TALSACLIDINE

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C10H15NO
Molecular Weight	165.2322
Optical Activity	UNSPECIFIED
Defined Stereocenters	1 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

C#CCO[C@H]1CN2CCC1CC2

InChI

InChIKey=XVFJONKUSLSKSW-JTQLQIEISA-N

InChI=1S/C10H15NO/c1-2-7-12-10-8-11-5-3-9(10)4-6-11/h1,9-10H,3-8H2/t10-/m0/s1

HIDE SMILES / InChI

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/22886028 | https://clinicaltrials.gov/ct2/show/NCT02248116

Talsaclidine (WAL-2014) is a selective full agonist of M1 muscarinic receptor, having partial agonist activity on the M2 and M3 subtypes (with no in vivo consequences). The general receptor profile of talsaclidine demonstrates a nearly specific interaction with muscarinic receptors, having only weak binding affinity for alpha1- and nicotinic receptors. The drug is being tested in phase III of clinical trials for the treatment of Alzheimer's disease.

CNS Activity

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Muscarinic acetylcholine receptor M1 169 Target ID: CHEMBL216 Sources: https://www.ncbi.nlm.nih.gov/pubmed/11392631	Agonist 2678		18.0 nM [EC50]

Conditions

Condition	Modality	Targets	Highest Phase	Product
Alzheimer’s disease 272 Sources: https://www.ncbi.nlm.nih.gov/pubmed/10188789	Primary		Phase III 656	Unknown Approved Use Unknown

C_max

Value	Dose	Co-administered	Analyte	Population
2.7 ng/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/10188789	0.5 mg single, oral dose: 0.5 mg route of administration: Oral experiment type: SINGLE co-administered:		TALSACLIDINE plasma	Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: UNKNOWN
730 ng/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/10188789	160 mg single, oral dose: 160 mg route of administration: Oral experiment type: SINGLE co-administered:		TALSACLIDINE plasma	Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: UNKNOWN

AUC

Value	Dose	Co-administered	Analyte	Population
12 ng × h/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/10188789	0.5 mg single, oral dose: 0.5 mg route of administration: Oral experiment type: SINGLE co-administered:		TALSACLIDINE plasma	Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: UNKNOWN
4500 ng × h/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/10188789	160 mg single, oral dose: 160 mg route of administration: Oral experiment type: SINGLE co-administered:		TALSACLIDINE plasma	Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: UNKNOWN

F_unbound

Value	Dose	Co-administered	Analyte	Population
99% EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/11037112			TALSACLIDINE plasma	Homo sapiens population: UNHEALTHY age: ADULT sex: UNKNOWN food status: UNKNOWN

Sourcing

Vendor/Aggregator	ID	URL
1PlusChem LLC	1P001F07	https://www.1pchem.com/search?query=1P001F07
Alfa Chemistry	69301	http://www.alfa-chemistry.com/search.aspx?q=69301
Alfa Chemistry	8471	http://www.alfa-chemistry.com/search.aspx?q=8471
Alfa Chemistry	ACM147025545	http://www.alfa-chemistry.com/search.aspx?q=ACM147025545
Alfa Chemistry	AFI147025534	http://www.alfa-chemistry.com/search.aspx?q=AFI147025534
Angene	AGN-PC-0O3FFV	http://www.angenechemical.com/productshow/AGN-PC-0O3FFV.html
BOC Sciences	147025-53-4	http://www.bocsci.com/description.asp?cas=147025-53-4
Chem Scene	CS-0101277	http://www.chemscene.com/goproductList/searchProductList?productObj=CS-0101277
Chemspace	CSC015580902	https://chem-space.com/CSC015580902
Chemspace	CSC016047310	https://chem-space.com/CSC016047310
Chemspace	CSC042728260	https://chem-space.com/CSC042728260
Enamine	BBV-109610244	http://www.enaminestore.com/catalog/BBV-109610244
Enamine	BBV-86035601	http://www.enaminestore.com/catalog/BBV-86035601
Enamine	BBV-86335106	http://www.enaminestore.com/catalog/BBV-86335106
MedChem Express	HY-128855	https://www.medchemexpress.com/search.html?q=HY-128855&ft=&fa=&fp=
MolPort	MolPort-046-788-513	https://www.molport.com/shop/molecule-link/MolPort-046-788-513
MuseChem	M103105	https://www.musechem.com/product/M103105.html
MuseChem	R003847	https://www.musechem.com/product/R003847.html
Toronto Research Chemicals	T005600	https://www.trc-canada.com/product-detail/?CatNum=T005600
Toronto Research Chemicals	T005601	https://www.trc-canada.com/product-detail/?CatNum=T005601
Wonderchem	WD0583W	http://www.wonder-chem.com/search.html?text=WD0583W
eMolecules	10231634	https://orderbb.emolecules.com/search/#?query=10231634
eMolecules	27524024	https://orderbb.emolecules.com/search/#?query=27524024

PubMed

Title	Date	PubMed
M1 muscarinic agonists can modulate some of the hallmarks in Alzheimer's disease: implications in future therapy.	2003	14501019
Treatment with the selective muscarinic m1 agonist talsaclidine decreases cerebrospinal fluid levels of A beta 42 in patients with Alzheimer's disease.	2003 Mar	12762134
Beta-secretase BACE1 is differentially controlled through muscarinic acetylcholine receptor signaling.	2004 Jul 15	15211591

Patents

Sample Use Guides

In Vivo Use Guide

Talsaclidine is administered orally at a dose of 24 mg, three times a day.

Route of Administration: Oral

In Vitro Use Guide

Isolated tracheal muscle from guinea-pigs was incubated with 1-3000 uM of talsaclidine to test the muscarinic receptor agonism.

Name

Type

Language

TALSACLIDINE

Official Name

English

talsaclidine [INN]

Common Name

English

Talsaclidine [WHO-DD]

Common Name

English

3-(2-PROPYNYLOXY)-1-AZABICYCLO(2.2.2)OCTANE, (R)-

Systematic Name

English

Classification Tree Code System Code

NCI_THESAURUS

C47796