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Details

Stereochemistry ABSOLUTE
Molecular Formula C13H21N3S2.C4H6O6
Molecular Weight 433.543
Optical Activity UNSPECIFIED
Defined Stereocenters 3 / 3
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of VEDACLIDINE TARTRATE

SMILES

O[C@H]([C@@H](O)C(O)=O)C(O)=O.CCCCSC1=NSN=C1[C@@H]2CN3CCC2CC3

InChI

InChIKey=KLWOCMMRVISIQR-VUAFVNRWSA-N
InChI=1S/C13H21N3S2.C4H6O6/c1-2-3-8-17-13-12(14-18-15-13)11-9-16-6-4-10(11)5-7-16;5-1(3(7)8)2(6)4(9)10/h10-11H,2-9H2,1H3;1-2,5-6H,(H,7,8)(H,9,10)/t11-;1-,2-/m11/s1

HIDE SMILES / InChI

Molecular Formula C13H21N3S2
Molecular Weight 283.456
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

Molecular Formula C4H6O6
Molecular Weight 150.0868
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

Vedaclidine [LY 297802, NNC 101053, NNC 111053, butylthio[2.2.2]], a quinuclidine, is a muscarinic receptor agonist being developed by Novo Nordisk and Eli Lilly as an analgesic drug. Vedaclidine is a muscarinic receptor ligand which is equiefficacious to morphine in producing antinociception. In vitro, Vedaclidine had high affinity for muscarinic receptors in brain homogenates, but had substantially less or no affinity for several other neurotransmiter receptors and uptake sites. Its pharmacological profile suggests that it may have clinical utility in the management of pain as an alternative to opioids.

Approval Year

PubMed

PubMed

TitleDatePubMed
Antihyperalgesic effects of the muscarinic receptor ligand vedaclidine in models involving central sensitization in rats.
2001 Sep
Muscarinic acetylcholine receptors: new potential therapeutic targets in antinociception and in cancer therapy.
2008 Jun

Sample Use Guides

Healthy volunteers: 0.1, 0.3, 0.56 and 1 mg
Route of Administration: Oral
In Vitro Use Guide
In isolated tissues, Vedaclidine was an agonist with high affinity for M1 receptors in the rabbit vas deferens (IC50 = 0.33 nM), but it was an antagonist at M2 receptors in guinea pig atria (pA2 = 6.9) and at M3 receptors in guinea pig urinary bladder (pA2 = 7.4) and a weak partial agonist in guinea pig ileum, which contains a heterogeneous population of muscarinic receptors.
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:53:21 UTC 2023
Edited
by admin
on Fri Dec 15 15:53:21 UTC 2023
Record UNII
099J5LTJ25
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
VEDACLIDINE TARTRATE
Common Name English
(+)-3-(3- (BUTYLTHIO)-1,2,5-THIADIAZOL-4-YL)-1-AZABICYCLO(2.2.2)OCTANE MONOHYDROGENTARTRATE
Common Name English
(S)-3-(4-(BUTYLTHIO)-1,2,5-THIADIAZOL-3-YL)QUINUCLIDINE TARTRATE
Systematic Name English
LY297802 TARTRATE
Code English
LY-297802 TARTRATE
Code English
Code System Code Type Description
FDA UNII
099J5LTJ25
Created by admin on Fri Dec 15 15:53:21 UTC 2023 , Edited by admin on Fri Dec 15 15:53:21 UTC 2023
PRIMARY
EPA CompTox
DTXSID20161763
Created by admin on Fri Dec 15 15:53:21 UTC 2023 , Edited by admin on Fri Dec 15 15:53:21 UTC 2023
PRIMARY
PUBCHEM
9889092
Created by admin on Fri Dec 15 15:53:21 UTC 2023 , Edited by admin on Fri Dec 15 15:53:21 UTC 2023
PRIMARY
CAS
141575-51-1
Created by admin on Fri Dec 15 15:53:21 UTC 2023 , Edited by admin on Fri Dec 15 15:53:21 UTC 2023
PRIMARY
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