Basic information
- Standard SMILES
CNC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO- InChIKey
MBBZMMPHUWSWHV-BDVNFPICSA-N- Molecular formula
- C7H17NO5
- Average molar mass
- 195.21 g/mol
- Monoisotopic mass
- 195.11067264
Overview
N-methylglucamine is a hexosamine that is D-glucitol in which the hydroxy group at position 1 is substituted by the nitrogen of a methylamino group. A crystalline base, it is used in preparing salts of certain acids for use as diagnostic radiopaque media, while its antimonate is used as an antiprotozoal in the treatment of leishmaniasis. It is a hexosamine and a secondary amino compound.
Names & identifiers
- Preferred name
- N-Methyl-D-glucamine
- IUPAC
- (2R,3R,4R,5S)-6-(methylamino)hexane-1,2,3,4,5-pentol
Names & synonyms
meglumineN-Methyl-D-glucamine6284-40-8N-MethylsorbitylamineD-Glucitol, 1-deoxy-1-(methylamino)-Megluminum1-Deoxy-1-methylaminosorbitolMethylglucamineN-Methyl-D(-)-glucamined(-)-n-methylglucamine6HG8UB2MUY1-deoxy-1-methylamino-d-glucitol
Show more names
D-(-)-N-MethylglucamineNSC-7391NSC-52907CHEBI:59732NSC52907NSC7391antimoniate de mAglumineRefChem:389110
Database identifiers
- CAS
6284-40-8- PubChem CID
- 8567
- DTXSID
DTXSID0023244- ChEMBL
CHEMBL1200570- ChEBI
CHEBI:59732- UNII
- 6HG8UB2MUY
- EC Number
- 228-506-9
- Nikkaji
- J8.375E
Properties
Computed structural properties
- XLogP
- -2.8
- Topological polar surface area
- 113 Ų
- Hydrogen bond donors
- 6
- Hydrogen bond acceptors
- 6
- Rotatable bonds
- 6
- Heavy atoms
- 13
- Formal charge
- 0
- Complexity
- 134
Experimental & physicochemical properties
DrugsPharmaceuticals -> Listed in ZINC15
CosmeticsHair conditioning
Human Drugs
FDA approved drugs -> Active ingredient
FDA approved drugs -> Active ingredient
Animal DrugsPharmaceuticals -> UK Veterinary Medicines Directorate List
Physical DescriptionDry Powder; Liquid
Dissociation Constants9.6
Collision Cross Section
141.3 Ų [M+H]+ [CCS Type: DT; Buffer gas: N2; Ionization: ESI+; Dataset: TOXCAST; Source Identifier: DTXSID0023244]
134.31 Ų [M+H-H2O]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
139 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
Safety & regulation
GHS classification
GHS Classification
This chemical does not meet GHS hazard criteria for 93.4% (425 of 455) of all reports.
Not Classified
Aggregated GHS information provided per 455 reports by companies from 7 notifications to the ECHA C&L Inventory.
Hazard information
Regulatory Information
Chemical: D-Glucitol, 1-deoxy-1-(methylamino)-
D-Glucitol, 1-deoxy-1-(methylamino)- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of D-Glucitol, 1-deoxy-1-(methylamino)- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)
Status: Active Update: 13-02-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/18480
Meglumine: Does not have an individual approval but may be used under an appropriate group standard
Hazard Classes and CategoriesNot Classified
Chemistry & industry
Pharmacology
MeSH Pharmacological ClassificationSubstances used to allow enhanced visualization of tissues.
Uses & manufacturing
U.S. Production2023: 125,957 lb
Industry UsesIntermediate
Use ClassificationCosmetics -> Hair conditioning
General Manufacturing Information
Soap, Cleaning Compound, and Toilet Preparation Manufacturing
D-Glucitol, 1-deoxy-1-(methylamino)-: ACTIVE
Related reactions
98 records
Linked notes
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