Naloxegol Oxalate

• CAT Number: I001370
• CAS Number: 1354744-91-4
• Molecular Formula: C36H55NO15
• Molecular Weight: 741.828
• Purity: ≥95%
• Target: opioid antagonist
• Solubility: Soluble in DMSO, not in water
• Storage: 0 - 4 °C for short term, or -20 °C for long term
• InChI: InChI=1S/C34H53NO11.C2H2O4/c1-3-9-35-10-8-33-30-26-4-5-27(36)31(30)46-32(33)28(6-7-34(33,37)29(35)25-26)45-24-23-44-22-21-43-20-19-42-18-17-41-16-15-40-14-13-39-12-11-38-2;3-1(4)2(5)6/h3-5,28-29,32,36-37H,1,6-25H2,2H3;(H,3,4)(H,5,6)/t28-,29+,32-,33-,34+;/
• InChIKey: MNYIRXLCPODKLG-VUTNLTPYSA-N
• SMILES: O[C@@]12CC[C@H](OCCOCCOCCOCCOCCOCCOCCOC)[C@@]3([H])[C@@]14CCN(CC=C)[C@]2([H])CC5=C4C(O3)=C(O)C=C5.O=C(O)C(O)=O

Naloxegol (Cat.No:I001370), also known as and NKTR-118 and AZ-13337019, is a peripherally-selective opioid antagonist for the treatment of opioid-induced constipation. It was approved in 2014 in adult patients with chronic, non-cancer pain. Chemically, naloxegol is a pegylated (polyethylene glycol-modified) derivative of α-naloxol. Specifically, the 5-α-hydroxyl group of α-naloxol is connected via an ether linkage to the free hydroxyl group of a monomethoxy-terminated n=7 oligomer of PEG.

Reference

1: Al-Huniti N, Zhou D, Xu H, Aksenov S, Bui KH, Fox R, Helmlinger G, Stanski D.
Pharmacometric Modeling of Naloxegol Efficacy and Safety: Impact on Dose and
Label. Clin Pharmacol Ther. 2017 Nov;102(5):741-744. doi: 10.1002/cpt.719. Epub
2017 May 26. Review. PubMed PMID: 28548207.

2: Naloxegol (Movantik) for opioid-induced constipation. Med Lett Drugs Ther.
2015 Sep 28;57(1478):135-7. Review. PubMed PMID: 26393826.

3: Corsetti M, Tack J. Naloxegol , a new drug for the treatment of opioid-induced
constipation. Expert Opin Pharmacother. 2015 Feb;16(3):399-406. doi:
10.1517/14656566.2015.991306. Epub 2014 Dec 13. Review. PubMed PMID: 25496063.

4: Poulsen JL, Brock C, Olesen AE, Nilsson M, Drewes AM. Clinical potential of
naloxegol in the management of opioid-induced bowel dysfunction. Clin Exp
Gastroenterol. 2014 Sep 19;7:345-58. doi: 10.2147/CEG.S52097. eCollection 2014.
Review. PubMed PMID: 25278772; PubMed Central PMCID: PMC4179399.