CAS Number1135695-98-5
Synonyms(3S)-5-(2,6-Difluorophenoxy)-4-oxo-3-{[N-(2-quinolinylcarbonyl)-L-valyl]amino}pentanoic acid; Quinoline-Val-Asp-Difluorophenoxymethylketone; Q-VD-OPh hydrate; S7311; Q-VD-OPh; N-(2-Quinolyl)valyl-aspartyl-(2,6-difluorophenoxy)methyl ketone; Q-Val-Asp-OPH
Molecular FormulaC26H25O6N3F2
Molecular Weight513.5
Density1.346±0.06 g/cm3
Boiling Point808.9±65.0 °C at 760 mmHg
Symbol
Signal WordWarning
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 1135695-98-5 |
| Catalog No. | 2A-2178649 |
| Chinese Name | Q-VD-Oph |
| Synonyms | (3S)-5-(2,6-Difluorophenoxy)-4-oxo-3-{[N-(2-quinolinylcarbonyl)-L-valyl]amino}pentanoic acid; Quinoline-Val-Asp-Difluorophenoxymethylketone; Q-VD-OPh hydrate; S7311; Q-VD-OPh; N-(2-Quinolyl)valyl-aspartyl-(2,6-difluorophenoxy)methyl ketone; Q-Val-Asp-OPH |
| Molecular Formula | C26H25O6N3F2 |
| Molecular Weight | 513.5 |
| Density | 1.346±0.06 g/cm3 |
| Boiling Point | 808.9±65.0 °C at 760 mmHg |
| Water Solubility | Insuluble (1.4E-3 g/L) (25 ºC) |
| Storage Condition | 2-8°C |
| Application | Q-VD-OPha is an irreversible pan-caspase inhibitor with high anti-apoptotic ability. The IC50 values for inhibiting caspase 7 are 48 nM, and the IC50 values for inhibiting caspases 1,3,8,9,10,12 a |
| MDL Number | MFCD08669741 |
| SMILES | CC(C)C(NC(=O)c1ccc2ccccc2n1)C(=O)NC(CC(=O)O)C(=O)COc1c(F)cccc1F |
| InChI Key | OOBJCYKITXPCNS-REWPJTCUSA-N |
| Hazard Symbols | transportation |
| MSDS | msds/179340_1_1135695_98_5.pdf |
| Bioactivity | Q-VD-OPha is a irreversible pan-caspase inhibitor with potent antiapoptotic properties; inhibits caspase 7 with IC50 of 48 nM and 25-400 nM for other caspases including caspase 1, 3, 8, 9, 10, and 12. Q-VD-OPha is able to cross the blood-brain barrier. Related Catalog Signaling Pathways >> Apoptosis >> Caspase Research Areas >> Cancer Target Caspase-3:25-400 nM (IC50) Caspase-7:48 nM (IC50) Caspase-1:25-400 nM (IC50) Caspase-8:25-400 nM (IC50) Caspase-9:25-400 nM (IC50) Caspase-10:25-400 nM (IC50) Caspase-12:25-400 nM (IC50) In Vitro Q-VD-OPh is a potent inhibitor of caspase-7 with an IC50 of 48 nM utilizing a cell-free assay consisting of human recombinant caspase-7, Q-VD-OPh, and the substrate AMC-DEVD-pNa[1]. Q-VD-OPh fully inhibits caspase-3 and -7 activity at 0.05 μM. Caspase-8 is also inhibited at low Q-VD-OPh concentrations. The cleavage of PARP-1 is fully prevented at 10 μM Q-VD-OPh. DNA fragmentation and disruption of the cell membrane functionality are both prevented at 2 μM Q-VD-OPh[2]. Q-VD-OPh is significantly more effective in preventing apoptosis than the widely used inhibitors, ZVAD-fmk and Boc-D-fmk, and is also equally effective in preventing apoptosis mediated by the three major apoptotic pathways, caspase 9/3, caspase 8/10, and caspase12. Q-VD-OPh is not toxic to cells even at extremely high concentrations[3]. QVD is also able to increase the expression of differentiation markers in acute myeloid leukemia (AmL) blasts. QVD alone or combined with VDDs increases differentiation and HPK1-cJun signaling in AmL cell context-dependent manner[4]. In Vivo Chronic treatment with Q-VD-OPh prevents caspase-7 activation and limits the pathological changes associated with tau, including caspase cleavage. Q-VD-OPh could be a potential therapeutic compound for the treatment of Alzheimer's disease[1]. Animal Admin Mouse: Stock solutions of Q-VD-OPh are prepared in DMSO and diluted in sterile PBS solution prior to injection. A final concentration of 10 mg/kg is chosen indicating neuroprotection at this concentration of Q-VD-OPh. Three-month old mice are divided into two groups: control, vehicle (n=3) or treated (n=2). Mice are injected i.p. three times a week with either Q-VD-OPh or vehicle for a total time period of 3 months[1]. References [1]. Rohn TT, et al. Caspase activation in transgenic mice with Alzheimer-like pathology: results from a pilot study utilizing the caspase inhibitor, Q-VD-OPh. Int J Clin Exp Med. 2009 Nov 5;2(4):300-8. [2]. Kuzelová K, et al. Dose-dependent effects of the caspase inhibitor Q-VD-OPh on different apoptosis-related processes. J Cell Biochem. 2011 Nov;112(11):3334-42. [3]. Caserta TM, et al. Q-VD-OPh, a broad spectrum caspase inhibitor with potent antiapoptotic properties. Apoptosis. 2003 Aug;8(4):345-52. [4]. Chen-Deutsch X, et al. Leuk Res. 2012 Jul;36(7):884-8.The pan-caspase inhibitor Q-VD-OPh has anti-leukemia effects and can interact with vitamin D analogs to increase HPK1 signaling in AML cells. Chemical & Physical Properties Density 1.346±0.06 g/cm3 Boiling Point 808.9±65.0 °C at 760 mmHg Molecular Formula C26H25F2N3O6 Molecular Weight 513.490 Flash Point 443.0±34.3 °C Exact Mass 513.171143 PSA 138.18000 LogP 4.61 Vapour Pressure 0.0±3.0 mmHg at 25°C Index of Refraction 1.591 InChIKey OOBJCYKITXPCNS-REWPJTCUSA-N SMILES CC(C)C(NC(=O)c1ccc2ccccc2n1)C(=O)NC(CC(=O)O)C(=O)COc1c(F)cccc1F Storage condition 2-8°C Water Solubility Insuluble (1.4E-3 g/L) (25 ºC) |
| Use of | Q-VD-OPha is a irreversible pan-caspase inhibitor with potent antiapoptotic properties; inhibits caspase 7 with IC50 of 48 nM and 25-400 nM for other caspases including caspase 1, 3, 8, 9, 10, and 12. Q-VD-OPha is able to cross the blood-brain barrier. Properties Name (3S)-5-(2,6-difluorophenoxy)-3-[[(2S)-3-methyl-2-(quinoline-2-carbonylamino)butanoyl]amino]-4-oxopentanoic acid Synonym More Synonyms QVD-OPh Biological Activity Description Q-VD-OPha is a irreversible pan-caspase inhibitor with potent antiapoptotic properties; inhibits caspase 7 with IC50 of 48 nM and 25-400 nM for other caspases including caspase 1, 3, 8, 9, 10, and 12. Q-VD-OPha is able to cross the blood-brain barrier. Related Catalog Signaling Pathways >> Apoptosis >> Caspase Research Areas >> Cancer Caspase-3:25-400 nM (IC50) Caspase-7:48 nM (IC50) Caspase-1:25-400 nM (IC50) Caspase-8:25-400 nM (IC50) Caspase-9:25-400 nM (IC50) Caspase-10:25-400 nM (IC50) Caspase-12:25-400 nM (IC50) In Vivo Chronic treatment with Q-VD-OPh prevents caspase-7 activation and limits the pathological changes associated with tau, including caspase cleavage. Q-VD-OPh could be a potential therapeutic compound for the treatment of Alzheimer's disease[1]. References [1]. Rohn TT, et al. Caspase activation in transgenic mice with Alzheimer-like pathology: results from a pilot study utilizing the caspase inhibitor, Q-VD-OPh. Int J Clin Exp Med. 2009 Nov 5;2(4):300-8. [2]. Kuzelová K, et al. Dose-dependent effects of the caspase inhibitor Q-VD-OPh on different apoptosis-related processes. J Cell Biochem. 2011 Nov;112(11):3334-42. [3]. Caserta TM, et al. Q-VD-OPh, a broad spectrum caspase inhibitor with potent antiapoptotic properties. Apoptosis. 2003 Aug;8(4):345-52. [4]. Chen-Deutsch X, et al. Leuk Res. 2012 Jul;36(7):884-8.The pan-caspase inhibitor Q-VD-OPh has anti-leukemia effects and can interact with vitamin D analogs to increase HPK1 signaling in AML cells. Chemical & Physical Properties Molecular Formula C26H25F2N3O6 Exact Mass 513.171143 PSA 138.18000 Index of Refraction 1.591 InChIKey OOBJCYKITXPCNS-REWPJTCUSA-N |
| Transport Info | Product name: Purity: 95.0% |
| 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 Names specified by the United Nations (UN) 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 Dangerous Regulations: No International Maritime Transport Dangerous Regulations Maritime Pollutants: No International Air Transport Risk Regulations: No 14.6 Special reminder to users No data available |
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