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Details

Stereochemistry ACHIRAL
Molecular Formula C16H17N7O2S
Molecular Weight 371.417
Optical Activity UNSPECIFIED
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of BARICITINIB

SMILES

CCS(=O)(=O)N1CC(CC#N)(C1)N2C=C(C=N2)C3=C4C=CNC4=NC=N3

InChI

InChIKey=XUZMWHLSFXCVMG-UHFFFAOYSA-N
InChI=1S/C16H17N7O2S/c1-2-26(24,25)22-9-16(10-22,4-5-17)23-8-12(7-21-23)14-13-3-6-18-15(13)20-11-19-14/h3,6-8,11H,2,4,9-10H2,1H3,(H,18,19,20)

HIDE SMILES / InChI

Description

Baricitinib (trade name Olumiant) is an investigational drug for rheumatoid arthritis (RA), being developed by Incyte and Eli Lilly. Baricitinib is a selective JAK1 and JAK2 inhibitor with IC50 of 5.9 nM and 5.7 nM in cell-free assays. In December 2016, the European Committee for Medicinal Products for Human Use (CHMP) recommended the approval of baricitinib as a second-line therapy for RA in adults, either alone or in combination with methotrexate.

CNS Activity

Originator

Approval Year

Target Info

Target Info

Condition Info

Condition Info

PMID

PMID

TitleDatePMID
Selective inhibition of JAK1 and JAK2 is efficacious in rodent models of arthritis: preclinical characterization of INCB028050.
2010 May 1
Patent

Sample Use Guides

In Vivo Use Guide
Baricitinib 2 mg administered orally once daily throughout the 48 month treatment period.
Route of Administration: Oral
In Vitro Use Guide
Baricitinib inhibits IL-6–stimulated phosphorylation of the canonical substrate STAT3 (pSTAT3) and subsequent production of the chemokine MCP-1 with IC50 values of 44 nM and 40 nM, respectively, in PBMCs. Baricitinib also inhibits pSTAT3 stimulated by IL-23 with IC50 of 20 nM in isolated naive T-cells
Name Type Language
BARICITINIB
INN   USAN   WHO-DD  
USAN   INN  
Official Name English
BARICITINIB [INN]
Common Name English
BARICITINIB [WHO-DD]
Common Name English
LY3009104
Code English
BARICITINIB [USAN]
Common Name English
3-AZETIDINEACETONITRILE, 1-(ETHYLSULFONYL)-3-(4-(7H-PYRROLO(2,3-D)PYRIMIDIN-4-YL)-1H-PYRAZOL-1-YL)-
Systematic Name English
BARICITINIB [JAN]
Common Name English
INCB028050
Code English
INCB-028050
Code English
LY-3009104
Code English
Classification Tree Code System Code
EMA ASSESSMENT REPORTS OLUMIANT (AUTHORIZED: ARTHRITIS, RHEUMATOID)
Created by admin on Tue Mar 06 10:43:25 UTC 2018 , Edited by admin on Tue Mar 06 10:43:25 UTC 2018
WHO-ATC L04AA37
Created by admin on Tue Mar 06 10:43:25 UTC 2018 , Edited by admin on Tue Mar 06 10:43:25 UTC 2018
Code System Code Type Description
PUBCHEM
44205240
Created by admin on Tue Mar 06 10:43:25 UTC 2018 , Edited by admin on Tue Mar 06 10:43:25 UTC 2018
PRIMARY
NCI_THESAURUS
C127012
Created by admin on Tue Mar 06 10:43:25 UTC 2018 , Edited by admin on Tue Mar 06 10:43:25 UTC 2018
PRIMARY
EVMPD
SUB180983
Created by admin on Tue Mar 06 10:43:25 UTC 2018 , Edited by admin on Tue Mar 06 10:43:25 UTC 2018
PRIMARY
ChEMBL
CHEMBL2105759
Created by admin on Tue Mar 06 10:43:25 UTC 2018 , Edited by admin on Tue Mar 06 10:43:25 UTC 2018
PRIMARY
CAS
1187594-09-7
Created by admin on Tue Mar 06 10:43:25 UTC 2018 , Edited by admin on Tue Mar 06 10:43:25 UTC 2018
PRIMARY
INN
9570
Created by admin on Tue Mar 06 10:43:25 UTC 2018 , Edited by admin on Tue Mar 06 10:43:25 UTC 2018
PRIMARY
EPA CompTox
1187594-09-7
Created by admin on Tue Mar 06 10:43:25 UTC 2018 , Edited by admin on Tue Mar 06 10:43:25 UTC 2018
PRIMARY