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P0111

Sigma-Aldrich

Phenserine

≥98% (HPLC), solid

别名:

(−)-N-Phenylcarbamoyleseroline, 1,2,3,3a,8,8a-hexahydro-1,3a,8-trimethyl-pyrrolo[2,3-b]indol-5-ol phenylcarbamate (ester)

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About This Item

经验公式（希尔记法）:
C20H23N3O2
CAS号:
101246-66-6
分子量:
337.42
MDL编号:
MFCD00672748
UNSPSC代码:
12352200
PubChem化学物质编号:
329820018
NACRES:
NA.77

质量水平

100

方案

≥98% (HPLC)

表单

solid

颜色

off-white

溶解性

H2O: <2 mg/mL
DMSO: >5 mg/mL

储存温度

2-8°C

SMILES字符串

[H][C@]12N(C)CC[C@@]1(C)c3cc(OC(=O)Nc4ccccc4)ccc3N2C

InChI

1S/C20H23N3O2/c1-20-11-12-22(2)18(20)23(3)17-10-9-15(13-16(17)20)25-19(24)21-14-7-5-4-6-8-14/h4-10,13,18H,11-12H2,1-3H3,(H,21,24)/t18-,20+/m1/s1

InChI key

PBHFNBQPZCRWQP-QUCCMNQESA-N

生化/生理作用

(-)-Phenserine, a phenylcarbamate derivative, is a selective, non-competitive inhibitor of acetylcholinesterase (AChE).
(-)-Phenserine, a phenylcarbamate derivative, is a selective, non-competitive inhibitor of acetylcholinesterase (AChE). (-)-Phenserine produces rapid, potent, and long-lasting AChE inhibition, in vivo. It is significantly less toxic than (-)-physostigmine. (-)-Phenserine improves cognitive performance in both young learning-impaired and elderly rats. Reduced secretion of β-amyloid (Abeta) has been observed in cell lines exposed to (-)-phenserine, occurring through translational regulation of β-amyloid precursor protein (beta-APP) mRNA via a non-cholinergic mechanism. These in vitro findings appear to translate in vivo into animal models and humans.

特点和优势

This compound is featured on the Acetylcholine Synthesis and Metabolism page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

象形图

Exclamation mark
GHS07

警示用语：

Warning

危险声明

H315,H319,H335

危险分类

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

靶器官

Respiratory system

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

dust mask type N95 (US), Eyeshields, Gloves

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
047K47062
047K47061
047K4706

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Ayodeji A Asuni et al.
Annals of neurology, 75(5), 684-699 (2014-04-02)
Proteolytic cleavage of the amyloid precursor protein (APP) generates β-amyloid (Aβ) peptides. Prolonged accumulation of Aβ in the brain underlies the pathogenesis of Alzheimer disease (AD) and is regarded as a principal target for development of disease-modifying therapeutics. Using Chinese

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Acetylcholine Synthesis and Metabolism

Acetylcholine is synthesized from acetyl coenzyme A and choline by the enzyme choline acetyltransferase. In addition to its synthesis in the liver, choline employed in acetylcholine production is derived from dietary sources.

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