Most of the compounds have physiologically active properties, and their biological properties are often attributed to the heteroatoms contained in their molecules, and most of these heteroatoms also appear in cyclic structures. A Journal, Article, Journal of Medicinal Chemistry called Structure-Activity Relationships of (4-Acylpyrrol-2-yl)alkanoic Acids as Inhibitors of the Cytosolic Phospholipase A2: Variation of the Substituents in Positions 1, 3, and 5, Author is Lehr, Matthias, which mentions a compound: 2199-44-2, SMILESS is O=C(C1=C(C)C=C(C)N1)OCC, Molecular C9H13NO2, Application In Synthesis of Ethyl 3,5-Dimethyl-2-pyrrolecarboxylate.
Derivatives of 3-(1,3,5-trimethyl-4-octadecanoylpyrrol-2-yl)propionic acid (1) and (1,3,5-trimethyl-4-octadecanoylpyrrol-2-yl)acetic acid (4) were prepared and evaluated for their ability to inhibit the cytosolic phospholipase A2 of intact bovine platelets. While replacement of one of the Me groups in position 1, 3, or 5 of the acetic acid 4 by a benzyl residue did not influence the inhibitory potency significantly, the introduction of a dodecyl chain led to compounds which even enhanced the enzymic activity. Stepwise elongation of the alkyl substituent in position 1 showed that the ability to inhibit the enzyme was lost when the alkyl chain exceeded a length of five carbons in case of compound 1 or six carbons in case of compound 4. Introduction of a polar functional group at the end of the 1-alkyl chain of these inactive pyrroles, however, restored or even elevated inhibitory potency. The most preferable of the polar terminal functions investigated was the carboxylic acid moiety. 6-[2-(2-Carboxyethyl)-4-dodecanoyl-3,5-dimethylpyrrol-1-yl]hexanoic acid (65c) and 6-[2-(carboxymethyl)-4-dodecanoyl-3,5-dimethylpyrrol-1-yl]nonanoic acid (66f) were to the synthesized inhibitors with the greatest potency. With IC50 values of 3.4 and 3.3 μM, resp., they were about 3-fold more active than the standard cPLA2 inhibitor arachidonyl trifluoromethyl ketone (IC50: 11 μM).
In addition to the literature in the link below, there is a lot of literature about this compound(Ethyl 3,5-Dimethyl-2-pyrrolecarboxylate)Application In Synthesis of Ethyl 3,5-Dimethyl-2-pyrrolecarboxylate, illustrating the importance and wide applicability of this compound(2199-44-2).
Reference:
Thiazolidine – Wikipedia,
Thiazolidine – ScienceDirect.com