Suberanilic acidCAS# 149648-52-2 |
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| Cas No. | 149648-52-2 | SDF | Download SDF |
| PubChem ID | 9543537 | Appearance | Powder |
| Formula | C14H19NO3 | M.Wt | 249.30 |
| Type of Compound | Alkaloids | Storage | Desiccate at -20°C |
| Solubility | Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc. | ||
| Chemical Name | 8-anilino-8-oxooctanoic acid | ||
| SMILES | C1=CC=C(C=C1)NC(=O)CCCCCCC(=O)O | ||
| Standard InChIKey | PAXDAFSGJPGLGR-UHFFFAOYSA-N | ||
| Standard InChI | InChI=1S/C14H19NO3/c16-13(15-12-8-4-3-5-9-12)10-6-1-2-7-11-14(17)18/h3-5,8-9H,1-2,6-7,10-11H2,(H,15,16)(H,17,18) | ||
| General tips | For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months. We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months. Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it. |
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| About Packaging | 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial. 2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial. 3. Try to avoid loss or contamination during the experiment. |
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| Shipping Condition | Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request. | ||
Suberanilic acid Dilution Calculator
Suberanilic acid Molarity Calculator
| 1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
| 1 mM | 4.0112 mL | 20.0562 mL | 40.1123 mL | 80.2246 mL | 100.2808 mL |
| 5 mM | 0.8022 mL | 4.0112 mL | 8.0225 mL | 16.0449 mL | 20.0562 mL |
| 10 mM | 0.4011 mL | 2.0056 mL | 4.0112 mL | 8.0225 mL | 10.0281 mL |
| 50 mM | 0.0802 mL | 0.4011 mL | 0.8022 mL | 1.6045 mL | 2.0056 mL |
| 100 mM | 0.0401 mL | 0.2006 mL | 0.4011 mL | 0.8022 mL | 1.0028 mL |
| * Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations. | |||||
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Photochemical Deoxygenative Hydroalkylation of Unactivated Alkenes Promoted by a Nucleophilic Organocatalyst.[Pubmed:38109703]
Angew Chem Int Ed Engl. 2024 Feb 5;63(6):e202317190.
The direct utilization of simple and abundant feedstocks in carbon-carbon bond-forming reactions to embellish sp(3) -enriched chemical space is highly desirable. Herein, we report a novel photochemical deoxygenative hydroalkylation of unactivated alkenes with readily available carboxylic acid derivatives. The reaction displays broad functional group tolerance, accommodating carboxylic acid-, alcohol-, ester-, ketone-, amide-, silane-, and boronic ester groups, as well as nitrile-containing substrates. The reaction is operationally simple, mild, and water-tolerant, and can be carried out on multigram-scale, which highlights the utility of the method to prepare value-added compounds in a practical and scalable manner. The synthetic application of the developed method is further exemplified through the synthesis of Suberanilic acid, a precursor of vorinostat, a drug used for the treatment of cutaneous T-cell lymphoma. A novel mechanistic approach was identified using thiol as a nucleophilic catalyst, which forms a key intermediate for this transformation. Furthermore, electrochemical studies, quantum yield, and mechanistic experiments were conducted to support a proposed catalytic cycle for the transformation.
The synthesis of N-hydroxy-N'-phenyloctanediamide and its inhibitory effect on proliferation of AXC rat prostate cancer cells.[Pubmed:7731025]
J Med Chem. 1995 Apr 14;38(8):1411-3.
We have developed a practical synthesis of N-hydroxy-N'-phenyloctanediamide from the methyl ester of Suberanilic acid. It provides the product in high yield and purity with a simple purification process. We have found that at 10(-5) M it has a dramatic effect on T/5 AXC/SSh rat prostate cancer cells in vitro. It is a potent inhibitor of cell proliferation and it changes the cell morphology to resemble nonmalignant cells.
