1.
J Med Chem
; 27(12): 1579-87, 1984 Dec.
Article
in English
| MEDLINE
| ID: mdl-6502591
ABSTRACT
A series of Mannich bases and aminomethyl derivatives of ethyl [2,3-dichloro-4-(4-hydroxybenzoyl)phenoxy]acetate were synthesized and tested for saluretic and diuretic activities. The effects of nitrogen and aromatic nuclear substitution, reorientation of the aminomethyl group relative to that of the phenolic hydroxyl group, and replacement of either the phenolic hydroxyl or the aminomethyl group by other functional groups are described. Ethyl [2,3-dichloro-4-[3-(aminomethyl)-4-hydroxybenzoyl]phenoxy]acetate (27) was found to be a very potent, high-ceiling diuretic.
Subject(s)
Diuretics/chemical synthesis , Glycolates/chemical synthesis , Administration, Oral , Animals , Biological Assay , Blood Pressure/drug effects , Dogs , Drug Evaluation, Preclinical , Female , Furosemide/pharmacology , Glomerular Filtration Rate/drug effects , Glycolates/administration & dosage , Glycolates/pharmacology , Indicators and Reagents , Macaca fascicularis , Male , Methylamines/administration & dosage , Methylamines/chemical synthesis , Methylamines/pharmacology , Rats , Rats, Inbred SHR , Sodium/urine , Structure-Activity Relationship
2.
Biochem Med
; 11(4): 318-26, 1974 Dec.
Article
in English
| MEDLINE
| ID: mdl-4429549
Subject(s)
Amidohydrolases/analysis , Amino Acids , Dopamine , Amidohydrolases/blood , Animals , Brain/enzymology , Dogs , Humans , Intestine, Small/enzymology , Kidney/enzymology , Kinetics , Liver/enzymology , Muscles/enzymology , Myocardium/enzymology , Naphthols , Organ Specificity , Rats , Species Specificity , Stomach/enzymology , Structure-Activity Relationship
3.
J Med Chem
; 11(6): 1129-35, 1968 Nov.
Article
in English
| MEDLINE
| ID: mdl-5680024