5901. Mersalyl

Nomenclature

CAS number: 492-18-2
[3-[[2-(Carboxylatomethoxy)benzoyl]amino]-2-methoxypropyl]hydroxymercurate(1) sodium; o-[[3-(hydroxymercuri)-2-methoxypropyl]carbamoyl]phenoxyacetic acid sodium salt; sodium o-[(3-hydroxymercuri-2-methoxypropyl)carbamoyl]phenoxyacetate; N-(γ-hydroxymercuri-β-methoxypropyl)salicylamide-O-acetic acid sodium salt; mercuramide; Salyrgan (Sterling Winthrop).
C13H16HgNNaO6; mol wt 505.85.
C 30.87%, H 3.19%, Hg 39.65%, N 2.77%, Na 4.54%, O 18.98%.

Description and references

Prepn: Diels, Beccard, Ber. 39, 4125 (1906); Bockmühl, Schwarz, DE 423031 (1925 to Hoechst); Frdl. 15, 1609. Use as diuretic: F. Brunn, Wien. Klin. Wochenschr. 37, 901 (1924). Toxicity data: E. B. Robbins, K. K. Chen, J. Am. Pharm. Assoc. 40, 249 (1951). Use of acid as physiological sulfhydryl inhibitor: P. Mavier, J. Hanoune, Eur. J. Biochem. 59, 593 (1975).

Chemical structure

Properties

Bitter crystals. Somewhat deliquescent. Gradually dec by light. One gram dissolves in about 1 ml water, in about 3 ml ethanol (95%), in 2 ml abs methanol. Practically insol in ether, chloroform. Aq solns are alkaline to litmus. LD50 i.v. in mice, rats: 72.6, 17.7 mg/kg (Robbins, Chen).

Derivative

Mersalyl Acid.

Nomenclature

CAS number: 486-67-9
C13H17HgNO6; mol wt 483.87.
C 32.27%, H 3.54%, Hg 41.46%, N 2.89%, O 19.84%.

Properties

Odorless, white, slightly hygroscopic powder. Slightly sol in water, dil mineral acids; sol in solutions of alkali hydroxides.

Use

Sulfhydryl specific biochemical probe.

Therapeutic Category

Diuretic.

Therapeutic Category (Veterinary)

Diuretic.

Keywords

Diuretic; Organomercurials