FOSDAGROCORAT

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C29H30F3N2O5P
Molecular Weight	574.5279
Optical Activity	UNSPECIFIED
Defined Stereocenters	3 / 3
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

[H][C@]12CCC3=C(C=CC(=C3)C(=O)NC4=CC=CN=C4C)[C@]1(CC5=CC=CC=C5)CC[C@](C2)(OP(O)(O)=O)C(F)(F)F

InChI

InChIKey=BVXLAHSJXXSWFF-KEKPKEOLSA-N

InChI=1S/C29H30F3N2O5P/c1-19-25(8-5-15-33-19)34-26(35)22-10-12-24-21(16-22)9-11-23-18-28(29(30,31)32,39-40(36,37)38)14-13-27(23,24)17-20-6-3-2-4-7-20/h2-8,10,12,15-16,23H,9,11,13-14,17-18H2,1H3,(H,34,35)(H2,36,37,38)/t23-,27+,28-/m1/s1

HIDE SMILES / InChI

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/31168411 | https://www.ncbi.nlm.nih.gov/pubmed/27781421

Pfizer developed fosdagrocorat (PF-04171327), a dissociated agonist of the glucocorticoid receptor for the treatment of rheumatoid arthritis. The drug successfully completed the phase II clinical trial; however, further study of the drug was discontinued.

Approval Year

PubMed

Title	Date	PubMed
Pharmacokinetics and food-effect of fosdagrocorat (PF-04171327), a dissociated agonist of the glucocorticoid receptor, in healthy adult Caucasian and Japanese subjects .	2016 Dec	27781421
Improved disease activity with fosdagrocorat (PF-04171327), a partial agonist of the glucocorticoid receptor, in patients with rheumatoid arthritis: a Phase 2 randomized study.	2017 Aug	28328159
Population Pharmacokinetics of Fosdagrocorat (PF-04171327), a Dissociated Glucocorticoid Receptor Agonist, in Patients With Rheumatoid Arthritis.	2018 Jan	29106053
Fosdagrocorat (PF-04171327) versus prednisone or placebo in rheumatoid arthritis: a randomised, double-blind, multicentre, phase IIb study.	2019	31168411

Patents

Name

Type

Language

FOSDAGROCORAT

Official Name

English

(2R,4aS,10aR)-4a-Benzyl-7-[(2-methylpyridin-3-yl)carbamoyl]-2-(trifluoromethyl)-1,2,3,4,4a,9,10,10a-octahydrophenanthren-2-yl dihydrogen phosphate

Systematic Name

English

2-PHENANTHRENECARBOXAMIDE, 4B,5,6,7,8,8A,9,10-OCTAHYDRO-N-(2-METHYL-3-PYRIDINYL)-4B-(PHENYLMETHYL)-7-(PHOSPHONOOXY)-7-(TRIFLUOROMETHYL)-, (4BS,7R,8AR)-

Systematic Name

English

PF-04171327

Code

English

FOSDAGROCORAT [USAN]

Common Name

English

fosdagrocorat [INN]

Common Name

English

Fosdagrocorat [WHO-DD]

Common Name

English

Code System Code Type Description

FDA UNII

HPI19004QS