Details
Stereochemistry | ACHIRAL |
Molecular Formula | C33H25F6N3O3 |
Molecular Weight | 625.5603 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
COC1=CC=C(C=C1)C2=C(N(CC3=CC=C(C=C3)C(N)=O)C(=N2)C4=CC(=CC(=C4)C(F)(F)F)C(F)(F)F)C5=CC=C(OC)C=C5
InChI
InChIKey=ZIMMTPFXOMAJTQ-UHFFFAOYSA-N
InChI=1S/C33H25F6N3O3/c1-44-26-11-7-20(8-12-26)28-29(21-9-13-27(45-2)14-10-21)42(18-19-3-5-22(6-4-19)30(40)43)31(41-28)23-15-24(32(34,35)36)17-25(16-23)33(37,38)39/h3-17H,18H2,1-2H3,(H2,40,43)
Molecular Formula | C33H25F6N3O3 |
Molecular Weight | 625.5603 |
Charge | 0 |
Count |
|
Stereochemistry | ACHIRAL |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Optical Activity | NONE |
Apoptozole is an imidazole-based molecule, which induces apoptosis in cancer cells and can be investigated for cancer therapy. It was found, that apoptozole inhibits Heat shock proteins: Hsp70 and Hsc70. Further investigations have not found any experimental evidence that apoptozole interacts with HSP70 proteins in a specific and developable manner. Instead, was found, that apoptozole might form aggregates under aqueous conditions which could interact with HSP70 proteins in a non-specific manner, potentially leading to false positives and inconsistent data.
Originator
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
Target ID: CHEMBL5460 Sources: https://www.ncbi.nlm.nih.gov/pubmed/26631605 |
|||
Target ID: CHEMBL1275223 Sources: https://www.ncbi.nlm.nih.gov/pubmed/26631605 |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
---|---|---|---|---|
Primary | Unknown Approved UseUnknown |
PubMed
Title | Date | PubMed |
---|---|---|
A small molecule that binds to an ATPase domain of Hsc70 promotes membrane trafficking of mutant cystic fibrosis transmembrane conductance regulator. | 2011 Dec 21 |
|
Investigating Apoptozole as a Chemical Probe for HSP70 Inhibition. | 2015 |
|
A small molecule inhibitor for ATPase activity of Hsp70 and Hsc70 enhances the immune response to protein antigens. | 2015 Dec 3 |
Patents
Sample Use Guides
In Vivo Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/26631605
mice: Apoptozole (Az) enhances antibody production in mice administered with protein antigens. In an initial study aimed at evaluating the effect of Az on the immune response to antigens, C57BL/6 mice which lack an immunoglobulin G2a (IgG2a) gene were intraperitoneally (i.p.) immunized with each of the two immunogenic protein antigens, keyhole limpet hemocyanin (KLH) and ovalbumin (OVA). Various amounts (0–7.55 mg/kg mouse) of Az were then i.p. injected daily five times from 0 to 4 days after antigen immunization.
Route of Administration:
Intraperitoneal
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/22074182
In order to determine if apoptozole (Az) stimulates production of infammatory cytokines in antigen presenting cells (APCs), RAW264.7 cells, a mouse macrophage cell line, were incubated with 3 μM of Az for 3, 6 and 12 h. The released cytokines were determined by using a multiplex cytokine assay. The results reveal that Az treatment enhances the secretion of tumor necrosis factor-α (TNF-α) and IL-18. Notably, Az treatment induces more secretion of TNF-α from RAW264.7 cells. In addition, the level of TNF-α production was found to be Az dose-dependent. The results suggested, that Az stimulated APCs to produce TNF-α, which subsequently mediated IFN-γ and IL-6 production from other types of immune cells.
Substance Class |
Chemical
Created
by
admin
on
Edited
Sat Dec 16 15:44:12 GMT 2023
by
admin
on
Sat Dec 16 15:44:12 GMT 2023
|
Record UNII |
WD0EH16QCD
|
Record Status |
Validated (UNII)
|
Record Version |
|
-
Download
Name | Type | Language | ||
---|---|---|---|---|
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English |
Code System | Code | Type | Description | ||
---|---|---|---|---|---|
|
Apoptozole
Created by
admin on Sat Dec 16 15:44:12 GMT 2023 , Edited by admin on Sat Dec 16 15:44:12 GMT 2023
|
PRIMARY | |||
|
1054543-47-3
Created by
admin on Sat Dec 16 15:44:12 GMT 2023 , Edited by admin on Sat Dec 16 15:44:12 GMT 2023
|
PRIMARY | |||
|
24894064
Created by
admin on Sat Dec 16 15:44:12 GMT 2023 , Edited by admin on Sat Dec 16 15:44:12 GMT 2023
|
PRIMARY | |||
|
DTXSID201027756
Created by
admin on Sat Dec 16 15:44:12 GMT 2023 , Edited by admin on Sat Dec 16 15:44:12 GMT 2023
|
PRIMARY | |||
|
WD0EH16QCD
Created by
admin on Sat Dec 16 15:44:12 GMT 2023 , Edited by admin on Sat Dec 16 15:44:12 GMT 2023
|
PRIMARY |
Related Record | Type | Details | ||
---|---|---|---|---|
|
ACTIVE MOIETY |