SML1292

TAPI-0

≥95% (HPLC)

• Synonym(s): N-(R)-(2-(Hydroxyaminocarbonyl)Methyl)-4-Methylpentanoyl-L-Naphthylalanyl-L-Alanine amide, TNF-α Processing Inhibitor-0, TNF-α Protease Inhibitor-0
• Empirical Formula (Hill Notation): C₂₄H₃₂N₄O₅
• CAS Number: 163958-73-4
• Molecular Weight: 456.53
• MDL number: MFCD02684279
• UNSPSC Code: 12352200
• PubChem Substance ID: 329825768
• NACRES: NA.77

Properties

• Quality Level: 100
• assay: ≥95% (HPLC)
• form: powder
• color: white to off-white
• shipped in: wet ice
• storage temp.: −20°C
• SMILES string: NC([C@@](C)([H])NC([C@]([H])(CC1=CC=CC2=C1C=CC=C2)NC([C@@](CC(C)C)([H])CC(NO)=O)=O)=O)=O
• InChI: 1S/C24H32N4O5/c1-14(2)11-18(13-21(29)28-33)23(31)27-20(24(32)26-15(3)22(25)30)12-17-9-6-8-16-7-4-5-10-19(16)17/h4-10,14-15,18,20,33H,11-13H2,1-3H3,(H2,25,30)(H,26,32)(H,27,31)(H,28,29)/t15-,18+,20-/m0/s1
• InChI key: WSJJYJNVFYARGB-CVAIRZPRSA-N

Description

Biochem/physiol Actions

TAPI-0 inhibit peptide deformylase (PDF) activity and retard the growth Chlamydia trachomatis, which is an obligate intracellular bacterium responsible for a number of human diseases.

TAPI-0 is a metalloproteinase inhibitor with selectivity for TACE (TNF-α converting enzyme/ADAM17; IC₅₀ = 100 nM). TAPI-0 also inhibits of collagenase and gelatinase. Although not specific for TACE, TAPI-0 is extensively used to block TACE-mediated TNF-α shedding.

Safety Information

• pictograms: GHS06
• signalword: Danger
• hcodes: H301
• pcodes: P264 - P270 - P301 + P310 - P405 - P501
• Hazard Classifications: Acute Tox. 3 Oral
• Storage Class: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable