (available online).

Reconstitution Calculator

The reconstitution calculator allows you to quickly calculate the volume of a reagent to reconstitute your vial. Simply enter the mass of reagent and the target concentration and the calculator will determine the rest.

=
÷

Dilution Calculator

Calculate the dilution required to prepare a stock solution.
x
=
x

1: Gu H, Ding L, Xiong SD, Gao XM, Zheng B. Inhibition of CDK2 promotes inducible regulatory T-cell differentiation through TGFβ-Smad3 signaling pathway. Cell Immunol. 2014 Jul;290(1):138-44. doi: 10.1016/j.cellimm.2014.05.004. Epub 2014 May 27. PubMed PMID: 24978614.

2: Zhang Y, Welzig CM, Picard KL, Du C, Wang B, Pan JQ, Kyriakis JM, Aronovitz MJ, Claycomb WC, Blanton RM, Park HJ, Galper JB. Glycogen synthase kinase-3β inhibition ameliorates cardiac parasympathetic dysfunction in type 1 diabetic Akita mice. Diabetes. 2014 Jun;63(6):2097-113. doi: 10.2337/db12-1459. Epub 2014 Jan 23. PubMed PMID: 24458356; PubMed Central PMCID: PMC4030105.

3: Taei A, Hassani SN, Eftekhari-Yazdi P, Rezazadeh Valojerdi M, Nokhbatolfoghahai M, Masoudi NS, Pakzad M, Gourabi H, Baharvand H. Enhanced generation of human embryonic stem cells from single blastomeres of fair and poor-quality cleavage embryos via inhibition of glycogen synthase kinase β and Rho-associated kinase signaling. Hum Reprod. 2013 Oct;28(10):2661-71. doi: 10.1093/humrep/det309. Epub 2013 Aug 6. PubMed PMID: 23925393.

4: Bahammam M, Black SA Jr, Sume SS, Assaggaf MA, Faibish M, Trackman PC. Requirement for active glycogen synthase kinase-3β in TGF-β1 upregulation of connective tissue growth factor (CCN2/CTGF) levels in human gingival fibroblasts. Am J Physiol Cell Physiol. 2013 Sep 15;305(6):C581-90. doi: 10.1152/ajpcell.00032.2013. Epub 2013 Jul 3. PubMed PMID: 23824844; PubMed Central PMCID: PMC3761177.

5: Yoshida H, Kotani H, Kondo T, Tani I, Wei X, Tsuruta S, Kimura A, Asakawa M, Ito M, Nagai S, Yoshimura A. CDK inhibitors suppress Th17 and promote iTreg differentiation, and ameliorate experimental autoimmune encephalomyelitis in mice. Biochem Biophys Res Commun. 2013 Jun 7;435(3):378-84. doi: 10.1016/j.bbrc.2013.04.096. Epub 2013 May 9. PubMed PMID: 23665028.

6: Head JR, Gacioch L, Pennisi M, Meyers JR. Activation of canonical Wnt/β-catenin signaling stimulates proliferation in neuromasts in the zebrafish posterior lateral line. Dev Dyn. 2013 Jul;242(7):832-46. doi: 10.1002/dvdy.23973. Epub 2013 Jun 5. PubMed PMID: 23606225.

7: Yang YM, Gupta SK, Kim KJ, Powers BE, Cerqueira A, Wainger BJ, Ngo HD, Rosowski KA, Schein PA, Ackeifi CA, Arvanites AC, Davidow LS, Woolf CJ, Rubin LL. A small molecule screen in stem-cell-derived motor neurons identifies a kinase inhibitor as a candidate therapeutic for ALS. Cell Stem Cell. 2013 Jun 6;12(6):713-26. doi: 10.1016/j.stem.2013.04.003. Epub 2013 Apr 18. PubMed PMID: 23602540; PubMed Central PMCID: PMC3707511.

8: Kim HM, Kim CS, Lee JH, Jang SJ, Hwang JJ, Ro S, Choi J. CG0009, a novel glycogen synthase kinase 3 inhibitor, induces cell death through cyclin D1 depletion in breast cancer cells. PLoS One. 2013;8(4):e60383. doi: 10.1371/journal.pone.0060383. Epub 2013 Apr 2. PubMed PMID: 23565238; PubMed Central PMCID: PMC3614906.

9: Ramirez SH, Fan S, Dykstra H, Rom S, Mercer A, Reichenbach NL, Gofman L, Persidsky Y. Inhibition of glycogen synthase kinase 3β promotes tight junction stability in brain endothelial cells by half-life extension of occludin and claudin-5. PLoS One. 2013;8(2):e55972. doi: 10.1371/journal.pone.0055972. Epub 2013 Feb 13. PubMed PMID: 23418486; PubMed Central PMCID: PMC3572160.

10: White AW, Carpenter N, Lottin JR, McClelland RA, Nicholson RI. Synthesis and evaluation of novel anti-proliferative pyrroloazepinone and indoloazepinone oximes derived from the marine natural product hymenialdisine. Eur J Med Chem. 2012 Oct;56:246-53. doi: 10.1016/j.ejmech.2012.08.022. Epub 2012 Aug 24. PubMed PMID: 22995819.

11: Meyers JR, Hu L, Moses A, Kaboli K, Papandrea A, Raymond PA. β-catenin/Wnt signaling controls progenitor fate in the developing and regenerating zebrafish retina. Neural Dev. 2012 Aug 24;7:30. doi: 10.1186/1749-8104-7-30. PubMed PMID: 22920725; PubMed Central PMCID: PMC3549768.

12: Trzcinska-Daneluti AM, Nguyen L, Jiang C, Fladd C, Uehling D, Prakesch M, Al-awar R, Rotin D. Use of kinase inhibitors to correct ΔF508-CFTR function. Mol Cell Proteomics. 2012 Sep;11(9):745-57. doi: 10.1074/mcp.M111.016626. Epub 2012 Jun 14. PubMed PMID: 22700489; PubMed Central PMCID: PMC3434788.

13: Feng ZC, Donnelly L, Li J, Krishnamurthy M, Riopel M, Wang R. Inhibition of Gsk3β activity improves β-cell function in c-KitWv/+ male mice. Lab Invest. 2012 Apr;92(4):543-55. doi: 10.1038/labinvest.2011.200. Epub 2012 Jan 16. PubMed PMID: 22249311; PubMed Central PMCID: PMC3940483.

14: Skardelly M, Gaber K, Schwarz J, Milosevic J. Neuroprotective effects of the beta-catenin stabilization in an oxygen- and glucose-deprived human neural progenitor cell culture system. Int J Dev Neurosci. 2011 Aug;29(5):543-7. doi: 10.1016/j.ijdevneu.2011.03.010. Epub 2011 Apr 7. PubMed PMID: 21497193.

15: Rivest P, Renaud M, Sanderson JT. Proliferative and androgenic effects of indirubin derivatives in LNCaP human prostate cancer cells at sub-apoptotic concentrations. Chem Biol Interact. 2011 Feb 1;189(3):177-85. doi: 10.1016/j.cbi.2010.11.008. Epub 2010 Nov 25. PubMed PMID: 21111724.

16: Lange C, Mix E, Frahm J, Glass A, Müller J, Schmitt O, Schmöle AC, Klemm K, Ortinau S, Hübner R, Frech MJ, Wree A, Rolfs A. Small molecule GSK-3 inhibitors increase neurogenesis of human neural progenitor cells. Neurosci Lett. 2011 Jan 13;488(1):36-40. doi: 10.1016/j.neulet.2010.10.076. Epub 2010 Nov 5. PubMed PMID: 21056624.

17: Labiuk SL, Lobanov V, Lawman Z, Snider M, Babiuk LA, van Drunen Littel-van den Hurk S. Bovine herpesvirus-1 US3 protein kinase: critical residues and involvement in the phosphorylation of VP22. J Gen Virol. 2010 May;91(Pt 5):1117-26. doi: 10.1099/vir.0.016600-0. Epub 2009 Dec 16. PubMed PMID: 20016039.

18: Chen L, Salinas GD, Li X. Regulation of serotonin 1B receptor by glycogen synthase kinase-3. Mol Pharmacol. 2009 Dec;76(6):1150-61. doi: 10.1124/mol.109.056994. Epub 2009 Sep 9. PubMed PMID: 19741007; PubMed Central PMCID: PMC2784733.

19: Labiuk SL, Babiuk LA, van Drunen Littel-van den Hurk S. Major tegument protein VP8 of bovine herpesvirus 1 is phosphorylated by viral US3 and cellular CK2 protein kinases. J Gen Virol. 2009 Dec;90(Pt 12):2829-39. doi: 10.1099/vir.0.013532-0. Epub 2009 Aug 19. PubMed PMID: 19692545.

20: Lyssiotis CA, Foreman RK, Staerk J, Garcia M, Mathur D, Markoulaki S, Hanna J, Lairson LL, Charette BD, Bouchez LC, Bollong M, Kunick C, Brinker A, Cho CY, Schultz PG, Jaenisch R. Reprogramming of murine fibroblasts to induced pluripotent stem cells with chemical complementation of Klf4. Proc Natl Acad Sci U S A. 2009 Jun 2;106(22):8912-7. doi: 10.1073/pnas.0903860106. Epub 2009 May 15. PubMed PMID: 19447925; PubMed Central PMCID: PMC2690053.



Additional Information