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Details

Stereochemistry ABSOLUTE
Molecular Formula C18H20N2O4S2
Molecular Weight 392.492
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PESAMPATOR

SMILES

CC(C)S(=O)(=O)N[C@H]1COC[C@H]1OC2=CC=C(C=C2)C3=CC=C(S3)C#N

InChI

InChIKey=TTYKUKSFWHEBLI-DLBZAZTESA-N
InChI=1S/C18H20N2O4S2/c1-12(2)26(21,22)20-16-10-23-11-17(16)24-14-5-3-13(4-6-14)18-8-7-15(9-19)25-18/h3-8,12,16-17,20H,10-11H2,1-2H3/t16-,17+/m0/s1

HIDE SMILES / InChI

Molecular Formula C18H20N2O4S2
Molecular Weight 392.492
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

PF-04958242 is an AMPA receptor potentiator for the potential treatment of cognitive deficits in schizophrenia. But recent study revealed that there were no pharmacokinetic interactions between PF-04958242 and ketamine. 'High-impact' AMPAR potentiators like PF-04958242 may have a role in the treatment of the cognitive symptoms, but not the positive or negative symptoms, associated with schizophrenia. In addition, a clinical study was underway to evaluate the effects of PF-049582432 in subjects with age-related hearing loss in the US. PF-04958242 has been classified as glycine transporter (GLYT-1) inhibitor in this study. However, this development was discontinued.

Approval Year

PubMed

PubMed

TitleDatePubMed
Cognitive enhancers (nootropics). Part 1: drugs interacting with receptors.
2012
Inhibition of glycine transporter 1: The yellow brick road to new schizophrenia therapy?
2015
Early investigational drugs for hearing loss.
2015 Feb
The Safety and Efficacy of PF-04958242 in Age-Related Sensorineural Hearing Loss: A Randomized Clinical Trial.
2015 Jul
The discovery and characterization of the α-amino-3-hydroxy-5-methyl-4-isoxazolepropionic acid (AMPA) receptor potentiator N-{(3S,4S)-4-[4-(5-cyano-2-thienyl)phenoxy]tetrahydrofuran-3-yl}propane-2-sulfonamide (PF-04958242).
2015 May 28
Attenuation of ketamine-induced impairment in verbal learning and memory in healthy volunteers by the AMPA receptor potentiator PF-04958242.
2017 Nov
Reverse and Forward Translational Neuropharmacology in Psychiatric Drug Discovery.
2018 Feb
Patents
Substance Class Chemical
Created
by admin
on Thu Jul 06 07:46:27 UTC 2023
Edited
by admin
on Thu Jul 06 07:46:27 UTC 2023
Record UNII
9G1A824CC2
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
PESAMPATOR
USAN  
Official Name English
N-((3S,4S)-4-(4-(5-CYANOTHIOPHEN-2-YL)PHENOXY)TETRAHYDROFURAN-3-YL)PROPANE-2-SULFONAMIDE
Systematic Name English
PESAMPATOR [USAN]
Common Name English
PF-04958242
Code English
PF-4958242
Code English
pesampator [INN]
Common Name English
BIIB-104
Code English
2-PROPANESULFONAMIDE, N-((3S,4S)-4-(4-(5-CYANO-2-THIENYL)PHENOXY)TETRAHYDRO-3-FURANYL)-
Systematic Name English
Code System Code Type Description
DRUG BANK
DB11843
Created by admin on Thu Jul 06 07:46:27 UTC 2023 , Edited by admin on Thu Jul 06 07:46:27 UTC 2023
PRIMARY
SMS_ID
300000000980
Created by admin on Thu Jul 06 07:46:27 UTC 2023 , Edited by admin on Thu Jul 06 07:46:27 UTC 2023
PRIMARY
FDA UNII
9G1A824CC2
Created by admin on Thu Jul 06 07:46:27 UTC 2023 , Edited by admin on Thu Jul 06 07:46:27 UTC 2023
PRIMARY
WIKIPEDIA
BIIB-104
Created by admin on Thu Jul 06 07:46:27 UTC 2023 , Edited by admin on Thu Jul 06 07:46:27 UTC 2023
PRIMARY
INN
11917
Created by admin on Thu Jul 06 07:46:27 UTC 2023 , Edited by admin on Thu Jul 06 07:46:27 UTC 2023
PRIMARY
PUBCHEM
49853967
Created by admin on Thu Jul 06 07:46:27 UTC 2023 , Edited by admin on Thu Jul 06 07:46:27 UTC 2023
PRIMARY
NCI_THESAURUS
C186393
Created by admin on Thu Jul 06 07:46:27 UTC 2023 , Edited by admin on Thu Jul 06 07:46:27 UTC 2023
PRIMARY
USAN
JK-01
Created by admin on Thu Jul 06 07:46:27 UTC 2023 , Edited by admin on Thu Jul 06 07:46:27 UTC 2023
PRIMARY
ChEMBL
CHEMBL3707379
Created by admin on Thu Jul 06 07:46:27 UTC 2023 , Edited by admin on Thu Jul 06 07:46:27 UTC 2023
PRIMARY
EPA CompTox
DTXSID001337272
Created by admin on Thu Jul 06 07:46:27 UTC 2023 , Edited by admin on Thu Jul 06 07:46:27 UTC 2023
PRIMARY
CAS
1258963-59-5
Created by admin on Thu Jul 06 07:46:27 UTC 2023 , Edited by admin on Thu Jul 06 07:46:27 UTC 2023
PRIMARY
Related Record Type Details
TARGET -> INHIBITOR
TARGET->POSITIVE ALLOSTERIC MODULATOR (PAM)
TARGET -> ACTIVATOR
Related Record Type Details
ACTIVE MOIETY