Meglumine

Meglumine Basic information
Product Name:Meglumine
Synonyms:1-Deoxy-1-(methylamino)hexitol;Glucitol, 1-deoxy-1-(methylamino)-, D-;D-GLUCITOL, 1-DEOXY-1-(METHYLAMINO)-;MEGLUMINE;1-DEOXY-1-(METHYLAMINO)GLUCITOL;1-DEOXY-1-METHYLAMINOSORBITOL;N-METHYL-D(-)-GLUCAMINE;Methylglucamine,99%
CAS:6284-40-8
MF:C7H17NO5
MW:195.21
EINECS:228-506-9
Product Categories:Anilines, Aromatic Amines and Nitro Compounds;Aminosugars;Biochemistry;Sugars;PREDEF;Diagnostic agents;API;6284-40-8
Mol File:6284-40-8.mol
Meglumine Structure
Meglumine Chemical Properties
Melting point 129-131.5 °C (lit.)
Boiling point 331.88°C (rough estimate)
alpha -16.5 º (c=10, H2O, on dry sub)
density 1.2669 (rough estimate)
refractive index -16.5 ° (C=2, H2O)
RTECS LZ4295770
storage temp. 2-8°C
solubility H2O: 0.1 g/mL, clear, colorless
form Crystalline Powder
pkapKa 9.39(H2O,t =30.0,I=0.05N2)(Approximate)
color White to almost white
PH11 (10g/l, H2O, 20℃)
optical activity[α]20/D 16.5±0.5°, c = 2% in H2O
Water Solubility 100 g/100 mL (25 ºC)
Sensitive Air Sensitive & Hygroscopic
Merck 14,6078
BRN 385906
InChIKeyMBBZMMPHUWSWHV-VZFHVOOUSA-N
LogP-3.370 (est)
NIST Chemistry ReferenceN-methylglucamine(6284-40-8)
EPA Substance Registry SystemMeglumine (6284-40-8)
Safety Information
Risk Statements 36/37/38
Safety Statements 24/25
WGK Germany 3
3-10-23
Autoignition Temperature~662 °F
TSCA Yes
HS Code 29221980
ToxicityLD50 orally in Rabbit: > 5000 mg/kg
MSDS Information
ProviderLanguage
Meglumine English
SigmaAldrich English
ACROS English
ALFA English
Meglumine Usage And Synthesis
Chemical Propertieswhite to almost white crystalline powder
Chemical PropertiesMeglumine occurs as a white to slightly yellow-colored crystalline powder; it is odorless or with a slight odor.
Usesantiinflammatory
UsesN-Methyl-D-glucamine is used in conjunction with iodinated organic compounds in contrast media viz. diatrizoate meglumine and iodipamide meglumine. It is useful in ion-exchange resins to chelate boron ions selectively. It is also used as an excipient in pharmaceuticals, in cosmetics and X-ray contrast media. It is also employed in the synthesis of surface active agents, pharmaceuticals and dyes.
Usesexcipient in cosmetics and X-ray contrast media
Production MethodsMeglumine is prepared by the imination of glucose and monomethylamine, in an alcoholic solution, followed by catalytic hydrogenation.
DefinitionChEBI: 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, whi e its antimonate is used as an antiprotozoal in the treatment of leishmaniasis.
Brand nameRenovue (Bracco).
General DescriptionPharmaceutical secondary standards for application in quality control, provide pharma laboratories and manufacturers with a convenient and cost-effective alternative to the preparation of in-house working standards.
Meglumine is a glucose-derived secondary amine which is widely used as an excipient in pharmaceutical formulations.
Pharmaceutical ApplicationsMeglumine is an organic base used as a pH-adjusting agent and solubilizing agent, primarily in the preparation of soluble salts of iodinated organic acids used as X-ray contrast media.
SafetyMeglumine is widely used in parenteral pharmaceutical formulations and is generally regarded as a nontoxic material at the levels usually employed as an excipient.
LD50 (mouse, IP): 1.68 g/kg
storageMeglumine does not polymerize or dehydrate unless heated above 150°C for prolonged periods.
The bulk material should be stored in a well-closed container in a cool, dry place. Meglumine should not be stored in aluminum containers since it reacts to evolve hydrogen gas; it discolors if stored in containers made from copper or copper alloys. Stainless steel containers are recommended.
Purification MethodsCrystallise N-methyl-D(-)-glucamine from MeOH. Its solubility in H2O is 10%. [Karrer & Herkenrath Helv Chim Acta 20 83 1957 also for other N-alkyl derivatives, Beilstein 4 IV 1914.]
IncompatibilitiesIncompatible with aluminum, copper, mineral acids, and oxidizing materials. Differential scanning calorimetry studies suggest meglumine is incompatible with glipizide.
Regulatory StatusIncluded in the FDA Inactive Ingredients Database (injections; oral tablets). Included in parenteral medicines licensed in the UK.
Meglumine Preparation Products And Raw materials
Raw materialsACETALDEHYDE AMMONIA-->1-Glucose-methylamine schiffbase
Preparation ProductsMGD SODIUM SALT MONOHYDRATE-->ABT-492 MegluMine
meglumine cyclic adenylate MEGLUMINE - REFERENCE SPECTRUM FLUNIXIN MEGLUMINE SALT,FLUNIXINE MEGLUMINE SALT,FLUNIXIN MEGLUMINE gadolinium DOTA meglumine sulfalene meglumine Flunixin meglumine N-Methyl-D-Glucamine(Meglumine) losulamide meglumine meglumine-gadolinium-edt FLUNIXIN MEGLUMINE IMP. C (EP): ETHYL 2-CHLOROPYRIDINE-3-CARBOXYLATE iodipamide meglumine salt,meglumine iodipamide Flumixin meglumine meglumine ioserinate N-METHYL GLUCAMINE ANTIMONIATE / MEGLUMINE ANTIMONIATE FLUNIXIN MEGLUMINE IMP. A (EP): 2-CHLOROPYRIDINE-3-CARBOXYLIC ACID gadoterate meglumine iodoxamic acid meglumine salt MEGLUMINE DIATRIAZOATE

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