Dimesna

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CAS Number

16208-51-8

Synonyms

BNP-7787

Purity

=98%

Smiles

[O-]S(=O)(=O)CCSSCCS(=O)(=O)[O-].[Na+].[Na+]

Chemical Information

Dimesna

Dimesna is the disodium salt form of dithio-ethane sulfonate, a dimer of mesna and a disulfide bond disrupting agent (DDA), with uroprotective, nephroprotective, chemoprotective, chemosensitizing and chemo-enhancing activities. Upon administration, dimesna is able to modify cysteine on various proteins, such as the kinases EGFR, MET and ROS1, thereby disrupting extracellular disulfide bonds and modulating the activity of these proteins. This inhibits their signaling pathways and downregulates proliferative signaling in cancer cells in which these kinases are overexpressed. This may also enhance the activity of other kinase inhibitors targeting the same proteins. In the kidneys, dimesna undergoes reduction to the free thiol compound, mesna, which reacts chemically with the urotoxic ifosfamide metabolites acrolein and 4-hydroxy-ifosfamide, resulting in their detoxification. This agent also inhibits cyclophosphamide-induced hemorrhagic cystitis. In addition, dimesna reduces toxicities associated with taxanes and platinum-based chemotherapeutic agents.

CAS Number	16208-51-8
PubChem CID	65625
IUPAC Name	disodium;2-(2-sulfonatoethyldisulfanyl)ethanesulfonate
Molecular Formula	C4H8Na2O6S4
Molecular Weight	326.4
Topological Polar Surface Area	182
Hydrogen Bond Donor Count	0
Hydrogen Bond Acceptor Count	8
Rotatable Bond Count	5
Heavy Atom Count	16
Formal Charge	0
Complexity	268

SMILES

C(CS(=O)(=O)[O-])SSCCS(=O)(=O)[O-].[Na+].[Na+]

InChI

InChI=1S/C4H10O6S4.2Na/c5-13(6,7)3-1-11-12-2-4-14(8,9)10;;/h1-4H2,(H,5,6,7)(H,8,9,10);;/q;2*+1/p-2

InChIKey

KQYGMURBTJPBPQ-UHFFFAOYSA-L

Chemical Structure

2D Structure

CAS: 16208-51-8

CID: 65625

Formula: C4H8Na2O6S4

MW: 326.4

Interactive 3D Structure

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Computed Properties

Property	Value
Molecular Weight	326.4
Hydrogen Bond Donor Count	0
Hydrogen Bond Acceptor Count	8
Rotatable Bond Count	5
Exact Mass	325.89991123
Monoisotopic Mass	325.89991123
Topological Polar Surface Area	182 Å²
Heavy Atom Count	16
Formal Charge	0
Complexity	268
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently-Bonded Unit Count	3
Compound Is Canonicalized	Yes

Alternative Products

Catalog	Name
GTR19162961-01	Dimesna

Dimesna

Chemical Information

Alternative Products

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