| Identification | Back Directory | [Name]
Marimastat | [CAS]
154039-60-8 | [Synonyms]
BB 2516
GI 5712
TA 2516
CS-1627
KB-R 8898
Marimastat
Marimistat
BB 2516; MARIMISTAT
Marimastat(BB-2516)
(2R,3S)-N1-((S)-3,3-diMethyl-1-(MethylaMino)-1-oxobutan-2-yl)-N4
(2R,3S)-N1-((S)-3,3-dimethyl-1-(methylamino)-1-oxobutan-2-yl)-N4,3-dihydroxy-2-isobutylsuccinamide
(2S,3R)-N4-[(1S)-2,2-Dimethyl-1-[(methylamino)carbonyl]propyl]-N1,2-dihydroxy-3-(2-methylpropyl)butanediamide
(2R,3S)-N-[(2S)-3,3-dimethyl-1-(methylamino)-1-oxobutan-2-yl]-N\',3-dihydroxy-2-(2-methylpropyl)butanediamide
Butanediamide, N4-[(1S)-2,2-dimethyl-1-[(methylamino)carbonyl]propyl]-N1,2-dihydroxy-3-(2-methylpropyl)-, (2S,3R)-
BB2516, (2S,3R)-N4-[(1S)-2,2-Dimethyl-1-[(methylamino)carbonyl] propyl]-N1,2-dihydroxy-3-(2-methylpropyl)butanediamide | [EINECS(EC#)]
251-228-4 | [Molecular Formula]
C15H29N3O5 | [MDL Number]
MFCD00866242 | [MOL File]
154039-60-8.mol | [Molecular Weight]
331.41 |
| Chemical Properties | Back Directory | [Melting point ]
148℃ | [density ]
1.140±0.06 g/cm3(Predicted) | [RTECS ]
EJ6665000 | [storage temp. ]
-20°C | [solubility ]
DMSO: ≥20mg/mL | [form ]
White solid | [pka]
9.44±0.40(Predicted) | [color ]
White to gray |
| Hazard Information | Back Directory | [Uses]
Antineoplastic (matrix metalloproteinase inhibitor). | [Definition]
ChEBI: Marimastat is a secondary carboxamide resulting from the foraml condensation of the carboxy group of (2R)-2-[(1S)-1-hydroxy-2-(hydroxyamino)-2-oxoethyl]-4-methylpentanoic acid with the alpha-amino group of N,3-dimethyl-L-valinamide. It has a role as an antineoplastic agent and a matrix metalloproteinase inhibitor. It is a secondary carboxamide and a hydroxamic acid. | [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. | [Biological Activity]
Broad spectrum inhibitor of matrix metalloprotease (MMP) (IC 50 values are 3, 5, 6, 9 and 13 nM for MMP-9, MMP-1, MMP-2, MMP-14 and MMP-7 respectively). In vivo inhibits peritoneal dissemination of human gastric cancer cells through inhibition of tumor angiogenesis. | [Biochem/physiol Actions]
Marimastat is a broad spectrum matrix metalloprotease (MMP) inhibitor | [storage]
Store at -20°C |
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