Thienorphine

Thienorphine

Systematic (IUPAC) name
N-Cyclopropylmethyl-7a-[(R)-1-hydroxyl-1-methyl-3-(thien-2-yl)propyl])-6,14-endoethanotetrahydrooripavine
Identifiers
ATC code	None
PubChem	CID: 102212421
Chemical data
Formula	C31H39NO4S
Molecular mass	521.71066 g/mol
SMILES CC(CCC1=CC=CS1)(C2CC34CCC2(C5C36CCN(C4CC7=C6C(=C(C=C7)O)O5)CC8CC8)OC)O
InChI InChI=1S/C31H39NO4S/c1-28(34,10-9-21-4-3-15-37-21)23-17-29-11-12-31(23,35-2)27-30(29)13-14-32(18-19-5-6-19)24(29)16-20-7-8-22(33)26(36-27)25(20)30/h3-4,7-8,15,19,23-24,27,33-34H,5-6,9-14,16-18H2,1-2H3/t23?,24-,27?,28-,29+,30+,31-/m1/s1 Key:WTGSHWLSWVFVAH-HRHGHGIZSA-N

Thienorphine is a very potent, extremely long-acting, orally-active opioid analgesic with mixed agonist–antagonist properties which was developed by the Beijing Institute of Pharmacology and Toxicology as a potential treatment for opioid dependence. It is a high-affinity, balanced ligand of the μ- (K_i = 0.22 nM), δ- (K_i = 0.69 nM), and κ-opioid receptors (K_i = 0.14 nM), behaving as a partial agonist of the μ- (E_max = 19%–28%) and κ-opioid receptors (E_max = 65–75%) and as an antagonist of the δ-opioid receptor. It also possesses relatively low affinity for the nociceptin receptor (K_i = 36.5 nM), where it acts as an antagonist.

See also

• Buprenorphine
• Etorphine
• Dihydroetorphine
• Diprenorphine