(R)-p-Isothiocyanatobenzoylecgonine methyl ester

460960121 P-ISOCOC.svg skin-invert-image (R)-p-Isothiocyanatobenzoylecgonine methyl ester Methyl (1R,2R,3S,5S)-3-[(4-isothiocyanatobenzoyl)oxy]-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylate p-ISOCOC, p-Isococ correct ?? 71308129 correct chemspider 26286894 CN1[C@H]2CC[C@@H]1[C@H]([C@H](C2)OC(=O)c3ccc(cc3)N=C=S)C(=O)OC 1/C18H20N2O4S/c1-20-13-7-8-14(20)16(18(22)23-2)15(9-13)24-17(21)11-3-5-12(6-4-11)19-10-25/h3-6,13-16H,7-9H2,1-2H3/t13-,14+,15-,16+/m0/s1 JZGFOMFCWSMVHI-XUWVNRHRBQ correct chemspider 1S/C18H20N2O4S/c1-20-13-7-8-14(20)16(18(22)23-2)15(9-13)24-17(21)11-3-5-12(6-4-11)19-10-25/h3-6,13-16H,7-9H2,1-2H3/t13-,14+,15-,16+/m0/s1 correct chemspider JZGFOMFCWSMVHI-XUWVNRHRSA-N C18H20N2O4S 360.427 (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. Carroll FI, Lewin AH, Boja JW, Kuhar MJ Cocaine receptor: biochemical characterization and structure-activity relationships of cocaine analogues at the dopamine transporter Journal of Medicinal Chemistry 35 6 969–81 March 1992 1552510 10.1021/jm00084a001 See also RTI-76, covalent binding phenyltropane 4'-Fluorococaine Fourphit Metaphit Methocinnamox References Category:Tropanes Category:Dopamine reuptake inhibitors Category:Stimulants Category:Local anesthetics Category:Methyl esters Category:Isothiocyanates Category:Covalent inhibitors Category:Benzoate esters