ACECLIDINE HYDROCHLORIDE

Details

Stereochemistry	RACEMIC
Molecular Formula	C9H15NO2.ClH
Molecular Weight	205.682
Optical Activity	( + / - )
Defined Stereocenters	0 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

Cl.CC(=O)OC1CN2CCC1CC2

InChI

InChIKey=LWWSARSTZGNKGV-UHFFFAOYSA-N

InChI=1S/C9H15NO2.ClH/c1-7(11)12-9-6-10-4-2-8(9)3-5-10;/h8-9H,2-6H2,1H3;1H

HIDE SMILES / InChI

Molecular Formula	C9H15NO2
Molecular Weight	169.2209
Charge	0
Count

Stereochemistry	RACEMIC
Additional Stereochemistry	No
Defined Stereocenters	0 / 1
E/Z Centers	0
Optical Activity	( + / - )

Molecular Formula	ClH
Molecular Weight	36.461
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/10411607
Curator's Comment: Description was created using several sources including: https://www.ncbi.nlm.nih.gov/pubmed/16229863 | https://www.ncbi.nlm.nih.gov/pubmed/12579779 | https://www.ncbi.nlm.nih.gov/pubmed/10845594

Aceclidine is a parasympathomimetic agent used in the treatment of open-angle glaucoma as topical eye drop solution. It is as a muscarinic acetylcholine receptor agonist with weak anticholinesterase activity. Acting directly on the motor end-plate (cholinergic nerve endings) it decreases intraocular pressure and mediates the contraction of iris muscle. Aceclidine increased outflow facility in human eyes in vitro by a direct stimulation of the outflow tissues in the absence of an intact ciliary muscle. This effect was biphasic, occurring at concentrations of 10 uM and lower with no effect at higher concentrations. Passed numerous clinical trials in Russia, France, Italy and other countries and was widely used in Europe but never been in clinical use in USA.

CNS Activity

Originator

Approval Year

Targets

Primary Target	Pharmacology	Potency
Muscarinic acetylcholine receptor M2 121 Target ID: CHEMBL211 Sources: https://www.ncbi.nlm.nih.gov/pubmed/9715440	Agonist 2678	17.0 µM [EC50]
Muscarinic acetylcholine receptor M3 159 Target ID: CHEMBL245 Sources: https://www.ncbi.nlm.nih.gov/pubmed/9715440	Agonist 2678
Muscarinic acetylcholine receptor M4 86 Target ID: CHEMBL1821 Sources: https://www.ncbi.nlm.nih.gov/pubmed/9715440	Agonist 2678

Conditions

Condition	Modality	Targets	Highest Phase	Product
Glaucoma 57 Sources: https://www.drugs.com/international/aceclidine.html (2010) Medical Treatment of Glaucoma, page 33, retrieved from https://books.google.ru/books?id=-S9MdkiLttUC	Primary		Approved 8429	Glaunorm Approved Use Glaucoma, in its different clinical forms Launch Date 1969

PubMed

Title	Date	PubMed
[The selectivity of the action of muscarinic agonists in vivo].	1994 Mar-Apr	8205054
Pharmacological management of night vision disturbances after refractive surgery Results of a randomized clinical trial.	2005 Sep	16246781
Aceclidine and pilocarpine interact differently with muscarinic receptor in isolated rabbit iris muscle.	2006 Feb 28	16229863
[The role of M-cholinoreceptors in the regulation of Th1 and Th2 lymphocyte functions].	2008 Mar-Apr	18488908
Effectiveness of daily use of brimonidine as antimydriatic agent.	2009 Oct	19781497
Role of cholinergic and cytokine regulation of T cell function in stimulation and inhibition of immune reactions in intoxication by organophosphorus compounds in different doses.	2009 Sep	20396698

Patents

Sample Use Guides

In Vivo Use Guide

Instill 2 drops of Glaunorm (2% aceclidine hydrochloride solution) into the conjunctival sac every 8 hours following the doctor's prescription

Route of Administration: Topical

In Vitro Use Guide

Human eyes were dissected and perfused. A steady state baseline facility was established for 90 minutes, after which up to four sequential concentrations ranging from 1 nM to 10 mM of aceclidine, were added to the perfusion medium. Outflow facility increased from baseline facility in eyes treated with aceclidine at lower concentrations (1 nM to 1 uM) but remained unchanged at higher concentrations.

Substance Class	Chemical Created by `admin` on `Fri Dec 15 15:34:53 GMT 2023` Edited by `admin` on `Fri Dec 15 15:34:53 GMT 2023`
Record UNII	3B22O325Q6
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

ACECLIDINE HYDROCHLORIDE

Common Name

English

ACECLIDINE HYDROCHLORIDE [MART.]

Common Name

English

GLAUCOSTAT

Common Name

English

QUINUCLIDIN-3-YL ACETATE HYDROCHLORIDE

Systematic Name

English

ACECLIDINE HCL

Common Name

English

3-QUINUCLIDINOL DL-FORM ACETATE HYDROCHLORIDE [MI]

Common Name

English

3-QUINUCLIDINOL DL-FORM ACETATE HYDROCHLORIDE

Common Name

English

Aceclidine hydrochloride [WHO-DD]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C47796