Product Information
Name:N-Methyl Naltrexone Glucuronide
Controlled Product
Synonyms:
- (5α)-17-(Cyclopropylmethyl)-4,5-epoxy-3-(β-D-glucopyranuronosyloxy)-14-hydroxy-17-methyl-6-oxo-morphinanium
Brand:TRC
Description:Applications N-Methyl Naltrexone Glucuronide is metabolite of Naltrexone (N285750). Methylnaltrexone (MNTX; M320350), a selective μ-opioid receptor (MOR) antagonist, functions as a peripherally acting receptor antagonist in tissues of the gastrointestinal tract. When opiates activate μ-opioid receptors (MORs) they trigger signaling pathways that lead to tolerance and hyperalgesia. Methylnaltrexone (M320350) is positively charged and therefore does not cross the blood brain barier. Mice given morphine with methylnaltrexone experienced pain relief without degeloping tolerance.References Wall, M., et al.: Drug Metab. Dispos., 12, 677 (1984), Jones, D., et al.: .: Bioorg. Med. Chem., 13, 6727 ( 2005), Chen, T., et al.: Drugs Future, 32, 771 (2007); Chem. and Eng. News p.4 Jan. 23, (2017)
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Chemical properties
Molecular weight:532.56
Formula:C27H34NO10
Color/Form:Neat
InChI:InChI=1S/C27H33NO10/c1-28(11-12-2-3-12)9-8-26-17-13-4-5-15(36-25-20(32)18(30)19(31)22(38-25)24(33)34)21(17)37-23(26)14(29)6-7-27(26,35)16(28)10-13/h4-5,12,16,18-20,22-23,25,30-32,35H,2-3,6-11H2,1H3/p+1/t16-,18+,19+,20-,22+,23?,25-,26+,27-,28-/m1/s1
SMILES:C[N@+]1(CC2CC2)CC[C@]23c4c5ccc(O[C@@H]6O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]6O)c4OC2C(=O)CC[C@@]3(O)[C@H]1C5
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