アニラセタム

Aniracetam

HCID 2196CAS 72432-10-1
部分構造検索類似構造を探す

基本情報

標準SMILES
COc1ccc(C(=O)N2CCCC2=O)cc1
InChIKey
ZXNRTKGTQJPIJK-UHFFFAOYSA-N
分子式
C12H13NO3
平均分子量
219.24 g/mol
単同位体質量
219.08954328

概要

Aniracetam is a N-acylpyrrolidine and a member of pyrrolidin-2-ones.

名称と識別子

優先名称
Aniracetam
IUPAC
1-(4-methoxybenzoyl)pyrrolidin-2-one
現地名
アニラセタム
英語名
Aniracetam
分子式
C12H13NO3
分子量
219.24

名称と別名

aniracetam72432-10-1DraganonSarpul1-(4-Methoxybenzoyl)-2-pyrrolidinoneRo 13-50571-p-Anisoyl-2-pyrrolidinoneRo-13-50571-anisoyl-2-pyrrolidinone1-p-anisoylpyrrolidin-2-oneDTXSID5045128NSC-758223
名称をさらに表示
ドラガノンサープル1-(4-メトキシベンゾイル)ピロリジン-2-オンアニラセタムサルプルアミダセダン1-(4-メトキシベンゾイル)-2-ピロリドンアニラセタム (JAN)1-(4-メトキシベンゾイル)-2-ピロリジノンAMpaMetanixikuAnisitanRo 13-3057TegumetineAnitracetam
5L16LKN964Ro-135057DTXCID3025128CHEBI:479431-[(4-methoxyphenyl)carbonyl]pyrrolidin-2-one1-((4-methoxyphenyl)carbonyl)pyrrolidin-2-oneaniracetamumRefChem:558129

データベース識別子

CAS
72432-10-1
PubChem CID
2196
DTXSID
DTXSID5045128
ChEMBL
CHEMBL36994
ChEBI
CHEBI:47943
UNII
5L16LKN964
EC Number
615-758-3
Nikkaji
J18.602C

物性

構造計算による物性

XLogP
1.6
極性表面積
46.6 Ų
水素結合供与体数
0
水素結合受容体数
3
回転可能結合数
2
重原子数
16

実験および物理化学的性質

Drugs · 2 件

Pharmaceuticals -> Synthetic Cannabinoids or Psychoactive Compounds

Pharmaceuticals -> Listed in ZINC15

LogP0.93
Endocrine DisruptorsPotential endocrine disrupting compound
Collision Cross Section · 2 件

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]

物理化学的性質

融点
121 · 121-122C
沸点
399.7 · 399.7±34.0 °C(Predicted)
比重(密度)
1.236 · 1.236±0.06 g/cm3(Predicted)
貯蔵温度
Sealed in dry,Room Temperature
溶解性
クロロホルム（微量）、メタノール（微量）
酸解離定数(Pka)
-1.74 · -1.74±0.20(Predicted)
化学的性質 · 1 件

化学的特性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.

安全と法規制

GHS分類

GHS Classification · 5 件

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.

危険有害性情報

Hazard Classes and CategoriesRepr. 2 (66.7%)

安全データ

wgk
2
rtecs
UY5781900
毒性
LD50 in rats, mice (mg/kg): ~4500, >5000 orally (Cumin)
hs_code
2933.79.1500

化学と産業

薬理情報

ATC Code · 2 件

N - Nervous system

QN - Nervous system

PharmacodynamicsAniracetam possesses a wide range of anxiolytic properties, which may be mediated by an interaction between cholinergic, dopaminergic and serotonergic systems.
Biological Half-Life1-2.5 hours
MeSH Pharmacological Classification · 2 件

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.

応用分野 · 2 件

説明Aniracetam, 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.

使用Aniracetam 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.

調製方法

製造方法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.

純化方法Purify aniracetam by recrystallisation from EtOH. It is a nootropic (Alzheimer) drug. [Gouliaev & Senning Brain Research Rev 19 180 1994.]

上流・下流製品情報

サプライヤー50 社

北京华美互利生物化工010-56205725 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
山东科立康药业有限公司053-88113608 17854192669
合肥翰刚医药科技有限公司+8618062405514 · [email protected]

補足説明

定義ChEBI: 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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