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444289

Sigma-Aldrich

Marimastat

An orally active peptidyl hydroxamate-based broad-spectrum MMP inhibitor that targets both the substrate binding site and the active-site Zn2+.

Synonym(s):

Marimastat, (2S,3R)-N⁴-((1S)-2,2-Dimethyl-1-((methylamino)carbonyl)propyl)-N¹,2-hydroxy-3-(2-methylpropyl)butanediamide, BB-2516

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About This Item

Empirical Formula (Hill Notation):
C15H29N3O5
CAS Number:
154039-60-8
Molecular Weight:
331.41
MDL number:
MFCD00866242
UNSPSC Code:
12352200
NACRES:
NA.77
Pricing and availability is not currently available.

Quality Level

100

Assay

≥98% (NMR)

form

solid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze
protect from light

color

white

solubility

DMSO: 15 mg/mL

shipped in

ambient

storage temp.

2-8°C

SMILES string

N(O)C(=O)[C@@H](O)[C@@H](CC(C)C)C(=O)N[C@@H](C(C)(C)C)C(=O)NC

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This Item
8.202424193628.20248
Di-tert-butyl disulfide for synthesis

8.20243

Di-tert-butyl disulfide

Dibutyl disulfide for synthesis

8.20242

Dibutyl disulfide

Di-tert-butyl N,N-diisopropylphosphoramidite 95%

419362

Di-tert-butyl N,N-diisopropylphosphoramidite

Di-tert-butyl peroxide for synthesis

8.20248

Di-tert-butyl peroxide

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

200

density

0.93 g/cm3 at 20 °C

density

0.94 g/cm3 at 20 °C

density

0.879 g/mL at 25 °C (lit.)

density

0.80 g/cm3 at 20 °C

form

liquid

form

liquid

form

liquid

form

liquid

mp

-5 °C

mp

-94 °C

mp

-

mp

-40 °C

storage temp.

2-30°C

storage temp.

2-30°C

storage temp.

2-8°C

storage temp.

15-25°C

General description

An orally active peptidyl hydroxamate-based broad-spectrum MMP inhibitor (IC50 in nM = 5, 6, 200, 20, 2, 1.8 and 3.8 for MMP-1, -2, -3, -7, -8, -14 and TACE, respectively) that targets both the substrate binding site and the active-site Zn2+. Marimastate is widely used in studying the involvement of MMPs in various cellular and pathological processes both in vitro and in vivo.

Packaging

Packaged under inert gas

Warning

Toxicity: Standard Handling (A)

Reconstitution

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 6 months at -20°C.

Other Notes

Hansen, H.P., et al. 2002. Int. J. Cancer98, 210.
Tsuji, F., et al. 2002. Cytokine17, 294.
Barlaam, B., et al. 1999. J. Med. Chem.42, 4890.
Whittaker, M., et al. 1999. Chem. Rev.99, 2735.
Rasmussen, H.S., and McCann, P.P. 1997. Pharmacol. Ther.75, 69.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany
This page may contain text that has been machine translated.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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