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Revision as of 21:39, 6 July 2021 editVlachj (talk | contribs)32 edits Changed "amino sugar" to "sugar alcohol". Meglumine is not a sugar but rather an alcohol derived from a sugar. The OH group on carbon-1 is then replaced with a methyl-amino group.← Previous edit Latest revision as of 01:59, 3 January 2024 edit undoInnerstream (talk | contribs)Autopatrolled, Extended confirmed users4,071 editsmNo edit summary 
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| Watchedfields = changed | Watchedfields = changed
| verifiedrevid = 407762837 | verifiedrevid = 407762837
| ImageFile = Meglumine.png | ImageFile = Meglumine.svg
| ImageFile_Ref = {{chemboximage|correct|??}} | ImageFile_Ref = {{chemboximage|correct|??}}
| ImageSize = 200 | ImageSize = 200
| ImageName = Stereo, skeletal formula of meglumine | ImageName = Stereo, skeletal formula of meglumine
| SystematicName = (2''R'',3''R'',4''R'',5''S'')-6-(Methylamino)hexane-1,2,3,4,5-pentol | SystematicName = (2''R'',3''R'',4''R'',5''S'')-6-(Methylamino)hexane-1,2,3,4,5-pentol
| OtherNames = N-methyl-D-glucamine; Methylglucamine; ''N''-Methylglucamine; 1-Deoxy-1-(methylamino)-<small>D</small>-glucitol; 1-Deoxy-1-methylaminosorbitol; ''N''-Methylsorbitylamine; Meglumin <!-- synonyms from Chemical Abstracts Service--> | OtherNames = ''N''-Methyl-<small>D</small>-glucamine; Methylglucamine; ''N''-Methylglucamine; 1-Deoxy-1-(methylamino)-<small>D</small>-glucitol; 1-Deoxy-1-methylaminosorbitol; ''N''-Methylsorbitylamine; Meglumin <!-- synonyms from Chemical Abstracts Service-->
|Section1={{Chembox Identifiers |Section1={{Chembox Identifiers
| CASNo = 6284-40-8 | CASNo = 6284-40-8
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'''Meglumine''' is a ] derived from ] that contains an ] modification. It is often used as an ] in pharmaceuticals and in conjunction with iodinated compounds in ] such as ], ] and ].<ref>, chemicalland21.com</ref> '''Meglumine''' is a ] derived from ] that contains an ] modification. It is often used as an ] in pharmaceuticals<ref>{{cite web | url = https://drugs.ncats.io/drug/6HG8UB2MUY | title = Meglumine | work = Inxight Drugs | publisher = National Center for Advancing Translational Sciences }}</ref> and in conjunction with iodinated compounds in ] such as ], ], and ].<ref>, chemicalland21.com</ref>


==See also== ==See also==

Latest revision as of 01:59, 3 January 2024

Meglumine
Stereo, skeletal formula of meglumine
Names
Systematic IUPAC name (2R,3R,4R,5S)-6-(Methylamino)hexane-1,2,3,4,5-pentol
Other names N-Methyl-D-glucamine; Methylglucamine; N-Methylglucamine; 1-Deoxy-1-(methylamino)-D-glucitol; 1-Deoxy-1-methylaminosorbitol; N-Methylsorbitylamine; Meglumin
Identifiers
CAS Number
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.025.916 Edit this at Wikidata
PubChem CID
UNII
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C7H17NO5/c1-8-2-4(10)6(12)7(13)5(11)3-9/h4-13H,2-3H2,1H3/t4-,5+,6+,7+/m0/s1Key: MBBZMMPHUWSWHV-BDVNFPICSA-N
SMILES
  • O((O)CNC)(O)(O)CO
Properties
Chemical formula C7H17NO5
Molar mass 195.215 g·mol
Appearance White crystals
log P −2.509
Acidity (pKa) 9.52
Basicity (pKb) 0.526
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). ☒N verify (what is  ?) Infobox references
Chemical compound

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

References

  1. "Meglumine". Inxight Drugs. National Center for Advancing Translational Sciences.
  2. Meglumine, chemicalland21.com
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