5872. Mercumallylic Acid

Nomenclature

CAS number: 86-36-2
[3-(3-Carboxy-2-oxo-2H-1-benzopyran-8-yl)-2-methoxypropyl]hydroxymercurate(1) hydrogen; [3-[3-(hydroxymercuri)-2-methoxypropyl]salicylidene]malonic acid δ-lactone; 8-[3-(hydroxymercuri)-2-methoxypropyl]-2-oxo-2H-1-benzopyran-3-carboxylic acid; 8-(2-methoxy-3-hydroxymercuripropyl)coumarin-3-carboxylic acid; 8-[3-(hydroxymercuri)-2-methoxypropyl]-3-carboxycoumarin; 8-[3-(hydroxymercuri)-2-methoxypropyl]coumarin-3-carboxylic acid.
C14H14HgO6; mol wt 478.85.
C 35.12%, H 2.95%, Hg 41.89%, O 20.05%.

Description and references

Prepn: A. Schlesinger et al., US 2667442 (1954 to Endo); L. H. Werner, C. R. Scholz, J. Am. Chem. Soc. 76, 2453 (1954). Toxicology of mercumatalin sodium: H. Blumberg et al., J. Pharmacol. Exp. Ther. 105, 336 (1952).

Chemical structure

Properties

Powder, bitter taste. mp 155-160° (Schlesinger); mp 197° (Werner, Scholz). One gram dissolves in about 4.2 parts of 1N NaOH. Slightly sol in acetic acid. Very slightly sol in water, alcohol, chloroform. Practically insol in ether.

Derivative

Sodium salt compd with theophylline.

Nomenclature

CAS number: 8018-15-3
Mercumatilin sodium; Cumertilin Sodium (Endo).
C21H21HgN4NaO8; mol wt 680.99.
C 37.04%, H 3.11%, Hg 29.46%, N 8.23%, Na 3.38%, O 18.80%.

Properties

Dry, light yellow powder. Very sol in water. LD50 in rats (mg Hg/kg): 9.8 i.v.; 238 orally (Blumberg).

Therapeutic Category

Diuretic.

Keywords

Mercumatilin Sodium: Diuretic; Organomercurials