Book ChapterDOI
Amidines and guanidines in medicinal chemistry.
John V. Greenhill,Ping Lue +1 more
TLDR
The interesting finding for the present chapter is that the NO is formed by nitric oxide synthetase from arginine—the only essential amino acid which carries a guanidine group.Abstract:
Publisher Summary This chapter focuses on amidines and guanidines in medicinal chemistry. The drugs are classified under their main physiological activities and within each group are arranged roughly in order of increasing molecular complexity. Many of the compounds have given temporary excitement to their discoverers and then been dropped—the commonest experience in medicinal chemistry. There are important, clinically used, medicines in all the major categories of therapeutic action discussed in the chapter. This simple and very unstable compound is not only a neurotransmitter in the brain, but acts in the dilation of blood vessels and activates leucocytes to attack tumour cells, fungi, and bacteria. In addition, nitric oxide can inhibit blood coagulation by preventing platelet aggregation and appears to be the regulator of the male erection. No doubt other functions will be discovered in the future, but the interesting finding for the present chapter is that the NO is formed by nitric oxide synthetase from arginine—the only essential amino acid which carries a guanidine group. Since most of the active guanidine drugs have at least one unsubstituted =NH or NH 2 group, it is interesting to speculate that they will be shown to act by giving nitric oxide as well.read more
Citations
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Journal ArticleDOI
Additions to Metal-Activated Organonitriles†
Journal ArticleDOI
Highly Efficient One-Pot Synthesis of N-Sulfonylamidines by Cu-Catalyzed Three-Component Coupling of Sulfonyl Azide, Alkyne, and Amine
TL;DR: Two plausible mechanistic pathways involving ketenimine or triazole intermediate are tentatively presented for the copper-catalyzed three-component coupling reactions.
Journal ArticleDOI
The chemistry and biology of organic guanidine derivatives
TL;DR: The literature survey includes purely synthetic Guanidine derivatives, guanidine alkaloids and non-ribosomal peptides from bacteria and cyanobacteria, as well as related compounds isolated from marine and terrestrial invertebrates and higher plants.
Journal ArticleDOI
Mechanistic studies on the Cu-catalyzed three-component reactions of sulfonyl azides, 1-alkynes and amines, alcohols, or water: dichotomy via a common pathway.
Eun Jeong Yoo,Mårten S. G. Ahlquist,Imhyuck Bae,K. Barry Sharpless,Valery V. Fokin,Sukbok Chang +5 more
TL;DR: The proposal that bimolecular cycloaddition reactions take place initially between triple bonds and sulfonyl azides to give N-sulfonyl triazolyl copper intermediates was verified by a trapping experiment and the proposed mechanistic framework is in good agreement with the obtained kinetics and competition studies.
Journal ArticleDOI
Highly Enantioselective Organocatalytic Biginelli and Biginelli-Like Condensations: Reversal of the Stereochemistry by Tuning the 3,3′-Disubstituents of Phosphoric Acids
TL;DR: 3,3'-Di(triphenylsilyl) binaphthol-derived phosphoric acid afforded Biginelli-like reactions of a broad scope of aldehydes and enolizable ketones with benzylthiourea, giving structurally diverse dihydropyrimidinethiones with excellent optical purity.
References
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From the U. S. A.
TL;DR: In this article, the existence of a monotone interpolating function with the same index set was shown to be necessary and sufficient for continuous interpolating functional if the index set I is finite, but not sufficient if I is infinite.
Journal ArticleDOI
Cimetidine—A Non-Thiourea H2-Receptor Antagonist
R W Brimblecombe,W. A. M. Duncan,G. J. Durant,John Colin Emmett,Charon R. Ganellin,Michael E. Parsons +5 more
TL;DR: Cimetidine is a specific competitive histamine H2-receptor antagonist and is an effective inhibitor of gastric secretion in animals and man with similar pharmacological properties to metiamide.
Journal ArticleDOI
SELECTIVITY OF BLOCKING AGENTS FOR PRE- AND POSTSYNAPTIC α-ADRENOCEPTORS
TL;DR: The results indicate that yohimbine and phentolamine are more potent in blocking presynaptic than postsynaptic α‐adrenoceptors, and Phenoxybenzamine and prazosin block post synapse‐specific α‐ADrenoceptor preferentially.
Journal ArticleDOI
Pentamidine: A Review
TL;DR: Pentamidine, recently released for clinical use, is effective in therapy for the hemolymphatic stage of Gambian trypanosomiasis, antimony-resistant leishmaniasis, and Pneumocystis carinii pneumonia, with no appreciable increase in drug levels on successive dosing and no correlation between levels and creatinine clearance or adverse reactions.