N-Methyl Naltrexone Glucuronide

CAS: 1067644-15-8

Rif. TR-M493190

Informazioni sul prodotto

• Nome: N-Methyl Naltrexone Glucuronide
• Sinonimi: (2S,3S,4S,5R,6S)-6-[[(3R,4R,4aS,12bS)-3-(cyclopropylmethyl)-4a-hydroxy-3-methyl-7-oxo-2,4,5,6,7a,13-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-3-ium-9-yl]oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid

Descrizione

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)

• Marchio: TRC

Proprietà chimiche

• Peso molecolare: 532.56
• Formula: C₂₇H₃₄NO₁₀
• Colore/Forma: 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