基本情報
- CAS
57574-09-1- 標準SMILES
O=C(O)CCCCCCNC1c2ccccc2CCc2ccccc21- InChIKey
ONNOFKFOZAJDHT-UHFFFAOYSA-N- 分子式
- C22H27NO2
- 平均分子量
- 337.5 g/mol
- 単同位体質量
- 337.2041791
概要
Amineptine is a carbocyclic fatty acid that is 5-aminoheptanoic acid in which one of the hydrogens attached to the nitrogen is replaced by a 10,11-dihydro-5H-dibenzo[a,d][7]annulen-5-yl group. A tricyclic antidepressant, it was never approved in the US and was withdrawn from the French market in 1999 due to concerns over abuse, dependence and severe acne. It has a role as an antidepressant and a dopamine uptake inhibitor. It is an amino acid, a carbocyclic fatty acid, a carbotricyclic compound and a secondary amino compound. It derives from a hydride of a dibenzo[a,d][7]annulene.
名称と識別子
- 優先名称
- Amineptine
- IUPAC
- 7-(2-tricyclo[9.4.0.03,8]pentadeca-1(15),3,5,7,11,13-hexaenylamino)heptanoic acid
名称と別名
AmineptineAmineptin57574-09-1AmineptinoAmineptinumamineptinaDTXSID104883127T1I13L6G7-((10,11-Dihydro-5H-dibenzo(a,d)cyclohepten-5-yl)amino)heptanoic acid7-(10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-ylamino)heptanoic acidDTXCID4028757CHEBI:32499
名称をさらに表示
7-[(10,11-Dihydro-5H-dibenzo[a,d]cyclohepten-5-yl)amino]heptanoic Acid7-(10,11-dihydro-5H-dibenzo(a,d)cyclohepten-5-ylamino)heptanoic acid10,11-dihydrodibenzo(a,d)cyclohept-5-enyl-7-aminoheptanoic acidRefChem:111994N06AA19260-818-0Amineptine [INN]Amineptine (INN)
データベース識別子
- CAS
57574-09-1- PubChem CID
- 34870
- DTXSID
DTXSID1048831- ChEMBL
CHEMBL418995- ChEBI
CHEBI:32499- UNII
- 27T1I13L6G
- EC Number
- 260-818-0
- Nikkaji
- J11.860E
物性
構造計算による物性
- XLogP
- 2.1
- 極性表面積
- 49.3 Ų
- 水素結合供与体数
- 2
- 水素結合受容体数
- 3
- 回転可能結合数
- 8
- 重原子数
- 25
- 形式電荷
- 0
- 複雑度
- 387
実験および物理化学的性質
Drugs
DEA Schedule I Controlled Substance -> Stimulants
Pharmaceuticals -> Listed in ZINC15
Human DrugsPharmaceuticals
Melting Point226-230
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。
危険有害性情報
Regulatory InformationDEA schedule I controlled substance
毒性情報
Drug Induced Liver Injury
Drug Induced Liver Injury Rank (DILIrank 2.0)
Amineptine
vMost-DILI-concern
8
Withdrawn
DOI:10.1016/j.drudis.2016.02.015
化学と産業
薬理情報
ATC Code
N - Nervous system
QN - Nervous system
PharmacodynamicsAmineptine is an atypical tricyclic antidepressant.
Mechanism of ActionAmineptine selectively inhibits the reuptake of dopamine and to a lesser extent norepinephrine, thus exerting a powerful and fast-acting antidepressant effect.
Biological Half-Life48 minutes for the parent drug and 2.5 hours for the metabolites.
Metabolism/MetabolitesHepatic.
MeSH Pharmacological Classification
Substances that contain a fused three-ring moiety and are used in the treatment of depression. These drugs block the uptake of norepinephrine and serotonin into axon terminals and may block some subtypes of serotonin, adrenergic, and histamine receptors. However, the mechanism of their antidepressant effects is not clear because the therapeutic effects usually take weeks to develop and may reflect compensatory changes in the central nervous system.
A loosely defined grouping of drugs that have effects on psychological function. Here the psychotropic agents include the antidepressive agents, hallucinogens, and tranquilizing agents (including the antipsychotics and anti-anxiety agents).
用途と製造
Use ClassificationPharmaceuticals
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