PBIT | CAS#2514-30-9 | JARID1B inhibitor

MedKoo Cat#: 527869 | Name: PBIT

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Description:

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

PBIT is a novel Inhibitor of Jumonji AT-rich Interactive Domain 1B (JARID1B) Histone Demethylase.

Chemical Structure

PBIT

CAS#2514-30-9

Theoretical Analysis

MedKoo Cat#: 527869

Name: PBIT

CAS#: 2514-30-9

Chemical Formula: C14H11NOS

Exact Mass: 241.0561

Molecular Weight: 241.31

Elemental Analysis: C, 69.68; H, 4.59; N, 5.80; O, 6.63; S, 13.29

Price and Availability

Size	Price	Availability	Quantity
1mg	USD 180.00
5mg	USD 325.00
10mg	USD 580.00

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Related CAS #

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Synonym

PBIT

IUPAC/Chemical Name

2-(4-Methylphenyl)-1,2-benzisothiazol-3(2H)-one

InChi Key

KRXMYBAZKJBJAB-UHFFFAOYSA-N

InChi Code

InChI=1S/C14H11NOS/c1-10-6-8-11(9-7-10)15-14(16)12-4-2-3-5-13(12)17-15/h2-9H,1H3

SMILES Code

O=C1N(C2=CC=C(C)C=C2)SC3=C1C=CC=C3

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

Product Data

Product Data

Instruction

View handling instruction

Biological target:

PBIT is a specific inhibitor of the Jumonji AT-rich Interactive Domain 1 (JARID1) enzymes. PBIT inhibits JARID1B (KDM5B or PLU1) histone demethylase with an IC50 of about 3 μM.

In vitro activity:

More importantly, this study identified several novel inhibitors, including 2-4(4-methylphenyl)-1,2-benzisothiazol-3(2H)-one (PBIT), which inhibits JARID1B with an IC50 of about 3 μm in vitro. Consistent with this, PBIT treatment inhibited removal of H3K4me3 by JARID1B in cells. Furthermore, this compound inhibited proliferation of cells expressing higher levels of JARID1B. Reference: J Biol Chem. 2013 Mar 29;288(13):9408-17. https://pubmed.ncbi.nlm.nih.gov/23408432/

In vivo activity:

PBIT reduced the incidence of esophageal cancer from 96% in NMBA-treated rats to 83% and 77% (P < 0.05) in rats treated with 50 and 100 ppm PBIT, respectively. Tumor multiplicity was reduced from 3.64 +/- 0.42 tumors per esophagus in NMBA-treated rats to 1.79 +/- 0.25 (P < 0.001) and 1.50 +/- 0.24 (P < 0.0001) in rats treated with 50 and 100 ppm PBIT, respectively. PBIT reduced the production of NO in NMBA-induced preneoplastic and papillomatous esophageal lesions when compared with comparable lesions in rats treated with NMBA only. Reference: Cancer Res. 2004 May 15;64(10):3714-7. https://pubmed.ncbi.nlm.nih.gov/15150132/

	Solvent	mg/mL	mM
Solubility
	DMF	10.0	41.44
	DMSO	30.0	124.32
	DMSO:PBS (pH 7.2) (1:6)	0.1	0.41
	Ethanol	1.0	4.14

Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 241.31 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

Formulation protocol:

1. Wang Q, He H, Chen D, Wang C, Xu Y, Song W. Hepatic stroma-educated regulatory DCs suppress CD8+ T cell proliferation in mice. Oncotarget. 2017 Jun 13;8(55):93414-93425. doi: 10.18632/oncotarget.18459. PMID: 29212160; PMCID: PMC5706806. 2. Sayegh J, Cao J, Zou MR, Morales A, Blair LP, Norcia M, Hoyer D, Tackett AJ, Merkel JS, Yan Q. Identification of small molecule inhibitors of Jumonji AT-rich interactive domain 1B (JARID1B) histone demethylase by a sensitive high throughput screen. J Biol Chem. 2013 Mar 29;288(13):9408-17. doi: 10.1074/jbc.M112.419861. Epub 2013 Feb 13. PMID: 23408432; PMCID: PMC3611010. 3. Chen T, Nines RG, Peschke SM, Kresty LA, Stoner GD. Chemopreventive effects of a selective nitric oxide synthase inhibitor on carcinogen-induced rat esophageal tumorigenesis. Cancer Res. 2004 May 15;64(10):3714-7. doi: 10.1158/0008-5472.CAN-04-0302. PMID: 15150132.

In vitro protocol:

In vivo protocol:

1. Chen T, Nines RG, Peschke SM, Kresty LA, Stoner GD. Chemopreventive effects of a selective nitric oxide synthase inhibitor on carcinogen-induced rat esophageal tumorigenesis. Cancer Res. 2004 May 15;64(10):3714-7. doi: 10.1158/0008-5472.CAN-04-0302. PMID: 15150132.

1: Wang Q, He H, Chen D, Wang C, Xu Y, Song W. Hepatic stroma-educated regulatory DCs suppress CD8(+) T cell proliferation in mice. Oncotarget. 2017 Jun 13;8(55):93414-93425. doi: 10.18632/oncotarget.18459. eCollection 2017 Nov 7. PubMed PMID: 29212160; PubMed Central PMCID: PMC5706806. 2: Shi N, Riedl KM, Schwartz SJ, Zhang X, Clinton SK, Chen T. Efficacy comparison of lyophilised black raspberries and combination of celecoxib and PBIT in prevention of carcinogen-induced oesophageal cancer in rats. J Funct Foods. 2016 Dec;27:84-94. doi: 10.1016/j.jff.2016.08.044. Epub 2016 Sep 16. PubMed PMID: 28553369; PubMed Central PMCID: PMC5441231. 3: Shende G, Haldankar H, Barai RS, Bharmal MH, Shetty V, Idicula-Thomas S. PBIT: Pipeline Builder for Identification of drug Targets for infectious diseases. Bioinformatics. 2017 Mar 15;33(6):929-931. doi: 10.1093/bioinformatics/btw760. PubMed PMID: 28039165. 4: Parker GJ, Leppert T, Anex DS, Hilmer JK, Matsunami N, Baird L, Stevens J, Parsawar K, Durbin-Johnson BP, Rocke DM, Nelson C, Fairbanks DJ, Wilson AS, Rice RH, Woodward SR, Bothner B, Hart BR, Leppert M. Demonstration of Protein-Based Human Identification Using the Hair Shaft Proteome. PLoS One. 2016 Sep 7;11(9):e0160653. doi: 10.1371/journal.pone.0160653. eCollection 2016. PubMed PMID: 27603779; PubMed Central PMCID: PMC5014411. 5: Igarashi K, Soma D, Wakayama Y, Takeshima K, Kawaguchi Y, Yoshikane N, Tsuritani T, Morita I, Suzuki M. Ultra-dense spatial-division-multiplexed optical fiber transmission over 6-mode 19-core fibers. Opt Express. 2016 May 16;24(10):10213-31. doi: 10.1364/OE.24.010213. PubMed PMID: 27409847. 6: Li S, Wang J. A compact trench-assisted multi-orbital-angular-momentum multi-ring fiber for ultrahigh-density space-division multiplexing (19 rings × 22 modes). Sci Rep. 2014 Jan 24;4:3853. doi: 10.1038/srep03853. PubMed PMID: 24458159; PubMed Central PMCID: PMC3900931. 7: Janakiram NB, Mohammed A, Ravillah D, Choi CI, Zhang Y, Desai D, Amin S, Rao CV. Chemopreventive effects of PBI-Se, a selenium-containing analog of PBIT, on AOM-induced aberrant crypt foci in F344 rats. Oncol Rep. 2013 Aug;30(2):952-60. doi: 10.3892/or.2013.2483. Epub 2013 May 23. PubMed PMID: 23708609. 8: Tunctan B, Korkmaz B, Sari AN, Kacan M, Unsal D, Serin MS, Buharalioglu CK, Sahan-Firat S, Cuez T, Schunck WH, Manthati VL, Falck JR, Malik KU. Contribution of iNOS/sGC/PKG pathway, COX-2, CYP4A1, and gp91(phox) to the protective effect of 5,14-HEDGE, a 20-HETE mimetic, against vasodilation, hypotension, tachycardia, and inflammation in a rat model of septic shock. Nitric Oxide. 2013 Sep 1;33:18-41. doi: 10.1016/j.niox.2013.05.001. Epub 2013 May 14. PubMed PMID: 23684565; PubMed Central PMCID: PMC3759626. 9: Sayegh J, Cao J, Zou MR, Morales A, Blair LP, Norcia M, Hoyer D, Tackett AJ, Merkel JS, Yan Q. Identification of small molecule inhibitors of Jumonji AT-rich interactive domain 1B (JARID1B) histone demethylase by a sensitive high throughput screen. J Biol Chem. 2013 Mar 29;288(13):9408-17. doi: 10.1074/jbc.M112.419861. Epub 2013 Feb 13. PubMed PMID: 23408432; PubMed Central PMCID: PMC3611010. 10: Takahashi H, Tsuritani T, de Gabory EL, Ito T, Peng WR, Igarashi K, Takeshima K, Kawaguchi Y, Morita I, Tsuchida Y, Mimura Y, Maeda K, Saito T, Watanabe K, Imamura K, Sugizaki R, Suzuki M. First demonstration of MC-EDFA-repeatered SDM transmission of 40 x 128-Gbit/s PDM-QPSK signals per core over 6,160-km 7-core MCF. Opt Express. 2013 Jan 14;21(1):789-95. doi: 10.1364/OE.21.000789. PubMed PMID: 23388971. 11: Korkmaz B, Cuez T, Buharalioglu CK, Demiryurek AT, Sahan-Firat S, Sari AN, Tunctan B. Contribution of MEK1/ERK1/2/iNOS pathway to oxidative stress and decreased caspase-3 activity in endotoxemic rats. Antiinflamm Antiallergy Agents Med Chem. 2012;11(3):243-52. PubMed PMID: 23189948. 12: Rahaman SZ, Maikap S, Das A, Prakash A, Wu YH, Lai CS, Tien TC, Chen WS, Lee HY, Chen FT, Tsai MJ, Chang LB. Enhanced nanoscale resistive switching memory characteristics and switching mechanism using high-Ge-content Ge0.5Se0.5 solid electrolyte. Nanoscale Res Lett. 2012 Nov 6;7(1):614. doi: 10.1186/1556-276X-7-614. PubMed PMID: 23130908; PubMed Central PMCID: PMC3524762. 13: Tewari RK, Prommer J, Watanabe M. Endogenous nitric oxide generation in protoplast chloroplasts. Plant Cell Rep. 2013 Jan;32(1):31-44. doi: 10.1007/s00299-012-1338-5. Epub 2012 Sep 13. PubMed PMID: 22971939. 14: Rahaman SZ, Maikap S, Tien TC, Lee HY, Chen WS, Chen FT, Kao MJ, Tsai MJ. Excellent resistive memory characteristics and switching mechanism using a Ti nanolayer at the Cu/TaOx interface. Nanoscale Res Lett. 2012 Jun 26;7(1):345. doi: 10.1186/1556-276X-7-345. PubMed PMID: 22734564; PubMed Central PMCID: PMC3436867. 15: Chung CY, Madhunapantula SV, Desai D, Amin S, Robertson GP. Melanoma prevention using topical PBISe. Cancer Prev Res (Phila). 2011 Jun;4(6):935-48. doi: 10.1158/1940-6207.CAPR-10-0202. Epub 2011 Mar 2. PubMed PMID: 21367959; PubMed Central PMCID: PMC3493621. 16: Korkmaz B, Buharalioglu K, Sahan-Firat S, Cuez T, Tuncay Demiryurek A, Tunctan B. Activation of MEK1/ERK1/2/iNOS/sGC/PKG pathway associated with peroxynitrite formation contributes to hypotension and vascular hyporeactivity in endotoxemic rats. Nitric Oxide. 2011 Apr 30;24(3):160-72. doi: 10.1016/j.niox.2011.02.004. Epub 2011 Feb 24. PubMed PMID: 21354320. 17: Cohen O, Kfir-Erenfeld S, Spokoini R, Zilberman Y, Yefenof E, Sionov RV. Nitric oxide cooperates with glucocorticoids in thymic epithelial cell-mediated apoptosis of double positive thymocytes. Int Immunol. 2009 Oct;21(10):1113-23. doi: 10.1093/intimm/dxp079. Epub 2009 Aug 19. PubMed PMID: 19692538. 18: Das A, Bortner J, Desai D, Amin S, El-Bayoumy K. The selenium analog of the chemopreventive compound S,S'-(1,4-phenylenebis[1,2-ethanediyl])bisisothiourea is a remarkable inducer of apoptosis and inhibitor of cell growth in human non-small cell lung cancer. Chem Biol Interact. 2009 Jul 15;180(2):158-64. doi: 10.1016/j.cbi.2009.03.003. Epub 2009 Mar 20. PubMed PMID: 19497413; PubMed Central PMCID: PMC3690934. 19: Tunctan B, Yaghini FA, Estes A, Malik KU. Prostaglandins inhibit cytochrome P450 4A activity and contribute to endotoxin-induced hypotension in rats via nitric oxide production. Arch Pharm Res. 2008 Jul;31(7):856-65. doi: 10.1007/s12272-001-1238-x. Epub 2008 Aug 14. PubMed PMID: 18704327; PubMed Central PMCID: PMC2684946. 20: Madhunapantula SV, Desai D, Sharma A, Huh SJ, Amin S, Robertson GP. PBISe, a novel selenium-containing drug for the treatment of malignant melanoma. Mol Cancer Ther. 2008 May;7(5):1297-308. doi: 10.1158/1535-7163.MCT-07-2267. PubMed PMID: 18483317.