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  1. World Encyclopedia
  2. NPDPA - Wikipedia
NPDPA - Wikipedia
From Wikipedia, the free encyclopedia
Chemical compound
Not to be confused with isopropylphenidate.
Pharmaceutical compound
NPDPA
Legal status
Legal status
  • AU: S9 (Prohibited substance)
  • DE: NpSG (Industrial and scientific use only)
  • UK: Under Psychoactive Substances Act
  • Illegal in Sweden
Identifiers
IUPAC name
  • N-(propan-2-yl)-1,2-diphenylethylamine
CAS Number
  • 774118-46-6 checkY
PubChem CID
  • 110817
ChemSpider
  • 99466
UNII
  • 7DZ8JAX6K7
CompTox Dashboard (EPA)
  • DTXSID601336208 Edit this at Wikidata
Chemical and physical data
FormulaC17H21N
Molar mass239.362 g·mol−1
3D model (JSmol)
  • Interactive image
SMILES
  • c1ccccc1CC(NC(C)C)c2ccccc2
InChI
  • InChI=1S/C17H21N/c1-14(2)18-17(16-11-7-4-8-12-16)13-15-9-5-3-6-10-15/h3-12,14,17-18H,13H2,1-2H3
  • Key:FBRJTEBLJRHAQX-UHFFFAOYSA-N

NPDPA (also known as isopropylphenidine or isophenidine) is a dissociative anesthetic that has been sold online as a designer drug.[1][2][3][4] It was first identified in Germany in 2008, and while it has never been as widely sold as related compounds such as diphenidine and ephenidine, it has continued to show up in seized drug samples occasionally,[5] and was banned in Sweden in 2015.

Metabolism

[edit]

Isopropylphenidine's metabolic pathway consists of N-oxidation, N-dealkylation, mono- and bis-hydroxylation of the benzene ring, and hydroxylation of the phenyl ring only after N-dealkylation. The dihydroxy metabolites were conjugated by methylation of one hydroxy group, and hydroxy metabolites by glucuronidation or sulfation.[3][6]

Legality

[edit]

Sweden's public health agency suggested that NPDPA be classified as a hazardous substance on 1 June 2015. Due to that suggestion it became a scheduled substance in Sweden, as of 18 August 2015.[7] It has also been proposed for control in Germany under analogue provisions, though these have not yet come into force as of 2016.

In Australia, the Therapeutic Goods Administration decided to include NPDPA, with reference to isophenidine, as a Prohibited substance (Schedule 9) within the Standard for the Uniform Scheduling of Medicines and Poisons alongside four other phenidine analogs on 1 October 2024.[8]

See also

[edit]
  • AD-1211
  • Fluorolintane
  • Lanicemine
  • Methoxphenidine (MXP)
  • MT-45
  • Propylphenidine
  • Remacemide
  • UWA-001

References

[edit]
  1. ^ Morris H, Wallach J (July–August 2014). "From PCP to MXE: a comprehensive review of the non-medical use of dissociative drugs". Drug Testing and Analysis. 6 (7–8): 614–32. doi:10.1002/dta.1620. PMID 24678061.
  2. ^ Meyer MR, Orschiedt T, Maurer HH (February 2013). "Michaelis-Menten kinetic analysis of drugs of abuse to estimate their affinity to human P-glycoprotein". Toxicology Letters. 217 (2): 137–42. doi:10.1016/j.toxlet.2012.12.012. PMID 23273999.
  3. ^ a b Wink CS, Meyer GM, Wissenbach DK, Jacobsen-Bauer A, Meyer MR, Maurer HH (October 2014). "Lefetamine-derived designer drugs N-ethyl-1,2-diphenylethylamine (NEDPA) and N-iso-propyl-1,2-diphenylethylamine (NPDPA): metabolism and detectability in rat urine using GC-MS, LC-MSn and LC-HR-MS/MS". Drug Testing and Analysis. 6 (10): 1038–48. doi:10.1002/dta.1621. PMID 24591097.
  4. ^ Wink CS, Meyer GM, Meyer MR, Maurer HH (November 2015). "Toxicokinetics of lefetamine and derived diphenylethylamine designer drugs-Contribution of human cytochrome P450 isozymes to their main phase I metabolic steps". Toxicology Letters. 238 (3): 39–44. doi:10.1016/j.toxlet.2015.08.012. PMID 26276083.
  5. ^ Beharry S, Gibbons S (October 2016). "An overview of emerging and new psychoactive substances in the United Kingdom" (PDF). Forensic Science International. 267: 25–34. doi:10.1016/j.forsciint.2016.08.013. PMID 27552699.
  6. ^ Wink CS, Meyer GM, Zapp J, Maurer HH (February 2015). "Lefetamine, a controlled drug and pharmaceutical lead of new designer drugs: synthesis, metabolism, and detectability in urine and human liver preparations using GC-MS, LC-MS(n), and LC-high resolution-MS/MS". Analytical and Bioanalytical Chemistry. 407 (6): 1545–57. doi:10.1007/s00216-014-8414-3. PMID 25577353. S2CID 26014465.
  7. ^ "23 nya ämnen kan klassas som narkotika eller hälsofarlig vara" (in Swedish). Folkhälsomyndigheten. 1 June 2015. Archived from the original on 17 June 2019. Retrieved 4 November 2016.
  8. ^ "Notice of final decision to amend (or not amend) the current Poisons Standard - ACMS #44, ACCS #38, Joint ACMS-ACCS #36". Therapeutic Goods Administration. 27 September 2024. Retrieved 5 October 2025.
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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
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
  • Adamantanes (e.g., amantadine, memantine)
  • 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
  • v
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  • 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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Retrieved from "https://teknopedia.ac.id/w/index.php?title=NPDPA&oldid=1339612037"
Categories:
  • Designer drugs
  • Dissociative drugs
  • NMDA receptor antagonists
  • 1,2-Diarylethylamines
  • Isopropylamino compounds
  • Phenyl compounds
  • Secondary amines
  • Hallucinogen stubs
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