Zwaagstra, Marieel E. published the artcileSynthesis and Structure-Activity Relationships of Carboxylated Chalcones: A Novel Series of Cys-LT1 (LTD4) Receptor Antagonists, HPLC of Formula: 4760-35-4, the publication is Journal of Medicinal Chemistry (1997), 40(7), 1075-1089, database is CAplus and MEDLINE.
The synthesis and Cys-LT1 antagonistic activities of a new series of 2-, 3-, and 4-(2-quinolinylmethoxy)- and 3- and 4-[2-(2-quinolinyl)ethenyl]-substituted, 2′-, 3′-, 4′-, or 5′-carboxylated chalcones are described. Structure-activity relationship studies indicate a preference for the presence of a neg. charged (acidic) moiety, although in some cases nitrile or ester analogs also exhibit moderate activity. The quinoline moiety may be substituted at either the 3- or the 4-position. Replacement of this heterocycle by other aromatic groups results in compounds with comparable affinities [2-(7-chloroquinoline), 1-(1-methyl-2-benzimidazole), or 1-(2-benzothiazole)] or substantially lower activities [1-(1-ethoxyethyl)-2-benzimidazole, 2-naphthyl, or phenyl]. The quinoline and chalcone moieties may be connected by either an ethenyl or a methoxy spacer. The acidic moiety at the chalcone B ring may be attached to the 2′-, 3′-, 4′-, or 5′-position, for both the 3- and 4-substituted chalcones. There are no general patterns to specify which substitution positions gave the most potent compounds The series contains several potent Cys-LT1 receptor antagonists, with KD values approaching the nanomolar range, as measured by the displacement of [3H]LTD4 from guinea pig lung membranes. Antagonism of LTD4-induced contraction of guinea pig ileum, the inhibition of antigen-induced contraction of guinea pig trachea in vitro, and the inhibition of LTD4-induced increase of vascular permeability in vivo are determined for chalcones with high Cys-LT1 receptor affinities (KD values below 0.1 μM). 2′-Hydroxy-4-(2-quinolinylmethoxy)-5′-(5-tetrazolyl)chalcone showed good activity in both in vitro and in vivo assays and has been selected for further evaluation.
Journal of Medicinal Chemistry published new progress about 4760-35-4. 4760-35-4 belongs to imidazoles-derivatives, auxiliary class Chloride,Benzimidazole, name is 2-(Chloromethyl)-1-methyl-1H-benzo[d]imidazole, and the molecular formula is C18H34N4O5S, HPLC of Formula: 4760-35-4.
Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem