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Dieticyclidine

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From Wikipedia, the free encyclopedia

Chemical compound

Pharmaceutical compound

Dieticyclidine
Clinical data

ATC code	none
Legal status
Legal status	CA: Schedule I UK: Class B
Identifiers
IUPAC name N,N-diethyl-1-phenylcyclohexan-1-amine
CAS Number	2201-19-6^Y
PubChemCID	604690
ChemSpider	525655^N
UNII	8JY6P22UVD
CompTox Dashboard(EPA)	DTXSID00944617
Chemical and physical data
Formula	C₁₆H₂₅N
Molar mass	231.383 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES CCN(CC)C1(CCCCC1)C2=CC=CC=C2
InChI InChI=1S/C16H25N/c1-3-17(4-2)16(13-9-6-10-14-16)15-11-7-5-8-12-15/h5,7-8,11-12H,3-4,6,9-10,13-14H2,1-2H3^N Key:GRHWLIMQOFAGHA-UHFFFAOYSA-N^N
^NY (what is this?) (verify)

Dieticyclidine (PCDE), ordiethylphenylcyclohexylamine, is apsychoactive drug andresearch chemical of thearylcyclohexylamine chemical class related tophencyclidine (PCP) andeticyclidine (PCE). Itacts as anNMDA receptor antagonist but has low potency and acts mainly as aprodrug foreticyclidine.^[1]^[2]

References

[edit]

^Cho AK, Hiramatsu M, Schmitz DA, Landaw EM, Chang AS, Ramamurthy S, Jenden DJ (1993). "A pharmacokinetic study of phenylcyclohexyldiethylamine. An analog of phencyclidine".Drug Metabolism and Disposition.21 (1):125–32.doi:10.1016/S0090-9556(25)07314-3.PMID 8095205.
^Cho AK, Hiramatsu M, Schmitz DA, Vargas HM, Landaw EM (March 1993). "A behavioral and pharmacokinetic study of the actions of phenylcyclohexyldiethylamine and its active metabolite, phenylcyclohexylethylamine".The Journal of Pharmacology and Experimental Therapeutics.264 (3):1401–5.doi:10.1016/S0022-3565(25)10158-4.PMID 8450474.

General anesthetics (N01A)

Inhalational

Injection

Phenols	Cipepofol (ciprofol)^† Fospropofol Propofol^#
Barbiturates	Amobarbital Hexobarbital Methohexital Narcobarbital Thiamylal Thiopental^# Thiotetrabarbital
Benzodiazepines	Midazolam^# Diazepam^# Lorazepam^# Remimazolam
Opioids	Morphine^# Oxycodone Anileridine^‡ Embutramide^‡ Fentanyl^# Alfentanil Phenoperidine Remifentanil÷ Sufentanil
Arylcyclohexylamines	Esketamine Ketamine^# Phencyclidine^‡ Tiletamine
Neuroactive steroids	Alfadolone Alfaxalone Hydroxydione
Others	Etomidate Propoxate Metomidate Propanidid^‡

^#WHO-EM
^‡Withdrawn from market
Clinical trials:
- ^†Phase III
- ^§Never to phase III

Hypnotics/sedatives (N05C)

GABA_A

Alcohols	2M2B Chloralodol Ethanol (alcohol) Diethylpropanediol Ethchlorvynol Methylpentynol Trichloroethanol
Barbiturates	Allobarbital Amobarbital Aprobarbital Barbital Butabarbital Butobarbital Cyclobarbital Ethallobarbital Heptabarb Hexobarbital Mephobarbital Methohexital Narcobarbital Pentobarbital Phenallymal Phenobarbital Propylbarbital Proxibarbal Reposal Secobarbital Talbutal Thiamylal Thiopental Thiotetrabarbital Vinbarbital Vinylbital
Benzodiazepines	Brotizolam Cinolazepam Climazolam Clonazolam Doxefazepam Estazolam Flubromazolam Flunitrazolam Flunitrazepam Flurazepam Flutemazepam Flutoprazepam Loprazolam Lormetazepam Midazolam Nimetazepam Nitemazepam Nitrazepam Nitrazolam Quazepam Temazepam Triazolam
Carbamates	Carisoprodol Emylcamate Ethinamate Hexapropymate Meprobamate Methocarbamol Phenprobamate Procymate Tybamate
Imidazoles	Etomidate Metomidate Propoxate
Monoureides	Acecarbromal Apronal (apronalide) Bromisoval Capuride Carbromal Ectylurea
Neurosteroids	Acebrochol Alfadolone Alfaxolone Brexanolone (allopregnanolone) Eltanolone (pregnanolone) Ganaxolone Hydroxydione Minaxolone Progesterone Renanolone Zuranolone
Nonbenzodiazepines	Eszopiclone Indiplon Lirequinil Necopidem Pagoclone Pazinaclone Saripidem Suproclone Suriclone Zaleplon Zolpidem Zopiclone
Phenols	Cipepofol (ciprofol) Fospropofol Propofol Propofol hemisuccinate
Piperidinediones	Glutethimide Methyprylon Piperidione Pyrithyldione
Quinazolinones	Afloqualone Cloroqualone Diproqualone Etaqualone Mebroqualone Mecloqualone Methaqualone Methylmethaqualone Nitromethaqualone SL-164
Others	Acetophenone Acetylglycinamide chloral hydrate Bromide compounds Lithium bromide Potassium bromide Sodium bromide Centalun Chloral betaine Chloral hydrate Chloralose Clomethiazole Dichloralphenazone Gaboxadol (THIP) Ibotenic acid (Amanita muscaria) Kavalactones Loreclezole Muscimol (Amanita muscaria) Paraldehyde Petrichloral Sesquiterpene Isovaleramide Isovaleric acid Valerenic acid Sulfonylalkanes Sulfonmethane (sulfonal) Tetronal Trional Triclofos

GABA_B

H₁

Antihistamines	Captodiame Cyproheptadine Diphenhydramine Doxylamine Hydroxyzine Methapyrilene Perlapine Pheniramine Promethazine Propiomazine
Antidepressants	Serotonin antagonists and reuptake inhibitors Etoperidone Nefazodone Trazodone Tricyclic antidepressants Amitriptyline Doxepin Trimipramine, etc. Tetracyclic antidepressants Mianserin Mirtazapine, etc.
Antipsychotics	Typical antipsychotics Chlorpromazine Thioridazine, etc. Atypical antipsychotics Olanzapine Quetiapine Risperidone, etc.

α₂-Adrenergic

5-HT_2A

Antidepressants	Trazodone Tricyclic antidepressants Amitriptyline Doxepin Trimipramine, etc. Tetracyclic antidepressants Mianserin Mirtazapine, etc.
Antipsychotics	Typical antipsychotics Chlorpromazine Thioridazine, etc. Atypical antipsychotics Olanzapine Quetiapine Risperidone, etc.
Others	Niaprazine

Melatonin

Orexin

α₂δ VDCC

Others

Cannabinoids (e.g.,cannabis,tetrahydrocannabinol/dronabinol,nabilone,cannabidiol,Zenivol)
Chlorophenylalkyldiols
Diethylpropanediol
Evoxine
Fenadiazole
GABA reuptake inhibitors (e.g.,tiagabine)
Guaifenesin-relatedmuscle relaxants
Midaflur
Opioids (e.g.,morphine)
Passion flower
Phemerazole
Scopolamine
Serotonin precursors (e.g.,tryptophan,5-hydroxytryptophan (5-HTP;oxitriptan))
Trazodone
UMB68
Valnoctamide

v t e Dissociatives
Arylcyclo‐ hexylamines	Ketamine-related:2-Bromodeschloroketamine (2-BDCK; bromoketamine) 2-Fluorodeschloroketamine (2-FDCK) 2-FXPr 3-Fluorodeschloroketamine (3-FDCK) A-NK Arketamine ((R)-ketamine) Blixeprodil (GM-1020; (R)-4-FDCK) Deoxymethoxetamine (DMXE) Deschloroketamine (DXE, DCK) Ethketamine (N-ethylnorketamine, NENK) Esketamine ((S)-ketamine) Fluorexetamine (3-FXE) Hydroxetamine (HXE) Ketamine (K) Methoxetamine (MXE) Methoxmetamine (MXM, MXME) Methoxypropamine (MXPr) Methoxyketamine Methoxisopropamine (MXiPr) Norketamine (NK) SN-35210 TFMDCK Tiletamine Tilmetamine XW10508 PCP-related:2-Oxo-PCE 3-Chloro-PCP 3-Fluoro-PCP 3-HO-PCP 3-Me-PCE 3-MeO-PCE 3-MeO-PCMo 3-MeO-PCP 3-Methyl-PCP 3-Methyl-PCPy 4-Keto-PCP 4-MeO-PCP BDPC Dieticyclidine (PCDE) Eticyclidine (PCE) MDPCP PCPEP PCPr Phencyclidine (PCP) Rolicyclidine (PCPy) TCTHP Tenocyclidine (TCP) Others:Gacyclidine
Adamantanes	Amantadine Memantine
Diarylethylamines	Diphenidine (1,2-DEP, DPD) Ephenidine (NEDPA, EPE) Fluorolintane (2-FPPP) Methoxphenidine (MXP) NPDPA (isopropylphenidine, isophenidine) Remacemide
Morphinans	Dextrallorphan (DXA) Dextromethorphan (DXM) Dextrorphan (DXO) Racemethorphan (methorphan) Racemorphan (morphanol)
Inhalants	Aliphatic hydrocarbons Butane Gasoline Kerosene Propane Ethers Diethyl ether Enflurane Isoflurane Haloalkanes Chlorofluorocarbons Chloroform Nitrous oxide (N₂O) Xenon (Xe)
Others	2-MDP (U-23807A) 8A-PDHQ Alkyl nitrites/poppers (e.g.,amyl nitrite) Aptiganel (Cerestat; CNS-1102) CNS-5161 Delucemine Dexoxadrol Dizocilpine (MK-801) Etoxadrol F-17475 Midafotel (CPPene) NEFA Neramexane PD-137889 Perzinfotel Selfotel (CGS-19755)
See also:Hallucinogens Ionotropic glutamate receptor modulators List of hallucinogens

Dopamine receptor modulators

D₁-like

Agonists	Benzazepines:6-Br-APB Fenoldopam SKF-38,393 SKF-77,434 SKF-81,297 SKF-82,958 SKF-83,959 Trepipam Zelandopam Ergolines:Cabergoline CY-208,243 Dihydroergocryptine LEK-8829 Lisuride Pergolide Terguride Dihydrexidine derivatives:A-77636 A-86929 Adrogolide (ABT-431, DAS-431) Dihydrexidine Dinapsoline Dinoxyline Doxanthrine Phenethylamines:BCO-001 Deoxyepinephrine (N-methyldopamine, epinine) Dipropyldopamine (DPDA) Dopamine Dopexamine Etilevodopa Ibopamine L-DOPA (levodopa) Lu AE04621 Melevodopa L-Phenylalanine L-Tyrosine XP21279 Others:A-68930 Apomorphine Isocorypalmine Lu AF28996 Nuciferine PF-06412562 PF-6649751 PF 6669571 Propylnorapomorphine Rotigotine SKF-89,145 SKF-89,626 Stepholidine Tavapadon Tetrahydropalmatine
PAMs	Tetrahydroisoquinolines:DETQ DPTQ Glovadalen Mevidalen
Antagonists	Typical antipsychotics:Butaclamol Chlorpromazine Chlorprothixene Flupentixol (flupenthixol) (+melitracen) Fluphenazine Loxapine Perphenazine (+amitriptyline) Pifluthixol Thioridazine Thiothixene Trifluoperazine (+tranylcypromine) Zuclopenthixol Atypical antipsychotics:Asenapine Clorotepine Clotiapine Clozapine DHA-clozapine Fluperlapine Iloperidone Norclozapine Norquetiapine Olanzapine (+fluoxetine) Paliperidone Quetiapine Risperidone Tefludazine Zicronapine Ziprasidone Zotepine Others:Berupipam Ecopipam EEDQ Metitepine (methiothepin) Odapipam Perlapine SCH-23390

D₂-like

Agonists

Atypical antipsychotics:Alentemol (U-66444B)
Aripiprazole (+sertraline)
Aripiprazole lauroxil
Bifeprunox
Brexpiprazole
Brilaroxazine
Cariprazine
F-15063
Lumateperone
Norclozapine

Antagonists

Antiemetics/gastroprokinetics/sedatives:Aceprometazine
AS-8112
Alimemazine
Alizapride
Benzquinamide
Bromopride
Clebopride
Deudomperidone
Domperidone
Eticlopride
Hydroxyzine
Itopride
Metoclopramide
Metopimazine
Promethazine
Thiethylperazine
Trazpiroben
Trimethobenzamide

See also:Receptor/signaling modulators
Adrenergics
Serotonergics
Monoamine reuptake inhibitors
Monoamine releasing agents
Monoamine metabolism modulators
Monoamine neurotoxins

v t e Ionotropic glutamate receptor modulators
AMPARTooltip α-Amino-3-hydroxy-5-methyl-4-isoxazolepropionic acid receptor	Agonists:Main site agonists:5-Fluorowillardiine Acromelic acid (acromelate) AMPA BOAA Domoic acid Glutamate Ibotenic acid Proline Quisqualic acid Willardiine;Positive allosteric modulators:Aniracetam Cyclothiazide CX-516 CX-546 CX-614 Farampator (CX-691, ORG-24448) CX-717 CX-1739 CX-1942 Diazoxide Hydrochlorothiazide (HCTZ) IDRA-21 LY-392098 LY-395153 LY-404187 LY-451646 LY-503430 Mibampator (LY-451395) Nooglutyl ORG-26576 Oxiracetam PEPA Pesampator (BIIB-104, PF-04958242) Piracetam Pramiracetam S-18986 Tulrampator (S-47445, CX-1632) Antagonists:ACEA-1011 ATPO Becampanel Caroverine CNQX Dasolampanel DNQX Fanapanel (MPQX) GAMS Kaitocephalin Kynurenic acid Kynurenine Licostinel (ACEA-1021) NBQX PNQX Selurampanel Tezampanel Theanine Topiramate YM90K Zonampanel;Negative allosteric modulators:Barbiturates (e.g.,pentobarbital,sodium thiopental) Cyclopropane Enflurane Ethanol (alcohol) Evans blue GYKI-52466 GYKI-53655 Halothane Irampanel Isoflurane Perampanel Pregnenolone sulfate Sevoflurane Talampanel;Unknown/unsorted antagonists:Minocycline
KARTooltip Kainate receptor	Agonists:Main site agonists:5-Bromowillardiine 5-Iodowillardiine Acromelic acid (acromelate) AMPA ATPA Domoic acid Glutamate Ibotenic acid Kainic acid LY-339434 Proline Quisqualic acid SYM-2081;Positive allosteric modulators:Cyclothiazide Diazoxide Enflurane Halothane Isoflurane Antagonists:ACEA-1011 CNQX Dasolampanel DNQX GAMS Kaitocephalin Kynurenic acid Licostinel (ACEA-1021) LY-382884 NBQX NS102 Selurampanel Tezampanel Theanine Topiramate UBP-302;Negative allosteric modulators:Barbiturates (e.g.,pentobarbital,sodium thiopental) Enflurane Ethanol (alcohol) Evans blue NS-3763 Pregnenolone sulfate
NMDARTooltip N-Methyl-D-aspartate receptor	Agonists:Main site agonists:AMAA Aspartate Glutamate Homocysteic acid (L-HCA) Homoquinolinic acid Ibotenic acid NMDA Proline Quinolinic acid Tetrazolylglycine Theanine;Glycine site agonists:β-Fluoro-D-alanine ACBD ACC (ACPC) ACPD AK-51 Apimostinel (NRX-1074) B6B21 CCG D-Alanine D-Cycloserine D-Serine DHPG Dimethylglycine Glycine HA-966 L-687,414 L-Alanine L-Serine Milacemide Neboglamine (nebostinel) Rapastinel (GLYX-13) Sarcosine;Polyamine site agonists:Neomycin Spermidine Spermine;Other positive allosteric modulators:24S-Hydroxycholesterol DHEATooltip Dehydroepiandrosterone (prasterone) DHEA sulfate (prasterone sulfate) Epipregnanolone sulfate Plazinemdor Pregnenolone sulfate SAGE-201 SAGE-301 SAGE-718 Antagonists:Competitive antagonists:AP5 (APV) AP7 CGP-37849 CGP-39551 CGP-39653 CGP-40116 CGS-19755 CPP Kaitocephalin LY-233053 LY-235959 LY-274614 MDL-100453 Midafotel (d-CPPene) NPC-12626 NPC-17742 PBPD PEAQX Perzinfotel PPDA SDZ-220581 Selfotel;Glycine site antagonists:4-Cl-KYN (AV-101) 5,7-DCKA 7-CKA ACC ACEA-1011 ACEA-1328 Apimostinel (NRX-1074) AV-101 Carisoprodol CGP-39653 CNQX D-Cycloserine DNQX Felbamate Gavestinel GV-196771 Harkoseride Kynurenic acid Kynurenine L-689560 L-701324 Licostinel (ACEA-1021) LU-73068 MDL-105519 Meprobamate MRZ 2/576 PNQX Rapastinel (GLYX-13) ZD-9379;Polyamine site antagonists:Arcaine Co 101676 Diaminopropane Diethylenetriamine Huperzine A Putrescine;Uncompetitive pore blockers (mostly dizocilpine site):2-MDP 3-HO-PCP 3-MeO-PCE 3-MeO-PCMo 3-MeO-PCP 4-MeO-PCP 8A-PDHQ 18-MC α-Endopsychosin Alaproclate Alazocine (SKF-10047) Amantadine Aptiganel Argiotoxin-636 Arketamine ARL-12495 ARL-15896-AR ARL-16247 Budipine CNS-5161 Coronaridine Delucemine (NPS-1506) Dexoxadrol Dextrallorphan Dextromethadone Dextromethorphan Dextrorphan Dieticyclidine Diphenidine Dizocilpine Ephenidine Esketamine Etoxadrol Eticyclidine F-17475 Fluorolintane Gacyclidine Ibogaine Ibogamine Indantadol Ketamine Ketobemidone Lanicemine Levomethadone Levomethorphan Levomilnacipran Levorphanol Loperamide Memantine Methadone Methorphan Methoxetamine Methoxphenidine Milnacipran Morphanol NEFA Neramexane Nitromemantine Noribogaine Norketamine Orphenadrine PCPr PD-137889 Pethidine (meperidine) Phencyclamine Phencyclidine Propoxyphene Remacemide Rhynchophylline Rimantadine Rolicyclidine Sabeluzole Tabernanthine Tenocyclidine Tiletamine Tramadol;Ifenprodil (NR2B) site antagonists: Besonprodil Buphenine (nylidrin) CO-101244 (PD-174494) Eliprodil Haloperidol Isoxsuprine Radiprodil (RGH-896) Rislenemdaz (CERC-301, MK-0657) Ro 8-4304 Ro 25-6981 Safaprodil Traxoprodil (CP-101606);NR2A-selective antagonists:MPX-004 MPX-007 TCN-201 TCN-213;Cations:Hydrogen Magnesium Zinc;Alcohols/volatile anesthetics/related:Benzene Butane Chloroform Cyclopropane Desflurane Diethyl ether Enflurane Ethanol (alcohol) Halothane Hexanol Isoflurane Methoxyflurane Nitrous oxide Octanol Sevoflurane Toluene Trichloroethane Trichloroethanol Trichloroethylene Urethane Xenon Xylene;Unknown/unsorted antagonists:ARR-15896 Bumetanide Caroverine Conantokin D-αAA Dexanabinol Flufenamic acid Flupirtine FPL-12495 FR-115427 Furosemide Hodgkinsine Ipenoxazone (MLV-6976) MDL-27266 Metaphit Minocycline MPEP Niflumic acid Pentamidine Pentamidine isethionate Piretanide Psychotridine Transcrocetin (saffron) Unsorted:Allosteric modulators:AGN-241751
See also:Receptor/signaling modulators Metabotropic glutamate receptor modulators Glutamate metabolism/transport modulators

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