| 词条 | 4-Chlorophenylisobutylamine |
| 释义 |
| Verifiedfields = changed | verifiedrevid = 477221385 | IUPAC_name = 1-(4-chlorophenyl)butan-2-amine | image = 4-Chlorophenylisobutylamine.png | tradename = | pregnancy_category = | legal_status = Uncontrolled (but may be covered under the Federal Analogue Act in the United States and under similar bills in other countries) | routes_of_administration = Oral | bioavailability = | metabolism = | elimination_half-life = | excretion = | CAS_number_Ref = {{cascite|changed|??}} | CAS_number = 2275-64-1 | ATC_prefix = none | ATC_suffix = | PubChem = 150989 | ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} | ChemSpiderID = 133083 | C=10 | H=14 | Cl=1 | N=1 | molecular_weight = 183.68 g/mol | smiles = Clc1ccc(cc1)CC(N)CC | StdInChI_Ref = {{stdinchicite|correct|chemspider}} | StdInChI = 1S/C10H14ClN/c1-2-10(12)7-8-3-5-9(11)6-4-8/h3-6,10H,2,7,12H2,1H3 | StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} | StdInChIKey = BDZUAWTZJXBMLX-UHFFFAOYSA-N }}4-Chlorophenylisobutylamine (4-CAB, AEPCA), also known as 4-chloro-α-ethylphenethylamine, is an entactogen and stimulant drug of the phenethylamine class.[1] It is an analogue of para-chloroamphetamine (PCA) where the alpha position methyl has been replaced with an ethyl group.[1] In comparison to PCA, 4-CAB is approximately 2- and 5-fold less potent at inhibiting the reuptake of serotonin (IC50 = 330 nM) and dopamine (IC50 = 2,343 nM), respectively, and is about 3-fold less potent in substituting for MDMA in animals in drug discrimination assays.[1] Though its dopaminergic activity is significantly attenuated compared to PCA, unlike the case of MBDB, it is not abolished, and is actually similar to that of MDMA.[1] Relative to PCA, 4-CAB is also substantially less effective as a serotonergic neurotoxin.[1] A single 10 mg/kg administration of PCA to rats produces an approximate 80% decrease in serotonin markers as observed 1 week later.[1] In contrast, 11 mg/kg and 22 mg/kg doses of 4-CAB result in only 20% and 50% decreases, respectively.[1] This is once again similar to MDMA which causes a 40-60% reduction with a single 20 mg/kg dose.[2] See also
References1. ^1 2 3 4 5 6 {{cite journal | vauthors = Johnson MP, Huang XM, Oberlender R, Nash JF, Nichols DE | title = Behavioral, biochemical and neurotoxicological actions of the alpha-ethyl homologue of p-chloroamphetamine | journal = European Journal of Pharmacology | volume = 191 | issue = 1 | pages = 1–10 |date=November 1990 | pmid = 1982656 | doi = 10.1016/0014-2999(90)94090-K| url = }} {{Entactogens}}{{Stimulants}}{{Monoamine releasing agents}}{{Monoamine neurotoxins}}{{Phenethylamines}}{{DEFAULTSORT:Chlorophenylisobutylamine, 4-}}2. ^{{cite journal | vauthors = Aguirre N, Barrionuevo M, Ramírez MJ, Del Río J, Lasheras B | title = Alpha-lipoic acid prevents 3,4-methylenedioxy-methamphetamine (MDMA)-induced neurotoxicity | journal = NeuroReport | volume = 10 | issue = 17 | pages = 3675–80 |date=November 1999 | pmid = 10619665 | doi = 10.1097/00001756-199911260-00039| url = http://meta.wkhealth.com/pt/pt-core/template-journal/lwwgateway/media/landingpage.htm?issn=0959-4965&volume=10&issue=17&spage=3675}} 3 : Substituted amphetamines|Entactogens and empathogens|Serotonin-norepinephrine-dopamine releasing agents |
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