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
 NY (what is this?)  (verify)

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

C-8813 has never been used 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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