7497-07-6

Basic information

• Product Name: 3,4-Dichloro-N-(1-Methylbutyl)benza-Mide
• Synonyms: 3,4-Dichloro-N-(1-Methylbutyl)benza-Mide;NSC 405020;3,4-Dichloro-N-(1-methylbutyl)-benzamide NSC405020;NSC 405020 3,4-Dichloro-N-(1-methylbutyl)-benzamide;NSC 405020, >=98%;NSC 405020, 7497-07-6;NSC405020, 98%, MT1-MMP inhibitor
• CAS NO: 7497-07-6
• Molecular Formula: C12H15Cl2NO
• Molecular Weight: 260.1596
• EINECS: -0
• Product Categories: Inhibitors
• Mol File: 7497-07-6.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 353.7°C at 760 mmHg
• Flash Point: 167.7°C
• Appearance: /
• Density: 1.182g/cm³
• Vapor Pressure: 3.52E-05mmHg at 25°C
• Refractive Index: 1.531
• Storage Temp.: room temp
• Solubility: Soluble in DMSO (up to 25 mg/ml) or in Ethanol (up to 25 mg/ml).
• PKA: 13.38±0.46(Predicted)
• Stability: Stable for 2 years from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20°C for up to 3 months.
• CAS DataBase Reference: 3,4-Dichloro-N-(1-Methylbutyl)benza-Mide(CAS DataBase Reference)
• NIST Chemistry Reference: 3,4-Dichloro-N-(1-Methylbutyl)benza-Mide(7497-07-6)
• EPA Substance Registry System: 3,4-Dichloro-N-(1-Methylbutyl)benza-Mide(7497-07-6)

Safety Data

• Hazard Codes: Xi
• Statements: 36
• Safety Statements: 26-24/25
• RIDADR: 3077
• WGK Germany: 3
• Hazardous Substances Data: 7497-07-6(Hazardous Substances Data)

Usage

Description

3,4-Dichloro-N-(1-Methylbutyl)benza-Mide, also known as NSC-405020, is a selective and noncatalytic membrane type-1 matrix metalloproteinase (MMP14 or MT1-MMP) inhibitor. It prevents homodimerization and inhibits MMP14's protumorigenic activity in vivo without interfering with the catalytic activity of MT1-MMP or MMP-2. 3,4-Dichloro-N-(1-Methylbutyl)benza-Mide is characterized by its ability to interact with the homopexin (PEX) domain of MT1-MMP, making it a promising candidate for various pharmaceutical applications.

Uses

Used in Pharmaceutical Industry:
3,4-Dichloro-N-(1-Methylbutyl)benza-Mide is used as a selective MMP14 inhibitor for the prevention of homodimerization and inhibition of protumorigenic activity. Its application is particularly relevant in the development of targeted therapies for cancer treatment, as it can suppress bone erosion in c-Fos-deficient mouse models and decrease arsenic-mediated invasion of human squamous cell carcinoma HSC5 cells.
Used in Cancer Research:
In the field of cancer research, 3,4-Dichloro-N-(1-Methylbutyl)benza-Mide is utilized as a valuable tool for studying the role of MMP14 in tumor progression and metastasis. By inhibiting the homopexin (PEX) domain of MT1-MMP, this compound can provide insights into the molecular mechanisms underlying cancer development and help identify potential therapeutic targets for the treatment of various malignancies.
Used in Drug Development:
3,4-Dichloro-N-(1-Methylbutyl)benza-Mide is employed as a lead compound in the development of novel drugs targeting MMP14 for the treatment of cancer. Its selective inhibition of MMP14's protumorigenic activity makes it a promising starting point for the design and synthesis of new drug candidates with improved efficacy and reduced side effects.

References

1) Remacle?et al.?(2012),?Novel MT1-MMP small-molecule inhibitors based on insights into hemopexin domain function in tumor growth;? Cancer Res.,?72?2339 2) Kittaka?et al.?(2018)?Cherubism Mice Also Deficient in c-Fos Exhibit Inflammatory Bone Destruction Executed by Macrophages That Express MMP14 Despite the Absence of TRAP+ Osteoclasts?; J. Bone Miner. Res.,?33?167 3) Thang?et al.?(2014)?Bidirectional functions of arsenic as a carcinogen and an anti-cancer agent in human squamous cell carcinoma; PLoS One,?9(5)?e96945

InChI:InChI=1/C12H15Cl2NO/c1-3-4-8(2)15-12(16)9-5-6-10(13)11(14)7-9/h5-8H,3-4H2,1-2H3,(H,15,16)

Relevant articles and documents

Phytotoxicity and selectivity of homologous series of N-alkyl and N-dialkyl-3,4-dichlorbenzamides

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