| 词条 | 4-Fluoromethylphenidate |
| 释义 |
| IUPAC_name = Methyl 2-(4-fluorophenyl)-2-(piperidin-2-yl)acetate | image = 4-Fluoromethylphenidate.svg | width = | tradename = | pregnancy_AU = | pregnancy_US = | legal_AU = | legal_CA = Schedule III | legal_DE = Under NpSG | legal_UK= PSA | legal_UK_comment = | legal_US = | legal_status = | routes_of_administration = | CAS_number = 1354631-33-6 | CAS_supplemental = | ATC_prefix = | PubChem = 70876096 | ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} | ChemSpiderID = 26350585 | C=14 | H=18| F=1 | N=1 | O=2 | molecular_weight = 251.3 g/mol | smiles = FC1=CC=C(C=C1)C(C(=O)OC)C2CCCCN2 | StdInChI = 1S/C14H18FNO2/c1-18-14(17)13(12-4-2-3-9-16-12)10-5-7-11(15)8-6-10/h5-8,12-13,16H,2-4,9H2,1H3 | StdInChIKey = XISBAJBPDVRSPG-UHFFFAOYSA-N }}4-Fluoromethylphenidate (also known as 4-FMPH and 4F-MPH) is a stimulant drug that acts as a higher potency dopamine reuptake inhibitor than the closely related methylphenidate.[1][2][3] 4-Fluoromethylphenidate was studied further along with other analogues of (±)-threo-methylphenidate (TMP) to assess their potential as anti-cocaine medications. 4F-MPH was reported as having an ED50 mg/kg of 0.26 (0.18–0.36), regarding its efficacy as a substitute for cocaine, and a relative potency of 3.33 compared to methylphenidate for the same purpose.[4] Another study found that in the threo-isomers of methylphenidate, the meta- and para-substituted compounds with electron-withdrawing substituents tended to have increased binding potency. Compounds containing fluorine, chlorine, bromine and methyl groups were reported to be more potent than methylphenidate. 4F-MPH was reported as having the following values: [3H]WIN 35428 binding of 35.0 ± 3.0 (2) and [3H]dopamine 142 ± 2.0 (2).[5] Legal status4-Fluoromethylphenidate is a Schedule I controlled substance in the US state Alabama.[6] As of 5 May 2017, 4-fluoromethylphenidate is a controlled substance in Canada.[7] See also
References1. ^{{cite journal | url=http://www.sciencedirect.com/science/article/pii/S0960894X04000630 | title=Synthesis of methylphenidate analogues and their binding affinities at dopamine and serotonin transport sites | author=Huw M.L. Davies | author2=Darrin W. Hopper | author3=Tore Hansen | author4=Quixu Liu | author5=Steven R. Childers | journal=Bioorganic & Medicinal Chemistry Letters | date=April 2004 | volume=14 | issue=7 | pages=1799–1802 | doi=10.1016/j.bmcl.2003.12.097 | pmid=15026075}} {{DEFAULTSORT:Fluoromethylphenidate, 4-}}2. ^{{cite journal | url=http://www.sciencedirect.com/science/article/pii/S0968089610007790 | title=Quantitative structure–activity relationship studies of threo-methylphenidate analogs | author=Milind Misra | author2=Qing Shi | author3=Xiaocong Ye | author4=Ewa Gruszecka-Kowalik | author5=Wei Bu | author6=Zhanzhu Liu | author7=Margaret M. Schweri | author8=Howard M. Deutsch | author9=Carol A. Venanzi | journal=Bioorganic & Medicinal Chemistry | date=October 2010 | volume=18 | issue=20 | pages=7221–7238 | doi=10.1016/j.bmc.2010.08.034 | pmid=20846865}} 3. ^{{cite journal | title=Chemistry, Design, and Structure−Activity Relationship of Cocaine Antagonists | author=Satendra Singh | journal=Chemical Reviews | date=February 2000 | volume=100 | issue=3 | pages=925–1024 | doi=10.1021/cr9700538 | pmid=11749256}} 4. ^{{cite journal | url=http://jpet.aspetjournals.org/content/301/2/527 | title=Biochemical and Behavioral Characterization of Novel Methylphenidate Analogs | author=M. M. Schweri | author2=H. M. Deutsch | author3=A.T. Massey| author4=S. G. Holtzman | journal=The Journal of Pharmacology and Experimental Therapeutics | date=May 2002 | volume=301 | issue=2 | pages=527–535 | doi=10.1124/jpet.301.2.527 | pmid=11961053}} 5. ^{{cite journal | title=Synthesis and Pharmacology of Potential Cocaine Antagonists. 2. Structure−Activity Relationship Studies of Aromatic Ring-Substituted Methylphenidate Analogs | author=Howard M. Deutsch | author2=Qing Shi | author3=Ewa Gruszecka-Kowalik | author4=Margaret M. Schweri | journal=Journal of Medicinal Chemistry | date=March 1996 | volume=39 | issue=6 | pages=1201–1209 | doi=10.1021/jm950697c | pmid=8632426}} 6. ^{{cite web | url=https://legiscan.com/AL/text/SB333/2014 | title=Alabama Senate Bill 333 - Controlled substances, Schedule I, additional synthetic controlled substances and analogue substances included in, trafficking in controlled substance analogues, requisite weight increased, Secs. 13A-12-231, 20-2-23 am'd. | date=March 2014 | accessdate=28 September 2015}} 7. ^Regulations Amending the Food and Drug Regulations (Part G — Methylphenidate)-4-Fluoromethylphenidate (methyl 2-(4-fluorophenyl)-2-(piperidin-2-yl)acetate). http://www.gazette.gc.ca/rp-pr/p2/2017/2017-04-05/html/sor-dors43-eng.php 6 : Carboxylate esters|Designer drugs|Methyl esters|Norepinephrine-dopamine reuptake inhibitors|Piperidines|Stimulants |
| 随便看 |
|
开放百科全书收录14589846条英语、德语、日语等多语种百科知识，基本涵盖了大多数领域的百科知识，是一部内容自由、开放的电子版国际百科全书。