307002-71-7 Usage
Uses
Used in Pharmaceutical Research:
CL 82198 HYDROCHLORIDE is used as a research tool for studying the role of MMP-13 in various biological processes. Its selective inhibition of MMP-13 allows researchers to investigate the enzyme's involvement in different conditions, such as cancer cell migration, acute lung injury, and joint degeneration associated with osteoarthritis.
Used in Drug Development:
CL 82198 HYDROCHLORIDE is used as a lead compound in the development of new drugs targeting MMP-13. Its selective inhibition of this enzyme makes it a promising candidate for the treatment of conditions where MMP-13 plays a significant role, such as certain types of cancer and degenerative joint diseases.
Used in Diagnostic Applications:
CL 82198 HYDROCHLORIDE can be used as a diagnostic agent to identify the presence and activity of MMP-13 in patient samples. This can help in the early detection and monitoring of diseases associated with MMP-13 overexpression or dysregulation.
Used in Biochemical Assays:
CL 82198 HYDROCHLORIDE is used as a specific inhibitor in biochemical assays to measure the activity of MMP-13. This can be useful for assessing the effectiveness of other potential MMP-13 inhibitors or for studying the enzyme's role in various cellular processes.
Used in Cell Biology Studies:
CL 82198 HYDROCHLORIDE is used as a reagent in cell biology experiments to investigate the effects of MMP-13 inhibition on cell migration, invasion, and proliferation. This can provide valuable insights into the cellular mechanisms regulated by MMP-13 and help identify potential therapeutic targets for various diseases.
Biological Activity
Selective inhibitor of MMP-13 (89% inhibition at 10 μ g/mL) that displays no activity at MMP-1, MMP-9 or TACE. Inhibits in vitro invasion by the human pituitary adenoma cell line HP75.
Biochem/physiol Actions
CL-82198 is a selective inhibitor of MMP-13 that displays no activity at MMP-1, MMP-9 or TACE. It is also a selective S1′ pocket binder, binding within the entire S1′ pocket of MMP-13, docking with the morpholine ring adjacent to the catalytic zinc atom without zinc chelation.
in vitro
cl-82198 was identified as a weak inhibitor against mmp-13 and demonstrated no activity against mmp-1, mmp-9, or the related enzyme tace. bearing drug-like properties, cl-82198 was regarded as an ideal candidate for optimization of enzyme potency and selectivity. in nmr binding studies, it was shown that cl-82198 bound within the entire s1’ pocket of mmp-13, which was the basis of its selectivity against mmp-1, mmp-9, and tace [1].
in vivo
to investigate the contribution of mmp-13 down-regulation during gastroprotection by acetaminophen, the effects of cl-82198 on ibp-induced gastric damage were evaluated. results showed that cl-82198 decreased gastric lesions in a dose-dependent manner in the presence of ibp. compared with ibp administration alone, cl-82198 administered at 0.2 and 1.0 mg/kg resulted in 40.3% and 72.1% decrease in gastric lesion, respectively [1].
IC 50
89% inhibition at 10μg/ml
References
1) Chen, et al. (2000), Structure-based design of a novel, potent, and selective inhibitor for MMP-13 utilizing NMR spectroscopy and computer-aided molecular design; J. Am. Chem. Soc., 122 9648
Check Digit Verification of cas no
The CAS Registry Mumber 307002-71-7 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 3,0,7,0,0 and 2 respectively; the second part has 2 digits, 7 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 307002-71:
(8*3)+(7*0)+(6*7)+(5*0)+(4*0)+(3*2)+(2*7)+(1*1)=87
87 % 10 = 7
So 307002-71-7 is a valid CAS Registry Number.
InChI:InChI=1/C17H22N2O3.ClH/c20-17(16-13-14-5-1-2-6-15(14)22-16)18-7-3-4-8-19-9-11-21-12-10-19;/h1-2,5-6,13H,3-4,7-12H2,(H,18,20);1H
307002-71-7Relevant academic research and scientific papers
Nickel-Catalyzed Amide Bond Formation from Methyl Esters
Ben Halima, Taoufik,Masson-Makdissi, Jeanne,Newman, Stephen G.
supporting information, p. 12925 - 12929 (2018/09/14)
Despite being one of the most important and frequently run chemical reactions, the synthesis of amide bonds is accomplished primarily by wasteful methods that proceed by stoichiometric activation of one of the starting materials. We report a nickel-catalyzed procedure that can enable diverse amides to be synthesized from abundant methyl ester starting materials, producing only volatile alcohol as a stoichiometric waste product. In contrast to acid- and base-mediated amidations, the reaction is proposed to proceed by a neutral cross coupling-type mechanism, opening up new opportunities for direct, efficient, chemoselective synthesis.
