Product Name

  • Name

    Mesna

  • EINECS 243-285-9
  • CAS No. 19767-45-4
  • Article Data4
  • CAS DataBase
  • Density
  • Solubility Soluble in water. Also soluble in methanol, DMSO (33 mg/ml) and ethanol (<1 mg/ml).
  • Melting Point >240°C dec.
  • Formula C2H5NaO3S2
  • Boiling Point
  • Molecular Weight 164.182
  • Flash Point
  • Transport Information
  • Appearance white to off-white solid
  • Safety 26-36
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 19767-45-4 (Mesna)
  • Hazard Symbols IrritantXi
  • Synonyms Uromitexan;Sodium 2-mercaptoethanesulfonate;Prestwick_1005;Ethanesulfonic acid,2-mercapto-,monosodium salt;Ethanesulfonic acid, 2-mercapto-, monosodium salt;Mesnaum;Mesna(19767-45-4);2-Mercaptoethanesulfonic Acid Sodium Salt;2-sulfanylethanesulfonic acid;Lomustine，Mesna;
  • PSA 104.38000
  • LogP 0.54220

Synthetic route

mesna

mesna

sodium 2-bromethanesulfonate
4263-52-9

sodium 2-bromethanesulfonate

mesna
19767-45-4

mesna

Conditions
ConditionsYield
Stage #1: sodium 2-bromethanesulfonate With sodium hydroxide; tiolacetic acid In water at 10 - 105℃; for 2h; Heating / reflux;
Stage #2: With acetic acid In water for 6h; Heating / reflux;
2-(2-sulfo-ethylsulfanylcarbonylsulfanyl)-ethanesulfonic acid disodium salt

2-(2-sulfo-ethylsulfanylcarbonylsulfanyl)-ethanesulfonic acid disodium salt

mesna
19767-45-4

mesna

Conditions
ConditionsYield
With sodium hydroxide; water at 20 - 80℃; for 3h; Product distribution / selectivity;
dimesna

dimesna

mesna
19767-45-4

mesna

Conditions
ConditionsYield
With palladium on activated charcoal; hydrogen at 50 - 60℃; under 7600.51 - 15201 Torr; for 1h; Autoclave;189 g

Mesna Chemical Properties

IUPAC Name: sodium 2-sulfanylethanesulfonate 
Empirical Formula: C2H5NaO3S2
Molecular Weight: 164.1791g/mol
EINECS: 243-285-9 
Structure of Mesna (CAS NO.19767-45-4):

Melting Point: >240°C dec
Stability: Stable. Incompatible with strong oxidizing agents. 
Product Categories: Anti-Cancer;Pharmaceutical material and intermeidates;Xanthones;All Aliphatics;Antitumors for Research and Experimental Use;Biochemistry;Aliphatics;Sulfur & Selenium Compounds 
Canonical SMILES: C(CS(=O)(=O)[O-])S.[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

Mesna Uses

  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 .

Mesna Toxicity Data With Reference

1.    

orl-rat LD50:4440 mg/kg

     EJCODS    European Journal of Cancer and Clinical Oncology. 18 (1982),1377.
2.    

ipr-rat LD50:1251 mg/kg

     EJCODS    European Journal of Cancer and Clinical Oncology. 18 (1982),1377.
3.    

ivn-rat LD50:1683 mg/kg

     EJCODS    European Journal of Cancer and Clinical Oncology. 18 (1982),1377.
4.    

orl-mus LD50:6102 mg/kg

     EJCODS    European Journal of Cancer and Clinical Oncology. 18 (1982),1377.
5.    

ipr-mus LD50:2005 mg/kg

     EJCODS    European Journal of Cancer and Clinical Oncology. 18 (1982),1377.
6.    

ivn-mus LD50:1887 mg/kg

     EJCODS    European Journal of Cancer and Clinical Oncology. 18 (1982),1377.
7.    

inv-dog LDLo:400 mg/kg

     EJCODS    European Journal of Cancer and Clinical Oncology. 18 (1982),1377.

Mesna Safety Profile

Hazard Codes: IrritantXi
Risk Statements: 36/37/38
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36:Wear suitable protective clothing.
WGK Germany: 2
RTECS: KI7968000
Poison by intravenous route. Moderately toxic by intraperitoneal route. Mildly toxic by ingestion. When heated to decomposition it emits toxic fumes of SOx and Na2O. See also SULFONATES and MERCAPTANS.

Mesna Specification

  Mesna , its cas register number is 19767-45-4. It also can be called 2-Mercapto-ethan-sulfonsaeure, natrium-salz ; 2-Mercaptoethane sulfonate sodium ; 2-Mercaptoethanesulfonic acid monosodium salt ; 2-Mercaptoethanesulfonic acid sodium salt ; CCRIS 3712 ; Mesna ; Mesnex ; Mesnum ; Mistabron ; Mistabronco ; Mitexan ; Mucofluid ; Natrium 2-mercaptoethansulfonat ; Sodium 2-mercaptoethanesulfonate ; UNII-NR7O1405Q9 ; Uromitexan . Mesna (CAS NO.19767-45-4) is a white to off-white solid.

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