Structure via PubChem · Public domain (PubChem)
meglumine
Sign in to saveAlso known as N-methyl-D-glucamine, 1-deoxy-1-methylaminosorbitol
Meglumine is a sugar alcohol derived from glucose that contains an amino group modification. It is often used as an excipient in pharmaceuticals and in conjunction with iodinated compounds in contrast media such as diatrizoate meglumine, iothalamate meglumine, and iodipamide meglumine.
Chemical data
- Formula
- C7H17NO5
- Molecular weight
- 195.21 g/mol
- IUPAC name
- (2R,3R,4R,5S)-6-(methylamino)hexane-1,2,3,4,5-pentol
- SMILES
- CNC[C@@H]([C@H]([C@@H]([C@@H](CO)O)O)O)O
- InChIKey
- MBBZMMPHUWSWHV-BDVNFPICSA-N
- XLogP
- -2.8
- Polar surface area
- 113 Ų
- H-bond donors
- 6
- H-bond acceptors
- 6
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Approved
- Molecule type
- Small molecule
- First approval
- 1982
- Admin. routes
- parenteral
- Indications
- mucocutaneous Leishmaniasis, Ischemic stroke, Leishmaniasis, metabolic acidosis
via ChEMBL · EBI
Research
9,306 papers- Systemic meglumine antimoniate-induced severe dilated cardiomyopathy.Dermatologic therapy · 2022
- [Meglumine antimoniate].Revista da Sociedade Brasileira de Medicina Tropical · 2001
- Meglumine Antimoniate-Loaded Aqueous-Core PLA Nanocapsules: Old Drug, New Formulation against Leishmania-Related Diseases.Macromolecular bioscience · 2021
- Meglumine hepatotoxicity.Annals of internal medicine · 1978
- Comparison of gadobutrol and meglumine gadoterate for dynamic contrast-enhanced MRI of pituitary macroadenomas.Scientific reports · 2025
via PubMed
Wikidata facts
- Mass
- 195.111
Show 8 more facts
- chemical formula
- C₇H₁₇NO₅
- melting point
- 130.0
- isomeric SMILES
- CNC[C@@H]([C@H]([C@@H]([C@@H](CO)O)O)O)O
- canonical SMILES
- CNCC(C(C(C(CO)O)O)O)O
- World Health Organisation international non-proprietary name
- meglumine
- medical condition treated
- cutaneous leishmaniasis
- subject has role
- contrast agent
- Commons category
- Meglumine
via Wikidata · CC0
~1 min read
Encyclopedic overview
2 sectionsContents
- See also
- References
Meglumine is a sugar alcohol derived from glucose that contains an amino group modification. It is often used as an excipient in pharmaceuticals and in conjunction with iodinated compounds in contrast media such as diatrizoate meglumine, iothalamate meglumine, and iodipamide meglumine.
==See also== Flunixin meglumine Meglumine antimoniate
Excerpted from Wikipedia’s “meglumine” article, available under the CC BY-SA 4.0 licence.
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