Org 28611

{{Short description|Chemical compound}}

{{Drugbox

| Verifiedfields = changed

| verifiedrevid = 459852163

| IUPAC_name = [1-(cyclohexylmethyl)-7-methoxyindol-3-yl]-[(3S)-3,4-dimethylpiperazin-1-yl]methanone

| image = Org 28611 Structure.svg

| width = 200

| tradename =

| legal_CA = Schedule II

| legal_DE = NpSG

| legal_UK = PSA

| legal_status =

| routes_of_administration =

| metabolism =

| elimination_half-life =

| excretion =

| CAS_number_Ref = {{cascite|changed|??}}

| CAS_number = 639068-99-8

| UNII_Ref = {{fdacite|correct|FDA}}

| UNII = 1U7V49NTQG

| ChEMBL_Ref = {{ebicite|correct|EBI}}

| ChEMBL = 1209709

| PubChem = 10091392

| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}

| ChemSpiderID = 8266929

| C=23 | H=33 | N=3 | O=2

| smiles = COc3cccc(c13)c(C(=O)N(CC2C)CCN2C)cn1CC4CCCCC4

| StdInChI_Ref = {{stdinchicite|correct|chemspider}}

| StdInChI = 1S/C23H33N3O2/c1-17-14-25(13-12-24(17)2)23(27)20-16-26(15-18-8-5-4-6-9-18)22-19(20)10-7-11-21(22)28-3/h7,10-11,16-18H,4-6,8-9,12-15H2,1-3H3/t17-/m0/s1

| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}

| StdInChIKey = ONXJNAIZJKLJGA-KRWDZBQOSA-N

}}

Org 28611 (SCH-900,111) is a drug developed by Organon International which acts as a potent cannabinoid receptor full agonist at both the CB₁ and CB₂ receptors. It was developed with the aim of finding a water-soluble cannabinoid agonist suitable for intravenous use as an analgesic,{{Cite journal |author= Adam, J. M.|title= Design, synthesis, and structure–activity relationships of indole-3-carboxamides as novel water soluble cannabinoid CB1 receptor agonists |doi= 10.1039/c0md00022a |journal= MedChemComm|publisher= Royal Society of Chemistry|volume= 1 |pages= 54 |year= 2010 |display-authors=etal}} and while it achieved this aim and has progressed as far as Phase II clinical trials in humans as both a sedative and an analgesic, results against the comparison drugs (midazolam and morphine respectively) were not particularly favourable in initial testing.{{cite journal |vauthors=Zuurman L, Passier PC, de Kam M, Kleijn HJ, Cohen AF, van Gerven JM |title=Pharmacodynamic and pharmacokinetic effects of the intravenously administered CB1 receptor agonist Org 28611 in healthy male volunteers |journal=Journal of Psychopharmacology |volume=23 |issue=6 |pages=633–44 |date=August 2009 |pmid=18635703 |doi=10.1177/0269881108091551 |s2cid=43609218 }}[http://clinicaltrials.gov/ct2/show/NCT00782951 A Comparison of Analgesic Efficacy Between a Single Dose of ORG 28611, Morphine, and Placebo After Dental Impaction Surgery]