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Merck

SML0041

Sigma-Aldrich

Batimastat

≥98% (HPLC), powder, matrix metalloproteinase inhibitor

Synonym(e):

BB-94; (2R,3S)-N4-Hydroxy-N1-[(1S)-2-(methylamino)-2-oxo-1-(phenylmethyl)ethyl]-2-(2-methylpropyl)-3-[(2-thienylthio)methyl]butanediamide

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About This Item

Empirische Formel (Hill-System):
C23H31N3O4S2
CAS-Nummer:
Molekulargewicht:
477.64
MDL-Nummer:
UNSPSC-Code:
12352200
PubChem Substanz-ID:
NACRES:
NA.77

product name

Batimastat, ≥98% (HPLC)

Assay

≥98% (HPLC)

Form

powder

Farbe

white to tan

Löslichkeit

DMSO: ≥15 mg/mL

Versandbedingung

wet ice

Lagertemp.

−20°C

SMILES String

CNC(=O)[C@H](Cc1ccccc1)NC(=O)[C@H](CC(C)C)[C@H](CSc2cccs2)C(=O)NO

InChI

1S/C23H31N3O4S2/c1-15(2)12-17(18(22(28)26-30)14-32-20-10-7-11-31-20)21(27)25-19(23(29)24-3)13-16-8-5-4-6-9-16/h4-11,15,17-19,30H,12-14H2,1-3H3,(H,24,29)(H,25,27)(H,26,28)/t17-,18+,19+/m1/s1

InChIKey

XFILPEOLDIKJHX-QYZOEREBSA-N

Anwendung

Batimastat has been used to inhibit matrix metalloproteinases (MMPs) activity in various studies.

Biochem./physiol. Wirkung

Batimastat is hydroxamate-type inhibitor of matrix metalloproteinases (MMP). It inhibits the growth and spread of lung tumors, breast cancer regrowth and human colon tumor growth and spread in mouse models. Batimastat reduces MMP-mediated vascular dysfunction and vessel wall damage and enhances the sealing ability and bond strength of dental adhesives.
Batimastat is a potent, broad spectrum matrix metalloprotease (MMP) inhibitor.

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable


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X Wang et al.
Cancer research, 54(17), 4726-4728 (1994-09-01)
Matrix metalloproteinases have been implicated in the growth and spread of metastatic tumors. This role was investigated in an orthotopic transplant model of human colon cancer in nude mice using the matrix metalloproteinase inhibitor BB-94 (batimastat). Fragments of human colon
Joseph D Raffetto et al.
Biochemical pharmacology, 75(2), 346-359 (2007-08-07)
Matrix metalloproteinases (MMPs) are a family of proteolytic enzymes that degrade various components of the extracellular matrix (ECM). Members of the MMP family include collagenases, gelatinases, stromelysins, matrilysins and membrane-type MMPs. ProMMPs are cleaved into active forms that promote degradation
Ricardo L Sanz et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 38(3), 518-529 (2017-12-03)
Cell-surface molecules are dynamically regulated at the synapse to assemble and disassemble adhesive contacts that are important for synaptogenesis and for tuning synaptic transmission. Metalloproteinases dynamically regulate cellular behaviors through the processing of cell surface molecules. In the present study
Inhibition of Pseudomonas aeruginosa secreted virulence factors reduces lung inflammation in CF mice
Sandri A, et al.
Virulence, 9(1), 1008-1018 (2018)
A Almahdy et al.
Journal of dental research, 91(6), 605-611 (2012-04-21)
Matrix metalloproteinase (MMP) inhibition has been shown to reduce adhesive bond degradation when applied as a pre-conditioner, adding to clinical steps in the placement of adhesives, but their incorporation within dental adhesives has not been fully explored. This study examined

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