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Details

Stereochemistry ACHIRAL
Molecular Formula C20H23FN4O2
Molecular Weight 370.4206
Optical Activity UNSPECIFIED
Defined Stereocenters 0 / 0
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of N-DESETHYL SUNITINIB

SMILES

CCNCCNC(=O)C1=C(C)NC(\C=C2/C(=O)NC3=CC=C(F)C=C23)=C1C

InChI

InChIKey=LIZNIAKSBJKPQC-GDNBJRDFSA-N
InChI=1S/C20H23FN4O2/c1-4-22-7-8-23-20(27)18-11(2)17(24-12(18)3)10-15-14-9-13(21)5-6-16(14)25-19(15)26/h5-6,9-10,22,24H,4,7-8H2,1-3H3,(H,23,27)(H,25,26)/b15-10-

HIDE SMILES / InChI

Molecular Formula C20H23FN4O2
Molecular Weight 370.4206
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry
Defined Stereocenters 0 / 0
E/Z Centers 1
Optical Activity NONE

Description

N-Desethyl Sunitinib is a major and pharmacologically active metabolite of sunitinib, which is potent, ATP-competitive VEGFR, PDGFRβ, and KIT inhibitor.

CNS Activity

Originator

Approval Year

PubMed

PubMed

TitleDatePubMed
Determination of sunitinib and its active metabolite, N-desethyl sunitinib in mouse plasma and tissues by UPLC-MS/MS: assay development and application to pharmacokinetic and tissue distribution studies.
2015 May
Patents

Patents

Sample Use Guides

In Vitro Use Guide
HaCaT cells (5,000–10,000/well) were seeded in 96-well plates and incubated for 24 h. Sunitinib or SU12662 (N-Desethyl Sunitinib) dissolved in dimethyl sulfoxide (DMSO), with concentrations ranging from 0.5 to 100 μM (6-wells per concentration) were then added and allowed to incubate for another 24 h. After incubation, media was aspirated and replaced with 50 μL of 2 mg/mL of methylthiazolyldiphenyl-tetrazolium bromide (MTT) dye (Duchefa, Haarlem, the Netherlands) in phosphate-buffered saline (PBS) (Bio-Rad, Hercules, USA) and 200 μL of serum-free HEPES-buffered DMEM media. Plates were then incubated in the dark for 2–3 h at 37 °C. Subsequently, medium was then aspirated and the residual dye was re-dissolved in 25 μL of Sorensen’s buffer (0.1 M glycine and 0.1 M NaCl equilibrated to pH 10.5 with 0.1 M NaOH) and 200 μL of DMSO. Plates were read at 570 nm using the Infinite200 (Tecan, Männedorf, Switzerland). Experiment was performed in triplicate for each compound. Cell viability was expressed as a percentage normalised to the vehicle-treated control.
Substance Class Chemical
Created
by admin
on Tue Oct 22 13:59:30 UTC 2019
Edited
by admin
on Tue Oct 22 13:59:30 UTC 2019
Record UNII
42LJ35612R
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
N-DESETHYL SUNITINIB
Common Name English
SU-12662
Code English
Code System Code Type Description
CAS
356068-97-8
Created by admin on Tue Oct 22 13:59:30 UTC 2019 , Edited by admin on Tue Oct 22 13:59:30 UTC 2019
PRIMARY
EPA CompTox
356068-97-8
Created by admin on Tue Oct 22 13:59:30 UTC 2019 , Edited by admin on Tue Oct 22 13:59:30 UTC 2019
PRIMARY
PUBCHEM
10292573
Created by admin on Tue Oct 22 13:59:30 UTC 2019 , Edited by admin on Tue Oct 22 13:59:30 UTC 2019
PRIMARY
Related Record Type Details
PARENT -> METABOLITE ACTIVE
MAJOR
FECAL; PLASMA; URINE