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192329-42-3,MFCD08690607
Catalog No.:AA002FRY

192329-42-3 | Prinomastat

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1mg
≥95%
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$43.00   $30.00
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5mg
≥95%
in stock  
$180.00   $126.00
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10mg
≥95%
in stock  
$339.00   $237.00
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25mg
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  • Technical Information
  • Properties
  • Literature
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA002FRY
Chemical Name:
Prinomastat
CAS Number:
192329-42-3
Molecular Formula:
C18H21N3O5S2
Molecular Weight:
423.5064
MDL Number:
MFCD08690607
SMILES:
ONC(=O)[C@@H]1N(CCSC1(C)C)S(=O)(=O)c1ccc(cc1)Oc1ccncc1
Properties
Computed Properties
 
Complexity:
638  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
1  
Heavy Atom Count:
28  
Hydrogen Bond Acceptor Count:
8  
Hydrogen Bond Donor Count:
2  
Rotatable Bond Count:
5  
XLogP3:
1.5  

Literature

Title: Crystal structure of human cytochrome P450 2D6 with prinomastat bound.

Journal: The Journal of biological chemistry 20120330

Title: Profiling of a prescription drug library for potential renal drug-drug interactions mediated by the organic cation transporter 2.

Journal: Journal of medicinal chemistry 20110714

Title: A high throughput screen identifies chemical modulators of the laminin-induced clustering of dystroglycan and aquaporin-4 in primary astrocytes.

Journal: PloS one 20110101

Title: Hydroxamates: relationships between structure and plasma stability.

Journal: Journal of medicinal chemistry 20091112

Title: Inhibition of gelatinase activity reduces neural injury in an ex vivo model of hypoxia-ischemia.

Journal: Neuroscience 20090602

Title: Current perspective of TACE inhibitors: a review.

Journal: Bioorganic & medicinal chemistry 20090115

Title: Delayed administration of a matrix metalloproteinase inhibitor limits progressive brain injury after hypoxia-ischemia in the neonatal rat.

Journal: Journal of neuroinflammation 20080101

Title: Specific inhibition of autoimmune T cell transmigration contributes to beta cell functionality and insulin synthesis in non-obese diabetic (NOD) mice.

Journal: The Journal of biological chemistry 20071102

Title: Neutralization of the haemorrhagic activities of viperine snake venoms and venom metalloproteinases using synthetic peptide inhibitors and chelators.

Journal: Toxicon : official journal of the International Society on Toxinology 20070401

Title: Synthesis and in vitro evaluation of targeted tetracycline derivatives: effects on inhibition of matrix metalloproteinases.

Journal: Bioorganic & medicinal chemistry 20070315

Title: Pharmacologic and genetic manipulation of MMP-2 and -9 affects retinal neovascularization in rodent models of OIR.

Journal: Investigative ophthalmology & visual science 20070201

Title: Rapid vascular regrowth in tumors after reversal of VEGF inhibition.

Journal: The Journal of clinical investigation 20061002

Title: Amber force field implementation, molecular modelling study, synthesis and MMP-1/MMP-2 inhibition profile of (R)- and (S)-N-hydroxy-2-(N-isopropoxybiphenyl-4-ylsulfonamido)-3-methylbutanamides.

Journal: Bioorganic & medicinal chemistry 20060615

Title: Cyclic mechanical strain-induced proliferation and migration of human airway smooth muscle cells: role of EMMPRIN and MMPs.

Journal: FASEB journal : official publication of the Federation of American Societies for Experimental Biology 20050901

Title: Phase III study of matrix metalloproteinase inhibitor prinomastat in non-small-cell lung cancer.

Journal: Journal of clinical oncology : official journal of the American Society of Clinical Oncology 20050201

Title: Protease inhibitors in the clinic.

Journal: Medicinal chemistry (Shariqah (United Arab Emirates)) 20050101

Title: Cartilage degradation independent of MMP/aggrecanases.

Journal: Osteoarthritis and cartilage 20041201

Title: The effect of prinomastat (AG3340), a potent inhibitor of matrix metalloproteinase, on a new animal model of epiretinal membrane.

Journal: Retina (Philadelphia, Pa.) 20041001

Title: Preventive versus treatment effect of AG3340, a potent matrix metalloproteinase inhibitor in a rat model of choroidal neovascularization.

Journal: Journal of ocular pharmacology and therapeutics : the official journal of the Association for Ocular Pharmacology and Therapeutics 20040601

Title: Receptor flexibility in the in silico screening of reagents in the S1' pocket of human collagenase.

Journal: Journal of medicinal chemistry 20040520

Title: The matrix metalloproteinase inhibitor prinomastat enhances photodynamic therapy responsiveness in a mouse tumor model.

Journal: Cancer research 20040401

Title: Evaluation of P1'-diversified phosphinic peptides leads to the development of highly selective inhibitors of MMP-11.

Journal: Journal of medicinal chemistry 20040115

Title: Stereospecific synthesis of 5-substituted 2-bisarylthiocyclopentane carboxylic acids as specific matrix metalloproteinase inhibitors.

Journal: Journal of medicinal chemistry 20030828

Title: Prinomastat, a hydroxamate inhibitor of matrix metalloproteinases, has a complex effect on migration of breast carcinoma cells.

Journal: International journal of cancer 20030501

Title: Mechanical stretch induces MMP-2 release and activation in lung endothelium: role of EMMPRIN.

Journal: American journal of physiology. Lung cellular and molecular physiology 20030301

Title: [Matrix metalloproteinases and atherosclerosis. Therapeutic aspects].

Journal: Annales de biologie clinique 20030101

Title: Protease inhibitors: synthesis of matrix metalloproteinase and bacterial collagenase inhibitors incorporating 5-amino-2-mercapto-1,3,4-thiadiazole zinc binding functions.

Journal: Bioorganic & medicinal chemistry letters 20021007

Title: Processing of integrin alpha(v) subunit by membrane type 1 matrix metalloproteinase stimulates migration of breast carcinoma cells on vitronectin and enhances tyrosine phosphorylation of focal adhesion kinase.

Journal: The Journal of biological chemistry 20020322

Title: Phenoxyphenyl sulfone N-formylhydroxylamines (retrohydroxamates) as potent, selective, orally bioavailable matrix metalloproteinase inhibitors.

Journal: Journal of medicinal chemistry 20020103

Title: Efficacy of Prinomastat) (AG3340), a matrix metalloprotease inhibitor, in treatment of retinal neovascularization.

Journal: Current eye research 20020101

Title: Imaging metalloproteinase activity in vivo.

Journal: Nature medicine 20010601

Title: Evaluation of intraocular pharmacokinetics and toxicity of prinomastat (AG3340) in the rabbit.

Journal: Journal of ocular pharmacology and therapeutics : the official journal of the Association for Ocular Pharmacology and Therapeutics 20010601

Title: Development of matrix metalloproteinase inhibitors in cancer therapy.

Journal: Journal of the National Cancer Institute 20010207

Title: HIV-1 Tat neurotoxicity is prevented by matrix metalloproteinase inhibitors.

Journal: Annals of neurology 20010201

Title: The effect of prinomastat (AG3340), a synthetic inhibitor of matrix metalloproteinases, on posttraumatic proliferative vitreoretinopathy.

Journal: Ophthalmic research 20010101

Title: Therapeutic angiogenesis inhibitors in the treatment of cancer.

Journal: Advances in internal medicine 20010101

Title: Prinomastat, a hydroxamate-based matrix metalloproteinase inhibitor. A novel pharmacological approach for tissue remodelling-related diseases.

Journal: Expert opinion on investigational drugs 20000901

Title: Protease inhibitors: current status and future prospects.

Journal: Journal of medicinal chemistry 20000210

Title: Broad antitumor and antiangiogenic activities of AG3340, a potent and selective MMP inhibitor undergoing advanced oncology clinical trials.

Journal: Annals of the New York Academy of Sciences 19990630

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