N,N'-Dihydroxyoctanediamide
Modify Date: 2024-01-02 18:22:06
 N,N'-Dihydroxyoctanediamide structure | Common Name | N,N'-Dihydroxyoctanediamide |
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| CAS Number | 38937-66-5 | Molecular Weight | 204.224 |
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| Density | 1.2±0.1 g/cm3 | Boiling Point | N/A |
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| Molecular Formula | C8H16N2O4 | Melting Point | 153-155ºC(lit.) |
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| MSDS | USA | Flash Point | N/A |
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Use of N,N'-Dihydroxyoctanediamide Suberoyl bis-hydroxamic acid (Suberohydroxamic acid; SBHA) is a competitive and cell-permeable HDAC1 and HDAC3 inhibitor with ID50 values of 0.25 μM and 0.30 μM, respectively[1].Suberoyl bis-hydroxamic acid renders MM cells susceptible to apoptosis and facilitates the mitochondrial apoptotic pathways[2].Suberoyl bis-hydroxamic acid can be used for the study of medullary thyroid carcinoma (MTC)[3]. |
Names
| Name | Suberoyl Bis-hydroxamic Acid |
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| Synonym | More Synonyms |
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N,N'-Dihydroxyoctanediamide Biological Activity
| Description | Suberoyl bis-hydroxamic acid (Suberohydroxamic acid; SBHA) is a competitive and cell-permeable HDAC1 and HDAC3 inhibitor with ID50 values of 0.25 μM and 0.30 μM, respectively[1].Suberoyl bis-hydroxamic acid renders MM cells susceptible to apoptosis and facilitates the mitochondrial apoptotic pathways[2].Suberoyl bis-hydroxamic acid can be used for the study of medullary thyroid carcinoma (MTC)[3]. |
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| Related Catalog | Research Areas >> Cancer Signaling Pathways >> Cell Cycle/DNA Damage >> HDAC Signaling Pathways >> Epigenetics >> HDAC |
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| Target | HDAC1:0.25 μM (IC50) HDAC3:0.30 μM (IC50) |
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| In Vitro | Suberoyl bis-hydroxamic acid (10, 20 or 50 μM; 24 hours) combination with TRAIL improves apoptosis extent, and when TRAIL is combined with 20 μM SBHA (itself causing only 10–15% apoptosis), resulting in 45–50% cell death[1]. Suberoyl bis-hydroxamic acid (20-50 μM; 10-20 hours) alone has little effect on the expression of the proteins Bcl-xL, Mcl-1, and has albeit mildeffect on Bax. When it combines with TRAIL,which increases the ratio of relative protein expression of Bcl-xL and Bax in early periods, while the change in the ratio of Mcl-1 and Bax increases later in MM-BI and Ist-Mes2 cells[1]. Suberoyl bis-hydroxamic acid (30 μM; 6 hours) causes accumulation of acetylated histone H4 in MEL cells[2]. Apoptosis Analysis[1] Cell Line: MM-BI and Ist-Mes2 cells Concentration: 10 μM, 20 μM or 50 μM Incubation Time: 24 hours Result: Showed a cooperative effect in cell apoptosis. |
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| In Vivo | Suberoyl bis-hydroxamic acid (intraperitoneal injection; 200 mg/kg; every 2 days; 12 days) reveals a marked increase in the active form of Notch1 (NICD) with a concomitant decrease in ASCL1. It reduces the MTC tumor growth[3]. Animal Model: Nude mice injected with human MTC cells[3] Dosage: 200 mg/kg Administration: Intraperitoneal injection; every 2 days; 12 days Result: Resulted in an average 55% inhibition of tumor growth in SBHA treatment group. |
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| References | [1]. Jiri Neuzil, et al. Sensitization of Mesothelioma to TRAIL Apoptosis by Inhibition of Histone Deacetylase: Role of Bcl-xL Down-Regulation. Biochem Biophys Res Commun. 2004 Jan 30;314(1):186-91. [2]. V M Richon, et al. A Class of Hybrid Polar Inducers of Transformed Cell Differentiation Inhibits Histone Deacetylases.Proc Natl Acad Sci U S A [3]. Li Ning, et al. Suberoyl Bishydroxamic Acid Activates notch1 Signaling and Suppresses Tumor Progression in an Animal Model of Medullary Thyroid Carcinoma. Ann Surg Oncol. 2008 Sep;15(9):2600-5. |
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Chemical & Physical Properties
| Density | 1.2±0.1 g/cm3 |
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| Melting Point | 153-155ºC(lit.) |
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| Molecular Formula | C8H16N2O4 |
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| Molecular Weight | 204.224 |
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| Exact Mass | 204.111008 |
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| PSA | 98.66000 |
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| LogP | -1.81 |
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| Appearance of Characters | lyophilized powder |
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| Index of Refraction | 1.502 |
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| Storage condition | −20°C |
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| Water Solubility | H2O: soluble |
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MSDS
N,N'-Dihydroxyoctanediamide MSDS(Chinese) |
Safety Information
| Safety Phrases | 22-24/25 |
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| RIDADR | NONH for all modes of transport |
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| WGK Germany | 3 |
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| HS Code | 2924199090 |
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