2,5-二甲氧基苯乙胺衍生物
2,5-二甲氧基苯乙胺衍生物,也称为2C类化合物(英語:2C-x)或2C家族(英語:2C family)是苯乙胺衍生物中的一类,苯基上2号位与5号位的氢被甲氧基取代,即以2,5-二甲氧基苯乙胺(也称为2C-H)为母结构,其中绝大多数的取代基位于4号位,少数位于3号位,6号位基本上没有取代基[1]。许多这一类化合物由亚历山大·舒尔金在1970年代到1980年代首次合成[2]。
![](http://up.wiki.x.io/wikipedia/commons/thumb/f/fb/2C-general.png/175px-2C-general.png)
衍生物
编辑名称 | R3基团 | R4基团 | R6基团 | 分子式 | 2D结构 | CAS号 |
---|---|---|---|---|---|---|
2C-B | H | Br | H | C 10H 14BrNO 2 |
66142-81-2 | |
2C-Bn | H | CH2C6H5 | H | C17H21NO2 | 2888537-43-5 | |
2C-Bu | H | CH2CH2CH2CH3 | H | C14H23NO2 | 2888537-44-6 | |
2C-C | H | Cl | H | C10H14ClNO2 | 88441-14-9 | |
2C-C-3 [3] | Cl | Cl | Cl | C10H12Cl3NO2 | 1112937-89-9 | |
2C-CN | H | C≡N | H | C11H14N2O2 | 88441-07-0 | |
2C-cP | H | C3H5 | H | C13H19NO2 | 2888537-46-8 | |
2C-D | H | CH3 | H | C11H17NO2 | 24333-19-5 | |
2C-E | H | CH2CH3 | H | C12H19NO2 | 71539-34-9 | |
2C-EF | H | CH2CH2F | H | C12H18FNO2 | 1222814-77-8 | |
2C-F | H | F | H | C10H14FNO2 | 207740-15-6 | |
2C-G | CH3 | CH3 | H | C12H19NO2 | 207740-18-9 | |
2C-G-1 | CH2 | H | C11H15NO2 | 2888537-47-9 | ||
2C-G-2 | (CH2)2 | H | C12H17NO2 | 2888537-48-0 | ||
2C-G-3 | (CH2)3 | H | C13H19NO2 | 207740-19-0 | ||
2C-G-4 | (CH2)4 | H | C14H21NO2 | 952006-59-6 | ||
2C-G-5 | (CH2)5 | H | C15H21NO2 | 207740-20-3 | ||
2C-G-6 | (CH2)6 | H | C16H23NO2 | 2888537-49-1 | ||
2C-G-N | (CH)4 | H | C14H17NO2 | 207740-21-4 | ||
2C-H | H | H | H | C10H15NO2 | 3600-86-0 | |
2C-I | H | I | H | C10H14INO2 | 69587-11-7 | |
2C-iP | H | CH(CH3)2 | H | C13H21NO2 | 1498978-47-4 | |
2C-N | H | NO2 | H | C10H14N2O4 | 261789-00-8 | |
2C-NH2 | H | NH2 | H | C10H16N2O2 | 168699-66-9 | |
2C-PYR | H | 吡咯烷基 | H | C14H22N2O2 | 910381-23-6 | |
2C-PIP | H | 哌啶基 | H | C15H24N2O2 | 1898118-63-2 | |
2C-O | H | OCH3 | H | C11H17NO3 | 15394-83-9 | |
2C-O-4 | H | OCH(CH3)2 | H | C13H21NO3 | 952006-65-4 | |
2C-MOM [4] | H | CH2OCH3 | H | C12H19NO3 | 1898203-98-9 | |
2C-P | H | CH2CH2CH3 | H | C13H21NO2 | 207740-22-5 | |
2C-Ph | H | C6H5 | H | C16H19NO2 | 1217170-12-1 | |
2C-Se | H | SeCH3 | H | C11H17NO2Se | 1189246-68-1 | |
2C-T | H | SCH3 | H | C11H17NO2S | 61638-09-3 | |
2C-DFM [5]:770 | H | CHF2 | H | C11H15F2NO2 | 1891474-10-4 | |
2C-TFM | H | CF3 | H | C11H14F3NO2 | 159277-08-4 | |
2C-TFE | H | CH2CF3 | H | C12H16F3NO2 | 2888537-56-0 | |
2C-PFE | H | CF2CF3 | H | C12H14F5NO2 | 暂未注册 | |
2C-PFS | H | SF5 | H | C10H14F5NO2S | 暂未注册 | |
2C-YN | H | C≡CH | H | C12H15NO2 | 752982-24-4 | |
2C-V | H | CH=CH2 | H | C12H17NO2 | 2888537-57-1 | |
2C-AL[6] | H | CH2CH=CH2 | H | C13H19NO2 | 2756686-02-7 |
含硫衍生物
编辑名称 | R3基团 | R4基团 | R6基团 | 分子式 | 2D结构 | CAS号 |
---|---|---|---|---|---|---|
2C-T | H | SCH3 | H | C11H17NO2S | 61638-09-3 | |
2C-T-2 | H | SCH2CH3 | H | C12H19NO2S | 207740-24-7 | |
2C-T-3[7] | H | SCH2C(=CH2)CH3 | H | C14H19NO2S | 648957-40-8 | |
2C-T-4 | H | SCH(CH3)2 | H | C13H19NO2S | 207740-25-8 | |
2C-T-5[7] | H | H | 1187859-38-6 | |||
2C-T-6[7] | H | H | 2888537-50-4 | |||
2C-T-7 | H | S(CH2)2CH3 | H | C13H19NO2S | 207740-26-9 | |
2C-T-8 | H | SCH2CH(CH2)2 | H | C14H19NO2S | 207740-27-0 | |
2C-T-9[7] | H | H | C14H21NO2S | 207740-28-1 | ||
2C-T-10[7] | H | H | 2888537-51-5 | |||
2C-T-11[7] | H | H | 1798390-41-6 | |||
2C-T-12[7] | H | H | 2888537-52-6 | |||
2C-T-13 | H | S(CH2)2OCH3 | H | 207740-30-5 | ||
2C-T-14[7] | H | H | 暂未注册 | |||
2C-T-15 | H | SCH(CH2)2 | H | C13H17NO2S | 952006-95-0 | |
2C-T-16[8] | H | SCH2CH=CH2 | H | 648957-42-0 | ||
2C-T-17 | H | SCH(CH3)CH2CH3 | H | 207740-32-7 | ||
2C-T-18[7] | H | H | 2888537-53-7 | |||
2C-T-19 | H | SCH2CH2CH2CH3 | H | C14H21NO2S | 732244-33-6 | |
2C-T-21 | H | S(CH2)2F | H | 207740-33-8 | ||
2C-T-21.5[7] | H | H | 648957-46-4 | |||
2C-T-22[7] | H | H | 648957-48-6 | |||
2C-T-23[7] | H | H | 2888537-54-8 | |||
2C-T-24[7] | H | H | 暂未注册 | |||
2C-T-25[7] | H | H | C14H21NO2S | 740797-11-9 | ||
2C-T-27[7] | H | H | 648957-52-2 | |||
2C-T-28[7] | H | H | 648957-54-4 | |||
2C-T-30[7] | H | H | 775578-10-4 | |||
2C-T-31[7] | H | H | 765269-48-5 | |||
2C-T-32[7] | H | H | 737754-27-7 | |||
2C-T-33[7] | H | H | 暂未注册 |
苯并杂环衍生物
编辑名称 | R3基团 | R4基团 | R6基团 | 分子式 | 2D结构 | CAS号 |
---|---|---|---|---|---|---|
2C-B-FLY | 苯并二氢呋喃 | Br | 苯并二氢呋喃 | C12H14BrNO2 | 733720-95-1 | |
2C-B-BFLY | 苯并二氢吡喃 | Br | 苯并二氢吡喃 | C14H18BrNO2 | 502659-24-7 | |
2C-B-DFLY | 苯并呋喃 | Br | 苯并呋喃 | C12H10BrNO2 | 260809-98-1 | |
2C-C-FLY | 苯并二氢呋喃 | Cl | 苯并二氢呋喃 | C12H14ClNO2 | 1354633-83-2 | |
2C-D-FLY | 苯并二氢呋喃 | CH3 | 苯并二氢呋喃 | C13H17NO2 | 1354634-07-3 | |
2C-E-FLY | 苯并二氢呋喃 | CH2CH3 | 苯并二氢呋喃 | C14H19NO2 | 2697190-39-7 | |
2C-EF-FLY | 苯并二氢呋喃 | CH2CH2F | 苯并二氢呋喃 | C14H18FNO2 | ||
2C-I-FLY | 苯并二氢呋喃 | I | 苯并二氢呋喃 | C12H14INO2 | 1354633-88-7 | |
2C-T-7-FLY | 苯并二氢呋喃 | SCH2CH3 | 苯并二氢呋喃 | C15H21NO2S | 1354633-05-8 |
参考文献
编辑- ^ Alexander Shulgin, Tania Manning and Paul F Daley. The Shulgin Index. Volume 1. Psychedelic Phenethylamines and Related Compounds. Transform Press, 2011. ISBN 978-0-9630096-3-0
- ^ Daniel Trachsel, David Lehmann and Christoph Enzensperger. Phenethylamine Von der Struktur zur Funktion, pp 762-810. Nachtschatten Verlag AG, 2013. ISBN 978-3-03788-700-4
- ^ Takahashi M, Nagashima M, Suzuki J, Seto T, Yasuda I, Yoshida T. Creation and application of psychoactive designer drugs data library using liquid chromatography with photodiode array spectrophotometry detector and gas chromatography–mass spectrometry. Talanta, 15 Feb 2009, 77(4): 1245–1272. doi:10.1016/j.talanta.2008.07.062
- ^ Leth-Petersen S, Petersen IN, Jensen AA, Bundgaard C, Bæk M, Kehler J, Kristensen JL. 5-HT2A/5-HT2C receptor pharmacology and intrinsic clearance of N-benzylphenethylamines modified at the primary site of metabolism. ACS Chem. Neurosci., 16 Nov 2016, 7 (11), 1614–1619. doi:10.1021/acschemneuro.6b00265
- ^ Daniel Trachsel; David Lehmann & Christoph Enzensperger. Phenethylamine: Von der Struktur zur Funktion. Nachtschatten Verlag AG. 2013. ISBN 978-3-03788-700-4.
- ^ Kruegel AC. Phenalkylamines and Methods of Treating Mood Disorders. Patent WO 2022/006186 (PDF). [2023-11-19]. (原始内容存档 (PDF)于2022-12-20).
- ^ 7.00 7.01 7.02 7.03 7.04 7.05 7.06 7.07 7.08 7.09 7.10 7.11 7.12 7.13 7.14 7.15 7.16 7.17 7.18 7.19 Shulgin's Sulfur Symphony – Part I. countyourculture. 15 January 2011 [22 October 2017]. (原始内容存档于19 September 2019).
- ^ Daniel Trachsel. Synthesis of novel (phenylalkyl)amines for the investigation of structure-activity relationships. Part 2. 4-Thio-substituted [2-(2,5-dimethoxyphenyl)ethyl]amines (=2,5-dimethoxybenzeneethanamines). Helvetica Chimica Acta. 2003, 86 (7): 2610–2619. doi:10.1002/hlca.200390210.