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Details

Stereochemistry ACHIRAL
Molecular Formula C23H25ClFN5O3
Molecular Weight 473.9285
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of SAPITINIB

SMILES

CN=C(CN1CCC(CC1)Oc2cc3c(cc2OC)ncnc3Nc4cccc(c4F)Cl)O

InChI

InChIKey=DFJSJLGUIXFDJP-UHFFFAOYSA-N
InChI=1S/C23H25ClFN5O3/c1-26-21(31)12-30-8-6-14(7-9-30)33-20-10-15-18(11-19(20)32-2)27-13-28-23(15)29-17-5-3-4-16(24)22(17)25/h3-5,10-11,13-14H,6-9,12H2,1-2H3,(H,26,31)(H,27,28,29)

HIDE SMILES / InChI

Molecular Formula C23H25ClFN5O3
Molecular Weight 473.9285
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Sapitinib is an oral, reversible and equipotent inhibitor of EGFR, HER2 and HER3 signalling. The drug was tested in phase II of clinical trials in patients with breast cancer, colorectal cancer, gastric cancer and NSCL carcinoma, however its development for breast cancer therapy seems to be terminated. Sapitinib absorption is rapid and the drug is totally cleared by metabolism with the major routes being oxidation and amine or ether cleavage around the piperidine ring with subsequent glucuronide or sulphate conjugation.

Approval Year

Targets

Targets

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
Primary
Unknown

Approved Use

Unknown
Primary
Unknown

Approved Use

Unknown
Primary
Unknown

Approved Use

Unknown
Sourcing

Sourcing

Vendor/AggregatorIDURL
PubMed

PubMed

TitleDatePubMed
AZD8931, an equipotent, reversible inhibitor of signaling by epidermal growth factor receptor, ERBB2 (HER2), and ERBB3: a unique agent for simultaneous ERBB receptor blockade in cancer.
2010 Feb 15
Discovery of AZD8931, an Equipotent, Reversible Inhibitor of Signaling by EGFR, HER2, and HER3 Receptors.
2013 Aug 8

Sample Use Guides

Colorectal cancer: Patients were receiving 160 mg sapitinib tablets, twice daily on days 1-4 of each 2-weekly cycle + FOLFIRI. Breast cancer: Patients were receiving daily anastrozole (1 mg) in combination with sapitinib 20 mg twice daily (bid) or sapitinib 40 mg bid.
Route of Administration: Oral
MCF7 and T47D breast cancer cells were treated with sapitinib (1 uM) in combination with estradiol (10−9 M), estrogen deprivation, tamoxifen (10−7 M), or ICI 182,78 (10−7 M).
Substance Class Chemical
Created
by admin
on Sat Jun 26 14:21:30 UTC 2021
Edited
by admin
on Sat Jun 26 14:21:30 UTC 2021
Record UNII
3499328002
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
SAPITINIB
INN   WHO-DD  
INN  
Official Name English
2-(4-((4-((3-CHLORO-2-FLUOROPHENYL)AMINO)-7-METHOXYQUINAZOLIN-6-YL)OXY)PIPERIDIN-1-YL)-N-METHYLACETAMIDE
Systematic Name English
AZD-8931
Code English
AZD8931
Code English
SAPITINIB [INN]
Common Name English
SAPITINIB [WHO-DD]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C129825
Created by admin on Sat Jun 26 14:21:31 UTC 2021 , Edited by admin on Sat Jun 26 14:21:31 UTC 2021
NCI_THESAURUS C2167
Created by admin on Sat Jun 26 14:21:31 UTC 2021 , Edited by admin on Sat Jun 26 14:21:31 UTC 2021
Code System Code Type Description
EVMPD
SUB128141
Created by admin on Sat Jun 26 14:21:31 UTC 2021 , Edited by admin on Sat Jun 26 14:21:31 UTC 2021
PRIMARY
FDA UNII
3499328002
Created by admin on Sat Jun 26 14:21:31 UTC 2021 , Edited by admin on Sat Jun 26 14:21:31 UTC 2021
PRIMARY
INN
9528
Created by admin on Sat Jun 26 14:21:31 UTC 2021 , Edited by admin on Sat Jun 26 14:21:31 UTC 2021
PRIMARY
DRUG BANK
DB12183
Created by admin on Sat Jun 26 14:21:31 UTC 2021 , Edited by admin on Sat Jun 26 14:21:31 UTC 2021
PRIMARY
PUBCHEM
11488320
Created by admin on Sat Jun 26 14:21:31 UTC 2021 , Edited by admin on Sat Jun 26 14:21:31 UTC 2021
PRIMARY
ChEMBL
CHEMBL2408045
Created by admin on Sat Jun 26 14:21:31 UTC 2021 , Edited by admin on Sat Jun 26 14:21:31 UTC 2021
PRIMARY
EPA CompTox
848942-61-0
Created by admin on Sat Jun 26 14:21:31 UTC 2021 , Edited by admin on Sat Jun 26 14:21:31 UTC 2021
PRIMARY
CAS
848942-61-0
Created by admin on Sat Jun 26 14:21:31 UTC 2021 , Edited by admin on Sat Jun 26 14:21:31 UTC 2021
PRIMARY
NCI_THESAURUS
C77887
Created by admin on Sat Jun 26 14:21:31 UTC 2021 , Edited by admin on Sat Jun 26 14:21:31 UTC 2021
PRIMARY
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