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. Author manuscript; available in PMC: 2021 Apr 9.
Published in final edited form as: Drug Test Anal. 2020 Jun 11;12(8):1212–1221. doi: 10.1002/dta.2822

TABLE 1.

Structural definition of compounds based on Figure 1

Name Compound # R1 R2 R3 R4 R5
Fentanyl 1 Ethyl H H α-H, β-H Phenyl
Cyclopropyl fentanyl 2 Cyclopropyl H H α-H, β-H Phenyl
p-Methyl cyclopropyl fentanyl 3 Cyclopropyl p-Methyl H α-H, β-H Phenyl
Cyclobutyl fentanyl 4 Cyclobutyl H H α-H, β-H Phenyl
Cyclopentyl fentanyl 5 Cyclopentyl H H α-H, β-H Phenyl
Furanyl fentanyl 6 2-Furanyl H H α-H, β-H Phenyl
Tetrahydrofuran fentanyl 7 2-Tetrahydrofuranyl H H α-H, β-H Phenyl
Acetyl fentanyl 8 Methyl H H α-H, β-H Phenyl
o-Methyl acetyl fentanyl 9 Methyl o-Methyl H α-H, β-H Phenyl
α-Methyl acetyl fentanyl 10 Methyl H H α-Methyl, β-H Phenyl
Acryl fentanyl 11 Ethylene H H α-H, β-H Phenyl
o-Fluoro acryl fentanyl 12 Ethylene o-Fluoro H α-H, β-H Phenyl
p-Fluoro acryl fentanyl 13 Ethylene p-Fluoro H α-H, β-H Phenyl
Isobutyryl fentanyl 14 Isopropyl H H α-H, β-H Phenyl
o-Fluoro isobutyryl fentanyl 15 Isopropyl o-Fluoro H α-H, β-H Phenyl
m-Fluoro isobutyryl fentanyl 16 Isopropyl m-Fluoro H α-H, β-H Phenyl
p-Fluoro isobutyryl fentanyl 17 Isopropyl p-Fluoro H α-H, β-H Phenyl
p-Chloro isobutyryl fentanyl 18 Isopropyl p-Chloro H α-H, β-H Phenyl
Pivaloyl fentanyl 19 Tert-butyl H H α-H, β-H Phenyl
Butyryl fentanyl 20 Propyl H H α-H, β-H Phenyl
o-Fluoro butyryl fentanyl 21 Propyl o-Fluoro H α-H, β-H Phenyl
Methoxyacetyl fentanyl 22 Methoxy methylene H H α-H, β-H Phenyl
o-Fluoro fentanyl 23 Ethyl o-Fluoro H α-H, β-H Phenyl
m-Fluoro fentanyl 24 Ethyl m-Fluoro H α-H, β-H Phenyl
p-Fluoro fentanyl 25 Ethyl p-Fluoro H α-H, β-H Phenyl
o-Methyl fentanyl 26 Ethyl o-Methyl H α-H, β-H Phenyl
m-Methyl fentanyl 27 Ethyl m-Methyl H α-H, β-H Phenyl
p-Methyl fentanyl 28 Ethyl p-Methyl H α-H, β-H Phenyl
p-Chloro fentanyl 29 Ethyl p-Chloro H α-H, β-H Phenyl
Cis-3-methyl fentanyl 30 Ethyl H Cis-methyl α-H, β-H Phenyl
Trans-3-methyl fentanyl 31 Ethyl H Trans-methyl α-H, β-H Phenyl
Furanylethyl fentanyl 32 Ethyl H H α-H, β-H 2-Furan
β-Hydroxy thiofentanyl 33 Ethyl H H α-H, β-OH 2-Thiophene
β-Methyl fentanyl 34 Ethyl H H α-H, β-methyl Phenyl