Weight | 337.507 g/mol |
---|---|
Formula | C23H31NO |
Hydrogen Acceptors | 2 |
Hydrogen Donors | 1 |
Aromatic Rings | 1 |
Rotatable Bonds | 2 |
Xorphanol (77287-89-9)
Suppliers
- Sigma-Aldrich - Search for Xorphanol
- Fisher Scientific - Search for Xorphanol
- TCI - Search for Xorphanol
Alternate Names
-
SMILESCC1CC(=C)CC23C1C(CC4=C2C=C(C=C4)O)N(CC3)CC5CCC5
-
InChIKeyAZJPPZHRNFQRRE-UHFFFAOYSA-N
External Links
- Pubchem - Xorphanol
- Wikipedia - xorphanol
Xorphanol (INN) (developmental code name TR-5379 or TR-5379M), also known as xorphanol mesylate (USAN), is an opioid analgesic of the morphinan family that was never marketed. Xorphanol is a mixed agonistantagonist of opioid receptors, acting preferentially as a high-efficacy partial agonist/near-full agonist of the -opioid receptor (Ki = 0.4nM; EC50 = 3.3nM; Imax = 49%; IA = 0.84) and to a lesser extent as a partial agonist of the -opioid receptor (Ki = 0.25nM; IC50 = 3.4nM; Imax = 29%) with lower relative intrinsic activity and marked antagonistic potential (including the ability to antagonize morphine-induced effects and induce opioid withdrawal in opioid-dependent individuals). The drug has also been found to act as an agonist of the -opioid receptor (Ki = 1.0nM; IC50 = 8nM; Imax = 76%).
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