| Identification | Back Directory | [Name]
(R)-3-((S)-1-((S)-2-methoxy-1-phenylethylamino)-3,3-dimethyl-1-oxobutan-2-ylcarbamoyl)-6-(2-methylbiphenyl-4-yl)hexanoic acid | [CAS]
230961-21-4 | [Synonyms]
UK 370106
(R)-3-((S)-1-((S)-2-Methoxy-1-phenylethylaMino)-3,3-diMethyl-1-o
(R)-3-(((S)-1-(((S)-2-Methoxy-1-phenylethyl)amino)-3,3-dimethyl-1-oxobutan-2-yl)carbamoyl)-6-(2-m
(R)-3-((S)-1-((S)-2-methoxy-1-phenylethylamino)-3,3-dimethyl-1-oxobutan-2-ylcarbamoyl)-6-(2-methylbiphenyl-4-yl)hexanoic acid
(3R)-3-[[(2S)-1-[[(1S)-2-methoxy-1-phenylethyl]amino]-3,3-dimethyl-1-oxobutan-2-yl]carbamoyl]-6-(3-methyl-4-phenylphenyl)hexanoic acid
(βR)-β-[[[(1S)-1-[[[(1S)-2-Methoxy-1-phenylethyl]amino]carbonyl]-2,2-dimethylpropyl]amino]carbonyl]-2-methyl-[1,1'-biphenyl]-4-hexanoicacid
[1,1'-Biphenyl]-4-hexanoic acid, β-[[[(1S)-1-[[[(1S)-2-methoxy-1-phenylethyl]amino]carbonyl]-2,2-dimethylpropyl]amino]carbonyl]-2-methyl-, (βR)- | [Molecular Formula]
C35H44N2O5 | [MDL Number]
MFCD12828744 | [MOL File]
230961-21-4.mol | [Molecular Weight]
572.73 |
| Chemical Properties | Back Directory | [Melting point ]
178-180 °C | [Boiling point ]
802.7±65.0 °C(Predicted) | [density ]
1.122±0.06 g/cm3(Predicted) | [storage temp. ]
Store at +4°C | [solubility ]
<57.27mg/ml in DMSO; <14.32mg/ml in ethanol | [form ]
solid | [pka]
4.68±0.10(Predicted) | [color ]
White |
| Hazard Information | Back Directory | [Uses]
UK 370106 is a selective, insoluble MMP-3 inhibitor used for the topical treatment of chronic dermal ulcers and wound healing wafers. | [Biological Activity]
(mmp-3)stromelysin-1 also known as matrix metalloproteinase-3 (mmp-3) is an enzyme that in humans is encoded by the mmp3 gene. proteins of the matrix metalloproteinase (mmp) family are involved in the breakdown of extracellular matrix and during tissue remodeling in normal physiological processes, such as embryonic development and reproduction, as well as in disease processes, such as arthritis, and tumour metastasis. | [in vitro]
uk-370106, a potent inhibitor of mmp-3 (ic50 ) 23 nm) with >1200-fold weaker potency vs mmp-1, -2, -9, and -14. mmp-13, may contribute to the pathology of chronic wounds. uk-370106 potently inhibited cleavage of [3h]-fibronectin by mmp-3 (ic50 ) 320 nm) but not cleavage of [3h]-gelatin by either mmp-2 or -9 (up to 100 ím). uk-370106 had little effect, at mmp-3 selective concentrations, on keratinocyte migration over a collagen matrix in vitro, which is a model of the re-epithelialization process [1]. | [in vivo]
following iv (rat) or topical administration to dermal wounds (rabbit), uk-370106 was cleared rapidly (t1/2=23 min) from plasma, but slowly (t1/2 ~ 3 days) from dermal tissue. in a model of chronic dermal ulcers, topical administration of uk-370106 for 6 days substantially inhibited mmp-3 ex vivo. these data suggest uk-370106 is sufficiently potent to inhibit mmp-3-mediated matrix degradation while leaving unaffected cellular migration mediated by mmps 1, 2, and 9. | [IC 50]
23 nm | [storage]
Store at -20°C | [References]
[1] fray mj, dickinson rp, huggins jp, occleston nl. a potent, selective inhibitor of matrix metalloproteinase-3 for the topical treatment of chronic dermal ulcers. j med chem. 2003;46(16):3514-25.
[2] whitlock ga, dack kn, dickinson rp, lewis ml. a novel series of highly selective inhibitors of mmp-3. bioorg med chem lett. 2007;17(24):6750-3. |
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