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Meglumine

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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
Mol File:
6284-40-8.mol
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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)
refractive index 
-16.5 ° (C=2, H2O)
RTECS 
LZ4295770
storage temp. 
Store below +30°C.
solubility 
H2O: 0.1 g/mL, clear, colorless
pka
pKa 9.39(H2O,t =30.0,I=0.05N2)(Approximate)
form 
Crystalline Powder
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
InChIKey
MBBZMMPHUWSWHV-VZFHVOOUSA-N
NIST Chemistry Reference
N-methylglucamine(6284-40-8)
EPA Substance Registry System
Meglumine (6284-40-8)
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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
Toxicity
LD50 orally in Rabbit: > 5000 mg/kg

MSDS

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Meglumine Usage And Synthesis

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.

Uses

antiinflammatory

Uses

excipient in cosmetics and X-ray contrast media

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).

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

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.

Meglumine Preparation Products And Raw materials

Raw materials

MeglumineSupplier

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