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(+/-)-VESAMICOL HYDROCHLORIDE, also known as AH-5183, is a chemical compound that acts as a blocker of acetylcholine transfer into nerve terminal vesicles. It is a potent and selective inhibitor of the vesamicol binding site on the acetylcholinesterase protein, which plays a crucial role in the regulation of acetylcholine levels in the synaptic cleft.

120447-62-3

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120447-62-3 Usage

Uses

Used in Pharmaceutical Industry:
(+/-)-VESAMICOL HYDROCHLORIDE is used as a research tool for studying the function and regulation of the vesamicol binding site on the acetylcholinesterase protein. Its ability to block the transfer of acetylcholine into nerve terminal vesicles makes it a valuable compound for understanding the mechanisms underlying neurotransmission and the role of acetylcholine in various neurological processes.
Used in Neurological Research:
(+/-)-VESAMICOL HYDROCHLORIDE is used as a pharmacological agent for investigating the role of acetylcholine in neurological disorders and diseases. By inhibiting the vesamicol binding site, it can help researchers gain insights into the pathophysiology of conditions such as Alzheimer's disease, where acetylcholine deficiency is a prominent feature.
Used in Drug Development:
(+/-)-VESAMICOL HYDROCHLORIDE serves as a lead compound in the development of new drugs targeting the vesamicol binding site. Its selective inhibition of acetylcholine transfer into nerve terminal vesicles can potentially be harnessed to develop novel therapeutics for treating neurological disorders associated with acetylcholine dysregulation.

Check Digit Verification of cas no

The CAS Registry Mumber 120447-62-3 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,2,0,4,4 and 7 respectively; the second part has 2 digits, 6 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 120447-62:
(8*1)+(7*2)+(6*0)+(5*4)+(4*4)+(3*7)+(2*6)+(1*2)=93
93 % 10 = 3
So 120447-62-3 is a valid CAS Registry Number.
InChI:InChI=1/C17H25NO.ClH/c19-17-9-5-4-8-16(17)18-12-10-15(11-13-18)14-6-2-1-3-7-14;/h1-3,6-7,15-17,19H,4-5,8-13H2;1H

120447-62-3SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name (±)-Vesamicol hydrochloride

1.2 Other means of identification

Product number -
Other names (+/-)-VESAMICOL HYDROCHLORIDE

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:120447-62-3 SDS

120447-62-3Downstream Products

120447-62-3Relevant academic research and scientific papers

Synthesis, in Vitro Acetylcholine-Storage-Blocking Activities, and Biological Properties of Derivatives and Analogues of trans-2-(4-Phenylpiperidino)cyclohexanol (Vesamicol)

Rogers, Gary A.,Parsons, Stanley M.,Anderson, D. C.,Nilsson, Lena M.,Bahr, Ben A.,et al.

, p. 1217 - 1230 (2007/10/02)

Eighty-four analogues and derivatives of the acetylcholine-storage-blocking drug trans-2-(4-phenylpiperidino)cyclohexanol (vesamicol) were synthesized, and their potencies were evaluated with the acetylcholine active-transport assay utilizing purified synaptic vesicles from Torpedo electric organ.The parent drug exhibits enantioselectivity, with (-)-vesamicol being 25-fold more potent than (+)-vesamicol.The atomic structure and absolute configuration of (+)-vesamicol were determined by X-ray crystallography.The absolute configuration of (-)-vesamicol is 1R,2R.Structure-activity evidence indicates that (-)-vesamicol does not act as an acetylcholine analogue.Alterations to all three rings can have large effects on potency.Unexpectedly, analogues locking the alcohol and ammonium groups trans-diequatorial or trans-diaxial both exhibit good potency.A potent benzovesamicol family has been discovered that is suitable for facile elaboration of the sort useful in affinity labeling and affinity chromatography applications.A good correlation was found between potencies as assessed by the acetylcholine transport assay and LD50 values in mouse.

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