メスナ
Wikipedia preview
出典(authority):フリー百科事典『ウィキペディア(Wikipedia)』「2015/01/07 11:30:42」(JST)
[Wiki en表示]
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. |
|
Legal status |
- AU: Prescription Only (S4)
- UK: POM
- US: ℞-only
|
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 N |
ATC code |
R05CB05 V03AF01 |
PubChem |
CID 29769 |
ChemSpider |
27663 Y |
UNII |
NR7O1405Q9 Y |
KEGG |
D01459 Y |
ChEMBL |
CHEMBL975 Y |
Chemical data |
Formula |
C2H5NaO3S2 |
Molecular mass |
164.181 g/mol |
|
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) // is an organosulfur compound used as an adjuvant in cancer chemotherapy involving cyclophosphamide and ifosfamide. It is marketed by Baxter as Uromitexan and Mesnex. The name of the substance is an acronym for 2-mercaptoethane sulfonate Na (Na being the chemical symbol for sodium). It is on the World Health Organization's List of Essential Medicines, a list of the most important medication needed in a basic health system.[1]
Contents
- 1 Medical uses
- 1.1 Chemotherapy adjuvant
- 1.2 Other
- 2 Administration
- 3 Mechanism
- 4 References
- 5 External links
Medical uses
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[2] and Mistabronco.
Administration
It is administered intravenously or orally (per mouth).[3] The IV mesna infusions would be given with IV ifosfamide, while oral mesna would be given with oral cyclophosphamide. The oral doses must be double the intravenous (IV) mesna dose due to bioavailability issues. The oral preparation allows patients to leave the hospital sooner, instead of staying four to five days for all the IV mesna infusions.
Mechanism
It is believed to act as an antioxidant.[4]
References
- ^ "WHO Model List of EssentialMedicines". World Health Organization. October 2013. Retrieved 22 April 2014.
- ^ "Mistabron Ampoules". South African Electronic Package Inserts. August 1973. Retrieved 2008-08-12.
- ^ 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.
- ^ 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.
External links
- BC Cancer Agency
- NIH/MedlinePlus patient information
Cough and cold preparations (R05)
|
|
Expectorants |
- Althea root
- Antimony pentasulfide
- Creosote
- Guaiacolsulfonate
- Guaifenesin
- Ipecacuanha (Syrup of ipecac)
- Levoverbenone
- Potassium iodide
- Senega
- Tyloxapol
- Ammonium Chloride
|
|
Mucolytics |
- Acetylcysteine
- Ambroxol
- Bromhexine
- Carbocisteine
- Domiodol
- Dornase alfa
- Eprazinone
- Erdosteine
- Letosteine
- Mannitol
- Mesna
- Neltenexine
- Sobrerol
- Stepronin
- Tiopronin
|
|
Cough suppressants |
Opium alkaloids,
opioids,
and derivatives
|
- Acetyldihydrocodeine
- Benzylmorphine
- Butorphanol
- Codeine
- Dextromethorphan
- Diacetylmorphine
- Dihydrocodeine
- Dimemorfan
- Droxypropine
- Ethylmorphine
- Hydrocodone
- Hydromorphone
- Isoaminile
- Laudanum
- Levomethadone
- Levopropoxyphene
- Methadone
- Nicocodeine
- Nicodicodeine
- Normethadone
- Noscapine
- Pholcodine
- Thebacon
- Tipepidine
|
|
Other
|
- Benzonatate
- Benproperine
- Bibenzonium bromide
- Butamirate
- Clobutinol
- Clofedanol
- Cloperastine
- Diphenhydramine
- Dibunate
- Dimethoxanate
- Dropropizine
- Fedrilate
- Glaucine
- Levodropropizine
- Meprotixol
- Morclofone
- Nepinalone
- Oxolamine
- Oxeladin
- Pentoxyverine
- Pipazetate
- Prenoxdiazine
- Piperidione
- Zipeprol
|
|
|
Index of the respiratory system
|
|
Description |
- Anatomy
- Physiology
- Development
|
|
Disease |
- Congenital
- Neoplasms and cancer
- Chest trauma
- Infection
- Other
- Symptoms and signs
|
|
Treatment |
- Procedures
- Drugs
- nasal
- throat
- obstructive airway diseases
- cough and cold
- histaminergics
- other
|
|
|
Detoxifying agents for antineoplastic treatment (V03AF)
|
|
Folic acid / methotrexate |
- Salts of Folinic acid
- calcium folinate/calcium levofolinate
- sodium folinate/sodium levofolinate
|
|
Uric acid (TLS) |
|
|
Acrolein / nitrogen mustards |
|
|
Iron / anthracyclines |
|
|
Alkylating agents |
|
|
Keratinocyte growth factor |
|
|
|
|
Description |
- Tumor suppressing and oncogenes
- Tumor markers
|
|
Disease |
- Neoplasms and cancer
- Symptoms and signs
- Paraneoplastic
|
|
Treatment |
- Drugs
- intracellular chemotherapeutics
- extracellular chemotherapeutics
- adjuvant detoxification
|
|
|
UpToDate Contents
全文を閲覧するには購読必要です。 To read the full text you will need to subscribe.
English Journal
- The protective effect of 2-mercaptoethane sulfonate (MESNA) against traumatic brain injury in rats.
- Yilmaz ER, Kertmen H, Gürer B, Kanat MA, Arikok AT, Ergüder BI, Hasturk AE, Ergil J, Sekerci Z.SourceNeurosurgery Clinic, Diskapi Yildirim Beyazit Education and Research Hospital, Ministry of Health, Ankara, Turkey.
- Acta neurochirurgica.Acta Neurochir (Wien).2013 Jan;155(1):141-9. doi: 10.1007/s00701-012-1501-3. Epub 2012 Sep 29.
- BACKGROUND: The agent, 2-mercaptoethane sulfonate (MESNA), is a synthetic small molecule, widely used as a systemic protective agent against chemotherapy toxicity, but is primarily used to reduce hemorrhagic cystitis induced by cyclophosphamide. Because MESNA has potential antioxidant and cytoprotec
- PMID 23053276
- Acrolein and chloroacetaldehyde: An examination of the cell and cell-free biomarkers of toxicity.
- Macallister SL, Martin-Brisac N, Lau V, Yang K, O'Brien PJ.SourceDepartment of Pharmaceutical Science, Faculty of Pharmacy, University of Toronto, 144 College St., Toronto, Canada M5S 3M2.
- Chemico-biological interactions.Chem Biol Interact.2012 Dec 7. pii: S0009-2797(12)00261-X. doi: 10.1016/j.cbi.2012.11.017. [Epub ahead of print]
- Cyclophosphamide and ifosfamide are two commonly used DNA-alkylating agents in cancer chemotherapy that undergo biotransformation to several toxic and non-toxic metabolites, including acrolein and chloroacetaldehyde (CAA). Acrolein and CAA toxicities occur by several different mechanisms, including
- PMID 23220588
Japanese Journal
- 症例 メスナ,アドリアマイシン,イホスファマイドおよびダカルバジン併用療法が奏効した再発性後腹膜平滑筋肉腫
- 山崎 直也
- Skin cancer : official organ of the Japanese Society for Skin Cancer = 皮膚悪性腫瘍研究会機関誌 24(3), 385-391, 2010-02-18
- … 遠隔転移に対しては全身化学療法が治療の主体となり,抗がん剤単剤ではpaclitaxel,docetaxelが,多剤併用療法ではMAID(Mesna+Doxorubicin+Ifosfamide+Dacarbazine)療法が高い奏効率を示す。 …
- NAID 10027902410
Related Links
- (MES-na) Trade name: Mesnex TM Chemocare.com uses generic names in all descriptions of drugs. Mesnex is the trade name for mesna. In some cases, health care professionals may use the trade name mesnex when ...
- mesna [mes´nah] a sulfhydryl compound given orally or intravenously together with a urotoxic antineoplastic agent such as ifosfamide or cyclophosphamide because it inactivates some of their metabolites and thus lessens damage to ...
Related Pictures
![Mesna štruca](https://1mg.info/0/f/5/1099.jpg)
![Mesna - patient information, description](https://1mg.info/0/f/5/1100.jpg)
![Mesna là gì](https://1mg.info/0/f/5/1101.jpg)
![Mesna Coupon - Mesna 10ml of 1g/10ml vial](https://1mg.info/0/f/5/1102.jpg)
![Mesna – Wikipedia, wolna encyklopedia](https://1mg.info/0/f/5/1103.jpg)
★リンクテーブル★
[★]
- 英
- cyclophosphamide, CPA CPM
- ラ
- cyclophosphamidum
- 商
- Cytoxan, Neosar、エンドキサン
- 関
- first aid step1 2006 p.207,257,309,324,326,386
特徴
- プロドラッグであり、肝臓で加水分解を受けて薬効を及ぼす
構造
作用機序
薬理作用
抗菌スペクトル
動態
適応
- non-Hodgkin’s lymphoma, breast and ovarian carcinomas
- immunosuppressants
注意
禁忌
副作用
- 出血性膀胱炎、骨髄抑制
- myelosuppression; hemorrhagic cystitis, which can be partially prevented with mesna
副作用(再評価結果より)
- 再評価結果時の自覚的並びに他覚的症状緩和における安全性評価対象例5021例(経口投与を含む)中,主なものは,白血球減少1903例(37.90%),悪心・嘔吐1041例(20.73%),脱毛1221例(24.32%)等であった。また,急性白血病等の造血幹細胞移植の前治療における本剤の第2相臨床試験の安全性評価対象例67例中,主なものは悪心・嘔吐61例(91%),下痢,口内炎各42例(各63%),脱毛38例(57%)であった。
重大な副作用
再評価結果における安全性評価例の集計
添付文書
- 注射用エンドキサン100mg/注射用エンドキサン500mg
- http://www.info.pmda.go.jp/go/pack/4211401D1033_1_10/4211401D1033_1_10?view=body
[★]
- 英
- mesna
- 商
- ウロミテキサン、Mesnex
[★]