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HomeProduct name listMeglumine

Meglumine

Synonym(s):N-Methyl-D-glucamine;1-Deoxy-1-(methylamino)-D-glucitol;1-Deoxy-1-methylaminosorbitol;Meglumine

  • CAS NO.:6284-40-8
  • Empirical Formula: C7H17NO5
  • Molecular Weight: 195.21
  • MDL number: MFCD00004707
  • EINECS: 228-506-9
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-11-19 20:33:22
Meglumine Structural

What is Meglumine?

Chemical properties

white to almost white crystalline powder

Chemical properties

Meglumine occurs as a white to slightly yellow-colored crystalline powder; it is odorless or with a slight odor.

The Uses of Meglumine

N-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.

The Uses of Meglumine

antiinflammatory

The Uses of Meglumine

excipient in cosmetics and X-ray contrast media

What are the applications of Application

Meglumine is an amino sugar compound

Definition

ChEBI: 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.

Production Methods

Meglumine is prepared by the imination of glucose and monomethylamine, in an alcoholic solution, followed by catalytic hydrogenation.

brand name

Renovue (Bracco).

General Description

Pharmaceutical 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 Applications

Meglumine 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.

Safety

Meglumine 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

Definition

ChEBI: 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.

storage

Meglumine 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 Methods

Crystallise 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.]

Incompatibilities

Incompatible with aluminum, copper, mineral acids, and oxidizing materials. Differential scanning calorimetry studies suggest meglumine is incompatible with glipizide.

Regulatory Status

Included in the FDA Inactive Ingredients Database (injections; oral tablets). Included in parenteral medicines licensed in the UK.

Properties of Meglumine

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
pka pKa 9.39(H2O,t =30.0,I=0.05N2)(Approximate)
color  White to almost white
PH 11 (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
NIST Chemistry Reference N-methylglucamine(6284-40-8)
EPA Substance Registry System Meglumine (6284-40-8)

Safety information for Meglumine

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H315:Skin corrosion/irritation
H319:Serious eye damage/eye irritation
H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes P261:Avoid breathing dust/fume/gas/mist/vapours/spray.
P304+P340:IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P405:Store locked up.

Computed Descriptors for Meglumine

InChIKey MBBZMMPHUWSWHV-VZFHVOOUSA-N

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