(4R,4aS,6S,6aR,11bS)-6-Carboxy-3-(cyclopropylmethyl)-1,2,3,4,4a,5,6,6a-octahydro-4a,6,8-trihydroxy-3-methyl-4,11-methanobenzofuro[3',2':2,3]cyclopenta[1,2-c]pyridinium, Inner Salt

CAS: 1005411-72-2

Ref. TR-C176953

Product Information

• Name: (4R,4aS,6S,6aR,11bS)-6-Carboxy-3-(cyclopropylmethyl)-1,2,3,4,4a,5,6,6a-octahydro-4a,6,8-trihydroxy-3-methyl-4,11-methanobenzofuro[3',2':2,3]cyclopenta[1,2-c]pyridinium, Inner Salt
• Synonyms: Methylnaltrexone Ring Contraction Impurity
• Brand: TRC
• Description: Applications (4R,4aS,6S,6aR,11bS)-6-Carboxy-3-(cyclopropylmethyl)-1,2,3,4,4a,5,6,6a-octahydro-4a,6,8-trihydroxy-3-methyl-4,11-methanobenzofuro[3',2':2,3]cyclopenta[1,2-c]pyridinium, Inner Salt, is an impurity/degradation of N-methyl Naltrexone (M320350), a metabolite of Naltrexone (N285750).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)

Chemical properties

• Molecular weight: 387.43
• Formula: C₂₁H₂₅NO₆
• Color/Form: White To Light Brown
• InChI: InChI=1S/C21H25NO6/c1-22(9-11-2-3-11)7-6-19-15-12-4-5-13(23)16(15)28-17(19)20(26,18(24)25)10-21(19,27)14(22)8-12/h4-5,11,14,17,26-27H,2-3,6-10H2,1H3,(H-,23,24,25)/t14-,17-,19+,20+,21-,22-/m1/s1
• SMILES: C[N@+]1(CC2CC2)CC[C@]23c4c5ccc(O)c4O[C@H]2[C@](O)(C(=O)[O-])C[C@@]3(O)[C@H]1C5