기본 정보
- CAS
57574-09-1- 표준 SMILES
O=C(O)CCCCCCNC1c2ccccc2CCc2ccccc21- InChIKey
ONNOFKFOZAJDHT-UHFFFAOYSA-N- 분자식
- C22H27NO2
- 평균 분자량
- 337.5 g/mol
- 단동위원소 질량
- 337.2041791
개요
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 A tricyclic antidepressant, it was never approved in the US and was withdrawn from the French market in 1999 due to concerns over abuse, dependence and severe acne.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.
이름 및 식별자
- 우선 이름
- Amineptine
- IUPAC
- 7-(2-tricyclo[9.4.0.03,8]pentadeca-1(15),3,5,7,11,13-hexaenylamino)heptanoic acid
이름 및 동의어
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
이름 더 보기
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)
데이터베이스 식별자
- CAS
57574-09-1- PubChem CID
- 34870
- DTXSID
DTXSID1048831- ChEMBL
CHEMBL418995- ChEBI
CHEBI:32499- UNII
- 27T1I13L6G
- EC Number
- 260-818-0
- Nikkaji
- J11.860E
물성
구조 계산 물성
- XLogP
- 2.1
- 극성 표면적
- 49.3 Ų
- 수소 결합 공여자 수
- 2
- 수소 결합 수용자 수
- 3
- 회전 가능 결합 수
- 8
- 무거운 원자 수
- 25
- 형식 전하
- 0
- 복잡도
- 387
실험 및 물리화학적 성질
Drugs
DEA Schedule I Controlled Substance -> Stimulants
Pharmaceuticals -> Listed in ZINC15
Human DrugsPharmaceuticals
Melting Point226-230
안전 및 규제
안전 정보는 참고용이며, 공급업체의 물질안전보건자료(SDS), 관련 법규 및 전문가 평가를 대체하지 않습니다.
유해성 정보
Regulatory InformationDEA schedule I controlled substance
독성 정보
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Withdrawn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
화학 및 산업
약리 정보
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).
용도 및 제조
Use ClassificationPharmaceuticals
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