| 词条 | 4'-Methyl-α-pyrrolidinohexiophenone |
| 释义 |
| IUPAC_name = (RS)-1-(4-methylphenyl)-2-(1-pyrrolidinyl)-1-hexanone | image = MPHP.svg | chirality = Racemic mixture | width = 200px | CAS_number = 34138-58-4 | ATC_prefix = | ATC_suffix = | PubChem = 6423085 | DrugBank = | C=17 | H=25 | N=1 | O=1 | molecular_weight = 259.385 g/mol | smiles= c2cc(C)ccc2C(=O)C(CCCC)N1CCCC1 | ChemSpiderID = 4928584 | StdInChI = 1S/C17H25NO/c1-3-4-7-16(18-12-5-6-13-18)17(19)15-10-8-14(2)9-11-15/h8-11,16H,3-7,12-13H2,1-2H3 | StdInChIKey = YOSQVMGMENUCDX-UHFFFAOYSA-N | bioavailability = | protein_bound = | metabolism = | elimination_half-life = | excretion = | pregnancy_AU = | pregnancy_US = | pregnancy_category = | legal_AU = | legal_CA = | legal_UK = Class B | legal_US = | legal_status = Illegal in Sweden | routes_of_administration = | UNII_Ref = {{fdacite|correct|FDA}} | UNII = Y8D4922F5K }}4'-Methyl-α-pyrrolidinohexiophenone or MPHP is a stimulant compound which has been reported as a novel designer drug.[1][2][3] It is closely related to pyrovalerone, being simply its chain-lengthened homologue. In the pyrrolidinophenone series, stimulant activity is maintained so long as the positions of the aryl, ketone and pyrrolidinyl groups are held constant, while the alkyl backbone can be varied anywhere between three and as many as seven carbons,[4] with highest potency usually seen with the pentyl or isohexyl backbone, and a variety of substituents are tolerated on the aromatic ring.[5] In 2010 a group of researchers from the Institute of Forensic Medicine, University Hospital Jena, Germany concluded that MPHP can lead to serious poisoning with toxic liver damage and rhabdomyolysis.[6] LegalitySweden's public health agency suggested to classify MPHP as narcotic on June 1, 2015.[7] See also
References1. ^{{cite journal | last1 = Springer | first1 = D | last2 = Peters | first2 = FT | last3 = Fritschi | first3 = G | last4 = Maurer | first4 = HH | title = New designer drug 4'-methyl-alpha-pyrrolidinohexanophenone: studies on its metabolism and toxicological detection in urine using gas chromatography-mass spectrometry | journal = Journal of Chromatography B | volume = 789 | issue = 1 | pages = 79–91 | year = 2003 | pmid = 12726846 | doi = 10.1016/S1570-0232(03)00043-6 }} {{stimulants}}{{DEFAULTSORT:Methyl-A-Pyrrolidinohexiophenone, 4'-}}2. ^{{cite journal | last1 = Peters | first1 = FT | last2 = Dragan | first2 = CA | last3 = Kauffels | first3 = A | last4 = Schwaninger | first4 = AE | last5 = Zapp | first5 = J | last6 = Bureik | first6 = M | last7 = Maurer | first7 = HH | title = Biotechnological synthesis of the designer drug metabolite 4'-hydroxymethyl-alpha-pyrrolidinohexanophenone in fission yeast heterologously expressing human cytochrome P450 2D6--a versatile alternative to multistep chemical synthesis | journal = Journal of Analytical Toxicology | volume = 33 | issue = 4 | pages = 190–7 | year = 2009 | pmid = 19470220 | doi=10.1093/jat/33.4.190}} 3. ^{{cite journal | pmid = 21444164 | doi=10.1016/j.forsciint.2011.02.026 | volume=208 | issue=1–3 | title=Acute poisoning involving the pyrrolidinophenone-type designer drug 4'-methyl-alpha-pyrrolidinohexanophenone (MPHP) |date=May 2011 | journal=Forensic Sci. Int. | pages=e20–5| last1=Sauer | first1=Christoph | last2=Hoffmann | first2=Kerstin | last3=Schimmel | first3=Ulrich | last4=Peters | first4=Frank T. }} 4. ^{{ cite patent |country=GB |number=1149366|title=α-substituted-ketones and processes for their preparation. |status=patent}} 5. ^{{cite journal | last1 = Meltzer | first1 = PC | last2 = Butler | first2 = D | last3 = Deschamps | first3 = JR | last4 = Madras | first4 = BK | title = 1-(4-Methylphenyl)-2-pyrrolidin-1-yl-pentan-1-one (Pyrovalerone) analogs. A promising class of monoamine uptake inhibitors | journal = Journal of Medicinal Chemistry | volume = 49 | issue = 4 | pages = 1420–32 | year = 2006 | pmid = 16480278 | pmc = 2602954 | doi = 10.1021/jm050797a }} 6. ^{{Cite journal | last1 = Sauer | first1 = C. | last2 = Hoffmann | first2 = K. | last3 = Schimmel | first3 = U. | last4 = Peters | first4 = F. T. | title = Acute poisoning involving the pyrrolidinophenone-type designer drug 4′-methyl-alpha-pyrrolidinohexanophenone (MPHP) | doi = 10.1016/j.forsciint.2011.02.026 | journal = Forensic Science International | volume = 208 | issue = 1–3 | pages = e20–e25 | year = 2011 | pmid = 21444164| pmc = }} 7. ^{{cite web | url=http://www.folkhalsomyndigheten.se/nyheter-och-press/nyhetsarkiv/2015/juni/23-nya-amnen-kan-klassas-som-narkotika-eller-halsofarlig-vara | title=23 nya ämnen kan klassas som narkotika eller hälsofarlig vara | accessdate=29 June 2015}} 4 : Designer drugs|Pyrrolidinophenones|Norepinephrine-dopamine reuptake inhibitors|Stimulants |
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