Org 28312

Short description: Chemical compound

Org 28312

Identifiers

IUPAC name

* [1-(cyclohexylmethyl)-7-methoxyindol-3-yl]-((3S,5R)-3,4,5-trimethylpiperazin-1-yl)methanone

CAS Number|

* 1244028-73-6 N

PubChem CID|

* 10069407

ChemSpider|

* 24581999 Y

ChEMBL|

* ChEMBL1209708 Y

Chemical and physical data
Formula| C24H35N3O2
Molar mass| 397.563 g·mol−1
3D model (JSmol)|

* Interactive image

SMILES

* COc2cccc1c2n(CC4CCCCC4)cc1C(=O)N(CC3C)CC(C)N3C

InChI

* InChI=1S/C24H35N3O2/c1-17-13-27(14-18(2)25(17)3)24(28)21-16-26(15-19-9-6-5-7-10-19)23-20(21)11-8-12-22(23)29-4/h8,11-12,16-19H,5-7,9-10,13-15H2,1-4H3/t17-,18+ Y

* Key:DMYGECJTVMCGEP-HDICACEKSA-N Y

NY (what is this?) (verify)

Org 28312 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, but did not proceed to human trials, with the related compound Org 28611 chosen instead due to its better penetration into the brain.[1] The structure-activity relationships of these compounds have subsequently been investigated further leading to the development of a number of more potent analogues, derived by cyclisation around the indole or piperazine rings.[2][3]

## See also

* LBP-1
* Org 28611

## References

1. ↑ Adam, J. M. (2010). "Design, synthesis, and structure–activity relationships of indole-3-carboxamides as novel water soluble cannabinoid CB1 receptor agonists". MedChemComm (Royal Society of Chemistry) 1: 54. doi:10.1039/c0md00022a.
2. ↑ "Design, synthesis, and structure-activity relationship study of conformationally constrained analogs of indole-3-carboxamides as novel CB1 cannabinoid receptor agonists". Bioorganic & Medicinal Chemistry Letters 20 (16): 4918–21. August 2010. doi:10.1016/j.bmcl.2010.06.067. PMID 20634067.
3. ↑ "Design, synthesis, and structure-activity relationship study of bicyclic piperazine analogs of indole-3-carboxamides as novel cannabinoid CB1 receptor agonists". Bioorganic & Medicinal Chemistry Letters 20 (24): 7327–30. December 2010. doi:10.1016/j.bmcl.2010.10.061. PMID 21074434.

* v
* t
* e

Cannabinoids

Phytocannabinoids|

* Alkylamides
* Caryophyllene
* CBC
* CBCV
* CBD
* CBDV
* CBG
* CBGM
* CBGV
* CBL
* CBDL
* CBN
* CBV
* Epigallocatechin gallate
* Gallocatechol
* Perrottetinene
* Serinolamide A
* THC
* THC-C4
* THCA
* THCV
* Yangonin

* Active metabolites: 8,11-DiOH-THC
* 11-COOH-THC
* 11-OH-THC

Endocannabinoids|

* Arachidonoyl ethanolamide (AEA; anandamide)
* 2-Arachidonoylglycerol (2-AG)
* 2-Arachidonyl glyceryl ether (2-AGE; noladin ether)
* 2-Oleoylglycerol (2-OG)
* N-Arachidonoyl dopamine (NADA)
* N-Arachidonylglycine (NAGly)
* 2-Arachidonoyl lysophosphatidylinositol (2-ALPI)
* N-Arachidonoyl serotonin (AA-5-HT)
* Docosatetraenoylethanolamide (DEA)
* Lysophosphatidylinositol (LPI)
* Oleamide
* Oleoylethanolamide (OEA)
* Palmitoylethanolamide (PEA)
* RVD-Hpα
* Stearoylethanolamide (SEA)
* O-Arachidonoyl ethanolamine (O-AEA; virodhamine)

Synthetic
cannabinoids|

| Classical cannabinoids
(dibenzopyrans)|

* A-40174
* A-41988
* A-42574
* Ajulemic acid
* AM-087
* AM-411
* AM-855
* AM-905
* AM-906
* AM-919
* AM-926
* AM-938
* AM-2389
* AM-4030
* AMG-1
* AMG-3
* AMG-36
* AMG-41
* Dexanabinol (HU-211)
* DMHP
* Dronabinol
* HHC
* HU-210
* HU-243
* JWH-051
* JWH-133
* JWH-139
* JWH-161
* JWH-229
* JWH-359
* KM-233
* L-759,633
* L-759,656
* Levonantradol (CP 50,5561)
* Menabitan
* Nabazenil
* Nabidrox (Canbisol)
* Nabilone
* Nabitan
* Naboctate
* O-224
* O-581
* O-774
* O-806
* O-823
* O-1057
* O-1125
* O-1191
* O-1238
* O-2048
* O-2113
* O-2365
* O-2372
* O-2373
* O-2383
* O-2426
* O-2484
* O-2545
* O-2694
* O-2715
* O-2716
* O-3223
* O-3226
* Parahexyl
* Pirnabine
* THC-O-acetate
* THC-O-phosphate

|

Non-classical
cannabinoids|

* Cannabicyclohexanol
* CBD-DMH
* CP 47,497
* (C6)-CP 47,497
* (C9)-CP 47,497
* CP 55,244
* CP 55,940
* HU-308
* HU-320
* HU-331
* HU-336
* HU-345
* HU-446
* HU-465
* HU-910
* HUF-101
* Nonabine
* O-1376
* O-1422
* O-1601
* O-1656
* O-1657
* O-1660
* O-1663
* O-1871
* SPA-229
* Tinabinol

Benzoylindoles|

* 1-Butyl-3-(2-methoxybenzoyl)indole
* 1-Butyl-3-(4-methoxybenzoyl)indole
* 1-Pentyl-3-(2-methoxybenzoyl)indole
* AM-630
* AM-679
* AM-694
* AM-1241
* AM-2233
* GW-405,833 (L-768,242)
* Pravadoline
* RCS-4
* WIN 54,461

Naphthoylindoles|

* AM-1220
* AM-1221
* AM-1235
* AM-2201
* AM-2232
* CHM-081
* EAM-2201
* FUB-JWH-018
* JWH-007
* JWH-015
* JWH-018
* JWH-019
* JWH-073
* JWH-081
* JWH-098
* JWH-116
* JWH-122
* JWH-149
* JWH-164
* JWH-182
* JWH-193
* JWH-198
* JWH-200
* JWH-210
* JWH-398
* JWH-424
* MAM-1220
* MAM-2201
* NE-CHMIMO

Naphthoylindazoles|

* THJ-018
* THJ-2201

Pyrrolobenzoxazines|

* WIN 55,212-2

Naphthylmethylindoles|

* JWH-175
* JWH-176
* JWH-184
* JWH-185
* JWH-192
* JWH-194
* JWH-195
* JWH-196
* JWH-197
* JWH-199

Phenylacetylindoles|

* Cannabipiperidiethanone
* JWH-167
* JWH-203
* JWH-249
* JWH-250
* JWH-251
* JWH-302
* RCS-8

Indole-3-carboxamides|

* 5F-ADBICA
* 5F-MDMB-PICA
* 5F-NNE1
* 5F-PCN
* 5F-SDB-006
* AB-FUBICA
* AB-PICA
* ADBICA
* ADB-FUBICA
* APICA
* CUMYL-BICA
* CUMYL-PICA
* CUMYL-5F-PICA
* FDU-NNE1
* MDMB-CHMICA
* MMB-CHMICA
* MMB-2201
* MN-25 (UR-12)
* NNE1
* PX-1
* Org 28312
* Org 28611
* SDB-006
* STS-135

Indole-3-carboxylates|

* 5F-PB-22
* FDU-PB-22
* FUB-PB-22
* QUCHIC (BB-22)
* QUPIC (PB-22)
* NM-2201

Tetramethylcyclo-
propanoylindoles|

* 5Br-UR-144
* 5Cl-UR-144
* A-796,260
* A-834,735
* FUB-144
* UR-144
* XLR-11
* XLR-12

Indazole-3-
carboxamides|

* 4F-MDMB-BINACA
* 5Cl-APINACA
* 5F-ADB
* 5F-ADB-PINACA
* 5F-AMB
* 5F-APINACA
* 5F-CUMYL-PINACA
* 5F-EDMB-PINACA
* 5F-EMB-PINACA
* AB-CHMINACA
* AB-FUBINACA
* AB-FUBINACA 2-fluorobenzyl isomer
* AB-PINACA
* ADB-CHMINACA
* ADB-FUBINACA
* ADB-PINACA
* Adamantyl-THPINACA
* ADSB-FUB-187
* AMB-CHMINACA
* AMB-FUBINACA
* APINACA (AKB48)
* APP-FUBINACA
* CUMYL-4CN-BINACA
* CUMYL-PINACA
* CUMYL-THPINACA
* EMB-FUBINACA
* FUB-APINACA
* MDMB-4en-PINACA
* MDMB-FUBINACA
* MDMB-CHMINACA
* MN-18
* PX-2
* PX-3

Tetramethylcyclo-
propanoylindazoles|

* FAB-144

Naphthoylpyrroles|

* JWH-030
* JWH-147
* JWH-307
* JWH-369
* JWH-370

Eicosanoids|

* AM-883
* AM-1346
* ACEA
* ACPA
* Methanandamide (AM-356)
* O-585
* O-689
* O-1812
* O-1860
* O-1861

Pyrazolecarboxamides|

* 5F-AB-FUPPYCA
* AB-CHFUPYCA

Others|

* 2F-QMPSB
* 4-HTMPIPO
* 5F-PY-PICA
* 5F-PY-PINACA
* 5F-3-pyridinoylindole
* A-836,339
* A-955,840
* Abnormal cannabidiol
* AB-001
* BzODZ-EPyr
* AM-1248
* AM-1714
* AZ-11713908
* AZD-1940
* BAY 38-7271
* BAY 59-3074
* BIM-018
* CB-13
* CB-86
* CBS-0550
* CUMYL-4CN-B7AICA
* 5F-CUMYL-P7AICA
* CUMYL-PEGACLONE
* FUBIMINA
* GSK-554,418A
* GW-842,166X
* JTE 7-31
* LASSBio-881
* LBP-1
* Leelamine
* MDA-7
* MDA-19
* MEPIRAPIM
* NESS-040C5
* NMP-7
* O-889
* O-1269
* O-1270
* O-1399
* O-1602
* O-2220
* Olorinab
* PF-03550096
* PSB-SB-1202
* PTI-1
* PTI-2
* PTI-3
* QMPSB
* S-444,823
* SER-601
* Tedalinab
* URB-447
* VSN-16
* WIN 56,098

Allosteric CBR ligands|

* Org 27569
* Org 27759
* Org 29647
* RTI-371
* Pregnenolone

Endocannabinoid
enhancers
(inactivation inhibitors)|

* 4-Nonylphenylboronic acid
* AM-404
* Arachidonoyl serotonin
* Arvanil
* BIA 10-2474
* Biochanin A
* CAY-10401
* CAY-10429
* Genistein
* Guineesine
* IDFP
* JNJ 1661010
* JNJ-42165279
* JZL184
* JZL195
* Kaempferol
* LY-2183240
* MK-4409
* O-1624
* O-2093
* Oleoylethanolamide (OEA)
* Olvanil
* Palmitoylethanolamide (PEA)
* PF-04457845
* PF-622
* PF-750
* PF-3845
* PHOP
* URB-447
* URB-597
* URB-602
* URB-754
* VDM-11

Anticannabinoids
(antagonists/inverse
agonists/antibodies)|

* AM-251
* AM-281
* AM-630
* AM-1387
* AM-4113
* AM-6527
* AM-6545
* BML-190
* Brizantin (Бризантин)
* CAY-10508
* CB-25
* CB-52
* CB-86
* Dietressa (Диетресса)
* Drinabant (AVE1625)
* Hemopressin
* Ibipinabant (SLV319)
* JTE-907
* LH-21
* LY-320,135
* MDA-77
* MJ-15
* MK-9470
* NESS-0327
* NIDA-41020
* O-606
* O-1184
* O-1248
* O-1918
* O-2050
* O-2654
* Otenabant (CP-945,598)
* PF-514273
* PipISB
* PSB-SB-487
* Rimonabant (SR141716)
* Rosonabant (E-6776)
* SR-144,528
* Surinabant (SR147778)
* Taranabant (MK-0364)
* TM-38837
* VCHSR

* See also: Cannabinoid receptor modulators (cannabinoids by pharmacology)
* List of: AM cannabinoids
* JWH cannabinoids
* Designer drugs § Synthetic cannabimimetics

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Original source: https://en.wikipedia.org/wiki/Org 28312. Read more

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