CAS Number331244-89-4
SynonymsS7105,BAX Activator Molecule 7; BAM7; 1H-Pyrazole-4,5-dione (3-methyl-1-(4-phenyl-2-thiazolyl); BAX Activator Molecule 7
Molecular FormulaC21H19N5O2S
Molecular Weight405.473
Density1.3±0.1 g/cm3
Boiling Point567.3±52.0 °C at 760 mmHg
Appearancelight orange to dark orange
Symbol
Signal WordWarning
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 331244-89-4 |
| Catalog No. | 2A-1182956 |
| Chinese Name | 3-甲基-1-(4-苯基-2-噻唑基)-1H-吡唑-4,5-二酮 4-[2-(2-乙氧基苯基)腙] |
| Synonyms | S7105,BAX Activator Molecule 7; BAM7; 1H-Pyrazole-4,5-dione (3-methyl-1-(4-phenyl-2-thiazolyl); BAX Activator Molecule 7 |
| Molecular Formula | C21H19N5O2S |
| Molecular Weight | 405.473 |
| Density | 1.3±0.1 g/cm3 |
| Boiling Point | 567.3±52.0 °C at 760 mmHg |
| Appearance | light orange to dark orange |
| Water Solubility | DMSO: soluble2mg/mL, clear (warmed) |
| Storage Condition | 2-8°C |
| Application | BAM7 is a direct and selective BAX activator with an IC50 of 3.3 μM. |
| PubChem ID | 3922217 |
| SMILES | CCOc1ccccc1N=Nc1c(C)[nH]n(-c2nc(-c3ccccc3)cs2)c1=O |
| InChI | InChI=1S/C21H19N5O2S/c1-3-28-18-12-8-7-11-16(18)23-24-19-14(2)25-26(20(19)27)21-22-17(13-29-21)15-9-5-4-6-10-15/h4-13,25H,3H2,1-2H3 |
| InChI Key | WRLVHADVOGFZOZ-UHFFFAOYSA-N |
| Hazard Symbols | transportation |
| Bioactivity | BAM7 is a direct and selective activator of proapoptotic BAX with an IC50 of 3.3 μM. Related Catalog Signaling Pathways >> Apoptosis >> Bcl-2 Family Research Areas >> Cancer Target Bax:3.3 μM (IC50) In Vitro BAM7 is selective for the BH3-binding site on BAX. BAM7 activates BAX and BAX-dependent cell death. Whereas treatment with BAX or BAM7 alone has no effect on the liposomes, the combination of BAM7 and BAX yields dose-responsive liposomal release of entrapped fluorophore. BAM7 dose- and time-responsively impairs the viability of Bak-/- MEFs that exclusively express BAX but has no effect on Bak-/- MEFs that contain BAK but lack BAX. In contrast, standard proapoptotic stimuli such as serum withdrawal, Staurosporine and Etoposide induces an equivalent apoptotic response in Bax-/- and Bak-/- MEFs. As further evidence of BAM7 specificity of action, (i) BAM7 does not affect the viability of Bax-/- Bak-/- MEFs; (ii) ANA-BAM16, which does not bind or activate BAX, has no effect on Bak-/- MEFs; and (iii) BAM7 selectively induces cell death of Bax-/- Bak-/- MEFs reconstituted with wild-type BAX but not BAXK21E , which bears the mutation that abrogates BAM7 binding[1]. Cell Assay MEF cells are maintained in DMEM high glucose supplemented with 10% (v/v) FBS, 100 U/mL Penicillin, 100 μg/mL Streptomycin, 2 mM L-glutamine, 50 mM HEPES, 0.1 mM MEM nonessential amino acids and 50 μM β-mercaptoethanol. MEFs (2.5×103 cells per well) are seeded in 96-well opaque plates for 18-24 h and then incubated with serial dilutions of BAM7 (3.75, 5, 7.5, 10 and 15 μM), ANA-BAM16 or vehicle (0.15% (v/v) DMSO) in DMEM at 37°C in a final volume of 100 μL. Cell viability is assayed at 24 h by addition of CellTiter-Glo reagent, and luminescence is measured using a SpectraMax M5 microplate reader. Viability assays are performed in at least triplicate, and the data are normalized to vehicle-treated control wells[1]. References [1]. Gavathiotis E, et al. Direct and selective small-molecule activation of proapoptotic BAX. Nat Chem Biol. 2012 Jul;8(7):639-45. Chemical & Physical Properties Density 1.3±0.1 g/cm3 Boiling Point 567.3±52.0 °C at 760 mmHg Molecular Formula C21H19N5O2S Molecular Weight 405.473 Flash Point 296.9±30.7 °C Exact Mass 405.125946 PSA 107.42000 LogP 3.18 Appearance of Characters light orange to dark orange Vapour Pressure 0.0±1.6 mmHg at 25°C Index of Refraction 1.685 InChIKey WRLVHADVOGFZOZ-UHFFFAOYSA-N SMILES CCOc1ccccc1N=Nc1c(C)[nH]n(-c2nc(-c3ccccc3)cs2)c1=O Storage condition 2-8°C Water Solubility DMSO: soluble2mg/mL, clear (warmed) |
| Use of | BAM7 is a direct and selective activator of proapoptotic BAX with an IC50 of 3.3 μM. Properties Name (4E)-4-[(2-ethoxyphenyl)hydrazinylidene]-5-methyl-2-(4-phenyl-1,3-thiazol-2-yl)pyrazol-3-one Synonym More Synonyms BAM7 Biological Activity Description BAM7 is a direct and selective activator of proapoptotic BAX with an IC50 of 3.3 μM. Related Catalog Signaling Pathways >> Apoptosis >> Bcl-2 Family Research Areas >> Cancer Bax:3.3 μM (IC50) In Vitro BAM7 is selective for the BH3-binding site on BAX. BAM7 activates BAX and BAX-dependent cell death. Whereas treatment with BAX or BAM7 alone has no effect on the liposomes, the combination of BAM7 and BAX yields dose-responsive liposomal release of entrapped fluorophore. BAM7 dose- and time-responsively impairs the viability of Bak-/- MEFs that exclusively express BAX but has no effect on Bak-/- MEFs that contain BAK but lack BAX. In contrast, standard proapoptotic stimuli such as serum withdrawal, Staurosporine and Etoposide induces an equivalent apoptotic response in Bax-/- and Bak-/- MEFs. As further evidence of BAM7 specificity of action, (i) BAM7 does not affect the viability of Bax-/- Bak-/- MEFs; (ii) ANA-BAM16, which does not bind or activate BAX, has no effect on Bak-/- MEFs; and (iii) BAM7 selectively induces cell death of Bax-/- Bak-/- MEFs reconstituted with wild-type BAX but not BAXK21E , which bears the mutation that abrogates BAM7 binding[1]. References [1]. Gavathiotis E, et al. Direct and selective small-molecule activation of proapoptotic BAX. Nat Chem Biol. 2012 Jul;8(7):639-45. Chemical & Physical Properties Molecular Formula C21H19N5O2S Exact Mass 405.125946 PSA 107.42000 Appearance of Characters light orange to dark orange Index of Refraction 1.685 InChIKey WRLVHADVOGFZOZ-UHFFFAOYSA-N |
| Transport Info | Shipping Name: UN |
| MSDS Transport Info | Module 14. Shipping information 14.1 UN dangerous goods number European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.2 United Nations shipping name European Land Transport Dangerous Regulations: Non-dangerous goods IMDG Code: Non-dangerous goods International air transport dangerous goods regulations: non-dangerous goods 14.3 Transport hazard categories European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.4 Package group European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.5 Environmental hazards European Land Transport Danger Regulations: No International Maritime Danger Regulations International Air Transport Danger Regulations: No Marine pollutants (yes/no): No 14.6 Special reminder to users No data available |
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