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Meglumine

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Products Intro: Product Name:n-methyl-d-glucamine
CAS:6284-40-8
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CAS:6284-40-8
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CAS:6284-40-8
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Meglumine Basic information
Product Name:Meglumine
Synonyms:1-deoxy-1-(methylamino)-d-glucito;1-Deoxy-1-(methylamino)hexitol;Glucitol, 1-deoxy-1-(methylamino)-, D-;Meglumin;Methylglucamin;Methylglucamine;D-GLUCITOL, 1-DEOXY-1-(METHYLAMINO)-;D(-)-N-METHYLGLUCAMINE
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.)
alpha -16.5 º (c=10, H2O, on dry sub)
Boiling point 331.88°C (rough estimate)
density 1.2669 (rough estimate)
bulk density300kg/m3
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℃)
biological sourcesynthetic (organic)
Optical Rotation[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
Usesexcipient in cosmetics and X-ray contrast media
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.
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.
References[1] Patent: US2014/255330, 2014, A1. Location in patent: Paragraph 0207
[2] Patent: US1994467, 1932,
[3] Helvetica Chimica Acta, 1937, vol. 20, p. 83,85
[4] Chemische Berichte, 1966, vol. 99, p. 812 - 822
[5] RSC Advances, 2014, vol. 4, # 10, p. 5152 - 5155
Tag:Meglumine(6284-40-8) Related Product Information
meglumine-gadolinium-edt FLUNIXIN MEGLUMINE SALT,FLUNIXINE MEGLUMINE SALT,FLUNIXIN MEGLUMINE N-METHYL GLUCAMINE ANTIMONIATE / MEGLUMINE ANTIMONIATE Diatrizoate meglumine (USP),MEGLUMINE DIATRIZOATE,DIATRIZOATE MEGLUMINE,diatrizoic acid meglumine salt Flunixin meglumine Liometacen (meglumine salt),Liometacen [as meglumine salt] D-GLUCAMINE Glucosamine gadolinium DOTA meglumine iodipamide meglumine salt,meglumine iodipamide MEGLUMINE - REFERENCE SPECTRUM Iothalamate meglumine meglumine ioxithalamate,ioxitalamic acid meglumine salt meglumine iodamide,iodamide meglumine salt meglumine indomethacinate MEGLUMINE DIATRIAZOATE iodoxamic acid meglumine salt FLUNIXIN MEGLUMINE IMP. C (EP): ETHYL 2-CHLOROPYRIDINE-3-CARBOXYLATE

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