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. 

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

InChIKey

MBBZMMPHUWSWHV-VZFHVOOUSA-N

LogP

-3.370 (est)

NIST Chemistry Reference

N-methylglucamine(6284-40-8)

EPA Substance Registry System

Meglumine (6284-40-8)

Safety Information

Risk Statements 

36/37/38

Safety Statements 

24/25

WGK Germany 

3

F 

3-10-23

Autoignition Temperature

~662 °F

TSCA 

Yes

HS Code 

29221980

Toxicity

LD50 orally in Rabbit: > 5000 mg/kg

MSDS

• Language:English Provider:Meglumine
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

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

Uses

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.

Production Methods

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

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.

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

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(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