Deferoxamine Mesylate

HCID 62881

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Basic information

CAS: 138-14-7
Standard SMILES: CC(=O)N(O)CCCCCNC(=O)CCC(=O)N(O)CCCCCNC(=O)CCC(=O)N(O)CCCCCN.CS(=O)(=O)O
InChIKey: IDDIJAWJANBQLJ-UHFFFAOYSA-N
Molecular formula: C26H52N6O11S
Average molar mass: 656.8 g/mol
Monoisotopic mass: 656.34147748

Overview

Deferoxamine Mesylate is the mesylate salt of an iron-chelating agent that binds free iron in a stable complex, preventing it from engaging in chemical reactions. Deferoxamine chelates iron from intra-lysosomal ferritin and ferrioxamine, a water-soluble complex excreted by the kidneys and in the feces via the bile. This agent does not readily chelate iron bound to transferrin, hemoglobin, myoglobin or cytochrome.

Names & identifiers

Preferred name: Deferoxamine Mesylate
IUPAC: N-[5-[[4-[5-[acetyl(hydroxy)amino]pentylamino]-4-oxobutanoyl]-hydroxyamino]pentyl]-N'-(5-aminopentyl)-N'-hydroxybutanediamide;methanesulfonic acid

Names & synonyms

Deferoxamine mesylate138-14-7DesferalDesferrioxamine B mesylateDeferoxamine mesilateDesferrioxamine mesylateDeferoxamine methanesulfonateDesferal mesylateDeferoxamine B mesylateDESFERRIOXAMINE MESILATEDesferrioxamine methanesulfonateDTXSID6037649

Show more names

V9TKO7EO6KDeferoxamini mesilasNSC-756718Desferrioxamine B methanesulfonateBa-33112DTXCID4017649NSC644468CHEBI:31460

Database identifiers

CAS: 138-14-7
PubChem CID: 62881
DTXSID: DTXSID6037649
ChEMBL: CHEMBL1234
UNII: V9TKO7EO6K
EC Number: 205-314-3

Properties

Computed structural propertiesFilling in

Topological polar surface area: 269 Å²
Hydrogen bond donors: 7
Hydrogen bond acceptors: 12
Rotatable bonds: 23
Heavy atoms: 44
Formal charge: 0
Complexity: 832

Experimental & physicochemical properties

Human Drugs · 2 items

FDA approved drugs -> Active ingredient

Collision Cross Section221.4 Å² [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

Safety & regulation

GHS classification

GHS Classification · 5 items

This chemical does not meet GHS hazard criteria for 30% (3 of 10) of reports.

Danger

H315 (60%): Causes skin irritation [Warning Skin corrosion/irritation]

P203, P233, P260, P261, P264, P264+P265, P271, P272, P280, P284, P302+P352, P304+P340, P305+P351+P338, P318, P319, P321, P332+P317, P333+P317, P337+P317, P342+P316, P362+P364, P403, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 10 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory InformationDesferrioxamine B mesylate: Does not have an individual approval but may be used under an appropriate group standard

Other Safety InformationIMAP assessments - Butanediamide, N'-[5-[[4-[[5-(acetylhydroxyamino)pentyl]amino]-1,4-dioxobutyl]hydroxyamino]pentyl]-N-(5-aminopentyl)-N-hydroxy-, monomethanesulfonate (salt): Environment tier I assessment

Hazard Classes and CategoriesSkin Irrit. 2 (60%)

Toxicology

Drug Induced Liver Injury · 6 items

Drug Induced Liver Injury Rank (DILIrank 2.0)

Deferoxamine mesylate

vLess-DILI-concern

No match

DOI:10.1016/j.drudis.2016.02.015

Chemistry & industry

Pharmacology

FDA Pharmacological Classification · 2 items

DEFEROXAMINE MESYLATE

Iron Chelating Activity [MoA]; Iron Chelator [EPC]

MeSH Pharmacological ClassificationLow-molecular-weight compounds produced by microorganisms that aid in the transport and sequestration of ferric iron. (The Encyclopedia of Molecular Biology, 1994)