BDPC

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Not to be confused with bromperidol or bromadoline.
BDPC
File:Bromadol.svg
File:Bromadol 3D BS.png
Clinical data
ATC code
  • None
Identifiers
  • 4-(4-Bromophenyl)-4-(dimethylamino)-1-(2-phenylethyl)cyclohexan-1-ol
CAS Number
PubChem CID
ChemSpider
UNII
ChEMBL
E number{{#property:P628}}
CompTox Dashboard (EPA)
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Chemical and physical data
FormulaC22H28BrNO
Molar mass402.376 g·mol−1
3D model (JSmol)
Melting point208 to 210 °C (406 to 410 °F)
  • CN(C)C1(CCC(CC1)(CCC2=CC=CC=C2)O)C3=CC=C(C=C3)Br
  • InChI=1S/C22H28BrNO/c1-24(2)22(19-8-10-20(23)11-9-19)16-14-21(25,15-17-22)13-12-18-6-4-3-5-7-18/h3-11,25H,12-17H2,1-2H3 checkY
  • Key:PRSUTWWKYIVBEU-UHFFFAOYSA-N checkY
  (verify)

BDPC (systematic name 4-(4-bromophenyl)-4-(dimethylamino)-1-(2-phenylethyl)cyclohexanol; also known as bromadol) is a potent fully synthetic opioid with a distinctive arylcyclohexylamine chemical structure. It was developed by Daniel Lednicer at Upjohn in the 1970s.[1] Initial studies estimated that it was around 10,000 times the potency of morphine in animal models.[2] However, later studies using more modern techniques assigned a value of 504 times the potency of morphine for the more active trans-isomer.[3] This drug was first seized along with three kilograms of acetylfentanyl in an April 25, 2013 police action in Montreal, Canada,[4] and has reportedly continued to be available on the designer drug market internationally.[5][6] Analogues where the para-bromine is replaced by chlorine or a methyl group retain similar activity, while the meta-hydroxyl derivative demonstrated robust antagonist activity.[7][8]

File:4Methyl-bromadol structure.png
p-methyl analogue of BDPC
File:4Chloro-bromadol structure.png
p-chloro analogue of BDPC. [1]
File:3Hydroxy-bromadol structure.png
m-hydroxy analogue of BDPC. [2]

See also

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References

[edit | edit source]
  1. ^ US 4366172, Lednicer, Daniel, "4-Amino-cyclohexanols, their pharmaceutical compositions and methods of use", issued Lua error in Module:Citation/CS1/Configuration at line 2172: attempt to index field '?' (a nil value)., assigned to Upjohn Company 
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