sodium 2-sulfanyl(2H4)ethane-1-sulfonate

• ChemBase ID: 172695
• Molecular Formular: C2H5NaO3S2
• Molecular Mass: 164.17907
• Monoisotopic Mass: 163.9577803
• SMILES: SCCS(=O)(=O)[O-].[Na+]
• Canonical SMILES: SCCS(=O)(=O)[O-].[Na+]
• InChI: InChI=1S/C2H6O3S2.Na/c3-7(4,5)2-1-6;/h6H,1-2H2,(H,3,4,5);/q;+1/p-1
• InChIKey: XOGTZOOQQBDUSI-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: sodium 2-sulfanyl(^2H₄)ethane-1-sulfonate
• IUPAC Traditional name: sodium 2-sulfanyl(^2H₄)ethanesulfonate
• Synonyms: 2-Mercaptoethanesulfonic-d4 Acid Sodium Salt; 2-Mercapto-1-ethanesulfonic-d4 Acid Monosodium Salt; D 7093-d4; Mesnex-d4; Mistabron-d4; Mistabronco-d4; Mucofluid-d4; Sodium 2-Mercaptoethanesulfonate-d4; UCB 3983-d4; Uromitexan-d4; Mesna-d4 (may contain up to 10% disulfide)

Database IDs

• PubChem SID: 164228605
• PubChem CID: 45039698

CALCULATED PROPERTIES

• Acid pKa: -1.1570375
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): -2.7792103
• LogD (pH = 7.4): -2.7799933
• Log P: -0.40282443
• Molar Refractivity: 28.0085 cm^3
• Polarizability: 12.126808 Å^3
• Polar Surface Area: 57.2 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Water
• Apperance: White to Off-White Solid
• Melting Point: >240°C dec.

Safety Information

• Storage Warning: Unstable in solution

DETAILS

Toronto Research Chemicals - M225752

Mesna reacts with acrolein and other urotoxic metabolites of oxazaphosphorines (cyclophosphamide or ifosfamide) to form stable, non-urotoxic compounds. Mesna does not have any antitumour activity, nor does it appear to interfere with the antitumour activi

REFERENCES

• Tekeres, M., et al.: Clin. Ther., 4, 56 (1981)
• Brock, N., et al.: Eur. J. Cancer Clin Oncol., 18, 1377 (1981)
• James, C.A., et al.: Br. J. Clin. Pharmacol., 23, 561 (1981)
• Schoenike, S.E., et al.: Clin. Pharm., 9, 179 (1981)