CAS 38937-66-5|N,N'-Dihydroxyoctanediamide
| Common Name | N,N'-Dihydroxyoctanediamide | ||
|---|---|---|---|
| CAS Number | 38937-66-5 | Molecular Weight | 204.224 |
| Density | 1.2±0.1 g/cm3 | Boiling Point | / |
| Molecular Formula | C8H16N2O4 | Melting Point | 153-155ºC(lit.) |
| MSDS | USA | Flash Point | / |
Names
| Name | Suberoyl Bis-hydroxamic Acid |
|---|---|
| Synonym | More Synonyms |
N,N'-Dihydroxyoctanediamide BiologicalActivity
| 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]. |
|---|---|
| Related Catalog | Research Areas >>CancerSignaling Pathways >>Cell Cycle/DNA Damage >>HDACSignaling Pathways >>Epigenetics >>HDAC |
| Target | HDAC1:0.25 μM (IC50) HDAC3:0.30 μM (IC50) |
| 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. |
| 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. |
| 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. |
Chemical & Physical Properties
| Density | 1.2±0.1 g/cm3 |
|---|---|
| Melting Point | 153-155ºC(lit.) |
| Molecular Formula | C8H16N2O4 |
| Molecular Weight | 204.224 |
| Exact Mass | 204.111008 |
| PSA | 98.66000 |
| LogP | -1.81 |
| Appearance of Characters | lyophilized powder |
| Index of Refraction | 1.502 |
| InChIKey | IDQPVOFTURLJPT-UHFFFAOYSA-N |
| SMILES | O=C(CCCCCCC(=O)NO)NO |
| Storage condition | −20°C |
| Water Solubility | H2O: soluble |
Safety Information
| Safety Phrases | 22-24/25 |
|---|---|
| RIDADR | NONH for all modes of transport |
| WGK Germany | 3 |
| HS Code | 2924199090 |
Customs
| HS Code | 2924199090 |
|---|---|
| Summary | 2924199090. other acyclic amides (including acyclic carbamates) and their derivatives; salts thereof. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0% |
Articles10
More Articles| A regimen combining the Wee1 inhibitor AZD1775 with HDAC inhibitors targets human acute myeloid leukemia cells harboring various genetic mutations. Leukemia 29(4) , 807-18, (2015) AZD1775 targets the cell cycle checkpoint kinase Wee1 and potentiates genotoxic agent cytotoxicity through p53-dependent or -independent mechanisms. Here, we report that AZD1775 interacted synergistic... | |
| Reactive oxygen species, glutathione, and thioredoxin influence suberoyl bishydroxamic acid-induced apoptosis in A549 lung cancer cells. Tumour Biol. 36 , 3429-39, (2015) Suberoyl bishydroxamic acid (SBHA) as a histone deacetylase (HDAC) inhibitor can induce apoptosis through the formation of reactive oxygen species (ROS). However, there is no report about the regulati... | |
| Down-Regulation of Thioredoxin1 Is Involved in Death of Calu-6 Lung Cancer Cells Treated With Suberoyl Bishydroxamic Acid. J. Cell. Biochem. 117 , 1250-61, (2016) Suberoyl bishydroxamic acid (SBHA), a histone deacetylase (HDAC) inhibitor, can show an anticancer effect. In this study, we investigated the effects of SBHA on the growth inhibition and death of Calu... |
Synonyms
| Octanediamide, N,N-dihydroxy- |
| octane-1,8-dihydroxamic acid |
| N,N'-Dihydroxyoctanediamide |
| MFCD00192455 |
