PZ0152

UK-356618

≥98% (HPLC)

• Synonym(s): (2R)-N1-[(1S)-2,2-Dimethyl-1-({[(1R)-1-phenylethyl]amino}carbonyl)propyl]-2-{3-[(3-methyl-4-phenyl)-phenyl]propyl}-(N4-hydroxy)butanediamide, UK-356,618
• Empirical Formula (Hill Notation): C₃₄H₄₃N₃O₄
• CAS Number: 230961-08-7
• Molecular Weight: 557.72
• MDL number: MFCD19443865
• UNSPSC Code: 51111800
• PubChem Substance ID: 329823737
• NACRES: NA.77

Properties

• assay: ≥98% (HPLC)
• form: powder
• optical activity: [α]/D >+25.0°, c = 0.5 in methanol
• color: white to tan
• solubility: DMSO: ≥25 mg/mL
• storage temp.: 2-8°C
• SMILES string: C[C@@H](NC(=O)[C@@H](NC(=O)[C@H](CCCc1ccc(c(C)c1)-c2ccccc2)CC(=O)NO)C(C)(C)C)c3ccccc3
• InChI: 1S/C34H43N3O4/c1-23-21-25(19-20-29(23)27-16-10-7-11-17-27)13-12-18-28(22-30(38)37-41)32(39)36-31(34(3,4)5)33(40)35-24(2)26-14-8-6-9-15-26/h6-11,14-17,19-21,24,28,31,41H,12-13,18,22H2,1-5H3,(H,35,40)(H,36,39)(H,37,38)/t24-,28-,31-/m1/s1
• InChI key: JJHRUUKMPWUYIB-HVOSOHGQSA-N

Description

Application

UK-356618 has been used as a specific matrix metalloproteinase 3 (MMP3) inhibitor to study its effect on amitriptyline-induced glial cell line-derived neurotrophic factor (GDNF) mRNA expression and to confirm its influence on amitriptyline-induced zymographic MMP-9 activation in rat C6 astroglial cells.

Biochem/physiol Actions

UK 356618 has the potential to inhibit interleukin (IL)-6-induced cell migration in NCI H446 small cell lung cancer cells in vitro.

UK-356,618 is a potent, selective inhibitor of Matrix metalloproteinase MMP3 (stromelysin-1). MMP-3 IC₅₀ = 5.9 nM, selectivity is 140-fold vs MMP-1, -2, -9, and -14.

Safety Information

• pictograms: GHS07
• signalword: Warning
• hcodes: H302
• pcodes: P264 - P270 - P301 + P312 - P501
• Hazard Classifications: Acute Tox. 4 Oral
• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable