U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C15H17FN6O2S
Molecular Weight 364.398
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of CZC-24832

SMILES

CC(C)(C)NS(=O)(=O)C1=CN=CC(=C1)C2=CN3N=C(N)N=C3C(F)=C2

InChI

InChIKey=RXRZPHQBTHQXSV-UHFFFAOYSA-N
InChI=1S/C15H17FN6O2S/c1-15(2,3)21-25(23,24)11-4-9(6-18-7-11)10-5-12(16)13-19-14(17)20-22(13)8-10/h4-8,21H,1-3H3,(H2,17,20)

HIDE SMILES / InChI
Molecular Formula C15H17FN6O2S
Molecular Weight 364.398
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description

CZC24832 is a highly selective and potent phosphoinositide 3-kinase γ (PI3Kγ) inhibitor. It dempnstrated efficacy in in vitro and in vivo models of inflammation.

Originator

Approval Year

Unknown
139594
Targets

Targets

Primary TargetPharmacologyConditionPotency
Inhibitor
8297
 19.0 nM [Kd]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Preclinical
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
A selective inhibitor reveals PI3Kγ dependence of T(H)17 cell differentiation.
2012 Apr 29
SAR studies around a series of triazolopyridines as potent and selective PI3Kγ inhibitors.
2012 Aug 15
Patents

Patents

WO2016025656A1
3
WO2016190897A1
1
WO2016193955A1
1

Sample Use Guides

In Vivo Use Guide
10 mg/kg CZC24832 reduced the progression and severity of arthritis in a therapeutic mouse collagen-induced arthritis model.
Route of Administration: Oral
In Vitro Use Guide
CZC24832 was active in PI3Kγ-dependent cellular C5a-induced AKT Ser473 phosphorylation (IC50 = 1.2 μM) and fMLP-induced neutrophil migration assays (IC50 = 1.0 μM)
Substance Class Chemical
Created
by admin
on Sat Dec 16 18:08:18 GMT 2023
Edited
by admin
on Sat Dec 16 18:08:18 GMT 2023
Record UNII
96ER5DQD27
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
CZC-24832
Code English
5-(2-AMINO-8-FLUORO(1,2,4)TRIAZOLO(1,5-A)PYRIDIN-6-YL)-N-(1,1-DIMETHYLETHYL)-3-PYRIDINESULFONAMIDE
Systematic Name English
CZC24832
Code English
Code System Code Type Description
PUBCHEM
42623951
Created by admin on Sat Dec 16 18:08:18 GMT 2023 , Edited by admin on Sat Dec 16 18:08:18 GMT 2023
PRIMARY
CAS
1159824-67-5
Created by admin on Sat Dec 16 18:08:18 GMT 2023 , Edited by admin on Sat Dec 16 18:08:18 GMT 2023
PRIMARY
EPA CompTox
DTXSID50655226
Created by admin on Sat Dec 16 18:08:18 GMT 2023 , Edited by admin on Sat Dec 16 18:08:18 GMT 2023
PRIMARY
FDA UNII
96ER5DQD27
Created by admin on Sat Dec 16 18:08:18 GMT 2023 , Edited by admin on Sat Dec 16 18:08:18 GMT 2023
PRIMARY
Related Record Type Details
PHOSPHATIDYLINOSITOL 4,5-BISPHOSPHATE 3-KINASE CATALYTIC SUBUNIT GAMMA ISOFORM
TARGET -> INHIBITOR
Exhibited 10-fold selectivity over PI3Kβ and >100-fold selectivity over PI3Kα and PI3Kδ.
IC50
Related Record Type Details
Structure of CZC-24832
ACTIVE MOIETY
NIH
NCATS
PRIVACY ACT
ACCESSIBILITY
DISCLAIMER
HHS VULNERABILITY DISCLOSURE
For language access assistance, contact the NCATS Public Information Officer
National Center for Advancing Translational Sciences (NCATS),
6701 Democracy Boulevard, Bethesda MD 20892-4874 • 301-594-8966