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MMP-9-IN-9

CAT: 0804-HY-116302-01Size: 500 µgDry Ice: NoHazardous: No
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CAT#:0804-HY-116302-01Size:500 µg
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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Description
MMP-9-IN-9 (compound 4f) is a slective MMP-9 inhibitor with an IC50 of 5 nM. MMP-9-IN-9 shows selective for MMP-9 over MMP-1 and MMP-13. MMP-9-IN-9 shows strong anti-inflammatory and neuroprotective effects[1].
CAS Number
206549-55-5
UNSPSC
12352005
Target
MMP
Type
Reference compound
Related Pathways
Metabolic Enzyme/Protease
Applications
COVID-19-immunoregulation
Field of Research
Inflammation/Immunology; Neurological Disease
Assay Protocol
https://www.medchemexpress.com/mmp-9-in-9.html
Purity
99.26
Solubility
DMSO : 100 mg/mL (ultrasonic)
Smiles
O=C(C1=CC(CN(CC)CC)=CC(C)=C1N(S(=O)(C2=CC=C(C=C2)OC)=O)CC3=CC=CC=C3)NO
Molecular Formula
C27H33N3O5S
Molecular Weight
511.63
References & Citations
[1]Eun-Jung Lee, et al. Comparison of the Effects of Matrix Metalloproteinase Inhibitors on TNF-α Release from Activated Microglia and TNF-α Converting Enzyme Activity. Biomol Ther (Seoul) . 2014 Sep;22 (5) :414-9.|[2]J I Levin, et al. The discovery of anthranilic acid-based MMP inhibitors. Part 2: SAR of the 5-position and P1 (1) groups. Bioorg Med Chem Lett. 2001 Aug 20;11 (16) :2189-92.
Shipping Conditions
Blue Ice
Storage Conditions
-20°C, 3 years (Powder)
Scientific Category
Reference compound1
Clinical Information
No Development Reported
Isoform
MMP-1; MMP-13; MMP-9

Chemical Information

MMP9 inhibitor I

MMP9 inhibitor I is a hydroxamic acid that is N-hydroxy-3-methylbenzamide in which the the hydrogens at positions 2 and 5 have been replaced by benzyl[(4-methoxyphenyl)sulfonyl]amino and (diethylamino)methyl groups, respectively. It is a cell-permeable, potent, selective, and reversible inhibitor of matrix metallopeptidase-9 (MMP-9, EC 3.4.24.35). It has a role as an EC 3.4.24.35 (gelatinase B) inhibitor. It is a hydroxamic acid, a sulfonamide, an aromatic ether and a tertiary amino compound.

CAS Number206549-55-5
PubChem CID21310926
IUPAC Name2-[benzyl-(4-methoxyphenyl)sulfonylamino]-5-(diethylaminomethyl)-N-hydroxy-3-methylbenzamide
Molecular FormulaC27H33N3O5S
Molecular Weight511.6
XLogP3.8
Topological Polar Surface Area108
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count7
Rotatable Bond Count11
Heavy Atom Count36
Formal Charge0
Complexity771
SMILES
CCN(CC)CC1=CC(=C(C(=C1)C)N(CC2=CC=CC=C2)S(=O)(=O)C3=CC=C(C=C3)OC)C(=O)NO
InChI
InChI=1S/C27H33N3O5S/c1-5-29(6-2)18-22-16-20(3)26(25(17-22)27(31)28-32)30(19-21-10-8-7-9-11-21)36(33,34)24-14-12-23(35-4)13-15-24/h7-17,32H,5-6,18-19H2,1-4H3,(H,28,31)
InChIKey
WRNMBFWQBKEBIX-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of MMP9 inhibitor I
CAS: 206549-55-5
CID: 21310926
Formula: C27H33N3O5S
MW: 511.6
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight511.6
XLogP33.8
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count7
Rotatable Bond Count11
Exact Mass511.21409234
Monoisotopic Mass511.21409234
Topological Polar Surface Area108 Ų
Heavy Atom Count36
Formal Charge0
Complexity771
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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