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292605-14-2,MFCD09836266
Catalog No.:AA002XRU

292605-14-2 | Sb-3ct

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1mg
≥95%
in stock  
$89.00   $62.00
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5mg
in stock  
$245.00   $172.00
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10mg
99%
in stock  
$303.00   $212.00
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25mg
in stock  
$593.00   $415.00
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50mg
99%
in stock  
$892.00   $625.00
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100mg
in stock  
$1,254.00   $878.00
- +
  • Technical Information
  • Properties
  • Literature
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA002XRU
Chemical Name:
Sb-3ct
CAS Number:
292605-14-2
Molecular Formula:
C15H14O3S2
Molecular Weight:
306.3999
MDL Number:
MFCD09836266
SMILES:
O=S(=O)(c1ccc(cc1)Oc1ccccc1)CC1SC1
Properties
Computed Properties
 
Complexity:
401  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
20  
Hydrogen Bond Acceptor Count:
4  
Rotatable Bond Count:
5  
Undefined Atom Stereocenter Count:
1  
XLogP3:
3.2  

Literature

Title: Arsenic Attenuates Heparin-Binding EGF-Like Growth Factor/EGFR Signaling That Promotes Matrix Metalloprotease 9-Dependent Astrocyte Damage in the Developing Rat Brain.

Journal: Toxicological sciences : an official journal of the Society of Toxicology 20180401

Title: Mercury exposure induces cytoskeleton disruption and loss of renal function through epigenetic modulation of MMP9 expression.

Journal: Toxicology 20170701

Title: Pharmacological stabilization of intracranial aneurysms in mice: a feasibility study.

Journal: Stroke 20120901

Title: Increased MMPs expression and decreased contraction in the rat myometrium during pregnancy and in response to prolonged stretch and sex hormones.

Journal: American journal of physiology. Endocrinology and metabolism 20120701

Title: Mono-(2-ethylhexyl) phthalate (MEHP) promotes invasion and migration of human testicular embryonal carcinoma cells.

Journal: Biology of reproduction 20120501

Title: Selective water-soluble gelatinase inhibitor prodrugs.

Journal: Journal of medicinal chemistry 20111013

Title: Matrix metalloproteinase-9 controls proliferation of NG2+ progenitor cells immediately after spinal cord injury.

Journal: Experimental neurology 20111001

Title: Enzymatic degradation of adhesive-dentin interfaces produced by mild self-etch adhesives.

Journal: European journal of oral sciences 20101001

Title: Urokinase-type plasminogen activator induces BV-2 microglial cell migration through activation of matrix metalloproteinase-9.

Journal: Neurochemical research 20100701

Title: ATP induced microglial cell migration through non-transcriptional activation of matrix metalloproteinase-9.

Journal: Archives of pharmacal research 20100201

Title: Matrix metalloproteinase 2 (MMP2) inhibition: DFT and QM/MM studies of the deprotonation-initialized ring-opening reaction of the sulfoxide analogue of SB-3CT.

Journal: The journal of physical chemistry. B 20100121

Title: Active site ring-opening of a thiirane moiety and picomolar inhibition of gelatinases.

Journal: Chemical biology & drug design 20091201

Title: Synthesis, kinetic characterization and metabolism of diastereomeric 2-(1-(4-phenoxyphenylsulfonyl)ethyl)thiiranes as potent gelatinase and MT1-MMP inhibitors.

Journal: Chemical biology & drug design 20091201

Title: Inhibition of enzymatic degradation of adhesive-dentin interfaces.

Journal: Journal of dental research 20091201

Title: Matrix metalloproteinase 2 inhibition: combined quantum mechanics and molecular mechanics studies of the inhibition mechanism of (4-phenoxyphenylsulfonyl)methylthiirane and its oxirane analogue.

Journal: Biochemistry 20091020

Title: DFT studies of the ring-opening mechanism of SB-3CT, a potent inhibitor of matrix metalloproteinase 2.

Journal: Organic letters 20090618

Title: TNF alpha-mediated disruption of spermatogenesis in response to Sertoli cell injury in rodents is partially regulated by MMP2.

Journal: Biology of reproduction 20090301

Title: Specific targeting of metzincin family members with small-molecule inhibitors: progress toward a multifarious challenge.

Journal: Bioorganic & medicinal chemistry 20081001

Title: Conformational analyses of thiirane-based gelatinase inhibitors.

Journal: Bioorganic & medicinal chemistry letters 20080515

Title: Metabolism of (4-phenoxyphenylsulfonyl) methylthiirane, a selective gelatinase inhibitor.

Journal: Chemical biology & drug design 20080301

Title: Testosterone-induced matrix metalloproteinase activation is a checkpoint for neuronal addition to the adult songbird brain.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience 20080102

Title: Crystal structures of MMP-9 complexes with five inhibitors: contribution of the flexible Arg424 side-chain to selectivity.

Journal: Journal of molecular biology 20070824

Title: Effect of synthetic matrix metalloproteinase inhibitors on lipopolysaccharide-induced blood-brain barrier opening in rodents: Differences in response based on strains and solvents.

Journal: Brain research 20070216

Title: Synthesis of chiral 2-(4-phenoxyphenylsulfonylmethyl)thiiranes as selective gelatinase inhibitors.

Journal: Organic letters 20050929

Title: Matrix metalloproteinases are required for retinal ganglion cell axon guidance at select decision points.

Journal: Development (Cambridge, England) 20050801

Title: A convenient synthesis of a selective gelatinase inhibitor as an antimetastatic agent.

Journal: The Journal of organic chemistry 20040514

Title: Lee M, et al. Water-Soluble MMP-9 Inhibitor Reduces Lesion Volume after Severe Traumatic Brain Injury. ACS Chem Neurosci. 2015 Oct 21;6(10):1658-64.

Title: Stephen Brown, et al. Potent and Selective Mechanism-Based Inhibition of GelatinasesJ. Am. Chem. Soc.2000122286799-6800

Title: Bonfil RD, et al. Inhibition of human prostate cancer growth, osteolysis and angiogenesis in a bone metastasis model by a novel mechanism-based selective gelatinase inhibitor. Int J Cancer. 2006, 118(11), 2721-2726.

Title: Cui J, et al. Inhibition of MMP-9 by a selective gelatinase inhibitor protects neurovasculature from embolic focal cerebral ischemia. Mol Neurodegener. 2012, 15, 7-21.

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