53020-08-9Relevant articles and documents
Generation of the furan analogue of ortho-quinodimethane by 1,4-elimination of 3-acetoxymethyl-2-tributylstannylmethylfuran
Liu, Guo-Bin,Mori, Hajime,Katsumura, Shigeo
, p. 2251 - 2252 (1996)
2,3-Dimethylene-2,3-dihydrofuran is generated in situ by boron trifluoride induced 1,4-conjugative elimination of tributylstannylmethyl acetate and then trapped with dienophiles to give the corresponding Diels-Alder cycloadducts.
On the bromination of methyl 2-methyl-3-furoate
Khatuya, Haripada
, p. 2643 - 2644 (2007/10/03)
Methyl 2-methyl-3-furoate was subjected to bromination with N-bromosuccinimide (NBS), a milder brominating reagent, under different reaction conditions to obtain a variety of selective brominated products.
N-3-Substituted Pyrimidones as Potent, Orally Active, AT1 Selective Angiotensin II Receptor Antagonists
Salimbeni, Aldo,Canevotti, Renato,Paleari, Fabio,Poma, Davide,Caliari, Saturnino,et al.
, p. 4806 - 4820 (2007/10/03)
A novel series of nonpeptide angiotensin II (A II) antagonists containing a pyrimidinone ring which carries a C-linked biphenyltetrazole moiety and a carboxyheteroaryl group on the 3-position have been prepared.Their affinity for the AT1 receptor was determined in a binding assay on rat adrenal cortical membranes.The in vivo antihypertensive properties were tested by evaluating the inhibition of the pressor response to A II followed by iv and id administration.Extensive molecular modeling studies, including comparison of molecular electrostatic potential distributions, conformational analysis, and overlays on a computational pharmacophore model of A II, were used to evaluate structural parameters of the new compounds, in comparison to other known A II antagonists (e.g., DUP-753 and SKandF 108566).According to the modeling studies, the introduction of a (carboxyheteroaryl)methyl moiety at the 3-position of the pyrimidinone ring led to derivatives with increased potency.Methyl 2-methyl>-1-(6H)-pyrimidinyl>methyl>-3-thiophenecarboxylate (3k, LR-B/081), one of the most potent compounds in the series (Ki = 1.4 nM), exhibited a marked antihypertensive activity on oral administration to conscious renal hypertensive rats, with long duration of action.It was selected for clinical evaluation in the treatment of hypertension in man.
