ChemicalBook > CAS DataBase List > AcetaMide, N-hydroxy-2-[[(4-Methoxyphenyl)sulfonyl](2-Methylpropyl)aMino]-

AcetaMide, N-hydroxy-2-[[(4-Methoxyphenyl)sulfonyl](2-Methylpropyl)aMino]-

Product Name
AcetaMide, N-hydroxy-2-[[(4-Methoxyphenyl)sulfonyl](2-Methylpropyl)aMino]-
CAS No.
161314-17-6
Chemical Name
AcetaMide, N-hydroxy-2-[[(4-Methoxyphenyl)sulfonyl](2-Methylpropyl)aMino]-
Synonyms
NNGH, Matrix metalloprotease (MMP) inhibitor;MMP-3 Inhibitor II - CAS 161314-17-6 - Calbiochem;MMP Inhibitor Set I - CAS 161314-17-6 - Calbiochem;N-Hydroxy-2-((N-isobutyl-4-methoxyphenyl)sulfonamido)acetamide;N-hydroxy-2-[N-(2-methylpropyl)-4-methoxybenzenesulfonamido]acetamide;N-hydroxy-2-[(4-methoxyphenyl)sulfonyl-(2-methylpropyl)amino]acetamide;AcetaMide, N-hydroxy-2-[[(4-Methoxyphenyl)sulfonyl](2-Methylpropyl)aMino]-
CBNumber
CB02639480
Molecular Formula
C13H20N2O5S
Formula Weight
316.37
MOL File
161314-17-6.mol
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AcetaMide, N-hydroxy-2-[[(4-Methoxyphenyl)sulfonyl](2-Methylpropyl)aMino]- Property

Melting point:
125-126 °C
Density 
1.271±0.06 g/cm3(Predicted)
storage temp. 
2-8°C
solubility 
DMSO: soluble15mg/mL, clear
form 
White solid
pka
8.98±0.20(Predicted)
color 
white to beige
Stability:
Stable for 1 year from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20°C for up to 3 months.
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Safety

WGK Germany 
3
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
444225
Product name
MMP-3 Inhibitor II
Packaging
5mg
Price
$139
Updated
2025/07/31
Cayman Chemical
Product number
16886
Product name
NNGH
Purity
≥99%
Packaging
1mg
Price
$37
Updated
2024/03/01
Cayman Chemical
Product number
16886
Product name
NNGH
Purity
≥99%
Packaging
5mg
Price
$64
Updated
2024/03/01
Sigma-Aldrich
Product number
SML0584
Product name
NNGH
Purity
≥98% (HPLC)
Packaging
5mg
Price
$114
Updated
2025/07/31
Sigma-Aldrich
Product number
SML0584
Product name
NNGH
Purity
≥98% (HPLC)
Packaging
25mg
Price
$303
Updated
2025/07/31
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AcetaMide, N-hydroxy-2-[[(4-Methoxyphenyl)sulfonyl](2-Methylpropyl)aMino]- Chemical Properties,Usage,Production

Description

NNGH is a cell-permeable, broad-spectrum inhibitor of matrix metalloproteinases (MMPs). It blocks the activity of MMP-8, -9, -12, -13, and -20 with Ki values of 9, 2.6, 4.3, 3.1, and 17 nM, respectively. It also inhibits MMP-1, -3, -7, and -10 with Ki values of 0.17, 0.13, 13, and 0.1 μM, respectively. It is commonly used to study the role of MMP-3 (stromelysin 1) in biological systems.

Uses

MMP-3 Inhibitor II is a cell-permeable, broad-spectrum inhibitor of matrix metalloproteinases (MMPs). It blocks the activity of MMP-8, -9, -12, -13, and -20 with Ki values of 9, 2.6, 4.3, 3.1, and 17 nM, respectively. It also inhibits MMP-1, -3, -7, and -10 with Ki values of 0.17, 0.13, 13, and 0.1 μM, respectively. It is commonly used to study the role of MMP-3 (stromelysin 1) in biological systems.[Cayman Chemical]

Uses

NNGH acts as a matrix metalloproteinase (MMP) inhibitor affecting the degredation of all the components of the extracellular matrix. Thought to be crucial for agressive processes tumor metastasis and angiogenesis.

General Description

Contains 5 mg each of MMP-2/MMP-9 Inhibitor I (Cat. No. 444241) and MMP-3 Inhibitor II (Cat. No. 444225), and 1 mg each of GM 6001 (Cat. No. 364205), GM 6001, Negative Control (Cat. No. 364210), and MMP-8 Inhibitor I (Cat. No. 444237).

Biochem/physiol Actions

Primary TargetMMP

in vitro

previous study found that nngh was one of the most prominent representatives of a family of nanomolar inhibitors for some mmps. in addition, the x-ray structure of the nngh-mmp-12 complex showed that the interaction of nngh with the active site of the enzyme involved the binding of the hydroxamic functional group to the catalytic zn ion and the binding of the aromatic group to the s1 subsite [1].

in vivo

previous animal study found that the repeated administration of nngh to wt mice was able to block the mmp-3 levels, which could reduce the number of adherent retinal leukocytes by 60% as compared to vehicle-treated mice. in addition, the administration of nngh could even lead to a more pronounced decrease in leukocyte adhesion and the treatment of mmp-3-/- mice with nngh showed a reduced hypothermic response as compared to vehicle-injected mmp-3-/- mice [2].

References

[1] LAWRENCE J. MACPHERSON. Discovery of CGS 27023A, a Non-Peptidic, Potent, and Orally Active Stromelysin Inhibitor That Blocks Cartilage Degradation in Rabbits[J]. Journal of Medicinal Chemistry, 1997, 40 16: 2525-2532. DOI:10.1021/jm960871c
[2] ARCO Y. JENG ∗  David T P  Mary Chou. Sulfonamide-based hydroxamic acids as potent inhibitors of mouse macrophage metalloelastase[J]. Bioorganic & Medicinal Chemistry Letters, 1998, 8 8: Pages 897-902. DOI:10.1016/s0960-894x(98)00142-5
[3] C.A. CHRISTIANSON . Spinal matrix metalloproteinase 3 mediates inflammatory hyperalgesia via a tumor necrosis factor-dependent mechanism[J]. Neuroscience, 2012, 200: Pages 199-210. DOI:10.1016/j.neuroscience.2011.10.019

AcetaMide, N-hydroxy-2-[[(4-Methoxyphenyl)sulfonyl](2-Methylpropyl)aMino]- Preparation Products And Raw materials

Raw materials

Preparation Products

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AcetaMide, N-hydroxy-2-[[(4-Methoxyphenyl)sulfonyl](2-Methylpropyl)aMino]- Suppliers

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161314-17-6, AcetaMide, N-hydroxy-2-[[(4-Methoxyphenyl)sulfonyl](2-Methylpropyl)aMino]-Related Search:


  • AcetaMide, N-hydroxy-2-[[(4-Methoxyphenyl)sulfonyl](2-Methylpropyl)aMino]-
  • N-hydroxy-2-[(4-methoxyphenyl)sulfonyl-(2-methylpropyl)amino]acetamide
  • MMP Inhibitor Set I - CAS 161314-17-6 - Calbiochem
  • MMP-3 Inhibitor II - CAS 161314-17-6 - Calbiochem
  • N-hydroxy-2-[N-(2-methylpropyl)-4-methoxybenzenesulfonamido]acetamide
  • NNGH, Matrix metalloprotease (MMP) inhibitor
  • N-Hydroxy-2-((N-isobutyl-4-methoxyphenyl)sulfonamido)acetamide
  • 161314-17-6