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SML0041

Batimastat

Name: Batimastat
Brand: SIGMA

≥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

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Properties

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

Description

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.

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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

0000344612

0000344613

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Matrix metalloproteinases and their inhibitors in vascular remodeling and vascular disease.

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

Matrix metalloproteinase inhibitor BB-94 (batimastat) inhibits human colon tumor growth and spread in a patient-like orthotopic model in nude mice.

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

Inhibition of Pseudomonas aeruginosa secreted virulence factors reduces lung inflammation in CF mice

Sandri A, et al.

Virulence, 9(1), 1008-1018 (2018)

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Global Trade Item Number

SKU	GTIN
SML0041-25MG	04061833221617
SML0041-5MG	04061837076640