Mesna

Chemotherapy adjuvant;potential antioxidant CAS# 19767-45-4

Mesna

Catalog No. BCC3811----Order now to get a substantial discount!

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Chemical structure

Mesna

3D structure

Chemical Properties of Mesna

Cas No. 19767-45-4 SDF Download SDF
PubChem ID 23662354 Appearance Powder
Formula C2H5NaO3S2 M.Wt 164.18
Type of Compound N/A Storage Desiccate at -20°C
Synonyms Sodium 2-mercaptoethanesulfonate; Mesnum
Solubility H2O : ≥ 50 mg/mL (304.54 mM)
*"≥" means soluble, but saturation unknown.
Chemical Name sodium;2-sulfanylethanesulfonate
SMILES C(CS(=O)(=O)[O-])S.[Na+]
Standard InChIKey XOGTZOOQQBDUSI-UHFFFAOYSA-M
Standard InChI InChI=1S/C2H6O3S2.Na/c3-7(4,5)2-1-6;/h6H,1-2H2,(H,3,4,5);/q;+1/p-1
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

Biological Activity of Mesna

Description2-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. IC50 Value: 182 mM (decreased superoxide anion production stimulated with PMA (tetradecanoylphorbol acetate) in PMN in-vitro); 70mM (inhibited H2O2 production) [3] Target: in vitro: MESNA had no effect on the qualitative and quantitative characteristics of the indicated processes in both the types of the doxorubicin sensitive cells. The combined use of doxorubicin and phosphamide or cyclophosphane the use of MESNA for lowering the urotoxic action of oxazophosphorines had no effect on the biological efficacy of doxorubicin [4]. in vivo: AMH-positive follicles were significantly decreased after cisplatin administration, which was significantly reversed when mesna was co-administered with cisplatin. The end product of lipid peroxidation, malondialdehyde (MDA), was significantly increased, but the anti-oxidative enzymatic activity of superoxide dismutase (SOD) and glutathione (GSH) were significantly decreased in cisplatin groups when compared with NS group. In contrast, after co-administration of cisplatin with mesna, MDA was significantly decreased whereas the activity of SOD and the concentration of GSH were increased. Moreover, mesna did not decrease the anti-tumor property of cisplatin in HePG2 cell lines [2]. After head trauma, tissue malondialdehyde levels increased; these levels were significantly decreased by MESNA administration. Caspase-3 levels were increased after trauma, but no effect of MESNA was determined in caspase-3 activity [1]. Clinical trial: Effects of Mesna on Homocysteine in Kidney Failure . Phase2

References:
[1]. Yilmaz ER, Kertmen H, Gürer B, The protective effect of 2-mercaptoethane sulfonate (MESNA) against traumatic brain injury in rats. Acta Neurochir (Wien). 2013 Jan;155(1):141-9; discussion 149. [2]. Li X, Yang S, Lv X, The mechanism of mesna in protection from cisplatin-induced ovarian damage in female rats. J Gynecol Oncol. 2013 Apr;24(2):177-85. [3]. Gressier B; Cabanis A; Lebegue S; Antioxidant Activity of Mesna: Interest During Pulmonary Inflammatory Diseases. Pharm.Weekbl. Sci.Ed., 1992, 14, No. 5, Suppl. F, F48 [4]. Bogush TA, Smirnova GB, Chmutin EF, Effect of MESNA on intracellular accumulation of doxorubicin and its interaction with DNA. Antibiot Khimioter. 1994 Sep-Oct;39(9-10):30-5.

Mesna Dilution Calculator

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Mesna Molarity Calculator

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Preparing Stock Solutions of Mesna

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 6.0909 mL 30.4544 mL 60.9088 mL 121.8175 mL 152.2719 mL
5 mM 1.2182 mL 6.0909 mL 12.1818 mL 24.3635 mL 30.4544 mL
10 mM 0.6091 mL 3.0454 mL 6.0909 mL 12.1818 mL 15.2272 mL
50 mM 0.1218 mL 0.6091 mL 1.2182 mL 2.4364 mL 3.0454 mL
100 mM 0.0609 mL 0.3045 mL 0.6091 mL 1.2182 mL 1.5227 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

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Background on Mesna

Mesna reacts with acrolein and other urotoxic metabolites of oxazaphosphorines (cyclophosphamide or ifosfamide) to form stable, non-urotoxic compounds. Mesna does not have any antitumor activity.

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References on Mesna

Effect of Submucosal Mesna Application on Mucoperichondrial Elevation in Septoplasty.[Pubmed:27997451]

J Craniofac Surg. 2017 Jan;28(1):e94-e96.

OBJECTIVE: It was revealed that the thiol compound named Mesna chemically softens the connective tissue with submucosal injection, and facilitates the endoscopic submucosal dissection. The authors aimed to investigate the effect of Mesna injection on mucoperichondrial elevation during septoplasty operation. METHODS: This study was planned as a patient-control study and performed. Fifty-six patients who had septoplasty operation were divided into 2 groups that are submucosal Mesna (group 1) and submucosal saline (group 2) applied ones. In both groups, the measurement was initiated by a timer during the start of septal incision and elevation processes. After bilateral subperichondrial and subperiostal elevation were finished, timer was stopped and time was recorded. After that, mucosal integrity was reviewed and mucosal damage status was recorded. The difficulty of mucoperichondrial elevation for the surgeon was recorded for each patient. RESULTS: Twenty-five (44.7%) of the patients who participated in our study were females while 31 (55.3%) were males. The average elevation periods were 201.4 +/- 74.3 seconds in group 1 and 260.2 +/- 84.1 seconds in group 2. In Mesna applied patients, elevation period was statistically and significantly shorter (P = 0.009). Impairment in mucosal integrity was observed as 33.3% in group 1 and 58.8% in group 2. In Mesna applied patients, significantly less impairment in mucosal integrity was observed (P = 0.031). The average mucoperichondrial elevation difficulty for the surgeon is observed as 4.83 +/- 2.47 in group 1 and 6.5 +/- 1.9 in group 2. Mesna applied patients were defined as significantly easier patients for the surgeon (P = 0.006). CONCLUSION: Submucosal Mesna application is an approach that provides a convenient, fast, and effective mucoperichondrial elevation in septoplasty and protects the mucosal integrity.

Single dose intratympanic mesna application inhibits propylene glycol induced cholesteatoma formation.[Pubmed:27995828]

J Laryngol Otol. 2017 Mar;131(3):215-220.

OBJECTIVE: Mesna (i.e. sodium 2-mercaptoethanesulfonate; C2H5NaO3S2) has been used in otological surgery such as cholesteatoma dissection and tympanic membrane lateralisation in atelectatic ears. However, this study aimed to investigate its effect on cholesteatoma formation. METHODS: A total of 20 Wistar rats were divided into two groups of 10 animals. The right and left ears of control animals were treated with saline (saline control group; n = 10 ears) and propylene glycol plus saline (propylene glycol control group; n = 10 ears), respectively. In the Mesna group, both ears were treated with propylene glycol plus Mesna (n = 20 ears). On days 1, 8 and 15, the saline control group had intratympanic injections of 0.2 ml saline and the propylene glycol control and Mesna groups had intratympanic injections of 0.2 ml 100 per cent propylene glycol. On day 22, the propylene glycol control group had a single intratympanic injection of 0.2 ml saline and the Mesna group had a single intratympanic injection of 10 per cent Mesna. Animals were killed 12 weeks after the last injection and the temporal bones were sent for histopathological evaluation. RESULTS: The cholesteatoma formation rate was 88 per cent in the propylene glycol control group, but was significantly lower in the Mesna group (p = 0.01). There were no significant differences in granulation tissue formation (p = 0.498), cyst formation in the bulla (p = 0.381), fibrosis (p = 0.072) and epithelial hyperplasia (p = 0.081) among experimental groups. CONCLUSION: Intratympanic propylene glycol administration is an effective method of promoting experimental cholesteatoma formation. Administration of a single dose of intratympanic Mesna inhibited cholesteatoma formation in an animal model.

Description

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.

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