Meglumine CAS 6284-40-8

Introduction:Basic information about Meglumine CAS 6284-40-8, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

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 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
Major Applicationpharmaceutical (small molecule)
Cosmetics Ingredients FunctionsHAIR CONDITIONING
InChI1S/C7H17NO5/c1-8-2-4(10)6(12)7(13)5(11)3-9/h4-13H,2-3H2,1H3/t4-,5+,6+,7+/m0/s1
InChIKeyMBBZMMPHUWSWHV-VZFHVOOUSA-N
SMILESCNC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO
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 TSCA listed
HS Code 29221980
Storage Class11 - Combustible Solids
ToxicityLD50 orally in Rabbit: > 5000 mg/kg

Meglumine Usage And Synthesis

Chemical Propertieswhite to almost white crystalline powder
Chemical PropertiesMeglumine occurs as a white to slightly yellow-colored crystallinepowder; 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 catalytichydrogenation.
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, whie 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 andsolubilizing agent, primarily in the preparation of soluble salts ofiodinated organic acids used as X-ray contrast media.
SafetyMeglumine is widely used in parenteral pharmaceutical formulationsand is generally regarded as a nontoxic material at the levelsusually employed as an excipient.
LD50 (mouse, IP): 1.68 g/kg
storageMeglumine does not polymerize or dehydrate unless heated above150°C for prolonged periods.
The bulk material should be stored in a well-closed container in acool, dry place. Meglumine should not be stored in aluminumcontainers since it reacts to evolve hydrogen gas; it discolors ifstored in containers made from copper or copper alloys. Stainlesssteel 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 oxidizingmaterials. Differential scanning calorimetry studies suggest meglumineis incompatible with glipizide.
Regulatory StatusIncluded in the FDA Inactive Ingredients Database (injections; oraltablets). 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

Meglumine Preparation Products And Raw materials

Raw materialsACETALDEHYDE AMMONIA-->1-Glucose-methylamine schiffbase-->D(+)-Glucose-->Flunixin Meglumine Impurity 9-->Methylamine-->Water-->Hydrogen
Preparation ProductsMGD SODIUM SALT MONOHYDRATE-->Delafloxacin meglumine
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Melamine CAS 108-78-1
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