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Merck
CN

SML0041

Batimastat

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

Synonym(s):

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

Empirical Formula (Hill Notation):
C23H31N3O4S2
CAS Number:
130370-60-4
Molecular Weight:
477.64
UNSPSC Code:
12352200
PubChem Substance ID:
329825111
NACRES:
NA.77
MDL number:
MFCD00866533
Assay:
≥98% (HPLC)
Form:
powder
Quality level:
100

Key Documents

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Product Name

Batimastat, ≥98% (HPLC)

Quality Level

100

assay

≥98% (HPLC)

form

powder

color

white to tan

solubility

DMSO: ≥15 mg/mL

shipped in

wet ice

storage temp.

−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

InChI key

XFILPEOLDIKJHX-QYZOEREBSA-N

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Application

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

Biochem/physiol Actions

Batimastat is a potent, broad spectrum matrix metalloprotease (MMP) inhibitor.
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.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000438276
0000438276
0000344612
0000344613
0000344613

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Ursula Mirastschijski et al.
Wound repair and regeneration : official publication of the Wound Healing Society [and] the European Tissue Repair Society, 18(2), 223-234 (2010-04-23)
The ability to regulate wound contraction is critical for wound healing as well as for pathological contractures. Matrix metalloproteinases (MMPs) have been demonstrated to be obligatory for normal wound healing. This study examined the effect that the broad-spectrum MMP inhibitor
S100A4 elevation empowers expression of metastasis effector molecules in human breast cancer
Ismail TM, et al.
Cancer Research, 77(3), 780-789 (2017)
Crotalus atrox disintegrin reduces hemorrhagic transformation by attenuating matrix metalloproteinase-9 activity after middle cerebral artery occlusion in hyperglycemic male rats
McBride DW, et al.
Journal of Neuroscience Research (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
M M Bildt et al.
Journal of periodontal research, 44(2), 266-274 (2008-11-01)
Orthodontic tooth movement requires remodeling of the periodontal tissues. The matrix metalloproteinases (MMPs) degrade the extracellular matrix components of the periodontal ligament, while the tissue inhibitors of metalloproteinases (TIMPs) control their activity. Synthetic MMP inhibitors have been developed to inhibit
View All Related Papers

Global Trade Item Number

SKUGTIN
SML0041-25MG04061833221617
SML0041-5MG04061837076640

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