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Annals of the New York Academy of Sciences | 1959

HEAVY‐METAL CHELATES AND CESIUM SALTS FOR CONTRAST RADIOGRAPHY

Robert Shapiro; Domenick Papa

The search for the ideal radiographic contrast medium continues unabated. To be sure, there have been many valuable contributions to contrast radiography of special organs: for example, air and other gases for the study of the central nervous system and various organic iodine derivatives for such techniques as cholecystography and pyelography. Nevertheless, the ideal medium for general radiographic use has successfully eluded discovery thus far. There is n ore or less general agreement about the basic characteristics desirable in such a medium: (1) satisfactory radiopacity (primarily a function of the atomic number of the element in the medium, but also related to concentration), (2) stability, (3) pharmacological inertness, and (4) minimal toxicity and sensitizing properties. In 1952, while studying chelation in relation to the detoxification of heavy metals, we became interested in the application of this principle to contrast radiography. On theoretical grounds, at least, it seemed that a heavy metal chelate might satisfy all of the criteria of the so-called ideal radiographic medium. Consequently, a long-term investigation of these compounds was initiated. The term chelation, derived from the Greek XqXq (claw), signifies the tenacious grip that certain organic compounds have on metals, particularly heavy metals and the alkaline-earth group. When a metallic ion combines with one of these organic compounds, t.he resulting substance is a metal complex. If the substance combining with the metal has two or more donor groups, so that a ring compound is formed, the latter is termed a chelate. Simple diagrammatic illustrations of complex formation and chelation may be schematized as follows:


Journal of the American Chemical Society | 1948

beta-Aroylacrylic acids.

Domenick Papa; Erwin Schwenk; Frank J. Villani; Erwin Klingsberg


Journal of the American Chemical Society | 1951

Thiation with Phosphorus Pentasulfide in Pyridine Solution

Erwin Klingsberg; Domenick Papa


Journal of the American Chemical Society | 1949

Pyridyl-substituted alkamine ethers as antihistaminic agents.

Nathan Sperber; Domenick Papa; Erwin Schwenk; Margaret H. Sherlock


Journal of the American Chemical Society | 1948

α-Bromination of Dicarboxylic Acids1

Erwin Schwenk; Domenick Papa


Journal of Organic Chemistry | 1942

REDUCTIONS WITH NICKEL-ALUMINUM ALLOY AND AQUEOUS ALKALI

Domenick Papa; Erwin Schwenk; Bradley Whitman


Journal of Organic Chemistry | 1949

REDUCTIONS WITH NICKEL-ALUMINUM ALLOY AND AQUEOUS ALKALI. PART VII. HYDROGENOLYSIS OF SULFUR COMPOUNDS1

Domenick Papa; Erwin Schwenk; Helen F. Ginsberg


Journal of the American Chemical Society | 1951

Pyridyl-aryloxy Alkamine Ethers as Histamine Antagonists1

Domenick Papa; Nathan Sperber; Margaret H. Sherlock


Journal of the American Chemical Society | 1947

Friedel-Crafts Synthesis of ι-Aroyl Aliphatic Acids1

Domenick Papa; Erwin Schwenk; Hilda Hankin


Journal of the American Chemical Society | 1959

Parasympathetic Blocking Agents. III. N-Alkylpiperidinecarboxylic Esters1

Nathan Sperber; Margaret H. Sherlock; Domenick Papa; Dorothy Kender

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Erwin Schwenk

Worcester Foundation for Biomedical Research

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