기본 정보
- 표준 SMILES
COc1ccc(C(=O)N2CCCC2=O)cc1- InChIKey
ZXNRTKGTQJPIJK-UHFFFAOYSA-N- 분자식
- C12H13NO3
- 평균 분자량
- 219.24 g/mol
- 단동위원소 질량
- 219.08954328
개요
Aniracetam is a N-acylpyrrolidine and a member of pyrrolidin-2-ones.
이름 및 식별자
- 우선 이름
- Aniracetam
- IUPAC
- 1-(4-methoxybenzoyl)pyrrolidin-2-one
- 영어명
- Aniracetam
- 분자식
- C12H13NO3
- 분자량
- 219.24
이름 및 동의어
이름 더 보기
데이터베이스 식별자
- CAS
72432-10-1- PubChem CID
- 2196
- DTXSID
DTXSID5045128- ChEMBL
CHEMBL36994- ChEBI
CHEBI:47943- UNII
- 5L16LKN964
- EC Number
- 615-758-3
- Nikkaji
- J18.602C
물성
구조 계산 물성
- XLogP
- 1.6
- 극성 표면적
- 46.6 Ų
- 수소 결합 공여자 수
- 0
- 수소 결합 수용자 수
- 3
- 회전 가능 결합 수
- 2
- 무거운 원자 수
- 16
- 형식 전하
- 0
- 복잡도
- 282
실험 및 물리화학적 성질
Drugs
Pharmaceuticals -> Synthetic Cannabinoids or Psychoactive Compounds
Pharmaceuticals -> Listed in ZINC15
Collision Cross Section
145.49 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
146.6 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
물리화학적 성질
- 녹는점
- 121 · 121-122C
- 끓는 점
- 399.7 · 399.7±34.0 °C(Predicted)
- 밀도
- 1.236 · 1.236±0.06 g/cm3(Predicted)
- 저장 조건
- Sealed in dry,Room Temperature
- 용해도
- 클로로포름(약간 용해됨), 메탄올(약간 용해됨)
- 산도 계수 (pKa)
- -1.74 · -1.74±0.20(Predicted)
- 물리적 상태
- 고체
- 색상
- 하얀색
- 수용성
- 클로로포름에 용해됩니다. 에탄올에도 용해됩니다. 물에 불용성
- Merck
- 14 · 14,662
- InChI
- InChI=1S/C12H13NO3/c1-16-10-6-4-9(5-7-10)12(15)13-8-2-3-11(13)14/h4-7H,2-3,8H2,1H3
- InChIKey
- ZXNRTKGTQJPIJK-UHFFFAOYSA-N
- SMILES
- N1(C(=O)C2=CC=C(OC)C=C2)CCCC1=O
화학적 성질
Aniracetam is a white or colorless solid. It has a molecular structure that consists of an organic compound with a methoxy group attached to one side of a benzene ring, and a carboxylic acid group attached to the other side. It forms crystals when dissolved in ethanol, and has a melting point of 121-122°C. Exhibits acute toxicity in rats and mice, with LD50 values of approximately 4500mg/kg and >5000mg/kg when administered orally.
안전 및 규제
GHS 분류
GHS Classification
This chemical does not meet GHS hazard criteria for 33.3% (1 of 3) of reports.
Warning
H361 (66.7%): Suspected of damaging fertility or the unborn child [Warning Reproductive toxicity]
P203, P280, P318, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 3 reports by companies from 2 notifications to the ECHA C&L Inventory.
유해성 정보
안전 데이터
- wgk
- 2
- rtecs
- UY5781900
- 독성
- LD50 in rats, mice (mg/kg): ~4500, >5000 orally (Cumin)
- HS 번호
- 2933.79.1500
화학 및 산업
약리 정보
ATC Code
N - Nervous system
QN - Nervous system
MeSH Pharmacological Classification
Mood-stimulating drugs used primarily in the treatment of affective disorders and related conditions. Several MONOAMINE OXIDASE INHIBITORS are useful as antidepressants apparently as a long-term consequence of their modulation of catecholamine levels. The tricyclic compounds useful as antidepressive agents (ANTIDEPRESSIVE AGENTS, TRICYCLIC) also appear to act through brain catecholamine systems. A third group (ANTIDEPRESSIVE AGENTS, SECOND-GENERATION) is a diverse group of drugs including some that act specifically on serotonergic systems.
Drugs used to specifically facilitate learning or memory, particularly to prevent the cognitive deficits associated with dementias. These drugs act by a variety of mechanisms.
응용 분야
개요Aniracetam, also known as N-anisoyl-2-pyrrolidinone, together with piracetam and nefiracetam, belong to the same class of piracetam metabolized drugs of brain cells. It is a non-NMDA receptor agent useful for the treatment of cognitive impairment. These drugs can enhance the activity of synaptic neurons phospholipase, increase the ATP formation and transport in brain, increase protein synthesis and RNA, promote the usage of brain on amino acids, phospholipids, glucose and oxygen, increase the patient's response, excitability and memory. Aniracetam has a higher effect than piracetam, but with a relatively minor side effect. It is well tolerated and efficacious in improving velocity and accuracy of the saccades, complex reaction time, and other aspects of performance.
용도Aniracetam is AMPA receptor potentiator with Cognition enhancer related to Piracetam. It is used as a nootropic drug to ameliorate memory and attention disturbances accompanying cerebrovascular diseases and degenerative brain disorders. Compound with anti-depressive properties used as a mental performance enhancer. Slows the rate of ion-channel closing.
제조 방법
Aniracetam is prepared by condensing 2-pyrrolidone with 4-methoxybenzoyl chloride. The drug was first made in the 1970s by Hoffmann-La Roche. This piracetam-related cognition enhancer reduces glutamate receptor desensitization.
상·하류 제품 정보
상류 원료
하류 제품
공급사50 곳
추가 설명
정의ChEBI: Aniracetam is a member of pyrrolidin-2-ones and a N-acylpyrrolidine with anti-depressive properties used as a mental performance enhancer.
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