Synonym
Mersalyl; Mercuramide; Diursal; Igrosin; Salurin; Salyrgan; Uragan;
IUPAC/Chemical Name
sodium (3-(2-(carboxymethoxy)benzamido)-2-methoxypropyl)oxidomercury
InChi Key
TVMSTPRSQZYYMF-UHFFFAOYSA-N
InChi Code
InChI=1S/C13H16NO5.Hg.Na.O/c1-9(18-2)7-14-13(17)10-5-3-4-6-11(10)19-8-12(15)16;;;/h3-6,9H,1,7-8H2,2H3,(H,14,17)(H,15,16);;;/q;;+1;-1
SMILES Code
[O-][Hg]CC(OC)CNC(C1=CC=CC=C1OCC(O)=O)=O.[Na+]
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.03.00
Preparing Stock Solutions
The following data is based on the
product
molecular weight
505.85
Batch specific molecular weights may vary
from batch to batch
due to the degree of hydration, which will
affect the solvent
volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass |
1 mg |
5 mg |
10 mg |
| 1 mM |
1.15 mL |
5.76 mL |
11.51 mL |
| 5 mM |
0.23 mL |
1.15 mL |
2.3 mL |
| 10 mM |
0.12 mL |
0.58 mL |
1.15 mL |
| 50 mM |
0.02 mL |
0.12 mL |
0.23 mL |
1: Joseph SK, Ryan SV, Pierson S, Renard-Rooney D, Thomas AP. The effect of mersalyl on inositol trisphosphate receptor binding and ion channel function. J Biol Chem. 1995 Feb 24;270(8):3588-93. PubMed PMID: 7533153.
2: García N, Martínez-Abundis E, Pavón N, Chávez E. On the opening of an insensitive cyclosporin A non-specific pore by phenylarsine plus mersalyl. Cell Biochem Biophys. 2007;49(2):84-90. PubMed PMID: 17906363.
3: Kolbe HV, Kadenbach B. Reaction of mersalyl with mitochondrial proteins under native and denaturing conditions as exemplified by the identification and isolation of the phosphate carrier. Hoppe Seylers Z Physiol Chem. 1981 Dec;362(12):1583-90. PubMed PMID: 7319473.
4: Agani F, Semenza GL. Mersalyl is a novel inducer of vascular endothelial growth factor gene expression and hypoxia-inducible factor 1 activity. Mol Pharmacol. 1998 Nov;54(5):749-54. PubMed PMID: 9804609.
5: BLACKMORE WP. Comparative effects of chlorothiazide and mersalyl (mersalyl sodium and theophylline) on the kidney. J Pharmacol Exp Ther. 1959 Apr;125(4):303-8. PubMed PMID: 13642272.
6: Thalhammer T, Graf J. Hepatobiliary transport of the anionic organomercury compound (mersalyl) is carrier mediated. Biochem Pharmacol. 1989 Oct 1;38(19):3223-31. PubMed PMID: 2818621.
7: Yoshida K, Kimura H. Mersalyl, a sulfhydryl reagent, alters the solubility of myosin and cytoskeletal proteins of human platelets. Biochim Biophys Acta. 1986 Feb 19;880(2-3):197-203. PubMed PMID: 2935197.
8: Diwan JJ, Aronson D, Gonsalves NO. Effect of mersalyl on mitochondrial Mg++ flux. J Bioenerg Biomembr. 1980 Aug;12(3-4):205-12. PubMed PMID: 7217041.
9: Mavier P, Hanoune J. Adenylate cyclase from rat-liver plasma membrane: inhibition by mersalyl and other mercurial derivatives. Eur J Biochem. 1975 Nov 15;59(2):593-9. PubMed PMID: 128456.
10: Kramer MJ, Cleeland R, Grunberg E. Mersalyl: a diuretic with antiviral properties. Antimicrob Agents Chemother. 1975 Sep;8(3):295-9. PubMed PMID: 810082; PubMed Central PMCID: PMC429309.
11: WEINER IM, MULLER OH. A polarographic study of mersalyl (salyrgan)-thiol complexes and of the excreted products of mersalyl. J Pharmacol Exp Ther. 1955 Mar;113(3):241-9. PubMed PMID: 14368491.
12: Kowaltowski AJ, Vercesi AE, Castilho RF. Mitochondrial membrane protein thiol reactivity with N-ethylmaleimide or mersalyl is modified by Ca2+: correlation with mitochondrial permeability transition. Biochim Biophys Acta. 1997 Feb 15;1318(3):395-402. PubMed PMID: 9048976.
13: Park CS, Doh PS, Lee CJ, Han DS, Carraway RE, Miller TB. Cellular mechanism of stimulation of renin secretion by the mercurial diuretic mersalyl. J Pharmacol Exp Ther. 1991 Apr;257(1):219-24. PubMed PMID: 1850465.
14: Fonyo A, Vignais PV. Phosphate carrier of liver mitochondria: the reaction of its SH groups with mersalyl, 5,5'-dithio-bis-nitrobenzoate, and N-ethylmaleimide and the modulation of reactivity by the energy state of the mitochondria. J Bioenerg Biomembr. 1980 Aug;12(3-4):137-49. PubMed PMID: 7217038.
15: Steven FS, Griffin MM. Studies on the molecular mechanism of mersalyl and 4-aminophenylmercuric acetate re-activation of trypsin-thiol complexes. Eur J Biochem. 1980 Aug;109(2):567-73. PubMed PMID: 7408902.
16: Hofmann HD, Kadenbach B. Specific labeling of a phosphate-transporting protein from rat-liver mitochondria by [203Hg]mersalyl. Eur J Biochem. 1979 Dec 17;102(2):605-13. PubMed PMID: 527595.
17: Muneoka Y, Shiba Y, Maetani T, Kanno Y. Further study on the effect of mersalyl, an organic mercurial, on relaxing response of a molluscan smooth muscle to monoamines. J Toxicol Sci. 1978 May;3(2):117-26. PubMed PMID: 755106.
18: Diwan JJ, Markoff M, Lehrer PH. Comparison of effects of mersalyl & N-ethyl maleimide on mitochondrial K+ flux. Indian J Biochem Biophys. 1977 Dec;14(4):342-6. PubMed PMID: 27451.
19: Brustovetsky N, Klingenberg M. The reconstituted ADP/ATP carrier can mediate H+ transport by free fatty acids, which is further stimulated by mersalyl. J Biol Chem. 1994 Nov 4;269(44):27329-36. PubMed PMID: 7961643.
20: Bansinath M, Bose AC, Hema S, Guruswami MN. Effect of mersalyl at cholinoceptive sites. Indian J Physiol Pharmacol. 1981 Jul-Sep;25(3):265-8. PubMed PMID: 7298152.
