Chemical compound

MN-18

Legal status
Legal status|

* CA: Schedule II
* DE: NpSG (Industrial and scientific use only)
* UK: Class B

Identifiers

IUPAC name

* N-(naphthalen-1-yl)-1-pentyl-1H-indazole-3-carboxamide

CAS Number|

* 1391484-80-2 Y

PubChem CID|

* 119058030

ChemSpider|

* 29763729

UNII|

* GP2N1PG5X2

CompTox Dashboard (EPA)|

* DTXSID301010033

Chemical and physical data
Formula| C23H23N3O
Molar mass| 357.457 g·mol−1
3D model (JSmol)|

* Interactive image

SMILES

* CCCCCn1nc(c2c1cccc2)C(=O)Nc1cccc2c1cccc2

InChI

* InChI=1S/C23H23N3O/c1-2-3-8-16-26-21-15-7-6-13-19(21)22(25-26)23(27)24-20-14-9-11-17-10-4-5-12-18(17)20/h4-7,9-15H,2-3,8,16H2,1H3,(H,24,27)

* Key:UJKHLVOEXULDRU-UHFFFAOYSA-N

MN 18 is an indazole-based synthetic cannabinoid that is an agonist for the cannabinoid receptors, with Ki values of 45.72 nM at CB1 and 11.098 nM at CB2 and EC50 values of 2.028 nM at CB1 and 1.233 nM at CB2,[1] and has been sold online as a designer drug.[2][3] It is the indazole core analogue of NNE1. Given the known metabolic liberation (and presence as an impurity) of amantadine in the related compound APINACA, it is suspected that metabolic hydrolysis of the amide group of MN-18 may release 1-naphthylamine, a known carcinogen. MN-18 metabolism has been described in literature.[4][5]

## Legal status[edit]

MN-18 is banned in Sweden.[when?][6] On 15 September 2014 the Turkey government banned the sale of MN-18.[7]

## See also[edit]

* 5F-NNE1
* 5F-PB-22
* AM-2201
* BB-22
* FUB-JWH-018
* AB-FUBINACA
* ADB-FUBINACA
* AMB-FUBINACA
* FDU-PB-22
* FUB-144
* FUB-APINACA
* FUB-PB-22
* MDMB-FUBICA
* MDMB-FUBINACA
* PB-22

## References[edit]

1. ^ Gamage TF, Farquhar CE, Lefever TW, Marusich JA, Kevin RC, McGregor IS, et al. (May 2018). "Molecular and Behavioral Pharmacological Characterization of Abused Synthetic Cannabinoids MMB- and MDMB-FUBINACA, MN-18, NNEI, CUMYL-PICA, and 5-Fluoro-CUMYL-PICA". The Journal of Pharmacology and Experimental Therapeutics. 365 (2): 437–446. doi:10.1124/jpet.117.246983. PMC 5932312. PMID 29549157.
2. ^ "MN-18". Southern Association of Forensic Scientists. Archived from the original on 23 July 2015. Retrieved 23 July 2015.
3. ^ Uchiyama N, Shimokawa Y, Kikura-Hanajiri R, Demizu Y, Goda Y, Hakamatsuka T (February 2015). "N-OH-EDMA, and a cathinone derivative dimethoxy-α-PHP, newly identified in illegal products". Forensic Toxicology. 33 (2): 244–259. doi:10.1007/s11419-015-0268-7. PMC 4525202. PMID 26257833.
4. ^ Diao X, Carlier J, Zhu M, Huestis MA (November 2017). "Human Hepatocyte Metabolism of Novel Synthetic Cannabinoids MN-18 and Its 5-Fluoro Analog 5F-MN-18". Clinical Chemistry. 63 (11): 1753–1763. doi:10.1373/clinchem.2017.277152. PMID 28821542.
5. ^ Kevin RC, Lefever TW, Snyder RW, Patel PR, Gamage TF, Fennell TR, et al. (January 2018). "Kinetic and metabolic profiles of synthetic cannabinoids NNEI and MN-18". Drug Testing and Analysis. 10 (1): 137–147. doi:10.1002/dta.2262. PMC 5785468. PMID 28834241.
6. ^ "Cannabinoider föreslås bli klassificerade som hälsofarlig vara". Folkhälsomyndigheten. 28 May 2014. Retrieved 23 July 2015.
7. ^ "Turkish Drug Law List". Resmi Gazete. 15 Sep 2014.

* v
* t
* e

Cannabinoids

Phytocannabinoids
(comparison)|

| Cannabibutols|

* CBB

|

Cannabichromenes|

* CBC
* CBCA
* CBCA-A
* CBCB
* CBCBA
* CBCP
* CBCPA
* CBCV
* CBCVA
* CBCQ

Cannabicyclols|

* CBL
* CBLA
* CBLB
* CBLP
* CBLPA
* CBLV
* CBLVA

Cannabidiols|

* CBD
* CBDA
* CBD-C1
* CBD-C5
* CBDB
* CBDBA
* CBDD
* CBDH
* CBDP
* CBDPA
* CBDM
* CBDMA
* CBDV
* CBDVA
* CBDQ

Cannabielsoins|

* CBE
* CBEA
* CBEA-A
* CBEA-B
* CBEB
* CBEP
* CBEPA
* CBEV

Cannabigerols|

* CBG
* CBGA
* CBGB
* CBGBA
* CBGM
* CBGAM
* CBGP
* CBGPA
* CBNR
* CBNRA
* CBNRA-A
* CBGV
* CBGVA
* CBGVA-A
* CBGQ

Cannabiphorols|

* CBP

Cannabinols|

* CBN
* CBNA
* CBN-C1
* CBN-C2
* CBN-C4
* CBNM
* CBND
* CBNDA
* CBNP
* CBNPA
* CBVD
* CBVDA

Cannabitriols|

* CBT
* CBTA
* CBTB
* CBTV
* CBTVA
* CBTP
* CBTPA

Cannabivarins|

* CBV
* CBVA

Delta-8-tetrahydrocannabinols|

* Delta-8-THC
* Delta-8-THCA
* Delta-8-THCA-A
* Delta-8-THCB
* Delta-8-THCP
* Delta-8-THCV

Delta-9-tetrahydrocannabinols|

* Delta-9-THC (THC)
* THCA
* THCMA
* THCA-A
* THCA-B
* THCBA
* THCA-C4
* THCC
* THCA-C1
* THCA-A-C1
* THCA-B-C1
* THCB
* THCH
* THCP
* THCPA
* THCV
* THCVA
* THCQ

Delta-10-Tetrahydrocannabinols|

* Delta-10-THC

Miscellaneous cannabinoids|

* Δ8-iso-THC
* Δ4(8)-iso-THC
* 7,8-Dihydrocannabinol
* 8,9-Dihydrocannabidiol
* CBCF
* Cannabicitran
* CBF
* Cannabiglendol
* CBM
* CBR
* CBRPA
* Caryophyllene
* DCBF
* Alkylamides
* Epigallocatechin gallate
* Gallocatechol
* Hexahydrocannabinol (HHC)
* Perrottetinene
* Serinolamide A
* Yangonin

Active metabolites|

* 3'-OH-THC
* 7-OH-CBD
* 8,11-DiOH-THC
* 11-COOH-THC
* 11-OH-CBN
* 11-OH-HHC
* 11-OH-Δ8-THC
* 11-OH-Δ9-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
cannabinoid
receptor
agonists /
neocannabinoids|

| Classical cannabinoids
(dibenzopyrans)|

* 9-OH-HHC
* 9-Nor-9β-HHC
* 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
* AM-7438
* AM-11245
* AMG-1
* AMG-3
* AMG-36
* AMG-41
* Delta-3-THC
* Delta-4-THC
* Delta-7-THC
* Delta-10-THC
* Dexanabinol (HU-211)
* DMHP
* Dronabinol
* HU-210
* HU-243
* JWH-051
* JWH-056
* JWH-057
* JWH-065
* JWH-091
* JWH-102
* JWH-103
* JWH-124
* JWH-130
* JWH-133
* JWH-138
* JWH-139
* JWH-142
* JWH-143
* JWH-161
* JWH-186
* JWH-187
* JWH-188
* JWH-189
* JWH-190
* JWH-191
* JWH-215
* JWH-216
* JWH-217
* JWH-224
* JWH-225
* JWH-226
* JWH-227
* JWH-229
* JWH-230
* JWH-233
* JWH-247
* JWH-254
* JWH-256
* JWH-277
* JWH-278
* JWH-298
* JWH-299
* JWH-300
* JWH-301
* JWH-310
* JWH-336
* JWH-338
* JWH-339
* JWH-340
* JWH-341
* JWH-349
* JWH-350
* JWH-352
* JWH-353
* JWH-354
* JWH-355
* JWH-356
* JWH-357
* JWH-358
* JWH-359
* JWH-360
* JWH-361
* JWH-362
* 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
* SP-111
* THC hemisuccinate
* THC-O-acetate
* THC-O-phosphate

|

Non-classical
cannabinoids|

* Cannabicyclohexanol
* Cannabinor
* CBD-DMH
* CP 47,497
* (C6)-CP 47,497
* (C9)-CP 47,497
* CP 55,244
* CP 55,940
* Delta-6-Cannabidiol
* 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

Adamantoylindoles|

* 5F-AKB-48
* APICA
* STS-135

Benzimidazoles|

* AZ-11713908
* AZD-1940
* BIM-018
* FUBIMINA
* MCHB-1
* PF-03550096
* RQ-00202730

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

Cyclohexylphenols|

* CP-47,947
* CP-55,940

Eicosanoids|

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

Hydrocarbons|

* JWH-171
* JWH-176
* JWH-220

Indazole carboxamides|

* AB-PINACA
* AB-FUBINACA

Indazole-3-
carboxamides|

* 4F-MDMB-BINACA
* 4'Cl-CUMYL-PINACA
* 4'F-CUMYL-5F-PINACA
* 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-BINACA
* ADB-CHMINACA
* ADB-HEXINACA
* ADB-FUBINACA
* ADB-PINACA
* ADB-4en-PINACA
* Adamantyl-THPINACA
* ADSB-FUB-187
* AMB-CHMINACA
* AMB-FUBINACA
* APINACA (AKB48)
* APP-FUBINACA
* CUMYL-4CN-BINACA
* CUMYL-CBMINACA
* CUMYL-FUBINACA
* CUMYL-NBMINACA
* CUMYL-PINACA
* CUMYL-THPINACA
* CUMYL-TSINACA
* EMB-FUBINACA
* FUB-APINACA
* MDMB-4en-PINACA
* MDMB-5Br-INACA
* MDMB-FUBINACA
* MDMB-CHMINACA
* MN-18
* PX-2
* PX-3

Indole-3-carboxamides|

* 4'F-CUMYL-5F-PICA
* 5F-ADBICA
* 5F-EDMB-PICA
* 5F-MDMB-PICA
* 5F-NNE1
* 5F-PCN
* 5F-SDB-006
* AB-FUBICA
* AB-PICA
* ADBICA
* ADB-FUBICA
* APICA
* BMS-F
* CUMYL-BICA
* CUMYL-CBMICA
* CUMYL-CHMICA
* CUMYL-NBMICA
* 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

Naphthoylindazoles|

* THJ-018
* THJ-2201

Naphthoylindoles|

* 5F-JWH-398
* AM-1220
* AM-1221
* AM-1235
* AM-2201
* AM-2232
* CHM-081
* EAM-2201
* FUB-JWH-018
* JWH-004
* JWH-007
* JWH-009
* JWH-011
* JWH-015
* JWH-016
* JWH-018
* JWH-019
* JWH-020
* JWH-042
* JWH-043
* JWH-046
* JWH-047
* JWH-048
* JWH-049
* JWH-050
* JWH-070
* JWH-072
* JWH-073
* JWH-076
* JWH-077
* JWH-079
* JWH-080
* JWH-081
* JWH-082
* JWH-083
* JWH-093
* JWH-094
* JWH-095
* JWH-096
* JWH-097
* JWH-098
* JWH-099
* JWH-100
* JWH-116
* JWH-120
* JWH-122
* JWH-148
* JWH-149
* JWH-151
* JWH-153
* JWH-159
* JWH-160
* JWH-163
* JWH-164
* JWH-165
* JWH-166
* JWH-180
* JWH-181
* JWH-182
* JWH-189
* JWH-193
* JWH-198
* JWH-200
* JWH-210
* JWH-211
* JWH-212
* JWH-213
* JWH-234
* JWH-235
* JWH-236
* JWH-239
* JWH-240
* JWH-241
* JWH-242
* JWH-258
* JWH-259
* JWH-260
* JWH-261
* JWH-262
* JWH-265
* JWH-266
* JWH-267
* JWH-268
* JWH-387
* JWH-398
* JWH-416
* JWH-417
* JWH-422
* JWH-423
* JWH-424
* JWH-425
* MAM-1220
* MAM-2201
* NE-CHMIMO

Naphthoylpyrroles|

* JWH-030
* JWH-031
* JWH-032
* JWH-033
* JWH-036
* JWH-044
* JWH-045
* JWH-145
* JWH-146
* JWH-147
* JWH-150
* JWH-156
* JWH-243
* JWH-244
* JWH-245
* JWH-246
* JWH-292
* JWH-293
* JWH-307
* JWH-308
* JWH-309
* JWH-346
* JWH-347
* JWH-348
* JWH-363
* JWH-364
* JWH-365
* JWH-366
* JWH-367
* JWH-368
* JWH-369
* JWH-370
* JWH-371
* JWH-372
* JWH-373

Naphthylmethylindenes|

* JWH-171
* JWH-176
* JWH-220

Naphthylmethylindoles|

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

Phenylacetylindoles|

* Cannabipiperidiethanone
* JWH-167
* JWH-201
* JWH-202
* JWH-203
* JWH-204
* JWH-205
* JWH-206
* JWH-207
* JWH-208
* JWH-209
* JWH-237
* JWH-248
* JWH-249
* JWH-250
* JWH-251
* JWH-252
* JWH-253
* JWH-302
* JWH-303
* JWH-304
* JWH-305
* JWH-306
* JWH-311
* JWH-312
* JWH-313
* JWH-314
* JWH-315
* JWH-316
* RCS-8

Pyrazolecarboxamides|

* 5F-AB-FUPPYCA
* 5F-AMPPPCA
* AB-CHFUPYCA

Pyrrolobenzoxazines|

* WIN 55,212-2

Quinolinyl esters|

* PB-22
* 5F-PB-22

Tetramethylcyclo-
propanoylindazoles|

* FAB-144

Tetramethylcyclo-
propanoylindoles|

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

Tetramethylcyclo-
propylindoles|

* UR-144
* XLR-11

Others|

* 2F-QMPSB
* 4-HTMPIPO
* 4CN-CUMYL-BUT7AICA
* 5F-PY-PICA
* 5F-PY-PINACA
* 5F-3-pyridinoylindole
* 5F-ADB-P7AICA
* 5F-CUMYL-P7AICA
* 5F-CUMYL-PEGACLONE
* A-836,339
* A-955,840
* Abnormal cannabidiol
* AB-001
* ADB-FUBIATA
* ADB-P7AICA
* AM-1248
* AM-1714
* BAY 38-7271
* BAY 59-3074
* BzODZ-EPyr
* CB-13
* CB-86
* CBS-0550
* CUMYL-4CN-B7AICA
* CUMYL-CB-MEGACLONE
* CUMYL-CH-MEGACLONE
* CUMYL-PEGACLONE
* EG-018
* 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
* S-777,469
* 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

This cannabinoid related article is a stub. You can help Wikipedia by expanding it.

|

* v
* t
* e

*[CA]: Canada
*[DE]: Germany
*[UK]: United Kingdom
*[CID]: Compound ID
*[EPA]: U.S. Environmental Protection Agency
*[v]: View this template
*[t]: Discuss this template
*[e]: Edit this template
*[CBR]: Cannabinoid receptor