Marimastat

Marimastat is a broad-spectrum matrix metalloproteinase (MMP) inhibitor (IC50s = 5, 6, 230, 16, and 3 nM for MMP-1, MMP-2, MMP-3, MMP-7, and MMP-9, respectively). It also binds to a recombinantly expressed catalytic domain of human MMP-14 (MMP-14cat, Ki = 2.1 nM) and inhibits gelatinases (IC50s = 3-6 nM), fibroblast collagenase (IC50 = 5 nM), and matrylisin (IC50 = 16 nM). It inhibits peritoneal dissemination of implanted human gastric carcinoma TMK-1 cells in nude mice (18 mg/kg per day) but does not affect TMK-1 viability in vitro, providing only 2.64% inhibition when used at a concentration of 10 µM. Marimastat inhibits lymph node metastasis in an oral squamous cell carcinoma (OSCC) OSC-19 mouse xenograft model (30 mg/kg per day). It also delays tumor growth of human head and neck squamous cell SCC-1 xenografts in nude mice alone and when combined with chemoradiation when administered at a dose of 8.7 mg/kg per day. Marimastat is an inhibitor of tumor necrosis factor alpha (TNF-alpha) convertase (TACE), which catalyzes pro-TNF-alpha conversion into TNF-alpha (IC50s = 3.8 and 7,000 nM for purified TACE and whole blood, respectively).Formal Name: (2S,3R)-N4-[(1S)-2,2-dimethyl-1-[(methylamino)carbonyl]propyl]-N1,2-dihydroxy-3-(2-methylpropyl)-butanediamide. CAS Number: 154039-60-8. Synonyms: BB-2516, KB-R8898. Molecular Formula: C15H29N3O5. Formula Weight: 331.4. Purity: >98%. Formulation: (Request formulation change), A crystalline solid. Solubility: DMF: 30 mg/ml, DMSO: 30 mg/ml, Ethanol: 2 mg/ml. SMILES: CC(C)(C)[C@@H](C(NC)=O)NC([C@H](CC(C)C)[C@@H](C(NO)=O)O)=O. InChi Code: InChI=1S/C15H29N3O5/c1-8(2)7-9(10(19)13(21)18-23)12(20)17-11(14(22)16-6)15(3,4)5/h8-11,19,23H,7H2,1-6H3,(H,16,22)(H,17,20)(H,18,21)/t9-,10+,11-/m1/s1. InChi Key: OCSMOTCMPXTDND-OUAUKWLOSA-N.