Mesna

This article is about the sulfonate. For the thiolate MeSNa, see Sodium methanethiolate.

Mesna

Systematic (IUPAC) name
sodium 2-sulfanylethanesulfonate
Clinical data
AHFS/Drugs.com	monograph
Pregnancy cat.	B1 (Au), B (U.S.)
Legal status	S4 (Au), POM (UK), ℞-only (U.S.)
Routes	Oral, intravenous
Pharmacokinetic data
Bioavailability	45–79% (Oral)
Metabolism	Oxidised in circulation
Half-life	0.36–8.3 hours
Excretion	Renal
Identifiers
CAS number	19767-45-4 Y
ATC code	R05CB05 V03AF01
PubChem	CID 29769
ChemSpider	27663 Y
UNII	NR7O1405Q9 N
KEGG	D01459 Y
ChEMBL	CHEMBL975 Y
Chemical data
Formula	C2H5NaO3S2
Mol. mass	164.181 g/mol
SMILES	eMolecules & PubChem
InChI InChI=1S/C2H6O3S2.Na/c3-7(4,5)2-1-6;/h6H,1-2H2,(H,3,4,5);/q;+1/p-1 Y Key:XOGTZOOQQBDUSI-UHFFFAOYSA-M Y
N(what is this?)  (verify)

Mesna (INN) ( /ˈmɛznə/) is an organosulfur compound. It is used in cancer chemotherapy involving cyclophosphamide and ifosfamide as an adjuvant. It is marketed by Baxter as Uromitexan and Mesnex. MESNA is an acronym for 2-Mercaptoethane sulfonate Na (Na being the symbol for sodium).

Uses

As a chemotherapy adjuvant

Mesna is used therapeutically to reduce the incidence of haemorrhagic cystitis and haematuria when a patient receives ifosfamide or cyclophosphamide for cancer chemotherapy. These two anticancer agents, in vivo, may be converted to urotoxic metabolites such as acrolein.

Mesna assists to detoxify these metabolites by reaction of its sulfhydryl group with the vinyl group. It also increases urinary excretion of cysteine.

Other

Outside North America, mesna is also used as a mucolytic agent, working in the same way as acetylcysteine; it is sold for this indication as Mistabron^[1] and Mistabronco.

Administration

It is administered intravenously, but oral dosing has been investigated.^[2]

Mechanism

It is believed to act as an antioxidant.^[3]

References

1. ^ "Mistabron Ampoules". South African Electronic Package Inserts. August 1973. http://home.intekom.com/pharm/ucb/mistabrn.html. Retrieved 2008-08-12. 
2. ^ Mace JR, Keohan ML, Bernardy H, et al (December 2003). "Crossover randomized comparison of intravenous versus intravenous/oral mesna in soft tissue sarcoma treated with high-dose ifosfamide". Clin. Cancer Res. 9 (16 Pt 1): 5829–34. PMID 14676103. http://clincancerres.aacrjournals.org/cgi/pmidlookup?view=long&pmid=14676103. 
3. ^ Mashiach E, Sela S, Weinstein T, Cohen HI, Shasha SM, Kristal B (March 2001). "Mesna: a novel renoprotective antioxidant in ischaemic acute renal failure". Nephrol. Dial. Transplant. 16 (3): 542–51. doi:10.1093/ndt/16.3.542. PMID 11239029. http://ndt.oxfordjournals.org/cgi/pmidlookup?view=long&pmid=11239029. 

External links

• BC Cancer Agency
• NIH/MedlinePlus patient information

This drug article relating to the respiratory system is a stub. You can help Wikipedia by expanding it.v · Categories: Chemotherapeutic adjuvants Thiols Expectorants Sodium compounds Respiratory system drug stubs Wikimedia Foundation. 2010. Игры ⚽ Нужна курсовая? Strange (TV series) La Altagracia Province Look at other dictionaries: Mesna — Structure du 2 mercaptoéthanesulfonate Na (mesna) Général No CAS …   Wikipédia en Français MESNA — Strukturformel Allgemeines Freiname Mesna Andere Namen IUPAC …   Deutsch Wikipedia Mesna — Strukturformel Allgemeines Freiname Mesna Andere Namen …   Deutsch Wikipedia Mesna — МЕСНА ( Меsna )*. Натриевая соль 2 меркаптоэтансульфоновой кислоты. Синонимы: Мистаброн, Мistabron, Мucofluid, Мucolene и др. По действию препарат близок к ацетилцистеину. В связи с наличием сульфгидрильной группы способен разрывать дисульфидные… …   Словарь медицинских препаратов MESNA — [sodium 2 ]mercaptoethanesulfonate * * * n. a drug administered intravenously by injection or infusion to prevent the toxic effect of ifosfamide and cyclophosphamide on the bladder. It binds with the toxic metabolite acrolein in the urine. * * *… …   Medical dictionary mesna — n. a drug administered by mouth or intravenous injection to prevent the toxic effects of ifosfamide and cyclophosphamide on the bladder. It binds with the toxic metabolite acrolein in the urine. Trade names: Uromitexan …   The new mediacal dictionary MESNA — • [sodium 2 ]mercaptoethanesulfonate …   Dictionary of medical acronyms & abbreviations Mesnà — mescolare macinare …   Mini Vocabolario milanese italiano MESNA — İkişer ikişer. * Derenin büklüm ve boğaz yeri. * Çalgının ikinci teli …   Yeni Lügat Türkçe Sözlük mesna — A drug that helps protect the kidneys and bladder from the toxic effects of anticancer drugs such as ifosfamide and cyclophosphamide …   English dictionary of cancer terms 18+ © Academic, 2000-2024 Contact us: Technical Support, Advertising Dictionaries export, created on PHP, Joomla, Drupal, WordPress, MODx. Mark and share Search through all dictionaries Translate… Search Internet Share the article and excerpts Direct link … Do a right-click on the link above and select “Copy Link”