230961-21-4

230961-21-4 structure

Name: UK 370106
Chemical 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
CAS Number: 230961-21-4
Molecular Formula: C₃₅H₄₄N₂O₅
Molecular Weight: 572.73400
Catalog: Signaling Pathways Metabolic Enzyme/Protease MMP
Create Date: 2018-11-22 18:06:26
Modify Date: 2024-01-21 15:47:06
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].

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
Synonyms	1-Boc-3-hydroxymethyl-pyrrolidine

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].
Related Catalog	Research Areas >> Inflammation/Immunology Signaling 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.

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

Precursor 9
230961-86-1 5002-26-6 116632-39-4 91298-74-7
62965-35-9 98-80-6 108-55-4 230962-32-0
230962-36-4
DownStream 0

230961-21-4	256476-36-5
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380221-63-6	59803-99-5
230961-08-7	582332-31-8
348622-88-8	120832-02-2