ChemicalBook > CAS DataBase List > (R)-3-((S)-1-((S)-2-methoxy-1-phenylethylamino)-3,3-dimethyl-1-oxobutan-2-ylcarbamoyl)-6-(2-methylbiphenyl-4-yl)hexanoic acid

(R)-3-((S)-1-((S)-2-methoxy-1-phenylethylamino)-3,3-dimethyl-1-oxobutan-2-ylcarbamoyl)-6-(2-methylbiphenyl-4-yl)hexanoic acid

Product 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 No.
230961-21-4
Chemical Name
(R)-3-((S)-1-((S)-2-methoxy-1-phenylethylamino)-3,3-dimethyl-1-oxobutan-2-ylcarbamoyl)-6-(2-methylbiphenyl-4-yl)hexanoic acid
Synonyms
UK 370106;UK 370106,UK370106;(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)-
CBNumber
CB42514857
Molecular Formula
C35H44N2O5
Formula Weight
572.73
MOL File
230961-21-4.mol
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(R)-3-((S)-1-((S)-2-methoxy-1-phenylethylamino)-3,3-dimethyl-1-oxobutan-2-ylcarbamoyl)-6-(2-methylbiphenyl-4-yl)hexanoic acid Property

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
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Tocris
Product number
2900
Product name
UK370106
Purity
≥95%(HPLC)
Packaging
10
Price
$250
Updated
2021/12/16
Usbiological
Product number
257020
Product name
UK 370106
Packaging
10mg
Price
$516
Updated
2021/12/16
TRC
Product number
U700620
Product name
UK370106
Packaging
2.5mg
Price
$215
Updated
2021/12/16
ChemScene
Product number
CS-0029038
Product name
UK-370106
Purity
>99.0%
Packaging
1mg
Price
$160
Updated
2021/12/16
Medical Isotopes, Inc.
Product number
53370
Product name
UK370106
Packaging
5mg
Price
$625
Updated
2021/12/16
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(R)-3-((S)-1-((S)-2-methoxy-1-phenylethylamino)-3,3-dimethyl-1-oxobutan-2-ylcarbamoyl)-6-(2-methylbiphenyl-4-yl)hexanoic acid Chemical Properties,Usage,Production

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.

(R)-3-((S)-1-((S)-2-methoxy-1-phenylethylamino)-3,3-dimethyl-1-oxobutan-2-ylcarbamoyl)-6-(2-methylbiphenyl-4-yl)hexanoic acid Preparation Products And Raw materials

Raw materials

Preparation Products

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(R)-3-((S)-1-((S)-2-methoxy-1-phenylethylamino)-3,3-dimethyl-1-oxobutan-2-ylcarbamoyl)-6-(2-methylbiphenyl-4-yl)hexanoic acid Suppliers

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230961-21-4, (R)-3-((S)-1-((S)-2-methoxy-1-phenylethylamino)-3,3-dimethyl-1-oxobutan-2-ylcarbamoyl)-6-(2-methylbiphenyl-4-yl)hexanoic acidRelated Search:


  • (R)-3-((S)-1-((S)-2-methoxy-1-phenylethylamino)-3,3-dimethyl-1-oxobutan-2-ylcarbamoyl)-6-(2-methylbiphenyl-4-yl)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
  • 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
  • (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
  • [1,1'-Biphenyl]-4-hexanoic acid, β-[[[(1S)-1-[[[(1S)-2-methoxy-1-phenylethyl]amino]carbonyl]-2,2-dimethylpropyl]amino]carbonyl]-2-methyl-, (βR)-
  • UK 370106,UK370106
  • 230961-21-4
  • C35H44N2O5