(R)-p-Isothiocyanatobenzoylecgonine methyl ester

From Wikipedia, the free encyclopedia
Jump to: navigation, search
(R)-p-Isothiocyanatobenzoylecgonine methyl ester
P-ISOCOC.svg
Names
IUPAC name
methyl (1S,3S,4R,5R)-3-(4-isothiocyanatobenzoyl)oxy-8-methyl-8-azabicyclo[3.2.1]octane-4-carboxylate
Other names
p-ISOCOC, p-Isococ
Identifiers
3D model (Jmol)
ChemSpider
Properties
C18H20N2O4S
Molar mass 360.427
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
YesY verify (what is YesYN ?)
Infobox references

(R)-p-Isothiocyanatobenzoylecgonine methyl ester (p-ISOCOC) is a cocaine analogue and irreversible (covalent) binding inhibitor of the cocaine receptor, as well as irreversible blocker of dopamine uptake by DAT (the latter being unlike its C3 homologue m-Isococ). p-Isococ also blocks the high-affinity cocaine site in preference to the low-affinity site.[1]

See also[edit]

References[edit]

  1. ^ Carroll FI, Lewin AH, Boja JW, Kuhar MJ (March 1992). "Cocaine receptor: biochemical characterization and structure-activity relationships of cocaine analogues at the dopamine transporter". Journal of Medicinal Chemistry. 35 (6): 969–81. doi:10.1021/jm00084a001. PMID 1552510.