AN-9
Modify Date: 2024-01-08 18:35:44
AN-9 structure
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Common Name | AN-9 | ||
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| CAS Number | 122110-53-6 | Molecular Weight | 202.24800 | |
| Density | 1.008g/cm3 | Boiling Point | 249.3ºC at 760mmHg | |
| Molecular Formula | C10H18O4 | Melting Point | N/A | |
| MSDS | USA | Flash Point | 113ºC | |
Use of AN-9Pivanex (AN-9), a derivative of Butyric acid, is an HDAC inhibitor with antimetastic and antiangiogenic properties. Pivanex down-regulates bcr-abl protein and enhances apoptosis[1]. |
| Name | pivalyloxymethyl butyrate |
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| Synonym | More Synonyms |
| Description | Pivanex (AN-9), a derivative of Butyric acid, is an HDAC inhibitor with antimetastic and antiangiogenic properties. Pivanex down-regulates bcr-abl protein and enhances apoptosis[1]. |
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| Related Catalog | |
| In Vitro | Pivanex (100-500 μM) exhibits significant anti-proliferation activity in K562 cells[1]. Pivanex (100-500 μM) also enhances apoptosis and caspase activity in K562 cells[1]. Pivanex (200 μM) induces enhancement in the G2-M phase, a moderate enhancement in the S phase and a slight reduction in G0-G1 of the cell cycle[1]. Pivanex (AN-9) has selective toxicity to acute leukemia and drug-resistant primary leukemia and cancer cell lines[2]. Cell Viability Assay[1] Cell Line: K562 cells. Concentration: 100-500 μM. Incubation Time: 24 hours. Result: Reduced the number of K562 viable cells significantly. 100 μM Pivanex with 0.125 or 0.25 μM STI571 reduced the number of viable cells synergistically. Apoptosis Analysis[1] Cell Line: K562 cells. Concentration: 100-500 μM. Incubation Time: 6-72 hours. Result: Increased the number of K562 apoptotic cells significantly. Increased the caspase activity in K562 cells significantly after only 4 h of incubation with 500 μM. |
| In Vivo | Pivanex (AN9, 200 mg/kg, b.i.d, daily) significantly improves the survival of SMN7 SMA mice. AN9 treatment also marked delays the end stage of disease as defined by the onset of body mass loss[3]. Animal Model: SMN7 SMA mice (SMN2+/+; SMN7+/+; mSmn−/−)[3]. Dosage: 200 mg/kg. Administration: Oral administration, b.i.d, at 09.00 and 17.00 daily. Result: Improved the mean lifespan of treated SMN7 SMA mice by 84.6%. Delayed the onset of body mass loss in SMN7 SMA mice by 94.9%. |
| References |
| Density | 1.008g/cm3 |
|---|---|
| Boiling Point | 249.3ºC at 760mmHg |
| Molecular Formula | C10H18O4 |
| Molecular Weight | 202.24800 |
| Flash Point | 113ºC |
| Exact Mass | 202.12100 |
| PSA | 52.60000 |
| LogP | 1.87650 |
| Vapour Pressure | 0.0231mmHg at 25°C |
| Index of Refraction | 1.43 |
CHEMICAL IDENTIFICATION
HEALTH HAZARD DATAACUTE TOXICITY DATA
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| RIDADR | NONH for all modes of transport |
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A phase I study of pivaloyloxymethyl butyrate, a prodrug of the differentiating agent butyric acid, in patients with advanced solid malignancies.
Clin. Cancer Res. 8(7) , 2142-8, (2002) Pivaloyloxymethyl butyrate (AN-9), an acyloxyalkyl ester prodrug of butyric acid (BA), has demonstrated greater potency than BA at inducing malignant cell differentiation and tumor growth inhibition a... |
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Anticancer derivative of butyric acid (Pivalyloxymethyl butyrate) specifically potentiates the cytotoxicity of doxorubicin and daunorubicin through the suppression of microsomal glycosidic activity.
Mol. Pharmacol. 58(1) , 27-36, (2000) Pivalyloxymethyl butyrate (AN9) is an anticancer derivative of butyric acid. In this study, doxorubicin (DXR) and AN9 synergistically inhibited the growth of lymphoma and lung carcinoma cells, whereas... |
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Effect of the cytostatic butyric acid pro-drug, pivaloyloxymethyl butyrate, on the tumorigenicity of cancer cells.
J. Cancer Res. Clin. Oncol. 123(5) , 267-71, (1997) Previously we have shown that pivaloyloxymethyl butyrate (AN-9), a pro-drug of butyric acid (BA), is a differentiation-inducing agent in a variety of cells. In this report, we demonstrate that AN-9 is... |
| pivaloyloxymethyl butyrate |
| Pivanex(TM) |
| ((2,2-Dimethylpropanoyl)oxy)methyl butanoate |
| Pivanex |
| Butanoic acid,(2,2-dimethyl-1-oxopropoxy)methyl ester |
| Pivaloyloxymethyl butyrate Pivanex |