Chemistry:Β-Keto-N-methylphenethylamine

β-Keto-N-methylphenethylamine
Clinical data
Other names	βk-NMPEA; FTS-096; FTS096; Methylaminoacetophenone; 2-(Methylamino)acetophenone; NM-AcP; MAA
Drug class	Norepinephrine–dopamine releasing agent
Identifiers
	IUPAC name 2-(methylamino)-1-phenylethanone;
CAS Number	35534-19-1;
PubChem CID	416157;
ChemSpider	368424;
ChEMBL	ChEMBL1907015;
Chemical and physical data
Formula	C9H11NO
Molar mass	149.193 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CNCC(=O)C1=CC=CC=C1;
	InChI InChI=1S/C9H11NO/c1-10-7-9(11)8-5-3-2-4-6-8/h2-6,10H,7H2,1H3; Key:VVFCJVLORNFVHI-UHFFFAOYSA-N;

β-Keto-N-methylphenethylamine (βk-NMPEA), also known as FTS-096, is a monoamine releasing agent of the phenethylamine family.^[1]^[2]^[3] It is the N-methyl analogue of phenacylamine (β-ketophenethylamine or α-desmethylcathinone) and the β-keto analogue of N-methylphenethylamine.^[1]^[2]^[3] The drug acts as a norepinephrine–dopamine releasing agent (NDRA), with EC₅₀ values for induction of monoamine release of 148 nM for norepinephrine, 1,860 nM for dopamine, and >60,000 nM for serotonin in rat brain synaptosomes.^[1]^[2]^[3] βk-NMPEA was first described in the scientific literature by 2019.^[1]^[2]^[3]

References

↑ ^1.0 ^1.1 ^1.2 ^1.3 "Investigation of the Optical Isomers of Methcathinone, and Two Achiral Analogs, at Monoamine Transporters and in Intracranial Self-Stimulation Studies in Rats". ACS Chemical Neuroscience 11 (12): 1762–1769. June 2020. doi:10.1021/acschemneuro.9b00617. PMID 32356961.
↑ ^2.0 ^2.1 ^2.2 ^2.3 Nguyen V (2019). Analyzing Interactions Between Methcathinone Analogs and the Human Monoamine Transporters. Theses and Dissertations (Master of Science thesis). Virginia Commonwealth University. doi:10.25772/T1DW-MG60 – via VCU Scholars Compass.
↑ ^3.0 ^3.1 ^3.2 ^3.3 Davies RA (10 July 2019). Structure-Activity Relationship Studies of Synthetic Cathinones and Related Agents. Theses and Dissertations (Doctor of Philosophy thesis). Virginia Commonwealth University. doi:10.25772/TZSA-0396. Retrieved 24 November 2024 – via VCU Scholars Compass.

External links

NM-AcP - Isomer Design

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Original source: https://en.wikipedia.org/wiki/Β-Keto-N-methylphenethylamine. Read more

[DaviesBairdNguyen2020-1] 1.0 ^1.1 ^1.2 ^1.3 "Investigation of the Optical Isomers of Methcathinone, and Two Achiral Analogs, at Monoamine Transporters and in Intracranial Self-Stimulation Studies in Rats". ACS Chemical Neuroscience 11 (12): 1762–1769. June 2020. doi:10.1021/acschemneuro.9b00617. PMID 32356961.

[Nguyen2019-2] 2.0 ^2.1 ^2.2 ^2.3 Nguyen V (2019). Analyzing Interactions Between Methcathinone Analogs and the Human Monoamine Transporters. Theses and Dissertations (Master of Science thesis). Virginia Commonwealth University. doi:10.25772/T1DW-MG60 – via VCU Scholars Compass.

[Davies2019-3] 3.0 ^3.1 ^3.2 ^3.3 Davies RA (10 July 2019). Structure-Activity Relationship Studies of Synthetic Cathinones and Related Agents. Theses and Dissertations (Doctor of Philosophy thesis). Virginia Commonwealth University. doi:10.25772/TZSA-0396. Retrieved 24 November 2024 – via VCU Scholars Compass.

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v t e Phenethylamines
Phenethylamines	Psychedelics: 25B-NBOMe 25C-NBOMe 25D-NBOMe 25I-NBOMe 25N-NBOMe 2C-B 2C-B-AN 2C-Bn 2C-Bu 2C-C 2C-CN 2C-CP 2C-D 2C-E 2C-EF 2C-F 2C-G 2C-G-1 2C-G-2 2C-G-3 2C-G-4 2C-G-5 2C-G-6 2C-G-N 2C-H 2C-I 2C-iP 2C-N 2C-NH2 2C-O 2C-O-4 2C-P 2C-Ph 2C-SE 2C-T 2C-T-2 2C-T-3 2C-T-4 2C-T-5 2C-T-6 2C-T-7 2C-T-8 2C-T-9 2C-T-10 2C-T-11 2C-T-12 2C-T-13 2C-T-14 2C-T-15 2C-T-16 2C-T-17 2C-T-18 2C-T-19 2C-T-20 2C-T-21 2C-T-22 2C-T-22.5 2C-T-23 2C-T-24 2C-T-25 2C-T-27 2C-T-28 2C-T-30 2C-T-31 2C-T-32 2C-T-33 2C-TFE 2C-TFM 2C-YN 2C-V Allylescaline DESOXY Escaline Isoproscaline Jimscaline Macromerine MEPEA Mescaline Metaescaline Methallylescaline Proscaline Psi-2C-T-4 TCB-2 Stimulants: Phenylethanolamine Hordenine Phenethylamine α-Methylphenethylamine (amphetamine) β-Methylphenethylamine m-Methylphenethylamine N-Methylphenethylamine o-Methylphenethylamine p-Methylphenethylamine Methylphenidate Entactogens: Lophophine MDPEA MDMPEA Others: BOH DMPEA
Amphetamines	Psychedelics: 3C-BZ 3C-E 3C-P Aleph Beatrice Bromo-DragonFLY D-Deprenyl DMA DMCPA DMMDA DOB DOC DOEF DOET DOI DOM DON DOPR DOTFM Ganesha MMDA MMDA-2 Psi-DOM TMA TeMA Stimulants: 2-FA 2-FMA 3-FA 3-FMA Acridorex Alfetamine Amfecloral Amfepentorex Amphetamine (Dextroamphetamine, Levoamphetamine) Amphetaminil Benfluorex Benzphetamine Cathine Clobenzorex Dimethylamphetamine Ephedrine Etilamfetamine Fencamfamin Fencamine Fenethylline Fenfluramine (Dexfenfluramine, Levofenfluramine) Fenproporex Flucetorex Fludorex Formetorex Furfenorex Gepefrine 4-Hydroxyamphetamine Iofetamine Isopropylamphetamine Lefetamine Lisdexamfetamine Mefenorex Metaraminol Methamphetamine (Dextromethamphetamine, Levomethamphetamine) Methoxyphenamine MMA Morforex Norfenfluramine L -Norpseudoephedrine N,alpha-Diethylphenylethylamine Oxifentorex Oxilofrine Ortetamine PBA PCA Phenpromethamine PFA PFMA PIA PMA PMEA PMMA Phenylpropanolamine Pholedrine Prenylamine Propylamphetamine Pseudoephedrine Sibutramine Tiflorex Tranylcypromine Xylopropamine Zylofuramine Entactogens: 4-FA 4-FMA 4-MA 4-MMA 4-MTA 5-APB 5-APDB 5-EAPB 5-IT 5-MAPB 5-MAPDB 6-APB 6-APDB 6-Chloro-MDMA 6-EAPB 6-IT 6-MAPB 6-MAPDB EDA IAP 2,3-MDA 3,4-MDA (tenamfetamine) MDEA MDHMA MDMA (midomafetamine) MDOH Methamnetamine MMDMA Naphthylaminopropane TAP Others: 3,4-DCA Amiflamine DiFMDA Selegiline (also D -Deprenyl)
Phentermines	Stimulants: Chlorphentermine Cloforex Clortermine Etolorex Mephentermine Pentorex Phentermine Entactogens: MDPH MDMPH Others: Cericlamine
Cathinones	Stimulants: 3-FMC 4-MC 4-BMC 4-CMC 4-EMC 4-FMC 4-MEC 4-MeMABP 4-MPD Amfepramone Benzedrone Brephedrone Buphedrone Bupropion Cathinone Dimethylcathinone Ethcathinone Eutylone Hydroxybupropion Methcathinone Methedrone NEB N-Ethylhexedrone N-Ethylpentedrone Pentedrone Pentylone Radafaxine Entactogens: 3,4-DMMC 3-MMC Butylone Ethylone Methylone Methylenedioxycathinone Mephedrone
Phenylisobutylamines	Entactogens: 4-CAB 4-MAB Ariadne BDB Butylone EBDB Eutylone MBDB Stimulants: Phenylisobutylamine
Phenylalkylpyrrolidines	Stimulants: α-PBP α-PHP α-PPP α-PVP MDPBP MDPPP MDPV 4-MePBP 4-MePHP 4-MePPP MOPPP MOPVP MPBP MPHP MPPP Naphyrone PEP Prolintane Pyrovalerone
Catecholamines (and close relatives)	6-FNE 6-OHDA a-Me-DA a-Me-TRA Adrenochrome Ciladopa D -DOPA (Dextrodopa) Dimetofrine Dopamine Epinephrine Epinine Etilefrine Ethylnorepinephrine Fenclonine Ibopamine Isoprenaline Isoetarine L -DOPA (Levodopa) L -DOPS (Droxidopa) L -Phenylalanine L -Tyrosine m-Tyramine Metanephrine Metaraminol Metaterol Metirosine Methyldopa N,N-Dimethyldopamine Nordefrin (Levonordefrin) Norepinephrine Norfenefrine (m-Octopamine) Normetanephrine Orciprenaline p-Octopamine p-Tyramine Phenylephrine Synephrine
Miscellaneous	AL-LAD Amidephrine Arbutamine Cafedrine Denopamine Desvenlafaxine Diphenidine Dizocilpine Dobutamine Dopexamine Ephenidine Etafedrine ETH-LAD Famprofazone Fluorolintane Hexapradol IP-LAD Lysergic acid amide Lysergic acid 2-butyl amide Lysergic acid 2,4-dimethylazetidide Lysergic acid diethylamide Methoxamine Methoxphenidine MT-45 PARGY-LAD Phenibut PRO-LAD Pronethalol Salbutamol (Levosalbutamol) Solriamfetol Theodrenaline Thiamphenicol UWA-101

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