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Details

Stereochemistry ACHIRAL
Molecular Formula C26H31Cl2N7O3.H2O
Molecular Weight 578.491
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of INFIGRATINIB MONOHYDRATE

SMILES

O.CCN1CCN(CC1)C2=CC=C(NC3=CC(=NC=N3)N(C)C(=O)NC4=C(Cl)C(OC)=CC(OC)=C4Cl)C=C2

InChI

InChIKey=HAHRMIYGWQQRHI-UHFFFAOYSA-N
InChI=1S/C26H31Cl2N7O3.H2O/c1-5-34-10-12-35(13-11-34)18-8-6-17(7-9-18)31-21-15-22(30-16-29-21)33(2)26(36)32-25-23(27)19(37-3)14-20(38-4)24(25)28;/h6-9,14-16H,5,10-13H2,1-4H3,(H,32,36)(H,29,30,31);1H2

HIDE SMILES / InChI

Molecular Formula H2O
Molecular Weight 18.0153
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula C26H31Cl2N7O3
Molecular Weight 560.475
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description
Curator's Comment: description was created based on several sources, including: http://adisinsight.springer.com/drugs/ | DOI: 10.1158/2159-8290.CD-NB2014-057 | http://meetinglibrary.asco.org/content/159420-173

Infigratinib (BGJ398), a potent, orally bioavailable, small-molecule pan-FGFR kinase inhibitor. FGFR genetic alterations are the most significant predictors for BGJ398 sensitivity. It is currently in phase 2 trials for Cholangiocarcinoma, Glioblastoma and Solid tumors. Detected adverse events were hyperphosphatemia, fatigue, constipation, cough and nausea. Other adverse events were generally mild and included stomatitis, hair loss, decreased appetite, and fatigue.

Originator

Curator's Comment: # Novartis

Approval Year

TargetsConditions

Conditions

Sourcing

Sourcing

Vendor/AggregatorIDURL
PubMed

PubMed

TitleDatePubMed
Inhibition of FGF Signalling Pathway Augments the Expression of Pluripotency and Trophoblast Lineage Marker Genes in Porcine Parthenogenetic Blastocyst.
2016 Oct
Patents

Sample Use Guides

1 x 100 mg and 1 x 25 mg capsules once daily for the first 21 days of the 28-day cycle (3 weeks on, 1 week off in a cycle).
Route of Administration: Oral
BGJ398 inhibits the proliferation of the FGFR1-, FGFR2-Q, and FGFR3-dependent BaF3 cells with IC50 of 2.9 μM, 2.0 μM and 2 μM, respectively. BGJ398 interferes with autophosphorylation on specific tyrosine residues including FGFR-WT, FGFR2-WT, FGFR3-K650E, FGFR3-S249C and FGFR4-WT with IC50 of 4.6 nM, 4.9 nM, 5 nM, 5 nM and 168 nM, respectively. BGJ398 suppresses proliferation of the cancer cells with wild-type (WT) FGFR3 overexpression such as RT112, RT4, SW780 and JMSU1 with IC50 of 5 nM, 30 nM, 32 nM and 15 nM, respectively.
Substance Class Chemical
Created
by admin
on Sat Dec 16 06:31:06 GMT 2023
Edited
by admin
on Sat Dec 16 06:31:06 GMT 2023
Record UNII
18Y3W0780L
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
INFIGRATINIB MONOHYDRATE
WHO-DD  
Common Name English
BGJ-398 MONOHYDRATE
Code English
UREA, N'-(2,6-DICHLORO-3,5-DIMETHOXYPHENYL)-N-(6-((4-(4-ETHYL-1-PIPERAZINYL)PHENYL)AMINO)-4-PYRIMIDINYL)-N-METHYL-, HYDRATE (1:1)
Systematic Name English
Infigratinib monohydrate [WHO-DD]
Common Name English
Code System Code Type Description
CAS
1310746-11-2
Created by admin on Sat Dec 16 06:31:06 GMT 2023 , Edited by admin on Sat Dec 16 06:31:06 GMT 2023
PRIMARY
FDA UNII
18Y3W0780L
Created by admin on Sat Dec 16 06:31:06 GMT 2023 , Edited by admin on Sat Dec 16 06:31:06 GMT 2023
PRIMARY
PUBCHEM
53244951
Created by admin on Sat Dec 16 06:31:06 GMT 2023 , Edited by admin on Sat Dec 16 06:31:06 GMT 2023
PRIMARY
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ANHYDROUS->SOLVATE
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ACTIVE MOIETY