CAS 230961-21-4|UK 370106
Introduction：Basic information about CAS 230961-21-4|UK 370106, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
| Common Name | UK 370106 | ||
|---|---|---|---|
| CAS Number | 230961-21-4 | Molecular Weight | 572.73400 |
| Density | 1.123g/cm3 | Boiling Point | 802.689ºC at 760 mmHg |
| Molecular Formula | C35H44N2O5 | Melting Point | / |
| MSDS | / | Flash Point | 439.25ºC |
Names
| Name | (3R)-3-{(1S)-1-[(1S)-2-methoxy-1-phenylethyl]carbamoyl-2,2-dimethylpropyl}carbamoyl-6-(2-methyl-1,1'-biphenyl-4-yl)hexanoic acid |
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| Synonym | More Synonyms |
UK 370106 BiologicalActivity
| Description | UK-370106 is a potent and highly selective MMP-3 (IC50 of 23 nM) and MMP-12 (IC50 of 42 nM) inhibitor with >1200-fold higher potency than MMP-1, MMP-2, MMP-9, and MMP-14, and about 100-fold than MMP-13 and MMP-8. UK-370106 potently inhibits cleavage of [3H]-fibronectin by MMP-3 (IC50 of 320 nM) and has little effect on keratinocyte migration in vitro[1][2]. |
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| Related Catalog | Research Areas >>Inflammation/ImmunologySignaling Pathways >>Metabolic Enzyme/Protease >>MMP |
| Target | MMP-3:23 nM (IC50) MMP-12:42 nM (IC50) MMP-8:1.75 μM (IC50) MMP-13:2.3 μM (IC50) MMP-7:5.8 μM (IC50) MMP-9:30.4 μM (IC50) MMP-2:34.2 μM (IC50) MMP-14:66.9 μM (IC50) |
| In Vitro | The potency of UK-370106 (compound 7) for the inhibition of MMP-13 is 2.3 µM, some 100-fold less potent than its inhibition of MMP-3. UK-370106 is found to be inactive (IC50 > 100 µM) vs zinc metalloproteases PCP and TACE and possesses the following inhibitory potencies vs MMP-2 (IC50 of 34.2 µM), MMP-7 (IC50 of 5.8 µM), MMP-8 (IC50 of 1.75 µM), MMP-9 (IC50 of 30.4 µM) and MMP-14 (IC50 of 66.9 µM)[1]. UK-370106 potently inhibits cleavage of [3H]-fibronectin by MMP-3 (IC50 of 320 nM) but does not inhibit cleavage of [3H]-gelatin by either MMP-2 or -9 up to the highest concentration tested (100 µM)[1]. UK-370106 is not cytotoxic to, nor affected proliferation of, fibroblasts, keratinocytes, or endothelial cells at 50-100 µM in vitro[1]. |
| In Vivo | Following iv (rat; 2 mg/kg) or topical administration to dermal wounds (rabbit), UK-370106 (compound 7) is cleared rapidly (t1/2 = 23 min) from plasma, but slowly (t1/2 approximately 3 days) from dermal tissue. In a model of chronic dermal ulcers, topical administration of UK-370106 for 6 days substantially inhibits MMP-3 ex vivo[1]. |
| References | [1]. Fray MJ, et al. A potent, selective inhibitor of matrix metalloproteinase-3 for the topical treatment of chronic dermal ulcers. J Med Chem. 2003 Jul 31;46(16):3514-25. [2]. Whitlock GA, et al. A novel series of highly selective inhibitors of MMP-3. Bioorg Med Chem Lett. 2007 Dec 15;17(24):6750-3. Epub 2007 Oct 17. |
Chemical & Physical Properties
| Density | 1.123g/cm3 |
|---|---|
| Boiling Point | 802.689ºC at 760 mmHg |
| Molecular Formula | C35H44N2O5 |
| Molecular Weight | 572.73400 |
| Flash Point | 439.25ºC |
| Exact Mass | 572.32500 |
| PSA | 104.73000 |
| LogP | 6.89220 |
| Vapour Pressure | 0mmHg at 25°C |
| Index of Refraction | 1.56 |
| InChIKey | NSMABJUGSNPHMN-BHYWQNONSA-N |
| SMILES | COCC(NC(=O)C(NC(=O)C(CCCc1ccc(-c2ccccc2)c(C)c1)CC(=O)O)C(C)(C)C)c1ccccc1 |
Synonyms
| 1-Boc-3-hydroxymethyl-pyrrolidine |
