N-(2C)-fentanyl - Biblioteka.sk

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N-(2C)-fentanyl
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This is a list of fentanyl analogues (sometimes referred to as Fentalogs),[1][2][3] including both compounds developed by pharmaceutical companies for legitimate medical use, and those which have been sold as designer drugs and reported to national drug control agencies such as the DEA, or transnational agencies such as the EMCDDA and UNODC.[4][5][6][7][8][9][10] This is not a comprehensive listing of fentanyl analogues, as more than 1400 compounds from this family have been described in the scientific and patent literature,[11][12][13][14][15] but it includes many notable compounds that have reached late-stage human clinical trials, or which have been identified as having been sold as designer drugs, as well as representative examples of significant structural variations reported in the scientific and patent literature. The structural variations among fentanyl-related substances can impart profound pharmacological differences between these drugs, especially with respect to potency and efficacy.[16][17][18][19][20]

In the United States, the Drug Enforcement Administration placed the broadly defined class of "Fentanyl-Related Substances" on the list of Schedule I drugs in 2018, making it illegal to manufacture, distribute, or possess fentanyl analogs.[21] Temporary control of fentanyl-related substances in Schedule I was extended through December 31, 2024 by Public Law 117-328.[22]

The chemical structure of fentanyl has been used as a basis in modern chemistry for the discovery and nomenclature of many new fentanyl analogues, sometimes called fentalogs.

Chemical structures of various fentanyl analogues

Chemical structure Common name Chemical name CAS number
2-Fluoroacrylfentanyl N-(2-Fluorophenyl)-N--propen-2-amide 2309383-09-1
2-Fluorobutyrfentanyl (o-FBF) N-(2-Fluorophenyl)-N--butanamide 2163847-76-3
2-Fluoroisobutyrfentanyl (o-FIBF) N-(2-Fluorophenyl)-N--2-methylpropanamide 2351142-33-9
2-Methylacetylfentanyl (o-MAF) N-(2-Methylphenyl)-N--acetamide 90736-11-1
2-Methylmethoxyacetylfentanyl N-(2-Methylphenyl)-N--2-methoxyacetamide
2,5-Dimethylfentanyl N--N-phenylpropanamide 42045-97-6
2,2'-Difluorofentanyl N-(2-Fluorophenyl)-N-2-fluorophenylethyl)-4-piperidinyl-propanamide 2748343-87-3
3-Allylfentanyl N-(3S,4R)-1-Phenethyl-3-prop-2-enylpiperidin-4-yl-N-phenylpropanamide 82208-84-2
3-Fluorofentanyl (NFEPP) N-(3-Fluoro-1-phenethylpiperidin-4-yl)-N-phenylpropionamide 1422952-84-8
3-Furanylfentanyl (3FUF) N-Phenyl-N-1-(2-phenylethyl)piperidin-4-ylfuran-3-carboxamide 101343-82-2
3-Methylbutyrfentanyl N-3-Methyl-1-(2-phenylethyl)piperidin-4-yl-N-phenylbutanamide 97605-09-9
3-Methylcrotonylfentanyl N-Phenyl-N-1-(2-phenylethyl)-4-(3-methylpiperidin-1-yl)-2-butenamide
p-Methylcrotonylfentanyl N-(4-methylphenyl)-N-1-(2-phenylethyl)-4-(piperidin-1-yl)-2-butenamide
3-Methylfentanyl (3-MF) N-(3-methyl-1-phenethyl-4-piperidyl)-N-phenyl-propanamide 42045-86-3
3-Methylfuranylfentanyl[23] (3MFUF, TMFUF) N-Phenyl-N-3-methyl-1-(2-phenylethyl)piperidin-4-ylfuran-2-carboxamide
3-Methylthiofentanyl N-{3-Methyl-1-2-(2-thienyl)ethylpiperidin-4-yl}-N-phenylpropanamide 86052-04-2
3-Phenylpropanoylfentanyl[24] N-Phenyl-N-1-(2-phenylethyl)piperidin-4-yl-3-phenylpropanamide 79279-02-0
4-Fluorobutyrfentanyl (4-FBF) N-(4-Fluorophenyl)-N-1-(2-phenylethyl)-4-piperidinyl-butanamide 244195-31-1
4-Chloroisobutyrylfentanyl (4-CIBF) [25] 2-Methyl-N-(4-chlorophenyl)-N-1-(1-phenylpropan-2-yl)piperidin-4-ylpropanamide 244195-34-4
4-Fluoroisobutyrfentanyl (4-FIBF) N-(4-Fluorophenyl)-N-1-(2-phenylethyl)-4-piperidinyl-isobutanamide 244195-32-2
4-Fluorofentanyl N-(4-fluorophenyl)-N-1-(2-phenylethyl)piperidin-4-ylpropanamide 90736-23-5
Paramethylfentanyl (p-MF) N-(4-methylphenyl)-N-1-(2-phenylethyl)piperidin-4-ylpropanamide 1838-67-1
para-fluorofuranylfentanyl[26] (p-F-Fu-F) N-(1-phenethylpiperidin-4-yl)-N-(4-fluorophenyl)furan-2-carboxamide 1802489-71-9
para-chlorofuranylfentanyl (p-Cl-Fu-F) N-(1-phenethylpiperidin-4-yl)-N-(4-chlorophenyl)furan-2-carboxamide
ortho-methylfuranylfentanyl (o-Me-Fu-F) N-(1-phenethylpiperidin-4-yl)-N-(o-tolyl)furan-2-carboxamide 2309383-07-9
ortho-methoxyfuranylfentanyl (o-MeO-Fu-F) N-(1-phenethylpiperidin-4-yl)-N-(2-methoxyphenyl)furan-2-carboxamide 101343-50-4
ortho-isopropylfuranylfentanyl (o-iPr-Fu-F) N-(1-phenethylpiperidin-4-yl)-N-(2-isopropylphenyl)furan-2-carboxamide
4-Phenylfentanyl N-Phenyl-N-4-phenyl-1-(2-phenylethyl)piperidin-4-ylpropanamide 120448-97-7
4-Methoxybutyrfentanyl N-(4-Methoxyphenyl)-N-1-(2-phenylethyl)-4-piperidinyl-butanamide 2088842-68-4
para-Hydroxy‐butyrylfentanyl [27] N-(4-hydroxyphenyl)-N-1-(2-phenylethyl)-4-piperidinyl-butanamide
4"-Fluorofentanyl N-1-2-(4-Fluorophenyl)ethyl-4-piperidinyl-N-phenylpropanamide 2748343-99-7
4"-Fluoro-o-fluoro-3-methylfentanyl N-(2-fluorophenyl)-N-1-2-(4-fluorophenyl)ethyl-3-methylpiperidin-4-ylpropanamide
4-Methyl-methoxyacetylfentanyl (4-Me-MAF) N-(4-Methylphenyl)-N-1-(2-phenylethyl)-4-piperidinyl-2-methoxyacetamide
4-Methylphenethylacetylfentanyl[28] N-1-2-(4-Methylphenyl)ethyl-4-piperidinyl-N-phenylacetamide 1071703-95-1
Acrylfentanyl N-Phenyl-N-1-(2-phenylethyl)piperidin-4-ylprop-2-enamide 82003-75-6
α-Methylacetylfentanyl N-Phenyl-N-1-(1-phenylpropan-2-yl)-4-piperidylacetamide 101860-00-8
α-Methylbutyrfentanyl N-phenyl-N-1-(1-phenylpropan-2-yl)-4-piperidylbutanamide 244195-36-6
α-Methylfentanyl (AMF) N-phenyl-N-1-(1-phenylpropan-2-yl)-4-piperidylpropanamide 79704-88-4
α-Methylthiofentanyl N-Phenyl-N-1-(1-thiophen-2-ylpropan-2-yl)-4-piperidylpropanamide 103963-66-2
α-Methyl-β-hydroxyfentanyl[29] N-1-(1-hydroxy-1-phenylpropan-2-yl)piperidin-4-yl-N-phenylpropanamide
Acetylfentanyl N-(1-Phenethylpiperidin-4-yl)-N-phenylacetamide 3258-84-2
Alfentanyl N-{1-2-(4-ethyl-5-oxo-4,5-dihydro-1H-1,2,3,4-tetrazol-1-yl)ethyl-4-(methoxymethyl)piperidin-4-yl}-N-phenylpropanamide 71195-58-9
Benzodioxolefentanyl[30] N-Phenyl-N-1-(2-phenylethyl)piperidin-4-yl-2H-1,3-benzodioxole-5-carboxamide 2306823-01-6
Benzoylfentanyl N-(1-Phenethylpiperidin-4-yl)-N-phenylbenzamide 2309383-15-9
Benzylfentanyl N-(1-Benzylpiperidin-4-yl)-N-phenylpropanamide 1474-02-8
Berger Fentanyl BDBM50223545 (Berger Fentanyl)

[31] [32]

1-2-(2-phenylethyl)-3,4,4a,9b-tetrahydro-1H-pyrido4,3-bindol-5-ylpropan-1-one
β-Hydroxyfentanyl N-1-(2-Hydroxy-2-phenylethyl)piperidin-4-yl-N-phenylpropanamide 78995-10-5
β-Hydroxythiofentanyl N-{1-2-Hydroxy-2-(thiophen-2-yl)ethylpiperidin-4-yl}-N-phenylpropanamide 1474-34-6
β-Hydroxy-4-methylfentanyl N-1-(2-hydroxy-2-phenylethyl)-4-methylpiperidin-4-yl-N-phenylpropanamide
β-Methylfentanyl N-Phenyl-N-1-(2-phenylpropyl)piperidin-4-ylpropanamide 79146-56-8
Brorphine[33] 1-{1-1-(4-bromophenyl)ethylpiperidin-4-yl}-1,3-dihydro-2H-benzimidazol-2-one 2244737-98-0
Butyrfentanyl (Bu-F, BUF) N-(1-(2-Phenylethyl)-4-piperidinyl)-N-phenylbutyramide 1169-70-6
Brifentanyl N-(3R,4S)-1-2-(4-Ethyl-5-oxotetrazol-1-yl)ethyl -3-methylpiperidin-4-yl-N-(2-fluorophenyl)-2-methoxyacetamide 101345-71-5
Carfentanyl Methyl 1-(2-phenylethyl)-4-phenyl(propanoyl)aminopiperidine-4-carboxylate 59708-52-0
Benzylcarfentanil Methyl 1-benzyl-4-phenyl(propanoyl)aminopiperidine-4-carboxylate 61085-72-1
Ethylcarfentanil Ethyl 1-(2-phenylethyl)-4-phenyl(propanoyl)aminopiperidine-4-carboxylate
Crotonylfentanyl N-Phenyl-N-1-(2-phenylethyl)-4-piperidinyl-2-butenamide 760930-59-4
Cyclopentylfentanyl N-phenyl-N-1-(2-phenylethyl)piperidin-4-ylcyclopentanecarboxamide 2088918-01-6
Cyclobutylfentanyl [34] N-1-(2-Phenylethyl)piperidin-4-yl-N-phenylcyclobutanecarboxamide 2306827-55-2
Cyclopropylfentanyl N-1-(2-Phenylethyl)piperidin-4-yl-N-phenylcyclopropanecarboxamide 1169-68-2
EAZ-91-05, Psicofentanil (quinuclidin-3-yl) 4-phenyl(propanoyl)amino-1-2-(indol-3-yl)ethylpiperidine-4-carboxylate
Ethoxyacetylfentanyl 2-ethoxy-N-(1-phenethylpiperidin-4-yl)-N-phenylacetamide
Isobutyrylfentanyl 2-methyl-N-phenyl-N-1-(1-phenylpropan-2-yl)piperidin-4-ylpropanamide 119618-70-1
Isofentanyl N-(1-Benzyl-3-methylpiperidin-4-yl)-N-phenylpropanamide 79278-40-3
Homofentanyl (N-phenylpropylnorfentanyl) [35] N-phenyl-N-1-(3-phenylpropyl)piperidin-4-ylpropanamide 59708-54-2
R-4173[36] N-phenyl-N-{1-4-(4-fluorophenyl)-4-oxobutylpiperidin-4-yl}propanamide 2413-90-3
trans-phenylcyclopropyl-norfentanyl 1-(trans-2-Phenylcyclopropyl)-4-(N-propionylanilino)piperidine. 102504-49-4
Fentanyl azepane N-phenyl-N-1-(2-phenylethyl)azepan-4-ylpropanamide
Fentanyl carbamate ethyl N-phenyl-N-1-(2-phenylethyl)piperidin-4-ylcarbamate 1465-20-9
Pyridylfentany[37] N-phenyl-N-1-(2-pyridin-4-ylethyl)piperidin-4-ylpropanamide 1443-41-0
Furanylbenzylfentanyl N-Phenyl-N-(1-benzylpiperidin-4-yl)furan-2-carboxamide 497240-21-8
Furanylfentanyl (Fu-F, FUF) N-Phenyl-N-1-(2-phenylethyl)piperidin-4-ylfuran-2-carboxamide 101345-66-8
Furanylethylfentanyl (FUEF) N-1-2-(2-furanyl)ethyl-4-piperidinyl-N-phenyl-propanamide 802544-02-1
2-Benzofuranylethyl-alpha-methylfentanyl N-(1-1-(1-Benzofuran-2-yl)-2-propanyl-4-piperidinyl)-N-phenylpropanamide
Fentanyl 4-methylene analogue (WO 2007/093603) N-phenyl-N-{1-(2-phenylethyl)piperidin-4-ylmethyl}propanamide 947139-57-3
Indolylethylfentanyl N-(1-2-(1H-indol-3-yl)ethyl-4-piperidinyl)-N-phenyl-propanamide 58399-46-5
IQMF-4[38] N-1-(2-Phenylethyl)piperidin-4-yl-N-(1-phenylpyrazol-3-yl)prop-2-enamide 497100-48-8
Lofentanyl methyl (3S,4R)-3-methyl-1-(2-phenylethyl)-4-phenyl(propionyl)aminopiperidine-4-carboxylate 61380-40-3
N-Methylnorcarfentanyl methyl 1-methyl-4-(N-phenylpropanamido)piperidine-4-carboxylate 59708-50-8
Methoxyacetylfentanyl (MAF) 2-Methoxy-N-(1-phenethylpiperidin-4-yl)-N-phenylacetamide 101345-67-9
meta-fluorofentanyl N-(3-Fluorophenyl)-N-1-(2-phenylethyl)-4-piperidinyl-propanamide 90736-22-4
Meta-fluoro-methoxyacetylfentanyl 2-Methoxy-N-(1-phenethylpiperidin-4-yl)-N-(3-fluorophenyl)acetamide 2306825-32-9
4-(Methylthiazolyl)-pyrazolylethylfentanyl[39] 1-2-(1H-pyrazol-1-yl)ethyl-4-(4-methylthiazol-2-yl)-4-(N-phenylpropionamido)piperidine 120070-51-1
Mirfentanyl N-1-(2-Phenylethyl)piperidin-4-yl-N-pyrazin-2-yl-2-furamide 117523-47-4
MP102 MP102 N-cycloheptyl-1-(2-phenylethyl)-4-(N-propanoylanilino)piperidine-4-carboxamide
MP135[40] N-4-{2-(3-fluorophenyl)ethylcarboxamido}-1-(2-phenylethyl)piperidin-4-yl-N-benzylpropanamide 2677687-49-7
N-(MDA)-fentanyl[41] N-(1-(1-(benzod1,3dioxol-5-yl)propan-2-yl)piperidin-4-yl)-N-phenylpropionamide
N-(2C-B)-fentanyl N-(1-(2-(2,5-dimethoxy-4-bromophenyl)ethyl)piperidin-4-yl)-N-phenylpropionamide
Ocfentanyl N-(2-Fluorophenyl)-2-methoxy-N-1-(2-phenylethyl)piperidin-4-ylacetamide 101343-69-5
Ohmefentanyl N-1-(2-hydroxy-2-phenylethyl)-3-methylpiperidin-4-yl-N-phenylpropanamide 78995-14-9
Ohmecarfentanil Ohmecarfentanil methyl 1-(2-hydroxy-2-phenylethyl)-3-methyl-4-(N-propanoylanilino)piperidine-4-carboxylate Zdroj:https://en.wikipedia.org?pojem=N-(2C)-fentanyl
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