Cod-THC

Short description: Synthetic chemical compound

Cod-THC

Identifiers

IUPAC name

* [(4R,4aR,7S,7aR,12bS)-9-methoxy-3-methyl-2,4,4a,7,7a,13-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7-yl] [(6aR,10aR)-6,6,9-trimethyl-3-pentyl-6a,7,8,10a-tetrahydrobenzo[c]chromen-1-yl] carbonate

Chemical and physical data
Formula| C40H49NO6
Molar mass| 639.833 g·mol−1
3D model (JSmol)|

* Interactive image

SMILES

* CN1CC[C@@]23c4c5C[C@@H]1[C@@H]2C=C[C@H](OC(=O)Oc1cc(CCCCC)cc2OC(C)(C)[C@@H]6CCC(C)=C[C@H]6c21)[C@@H]3Oc4c(OC)cc5

Cod-THC (Codeine Δ9-tetrahydrocannabinol carbonate) is a synthetic codrug formed by linking tetrahydrocannabinol with codeine via a carbonate bridge. It is well absorbed orally and shows superior analgesic effects in animal studies compared to a simple mixture of the two drugs.[1][2][3]

## See also

* Benorilate
* Codeine-6-glucuronide
* Fenethylline
* THC-O-acetate

## References

1. ↑ ""Breaking bud": the effect of direct chemical modifications of phytocannabinoids on their bioavailability, physiological effects, and therapeutic potential". Organic & Biomolecular Chemistry 21 (18): 3715–3732. May 2023. doi:10.1039/d3ob00068k. PMID 36825573.
2. ↑ Holtman JR, Crooks PA, Dhooper HK, "Novel synergistic opioid-cannabinoid codrug for pain management.", US patent 2008/0176885, published 24 July 2008, assigned to University of Kentuckyand Insys Therapeutics Inc.
3. ↑ "Improving the Use of Drug Combination through the Codrug Approach". Prodrugs and Targeted Delivery: Towards Better ADME Properties.. Wiley. 2011. pp. 345–383 (374–376). ISBN 978-3-527-63318-0.

* 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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*[CBR]: Cannabinoid receptor