3-Quinuclidinyl thiochromane-4-carboxylate

3-Quinuclidinyl thiochromane-4-carboxylate

Identifiers
IUPAC name 1-azabicyclo[2.2.2]octan-3-yl 3,4-dihydro-2H-1-benzothiopyran-4-carboxylate
CAS Number	112605-36-4
PubChem CID	13953381
CompTox Dashboard (EPA)	DTXSID901336926
Chemical and physical data
Formula	C17H21NO2S
Molar mass	303.42 g·mol^−1
3D model (JSmol)	Interactive image
SMILES O=C(OC1CN2CCC1CC2)C1CCSc2ccccc21
InChI InChI=1S/C17H21NO2S/c19-17(20-15-11-18-8-5-12(15)6-9-18)14-7-10-21-16-4-2-1-3-13(14)16/h1-4,12,14-15H,5-11H2 Key:WKRAGTKCJCJQIR-UHFFFAOYSA-N

3-Quinuclidinyl thiochromane-4-carboxylate is a research compound which is the most potent muscarinic antagonist known. Tests in vitro showed it to have a binding affinity over 1000 times more potent than 3-quinuclidinyl benzilate with a K_i of 2.47 picomolars (pM).^[1][2]

See also

• CS-27349
• EA-3167
• Metixene

References

1. Cohen VI, Gibson RE, Reba RC (October 1987). "Synthesis and structure-activity relationships of new muscarinic antagonists". Journal of Pharmaceutical Sciences. 76 (10): 848–50. doi:10.1002/jps.2600761020. PMID 3430351.
2. Ball JC (2015). "Dual Use Research of Concern: Derivatives of 3-Quinuclidinyl Benzilate". Military Medical Science Letters. 84 (1): 2–41. doi:10.31482/mmsl.2015.001.