PYR-0222 - CAS 4030-22-2
Catalog number: 4030-22-2
Category: Inhibitor
Please be kindly noted products are not for therapeutic use. We do not sell to patients.
Molecular Formula:
C6H9NO
Molecular Weight:
111.14
COA:
Inquire
Targets:
Others
Description:
A useful intermediate for chemical synthesis
Purity:
≥98%
Appearance:
White solid
Synonyms:
PYR-0222; PYR 0222; PYR0222. 3,4-Dimethyl-3-pyrrolin-2-one;1,5-Dihydro-3,4-dimethyl-2H-pyrrol-2-one
Solubility:
Soluble in DMSO
Storage:
Store at -20 °C
MSDS:
Inquire
Application:
Pyrrole derivative
Quality Standard:
Enterprise standard
Shelf Life:
As supplied, 2 years from the QC date provided on the Certificate of Analysis, when stored properly.
Quantity:
Milligrams-Grams
InChIKey:
AYGIBSZRMXDJEG-UHFFFAOYSA-N
InChI:
1S/C6H9NO/c1-4-3-7-6(8)5(4)2/h3H2,1-2H3,(H,7,8)
Canonical SMILES:
CC1=C(C(=O)NC1)C
1.Phosphodiesterase inhibitors. Part 6: design, synthesis, and structure-activity relationships of PDE4-inhibitory pyrazolo[1,5-a]pyridines with anti-inflammatory activity.
Kojima A1, Takita S, Sumiya T, Ochiai K, Iwase K, Kishi T, Ohinata A, Yageta Y, Yasue T, Kohno Y. Bioorg Med Chem Lett. 2013 Oct 1;23(19):5311-6. doi: 10.1016/j.bmcl.2013.07.069. Epub 2013 Aug 8.
We previously identified KCA-1490 [(-)-6-(7-methoxy-2-trifluoromethyl-pyrazolo[1,5-a]pyridin-4-yl)-5-methyl-4,5-dihydro-3-(2H)-pyridazinone], a dual PDE3/4 inhibitor. In the present study, we found highly potent selective PDE4 inhibitors derived from the structure of KCA-1490. Among them, N-(3,5-dichloropyridin-4-yl)-7-methoxy-2-(trifluoromethyl)pyrazolo[1,5-a]pyridine-4-carboxamide (2a) had good anti-inflammatory effects in an animal model.
2.Synthesis of novel 5-alkyl/aryl/heteroaryl substituted diethyl 3,4-dihydro-2H-pyrrole-4,4-dicarboxylates by aziridine ring expansion of 2-[(aziridin-1-yl)-1-alkyl/aryl/heteroaryl-methylene]malonic acid diethyl esters.
More SS1, Mohan TK, Kumar YS, Kumar UK, Patel NB. Beilstein J Org Chem. 2011;7:831-8. doi: 10.3762/bjoc.7.95. Epub 2011 Jun 20.
A novel synthetic methodology has been developed for the synthesis of diethyl 5-alkyl/aryl/heteroaryl substituted 3,4-dihydro-2H-pyrrole-4,4-dicarboxylates (also called 2-substituted pyrroline-4,5-dihydro-3,3-dicarboxylic acid diethyl esters) by iodide ion induced ring expansion of 2-[(aziridin-1-yl)-1-alkyl/aryl/heteroaryl-methylene]malonic acid diethyl esters in very good to excellent yields under mild reaction conditions. The electronic and steric impact of the substituents on the kinetics of ring expansion of N-vinyl aziridines to pyrrolines has been studied. Various diversely substituted novel pyrroline derivatives have been synthesized by this methodology and the products can be used as key intermediates in the synthesis of substituted pyrrolines, pyrroles and pyrrolidines.
3.Effects of Toll-like receptor antagonist 4,5-dihydro-3-phenyl-5-isoxasole acetic acid on the progression of kidney disease in mice on a high-fat diet.
Min HS1, Kim JE1, Lee MH1, Song HK1, Lee MJ1, Lee JE2, Kim HW2, Cha JJ1, Hyun YY3, Han JY4, Cha DR1, Kang YS1. Kidney Res Clin Pract. 2014 Mar;33(1):33-44. doi: 10.1016/j.krcp.2013.11.002. Epub 2014 Jan 11.
BACKGROUND: Obesity-related metabolic disorders are closely associated with inflammation induced by innate immunity. Toll-like receptors (TLRs) play a pivotal role in the innate immune system by activating proinflammatory signaling pathways. GIT27 (4,5-dihydro-3-phenyl-5-isoxasole acetic acid) is an active immunomodulatory agent that primarily targets macrophages and inhibits secretion of tumor necrosis factor α [as well as interleukin (IL)-1β, IL-10, and interferon γ]. However, the effect of TLR antagonist on kidney diseases has rarely been reported. We investigated whether the TLR antagonist GIT27 has beneficial effects on the progression of kidney disease in obese mice on a high-fat diet (HFD).
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CAS 4030-22-2 PYR-0222

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