Prinomastat

Prinomastat
  • CAS No.:192329-42-3
Other grades of this product :
Prinomastat Basic information
Product Name:Prinomastat
Synonyms:(S)-2,2-DIMETHYL-N-HYDROXY-4-[4-(4-PYRIDYLOXY)PHENYLSULFONYL]-1,4-THIAZINANE-3-CARBOXAMIDE;3-Thiomorpholinecarboxamide, N-hydroxy-2,2-dimethyl-4-((4-(4-pyridinyloxy)phenyl)sulfonyl)-, (S)-;Ag 3340;Ag3340;Ag-3340;KB-R 9896;(S)-2,2-Dimethyl-4-((p-(4-pyridyloxy)phenyl)sulfonyl)-3-thiomorpholinecarbohydroxamic acid hydrochloride;AG 3340 hydrochloride
CAS:192329-42-3
MF:C18H21N3O5S2
MW:423.51
EINECS:
Product Categories:
Mol File:192329-42-3.mol
Prinomastat Chemical Properties
Melting point 149.8°
storage temp. room temp
solubility H2O: soluble15mg/mL (clear solution)
form powder
color white to beige
Safety Information
Hazard Codes T
Risk Statements 60-61
Safety Statements 53-45
WGK Germany 3
MSDS Information
Prinomastat Usage And Synthesis
UsesTreatment of HaCaT-ras A-5RT3 tumor xenografts with Prinomastat (Ag3340) for 6 days strongly reduces tumor invasion and vascularization. Prinomastat is also a broad spectrum MMP inhibitor
UsesPrinomastat hydrochloride has been used as an antagonist for metalloproteinases (MMPs) in Crotalus atrox venom samples and mouse embryo cultures. It may be used as a MMP-2 inhibitor in HepG2 cells.
UsesAntineoplastic; antiangiogenic; treatment for retinal and subfoveal choroidal neovascularization (matrix metalloproteinase inhibitor).
General DescriptionPrinomastat comprises hydroxamic acid group and chelates with zinc ion.
Biochem/physiol ActionsPrinomastat is a matrix metalloprotease (MMP) inhibitor with selectivity for MMPs 2, 3, 9, 13, and 14. Inhibition of these MMPs has been postulated to block tumor invasion and metastasis. It is extremely potent at MMP-3 and MMP-2 with IC50s, 30 pM & 50 pM, respectively.
Enzyme inhibitorC113282), also known as AG3340, inhibits a number of matrix metalloproteinases, including collagenase-3 (Ki = 38 pM), gelatinase A (Ki = 83 pM), stromelysin 1 (Ki = 0.27 nM), and interstitial collagenase (Ki = 8.2 nM). Note that both the 3- and 4-pyridyl structures have been reported for prinomastat; however, the 4-analogue is the original structure reported for this inhibitor. Target(s): ADAM 17 endopeptidase, or tumor necrosis factor-a converting enzyme, or TACE; ADAMTS-4 endopeptidase, or aggrecanase; collagenase-3; gelatinase A; gelatinase B; interstitial collagenase; matrilysin; membrane-type matrix metalloproteinase-1, or matrix metalloproteinase 14; and stromelysin 1.
Prinomastat Preparation Products And Raw materials

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