Synthesis and structure-activity study of protease inhibitors. III. Amidinophenols and their benzoyl esters.

  title={Synthesis and structure-activity study of protease inhibitors. III. Amidinophenols and their benzoyl esters.},
  author={Takashi Yaegashi and Shigeki Nunomura and Toshiyuki Okutome and Toyoo Nakayama and Masateru Kurumi and Youji Sakurai and Takuo Aoyama and Setsuro Ebiya-Cho Fujii},
  journal={Chemical \& pharmaceutical bulletin},
  volume={32 11},
Various amidinophenol derivatives (27-47) and their benzoates (4-26) were synthesized and evaluated for inhibitory activities against trypsin, plasmin, kallikrein, thrombin, Clr and Cls as well as in vitro complement-mediated hemolysis. 4-(β-Amidinoethenyl) phenyl 4-guanidinobenzoate (15) and 4-amidino-2-benzoylphenyl 4-guanidinobenzoate (26) were found to have potent inhibitory activities with IC50s of 9×10-8M (trypsin) and 2×10-7M (Cls) for the former and 3×10-8M (trypsin) and 2×10-7M (Cls… 
13 Citations
4-(Cyclic Amidino)phenols - Preparation and Use In A Diamidine Synthesis
Abstract The Pinner synthesis was applied to the preparation of 4-(cyclic amidino)phenols in high yields from readily available 4-hydroxybenzimidic acid methyl ester hydrochloride and diaminoalkanes.
Synthetic Substrates and Inhibitors of Thrombin
The understanding of the various biological roles of thrombin has been facilitated by the development of convenient chromogenic and fluorogenic assays for the measurement ofThrombin activity; and synthetic, low-molecular-weight inhibitors which are important probes for the study of Thrombin’s mechanism, specificity, and function in the coagulation system.
Structures and ambiphilic reactivities of indolizines. 5. Acylation of 2-methylindolizine
The acylation and carbomethoxylation of 2-methylindolizine were studied. In most cases minor amounts of the 1-substituted isomers were isolated in addition to the “usual” products of substitution in
Synthesis of 3-heterocyclic phenyl N-alkyl carbamates and their activity as FAAH inhibitors
OF DOCTORAL DISSERTATION HELSINKI UNIVERSITY OF TECHNOLOGY P.O. BOX 1000, FI-02015 TKK Author Mikko Juhani Myllymäki Name of the dissertation Synthesis of 3-Heterocycle Phenyl
Human glucagon receptor antagonists based on alkylidene hydrazides.
Selectivity in the Photo-Fries Rearrangement of Some Aryl Benzoates in Green and Sustainable Media. Preparative and Mechanistic Studies.
Irradiation of a series of p-substituted aryl benzoates under N2 atmosphere in homogeneous and micellar media was investigated by means of steady-state condition and of time-resolved spectroscopy. A
Recent Heterocyclic Compounds from (1,3-Dioxo-2,3-dihydro-1H-inden-2-ylidene)propanedinitrile
This review summarizes the literatures dealing with the synthesis of some important nitrogen or nitrogen/sulfur heterocyclic, spiroheterocyclic, and fused heterocyclic compounds.