Thienorphine

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 non-addictive analgesic and treatment for opioid dependence.^[1][2][3][4] 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.^[5][6][7] It also possesses relatively low affinity for the nociceptin receptor (K_i = 36.5 nM), where it acts as an antagonist.^[7]

Thienorphine

Clinical data
ATC code	None
Identifiers
IUPAC name (1R,2R,6S,15R)-3-(cyclopropylmethyl)-16-[(2R)-2-hydroxy-4-(thiophen-2-yl)butan-2-yl]-15-methoxy-13-oxa-3-azahexacyclo[13.2.2.12,8.01,6.06,14.07,12]icosa-7,9,11-trien-11-ol
PubChem CID	102212421
ChemSpider	58539334
Chemical and physical data
Formula	C31H39NO4S
Molar mass	521.72 g·mol−1
3D model (JSmol)	Interactive image
SMILES C[C@@](CCc1cccs1)([C@H]2C[C@@]34CCC2([C@H]5[C@@]36CCN([C@@H]4Cc7c6c(c(cc7)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-JTTXIWGLSA-N

See also

• Buprenorphine
• Etorphine
• Dihydroetorphine
• Diprenorphine
• TH-030418