OCTANE-1,8-DIHYDROXAMIC ACID

Base Information

• Chemical Name: OCTANE-1,8-DIHYDROXAMIC ACID
• CAS No.: 38937-66-5
• Molecular Formula: C8H16N2O4
• Molecular Weight: 204.226
• Hs Code.: 2924199090
• Mol file: 38937-66-5.mol

Synonyms:Octanediamide,N,N'-dihydroxy- (9CI);SBHA;Suberodihydroxamic acid;

Chemical Property of OCTANE-1,8-DIHYDROXAMIC ACID

Chemical Property:

• Melting Point: 153-155 °C(lit.)
• Refractive Index: 1.497
• PSA: 98.66000
• Density: 1.219 g/cm³
• LogP: 1.11960
• Storage Temp.: −20°C
• Solubility.: H2O: soluble

Purity/Quality:

98%,99%, ^*data from raw suppliers

Suberoyl Bis-hydroxamic Acid ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

Useful:

• Description: Suberohydroxamic acid (SBHA) is a competitive histone deacetylase (HDAC) inhibitor that has been shown to inhibit HDAC1 (IC50 = 0.25 μM) and HDAC3 (IC50 = 0.30 μM). SBHA causes cell differentiation, cell cycle arrest, or apoptosis. HDAC inhibitors, including SBHA, act synergistically to kill cancer cells when used in combination with cytostatic drugs, allowing lower doses of both inhibitors and drugs to be used.
• Uses: Histone deacetylase inhibitor. A cell-permeable inhibitor of HDAC1 and HDAC3. Shown to suppresses the growth of proliferating keratinocytes and squamous cell carcinoma cells. Inhibits histone deacetylation.

Technology Process of OCTANE-1,8-DIHYDROXAMIC ACID

There total 7 articles about OCTANE-1,8-DIHYDROXAMIC ACID which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.0%

[tert-butoxycarbonyl-[8-[tert-butoxycarbonyl(tert-butoxycarbonyloxy)amino]-8-oxooctanoyl]amino]tert-butyl carbonate → suberoyl bis-hydroxamic acid (38937-66-5)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 3h;

DOI:10.1016/j.bmcl.2015.11.011

Reference yield: 90.0%

dimethyl subarate (1732-09-8) → suberoyl bis-hydroxamic acid (38937-66-5)

Guidance literature:

With hydroxylamine hydrochloride; potassium hydroxide; at 20 ℃; for 1h;

DOI:10.1016/j.bmc.2013.04.004

Reference yield:

diethyl suberate (2050-23-9) → suberoyl bis-hydroxamic acid (38937-66-5)

Guidance literature:

With hydrogenchloride; hydroxylamine; sodium ethanolate; Yield given. Multistep reaction; 2.) EtOH;

DOI:10.1021/je00037a036

upstream raw materials:

diethyl suberate

1,8-Di-imidazol-1-yl-octane-1,8-dione

octane-1,8-dioic acid

C₉H₁₇NO₄

Refernces

• 1、 Ohtsuka, Naoya,Okuno, Moriaki,Hoshino, Yujiro,Honda, Kiyoshi. "A base-mediated self-propagative Lossen rearrangement of hydroxamic acids for the efficient and facile synthesis of aromatic and aliphatic primary amines". supporting information. p. 9046 - 9054. Retrieved 2016/10/05.
• 2、 Chung, Yu-Ming,Wei, Chien-Kei,Chuang, Da-Wei,El-Shazly, Mohamed,Hsieh, Chi-Ting,Asai, Teigo,Oshima, Yoshiteru,Hsieh, Tusty-Jiuan,Hwang, Tsong-Long,Wu, Yang-Chang,Chang, Fang-Rong. "An epigenetic modifier enhances the production of anti-diabetic and anti-inflammatory sesquiterpenoids from Aspergillus sydowii". supporting information. p. 3866 - 3872. Retrieved 2013/07/19.