基本情報
- CAS
15686-61-0- 標準SMILES
CC(Cc1ccccc1)NCCC#N- InChIKey
IQUFSXIQAFPIMR-UHFFFAOYSA-N- 分子式
- C12H16N2
- 平均分子量
- 188.27 g/mol
- 単同位体質量
- 188.13134852
概要
Fenproporex is a member of amphetamines.
名称と識別子
- 優先名称
- Fenproporex
- IUPAC
- 3-(1-phenylpropan-2-ylamino)propanenitrile
- 現地名
- 3-[(1-メチル-2-フェニルエチル)アミノ]プロパンニトリル
- 英語名
- 3-[(1-methyl-2-phenylethyl)amino]propiononitrile
- 分子式
- C12H16N2
- 分子量
- 188.27
名称と別名
FENPROPOREXFemproporex16397-28-7FenorexW0194S5FOADTXSID0043921J268.797F3-[(1-phenylpropan-2-yl)amino]propanenitrileFenproporexum3-((1-phenylpropan-2-yl)amino)propanenitrileRefChem:140202DTXCID8023921
名称をさらに表示
フェロプロポレックスフェンプロポレックスシアノエチルアンフェタミン3-[(1-メチル-2-フェニルエチル)アミノ]プロパンニトリル3-[(2-フェニル-1-メチルエチル)アミノ]プロパンニトリルデソベシ3-[(1-フェニルプロパン-2-イル)アミノ]プロパンニトリルFerrproporexEinecs 240-444-4Cyanoethylamphetamine3-[(2-Phenyl-1-methylethyl)amino]propanenitrile3-[(1-Methyl-2-phenylethyl)amino]propanenitrile3-[(1-methyl-2-phenylethyl)amino]propiononitrilePropanenitrile, 3-[(1-methyl-2-phenylethyl)amino]-
239-772-0240-444-43-(1-phenylpropan-2-ylamino)propanenitrileDesobesiFenproporex (INN)FENPROPOREX [INN]Fenproporex [INN:DCF]Femproporex [INN-Spanish]
データベース識別子
物性
構造計算による物性
- XLogP
- 1.9
- 極性表面積
- 35.8 Ų
- 水素結合供与体数
- 1
- 水素結合受容体数
- 2
- 回転可能結合数
- 5
- 重原子数
- 14
- 形式電荷
- 0
- 複雑度
- 186
実験および物理化学的性質
Drugs
DEA NFLIS-Drug Category -> Stimulants
DEA Schedule IV Controlled Substance -> Stimulants
Pharmaceuticals -> Synthetic Cannabinoids or Psychoactive Compounds
Human DrugsPharmaceuticals
物理化学的性質
- 沸点
- 126 · 126-127 °C(Press: 2 Torr)
- 比重(密度)
- 0.986 · 0.986±0.06 g/cm3(Predicted)
- 酸解離定数(Pka)
- 7.9 · 7.90±0.28(Predicted)
安全と法規制
安全情報は参考情報です。供給元の安全データシート（SDS）、適用法令、専門家による評価に代わるものではありません。
GHS分類
GHS Classification
Danger
H301 (100%): Toxic if swallowed [Danger Acute toxicity, oral]
P261, P264, P264+P265, P270, P271, P280, P301+P316, P302+P352, P304+P340, P305+P351+P338, P316, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 2 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
危険有害性情報
Regulatory InformationDEA schedule IV controlled substance
Hazard Classes and CategoriesAcute Tox. 3 (100%)
化学と産業
薬理情報
PharmacodynamicsFenproporex was first claimed to not exert a stimulant effect on the body, however research into its metabolism has shown that it is converted into a considerable amount of amphetamine in the body, which leads to stimulant effects. [9]
Mechanism of Action
Fenproporex is an amphetamine based anorectic which is rapidly metabolized into amphetamine in the body. Both acute and chronic fenproporex administration has been shown to increase brain energy metabolism in young rats, by increasing the activity of citrate synthase, malate dehydrogenase, succinate dehydrogenase, creatine kinase and complexes I,II, III, and IV. [8] Amphetamine based drugs are also known to reduce food intake. They are addictive substances due to their ability to increase dopamine release, however their anorectic effects are believed to be a result of noradrenergic neurotransmission. Activation of the alpha 1 and beta 2 adrenoceptors has been shown to decrease food intake, and drugs which release norepinephrine or block norepinephrine reuptake can activate these receptors. [3] The alpha 1 and beta 2 adrenoceptors are noted to be clinically important receptors in weight regulation. [3]
Metabolism/Metabolites
A large portion, 60-80%, of fenproporex is rapidly converted into amphetamine. Besides amphetamine, and unchanged fenproporex, 14 other metabolites were identified from urine samples. Two interacting metabolic pathways are believed to exist. The major pathway is believed to involve ring-degradation by aromatic hydroxylation, methylation, and side chain degradation by N-dealkyation to form amphetamine. The minor pathway involves the beta-hydroxylation of amphetamine to form norephedrine. [6]
Absorption, Distribution and Excretion
Renally eliminated in the urine, mainly as amphetamine, but 5-9% as unchanged drug.
The amphetamine metabolite can be detected for several days after the administration of forproporex (up to 119h, in one study). [2]
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