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MedKoo Cat#: 562595 | Name: NUN17724
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Description:

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

NUN17724, also known as 1T4J, FRJ and PTP1B-IN-2, is a PTP1B allosteric inhibitor. NUN17724 was first reported in Nature Structural & Molecular Biology (2004), 11(8), 730-737 (Copmpound 3). This product has no formal name at the moment. For the convenience of communication, a temporal code name was therefore proposed according to MedKoo Chemical Nomenclature (see web page: https://www.medkoo.com/page/naming).

Chemical Structure

NUN17724
NUN17724
CAS#765317-72-4

Theoretical Analysis

MedKoo Cat#: 562595

Name: NUN17724

CAS#: 765317-72-4

Chemical Formula: C26H19Br2N3O7S3

Exact Mass: 738.8752

Molecular Weight: 741.44

Elemental Analysis: C, 42.12; H, 2.58; Br, 21.55; N, 5.67; O, 15.10; S, 12.97

Price and Availability

Size Price Availability Quantity
5mg USD 150.00 Ready to ship
50mg USD 750.00 2 Weeks
1g USD 4,250.00 2 Weeks
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Related CAS #
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Synonym
FRJ; PTP1B-IN-2; PTP1B IN 2; PTP1BIN2; PTP1B inhibitor 2; PTP1B-inhibitor-2; NUN17724; NUN-17724; NUN 17724; 1T4J;
IUPAC/Chemical Name
3-(3,5-dibromo-4-hydroxybenzoyl)-2-ethyl-N-[4-[(2-thiazolylamino)sulfonyl]phenyl]-6-benzofuransulfonamide
InChi Key
SXKBTDJJEQQEGE-UHFFFAOYSA-N
InChi Code
InChI=1S/C26H19Br2N3O7S3/c1-2-21-23(24(32)14-11-19(27)25(33)20(28)12-14)18-8-7-17(13-22(18)38-21)41(36,37)30-15-3-5-16(6-4-15)40(34,35)31-26-29-9-10-39-26/h3-13,30,33H,2H2,1H3,(H,29,31)
SMILES Code
O=S(C1=CC=C2C(C(C3=CC(Br)=C(O)C(Br)=C3)=O)=C(CC)OC2=C1)(NC4=CC=C(S(=O)(NC5=NC=CS5)=O)C=C4)=O
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
Certificate of Analysis
View CoA: current batch, Lot#A22O09B19
Safety Data Sheet (SDS)
View Safety Data Sheet (SDS)
Instruction
View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 741.44 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
1: Zhu Y, Yu J, Gong J, Shen J, Ye D, Cheng D, Xie Z, Zeng J, Xu K, Shen J, Zhou H, Weng Y, Pan J, Zhan R. PTP1B inhibitor alleviates deleterious microglial activation and neuronal injury after ischemic stroke by modulating the ER stress-autophagy axis via PERK signaling in microglia. Aging (Albany NY). 2021 Jan 20;13(3):3405-3427. doi: 10.18632/aging.202272. Epub 2021 Jan 20. PMID: 33495405; PMCID: PMC7906217. 2: Luo J, Hou Y, Xie M, Ma W, Shi D, Jiang B. CYC31, A Natural Bromophenol PTP1B Inhibitor, Activates Insulin Signaling and Improves Long Chain-Fatty Acid Oxidation in C2C12 Myotubes. Mar Drugs. 2020 May 19;18(5):267. doi: 10.3390/md18050267. PMID: 32438641; PMCID: PMC7281472. 3: Carmona S, Brunel JM, Bonier R, Sbarra V, Robert S, Borentain P, Lombardo D, Mas E, Gerolami R. A squalamine derivative, NV669, as a novel PTP1B inhibitor: in vitro and in vivo effects on pancreatic and hepatic tumor growth. Oncotarget. 2019 Nov 19;10(62):6651-6667. doi: 10.18632/oncotarget.27286. PMID: 31803360; PMCID: PMC6877102. 4: Shi T, Wijeratne EMK, Solano C, Ambrose AJ, Ross AB, Norwood C, Orido CK, Grigoryan T, Tillotson J, Kang M, Luo G, Keegan BM, Hu W, Blagg BSJ, Zhang DD, Gunatilaka AAL, Chapman E. An Isoform-Selective PTP1B Inhibitor Derived from Nitrogen-Atom Augmentation of Radicicol. Biochemistry. 2019 Jul 30;58(30):3225-3231. doi: 10.1021/acs.biochem.9b00499. Epub 2019 Jul 18. PMID: 31298844. 5: Yang Z , Wu F , He Y , Zhang Q , Zhang Y , Zhou G , Yang H , Zhou P . A novel PTP1B inhibitor extracted from Ganoderma lucidum ameliorates insulin resistance by regulating IRS1-GLUT4 cascades in the insulin signaling pathway. Food Funct. 2018 Jan 24;9(1):397-406. doi: 10.1039/c7fo01489a. PMID: 29215104. 6: Xu Q, Luo J, Wu N, Zhang R, Shi D. BPN, a marine-derived PTP1B inhibitor, activates insulin signaling and improves insulin resistance in C2C12 myotubes. Int J Biol Macromol. 2018 Jan;106:379-386. doi: 10.1016/j.ijbiomac.2017.08.042. Epub 2017 Aug 12. PMID: 28811203. 7: Xu X, Guo Y, Zhao J, He S, Wang Y, Lin Y, Wang N, Liu Q. Punicalagin, a PTP1B inhibitor, induces M2c phenotype polarization via up-regulation of HO-1 in murine macrophages. Free Radic Biol Med. 2017 Sep;110:408-420. doi: 10.1016/j.freeradbiomed.2017.06.014. Epub 2017 Jul 8. PMID: 28690198. 8: Bongard RD, Lepley M, Thakur K, Talipov MR, Nayak J, Lipinski RAJ, Bohl C, Sweeney N, Ramchandran R, Rathore R, Sem DS. Serendipitous discovery of light- induced (In Situ) formation of an Azo-bridged dimeric sulfonated naphthol as a potent PTP1B inhibitor. BMC Biochem. 2017 May 31;18(1):10. doi: 10.1186/s12858-017-0083-3. PMID: 28569147; PMCID: PMC5452347. 9: Wang Y, Yan F, Ye Q, Wu X, Jiang F. PTP1B inhibitor promotes endothelial cell motility by activating the DOCK180/Rac1 pathway. Sci Rep. 2016 Apr 7;6:24111. doi: 10.1038/srep24111. PMID: 27052191; PMCID: PMC4823726. 10: Luo DQ, Liu ZQ, Liu T, Chen C, Li MY, Wang ZY, Chen RS, Wei GX, Wang XY. Data in support of fumosorinone, a novel PTP1B inhibitor, activates insulin signaling in insulin-resistance HepG2 cells and shows anti-diabetic effect in diabetic KKAy mice. Data Brief. 2015 Apr 1;4:159-61. doi: 10.1016/j.dib.2015.03.006. PMID: 26217781; PMCID: PMC4510368. 11: Liu ZQ, Liu T, Chen C, Li MY, Wang ZY, Chen RS, Wei GX, Wang XY, Luo DQ. Fumosorinone, a novel PTP1B inhibitor, activates insulin signaling in insulin- resistance HepG2 cells and shows anti-diabetic effect in diabetic KKAy mice. Toxicol Appl Pharmacol. 2015 May 15;285(1):61-70. doi: 10.1016/j.taap.2015.03.011. Epub 2015 Mar 18. PMID: 25796170. 12: Qin Z, Pandey NR, Zhou X, Stewart CA, Hari A, Huang H, Stewart AF, Brunel JM, Chen HH. Functional properties of Claramine: a novel PTP1B inhibitor and insulin-mimetic compound. Biochem Biophys Res Commun. 2015 Feb 27;458(1):21-7. doi: 10.1016/j.bbrc.2015.01.040. Epub 2015 Jan 24. PMID: 25623533. 13: Tang YB, Liu JZ, Zhang SE, Du X, Nie F, Tian JY, Ye F, Huang K, Hu JP, Li Y, Xiao Z. 3-Phenylpropanoic acid-based phosphotyrosine (pTyr) mimetics: hit evolution to a novel orally active protein tyrosine phosphatase 1B (PTP1B) inhibitor. ChemMedChem. 2014 May;9(5):918-21. doi: 10.1002/cmdc.201400007. Epub 2014 Mar 18. PMID: 24644278. 14: Reddy MV, Ghadiyaram C, Panigrahi SK, Krishnamurthy NR, Hosahalli S, Chandrasekharappa AP, Manna D, Badiger SE, Dubey PK, Mangamoori LN. X-ray structure of PTP1B in complex with a new PTP1B inhibitor. Protein Pept Lett. 2014;21(1):90-3. doi: 10.2174/09298665113209990089. PMID: 23964742. 15: Liang LF, Kurtán T, Mándi A, Yao LG, Li J, Zhang W, Guo YW. Unprecedented diterpenoids as a PTP1B inhibitor from the Hainan soft coral Sarcophyton trocheliophorum Marenzeller. Org Lett. 2013 Jan 18;15(2):274-7. doi: 10.1021/ol303110d. Epub 2012 Dec 28. PMID: 23273218. 16: Choi YJ, Park SY, Kim JY, Won KC, Kim BR, Son JK, Lee SH, Kim YW. Combined treatment of betulinic acid, a PTP1B inhibitor, with Orthosiphon stamineus extract decreases body weight in high-fat-fed mice. J Med Food. 2013 Jan;16(1):2-8. doi: 10.1089/jmf.2012.2384. Epub 2012 Dec 20. PMID: 23256448. 17: Choi YH, Zhou W, Oh J, Choe S, Kim DW, Lee SH, Na M. Rhododendric acid A, a new ursane-type PTP1B inhibitor from the endangered plant Rhododendron brachycarpum G. Don. Bioorg Med Chem Lett. 2012 Oct 1;22(19):6116-9. doi: 10.1016/j.bmcl.2012.08.029. Epub 2012 Aug 14. PMID: 22940448. 18: Wang CD, Teng BS, He YM, Wu JS, Pan D, Pan LF, Zhang D, Fan ZH, Yang HJ, Zhou P. Effect of a novel proteoglycan PTP1B inhibitor from Ganoderma lucidum on the amelioration of hyperglycaemia and dyslipidaemia in db/db mice. Br J Nutr. 2012 Dec 14;108(11):2014-25. doi: 10.1017/S0007114512000153. Epub 2012 Mar 27. PMID: 22453054. 19: Heiss EH, Baumgartner L, Schwaiger S, Heredia RJ, Atanasov AG, Rollinger JM, Stuppner H, Dirsch VM. Ratanhiaphenol III from Ratanhiae radix is a PTP1B inhibitor. Planta Med. 2012 May;78(7):678-81. doi: 10.1055/s-0031-1298242. Epub 2012 Feb 3. PMID: 22307937; PMCID: PMC3523387. 20: Ma YM, Tao RY, Liu Q, Li J, Tian JY, Zhang XL, Xiao ZY, Ye F. PTP1B inhibitor improves both insulin resistance and lipid abnormalities in vivo and in vitro. Mol Cell Biochem. 2011 Nov;357(1-2):65-72. doi: 10.1007/s11010-011-0876-4. Epub 2011 May 21. PMID: 21603884.