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MedKoo Cat#: 561285 | Name: SM-7368
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Description:

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

SM-7368 inhibits TNF-alpha-induced MMP-9 upregulation in a concentration-dependent manner. SM-7368 strongly inhibits the TNF-alpha-induced invasion of HT1080 human fibrosarcoma cell line.

Chemical Structure

SM-7368
SM-7368
CAS#380623-76-7

Theoretical Analysis

MedKoo Cat#: 561285

Name: SM-7368

CAS#: 380623-76-7

Chemical Formula: C10H5ClN4O5S

Exact Mass: 327.9669

Molecular Weight: 328.68

Elemental Analysis: C, 36.54; H, 1.53; Cl, 10.79; N, 17.05; O, 24.34; S, 9.75

Price and Availability

Size Price Availability Quantity
1mg USD 250.00 2 Weeks
5mg USD 450.00 2 weeks
10mg USD 550.00 2 weeks
25mg USD 750.00 2 weeks
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Related CAS #
No Data
Synonym
SM-7368; SM 7368; SM7368; NF-kappaB Activation Inhibitor III
IUPAC/Chemical Name
3-Chloro-4-nitro-N-(5-nitro-1,3-thiazol-2-yl)benzamide
InChi Key
XCHLNGBTHLJLFG-UHFFFAOYSA-N
InChi Code
InChI=1S/C10H5ClN4O5S/c11-6-3-5(1-2-7(6)14(17)18)9(16)13-10-12-4-8(21-10)15(19)20/h1-4H,(H,12,13,16)
SMILES Code
O=C(NC1=NC=C([N+]([O-])=O)S1)C2=CC=C([N+]([O-])=O)C(Cl)=C2
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:
SM-7368 targets downstream of MAPK p38 activation and inhibits TNF-α-induced MMP-9 upregulation.
In vitro activity:
SM-7368 has promise for developing chemotherapies targeting TNF-alpha-mediated tumor invasion and metastasis. In HT1080 human fibrosarcoma cells, SM-7368 concentration-dependently inhibited TNF-alpha-induced MMP-9 upregulation by suppressing mRNA transcript accumulation and protein expression. Additionally, SM-7368 strongly hindered TNF-alpha-induced NF-kappaB activity without affecting AP-1 activity, leading to a significant inhibition of cell invasion. Reference: Biochem Biophys Res Commun. 2005 Oct 21;336(2):716-22. https://pubmed.ncbi.nlm.nih.gov/16140265/
In vivo activity:
To be determined
Solvent mg/mL mM comments
Solubility
DMSO 83.3 253.52
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 328.68 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
Formulation protocol:
1. Morizane Y, Thanos A, Takeuchi K, Murakami Y, Kayama M, Trichonas G, Miller J, Foretz M, Viollet B, Vavvas DG. AMP-activated protein kinase suppresses matrix metalloproteinase-9 expression in mouse embryonic fibroblasts. J Biol Chem. 2011 May 6;286(18):16030-8. doi: 10.1074/jbc.M110.199398. Epub 2011 Mar 14. PMID: 21402702; PMCID: PMC3091212. 2. Lee HY, Park KS, Kim MK, Lee T, Ryu SH, Woo KJ, Kwon TK, Bae YS. A small compound that inhibits tumor necrosis factor-alpha-induced matrix metalloproteinase-9 upregulation. Biochem Biophys Res Commun. 2005 Oct 21;336(2):716-22. doi: 10.1016/j.bbrc.2005.08.154. PMID: 16140265.
In vitro protocol:
1. Morizane Y, Thanos A, Takeuchi K, Murakami Y, Kayama M, Trichonas G, Miller J, Foretz M, Viollet B, Vavvas DG. AMP-activated protein kinase suppresses matrix metalloproteinase-9 expression in mouse embryonic fibroblasts. J Biol Chem. 2011 May 6;286(18):16030-8. doi: 10.1074/jbc.M110.199398. Epub 2011 Mar 14. PMID: 21402702; PMCID: PMC3091212. 2. Lee HY, Park KS, Kim MK, Lee T, Ryu SH, Woo KJ, Kwon TK, Bae YS. A small compound that inhibits tumor necrosis factor-alpha-induced matrix metalloproteinase-9 upregulation. Biochem Biophys Res Commun. 2005 Oct 21;336(2):716-22. doi: 10.1016/j.bbrc.2005.08.154. PMID: 16140265.
In vivo protocol:
To be determined
1: Lee HY, Park KS, Kim MK, Lee T, Ryu SH, Woo KJ, Kwon TK, Bae YS. A small compound that inhibits tumor necrosis factor-alpha-induced matrix metalloproteinase-9 upregulation. Biochem Biophys Res Commun. 2005 Oct 21;336(2):716-22. PubMed PMID: 16140265. 2: Samuel T, Fadlalla K, Gales DN, Putcha BD, Manne U. Variable NF-κB pathway responses in colon cancer cells treated with chemotherapeutic drugs. BMC Cancer. 2014 Aug 18;14:599. doi: 10.1186/1471-2407-14-599. PubMed PMID: 25134433; PubMed Central PMCID: PMC4152571. 3: Wang X, Li C, Liang A, Peng Y, Sun J, Huang D, Xu K, Ye W. Regulation of a disintegrins and metalloproteinase with thrombospondin motifs 7 during inflammation in nucleus pulposus (NP) cells: role of AP-1, Sp1 and NF-κB signaling. Inflamm Res. 2016 Dec;65(12):951-962. Epub 2016 Aug 11. PubMed PMID: 27516213. 4: Kuntz S, Kunz C, Rudloff S. Carbonyl compounds methylglyoxal and glyoxal affect interleukin-8 secretion in intestinal cells by superoxide anion generation and activation of MAPK p38. Mol Nutr Food Res. 2010 Oct;54(10):1458-67. doi: 10.1002/mnfr.200900408. PubMed PMID: 20397192. 5: Strand ME, Herum KM, Rana ZA, Skrbic B, Askevold ET, Dahl CP, Vistnes M, Hasic A, Kvaløy H, Sjaastad I, Carlson CR, Tønnessen T, Gullestad L, Christensen G, Lunde IG. Innate immune signaling induces expression and shedding of the heparan sulfate proteoglycan syndecan-4 in cardiac fibroblasts and myocytes, affecting inflammation in the pressure-overloaded heart. FEBS J. 2013 May;280(10):2228-47. doi: 10.1111/febs.12161. Epub 2013 Feb 24. PubMed PMID: 23374111. 6: Wang J, Markova D, Anderson DG, Zheng Z, Shapiro IM, Risbud MV. TNF-α and IL-1β promote a disintegrin-like and metalloprotease with thrombospondin type I motif-5-mediated aggrecan degradation through syndecan-4 in intervertebral disc. J Biol Chem. 2011 Nov 18;286(46):39738-49. doi: 10.1074/jbc.M111.264549. Epub 2011 Sep 23. PubMed PMID: 21949132; PubMed Central PMCID: PMC3220535. 7: Morizane Y, Thanos A, Takeuchi K, Murakami Y, Kayama M, Trichonas G, Miller J, Foretz M, Viollet B, Vavvas DG. AMP-activated protein kinase suppresses matrix metalloproteinase-9 expression in mouse embryonic fibroblasts. J Biol Chem. 2011 May 6;286(18):16030-8. doi: 10.1074/jbc.M110.199398. Epub 2011 Mar 14. PubMed PMID: 21402702; PubMed Central PMCID: PMC3091212. 8: Mulla MJ, Yu AG, Cardenas I, Guller S, Panda B, Abrahams VM. Regulation of Nod1 and Nod2 in first trimester trophoblast cells. Am J Reprod Immunol. 2009 Apr;61(4):294-302. doi: 10.1111/j.1600-0897.2009.00694.x. PubMed PMID: 19260860.

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