C-8813

C-8813 (thiobromadol) is a potent μ-opioid receptor agonist with a distinctive chemical structure which is not closely related to other established families of opioid drugs. The trans-isomer was found to be around 591 times more potent than morphine in animal studies.[1] The same study assigned a potency of 504 times that of morphine to the related compound BDPC.

C-8813
Identifiers
IUPAC name
  • trans-4-(p-Bromophenyl)-4-(dimethylamino)-1-(2-(thiophen-2-yl)ethyl)cyclohexanol
CAS Number
PubChem CID
ChemSpider
UNII
Chemical and physical data
FormulaC20H26BrNOS
Molar mass408.40 g·mol−1
3D model (JSmol)
SMILES
  • BrC1=CC=C([C@@]2(CC[C@](CC2)(CCC3=CC=CS3)O)N(C)C)C=C1
InChI
  • InChI=1S/C20H26BrNOS/c1-22(2)20(16-5-7-17(21)8-6-16)13-11-19(23,12-14-20)10-9-18-4-3-15-24-18/h3-8,15,23H,9-14H2,1-2H3/t19-,20- ☒N
  • Key:XRDNIYBVNZLPJE-MXVIHJGJSA-N ☒N
 ☒NcheckY (what is this?)  (verify)

C-8813 is claimed to be similarly potent at the δ-opioid receptor, which antagonizes the μ-induced depression of breathing, presumably making the drug safer.[1]

C-8813 has never been approved for use in humans.

See also

References
  1. Liu ZH, Jin WQ, Dai QY, Chen XJ, Zhang HP, Chi ZQ (May 2003). "Opioid activity of C8813, a novel and potent opioid analgesic". Life Sciences. 73 (2): 233–41. doi:10.1016/S0024-3205(03)00263-7. PMID 12738037.
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