N-甲基-D-葡萄糖胺, N-methylglucamine

N-Methyl-D-glucamine is a gadolinium chelate that has been used as a contrast agent in magnetic resonance imaging. It is also an antimicrobial agent that binds to DNA and RNA, inhibiting their synthesis. N-Methyl-D-glucamine has been shown to have strong antitumor activity against carcinoma cell lines in vitro. This drug also inhibits the growth of bacteria such as Leishmania, which causes cutaneous leishmaniasis. N-Methyl-D-glucamine can be used for the treatment of infections caused by methicillin resistant Staphylococcus aureus (MRSA) or Mycobacterium tuberculosis due to its ability to inhibit protein synthesis and bacterial growth. MEGLUMINE is an experimental model for human serum with high water solubility and low toxicity. It belongs to the class of nonsteroidal anti-inflammatory drugs (NSAIDs).

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.

Meglumine, also known as megluminum or methylglucamine, belongs to the class of organic compounds known as hexoses. These are monosaccharides in which the sugar unit is a is a six-carbon containing moeity. Meglumine is soluble (in water) and a very weakly acidic compound (based on its pKa).

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.

1-Deoxy-1-(methylamino)-D-glucitol. A derivative of sorbitol in which the hydroxyl group in position 1 is replaced by a methylamino group. Often used in conjunction with iodinated organic compounds as contrast medium.

Title: N-Methylglucamine

CAS Registry Number: 6284-40-8

CAS Name: 1-Deoxy-1-(methylamino)-D-glucitol

Additional Names: N-methyl-D-glucamine; meglumine

Molecular Formula: C7H17NO5

Molecular Weight: 195.21

Percent Composition: C 43.07%, H 8.78%, N 7.18%, O 40.98%

Literature References: Prepd from D-glucose and methylamine: Karrer, Herkenrath, Helv. Chim. Acta 20, 83 (1937). Efficacy and toxicity in treatment of leishmaniasis: R. G. Muller et al., Arch. Inst. Cardiol. Mex. 52, 155 (1982); P. Bouree et al., Pathol. Biol. 33, 607 (1985). Antileishmanial activity in dogs: W. L. Chapman et al., Am. J. Vet. Res. 45, 1028 (1984).

Properties: Crystals from methanol, mp 128-129°. Does not polymerize or dehydrate unless heated above 150° for prolonged periods. [a]D18 -18.5° (Karrer); [a]D20 -23° (Rhône-Poulenc data sheet). Soly (g/100 ml): water at 25°: ~100; alcohol at 25°: 1.2; alcohol at 70°: 21. pH of 1% aq soln: 10.5. Forms salts with acids and complexes with metals. Salts with alkyl aryl sulfonic acids act as detergents.

Melting point: mp 128-129°

Optical Rotation: [a]D18 -18.5° (Karrer); [a]D20 -23° (Rhône-Poulenc data sheet)

Derivative Type: Antimonate

CAS Registry Number: 133-51-7

Manufacturers' Codes: RP-2168

Trademarks: Glucantim (Farmitalia); Glucantime (Specia); Protostib

Molecular Formula: C7H17NO5.HSbO3

Molecular Weight: 365.98

Percent Composition: C 22.97%, H 4.96%, N 3.83%, O 34.97%, Sb 33.27%

Properties: Powder. Soly in water about 35% ww. Practically insol in alcohol, ether, chloroform. pH of aq solns 6-7.

Use: In the synthesis of surface active agents, pharmaceuticals, dyes.

Therap-Cat: Antimonate as antiprotozoal (Leishmania).

Keywords: Antiprotozoal (Leishmania).

COA:

Product name: N-Methyl-D-glucamine          

M.F.: C₇H₁₇NO₅               M.W.: 195.21     CAS: 6284-40-8