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Details

Stereochemistry ACHIRAL
Molecular Formula C28H32N2O3
Molecular Weight 444.5653
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PF-03635659

SMILES

CC(C)(CCC(C(N)=O)(C1=CC=CC=C1)C2=CC=CC=C2)N3CC(C3)OC4=CC=CC(O)=C4

InChI

InChIKey=WGOJWDWKHJHXSV-UHFFFAOYSA-N
InChI=1S/C28H32N2O3/c1-27(2,30-19-25(20-30)33-24-15-9-14-23(31)18-24)16-17-28(26(29)32,21-10-5-3-6-11-21)22-12-7-4-8-13-22/h3-15,18,25,31H,16-17,19-20H2,1-2H3,(H2,29,32)

HIDE SMILES / InChI

Molecular Formula C28H32N2O3
Molecular Weight 444.5653
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

PF-03635659 is a potent, very long dissociative half-life (slow off-rate, >1440 min) muscarinic M3 antagonist. Spirometry data from healthy volunteers in phase I clinical studies illustrate that PF-03635659 provides efficacious 24 h bronchodilation from a single inhaled dose, thus confirming the suitability of PF-03635659 as a novel once-daily inhaled muscarinic M3 receptor antagonist for the treatment of chronic obstructive pulmonary disease (COPD). Safety (tachycardia) and toleration (dry mouth) data from the multidose phase I studies indicate an adverse event profile that is at least noninferior to tiotropium bromide. PF-03635659 had been in phase II clinical trial for the treatment of chronic obstructive pulmonary disease.

Approval Year

PubMed

PubMed

TitleDatePubMed
Inhalation by design: novel tertiary amine muscarinic M₃ receptor antagonists with slow off-rate binding kinetics for inhaled once-daily treatment of chronic obstructive pulmonary disease.
2011 Oct 13
Patents
Substance Class Chemical
Created
by admin
on Sat Dec 16 01:43:42 UTC 2023
Edited
by admin
on Sat Dec 16 01:43:42 UTC 2023
Record UNII
O0RG3QM34H
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
PF-03635659
Common Name English
1-AZETIDINEPENTANAMIDE, 3-(3-HYDROXYPHENOXY)-.DELTA.,.DELTA.-DIMETHYL-.ALPHA.,.ALPHA.-DIPHENYL-
Systematic Name English
PF03635659
Code English
PF-3635659
Code English
Code System Code Type Description
SMS_ID
300000041317
Created by admin on Sat Dec 16 01:43:42 UTC 2023 , Edited by admin on Sat Dec 16 01:43:42 UTC 2023
PRIMARY
PUBCHEM
16065403
Created by admin on Sat Dec 16 01:43:42 UTC 2023 , Edited by admin on Sat Dec 16 01:43:42 UTC 2023
PRIMARY
FDA UNII
O0RG3QM34H
Created by admin on Sat Dec 16 01:43:42 UTC 2023 , Edited by admin on Sat Dec 16 01:43:42 UTC 2023
PRIMARY
CAS
931409-24-4
Created by admin on Sat Dec 16 01:43:42 UTC 2023 , Edited by admin on Sat Dec 16 01:43:42 UTC 2023
PRIMARY
DRUG BANK
DB12408
Created by admin on Sat Dec 16 01:43:42 UTC 2023 , Edited by admin on Sat Dec 16 01:43:42 UTC 2023
PRIMARY
Related Record Type Details
TARGET -> INHIBITOR
Related Record Type Details
ACTIVE MOIETY