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| | 4-(4-Aminophenyl)butyric acid Basic information |
| | 4-(4-Aminophenyl)butyric acid Chemical Properties |
| Melting point | 121-124 °C (lit.)
121-133 °C | | Boiling point | 363.7±17.0 °C(Predicted) | | density | 1.177±0.06 g/cm3(Predicted) | | storage temp. | Keep in dark place,Inert atmosphere,Room temperature | | solubility | DMSO (Slightly), Methanol (Slightly) | | form | Solid | | pka | 4.70±0.10(Predicted) | | color | Light Beige to Light Brown | | Major Application | peptide synthesis | | InChI | InChI=1S/C10H13NO2/c11-9-6-4-8(5-7-9)2-1-3-10(12)13/h4-7H,1-3,11H2,(H,12,13) | | InChIKey | RBHLFWNKEWLHBP-UHFFFAOYSA-N | | SMILES | C1(CCCC(O)=O)=CC=C(N)C=C1 | | CAS DataBase Reference | 15118-60-2(CAS DataBase Reference) |
| Hazard Codes | Xi | | Risk Statements | 36/37/38 | | Safety Statements | 26-37/39 | | WGK Germany | 3 | | HS Code | 2922498590 | | Storage Class | 11 - Combustible Solids | | Hazard Classifications | Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| | 4-(4-Aminophenyl)butyric acid Usage And Synthesis |
| Description | 4-(4-Aminophenyl)butyric acid (4-APB) is an important organic compound derived from butyric acid, which is used as a synthetic intermediate for pharmaceuticals or the synthesis of various compounds. It is also used in drug mechanism studies and is thought to be an agonist for certain G-protein coupled receptors and may also interact with other proteins in the signal transduction pathway. In addition, 4-(4-aminophenyl)butyric acid has been found to inhibit monoamine oxidase, which plays a role in neurotransmitter catabolism. | | Uses | 4-(4-Aminophenyl)butyric Acid is a degradation product of Chlorambucil (C325050); an alkylating agent that is used as an chemotherapy drug in the treatment of chronic lymphocytic leukemia. Chlorambucil is also used to treat non-Hodgkin''s lymphoma (NHL) and Hodgkin''s disease. | | reaction suitability | reaction type: solution phase peptide synthesis | | Synthesis | The general procedure for the synthesis of 4-(4-aminophenyl)butyric acid from 4-(4-acetamidophenyl)-4-oxobutanoic acid was as follows: 89 g of 3-(4-acetamidophenyl)propionic acid, 88 g of potassium hydroxide, 65 ml of 85% hydrazine hydrate and 450 ml of diethylene glycol were mixed and heated and refluxed for 1.5 hours. Subsequently, the reaction temperature was raised to 150°C to remove excess hydrazine hydrate and the reaction was maintained at this temperature for 4 hours. Upon completion of the reaction, it was cooled to room temperature, 400 g of water was added, and the pH was adjusted to 6 with 6N hydrochloric acid, and then adjusted to 5-6 with glacial acetic acid. at this point, the target product precipitated as crystals, and after filtration, washing and drying, 44 g of white or near-white crystals were obtained in 95% yield. | | References | [1] Patent: CN104447376, 2016, B. Location in patent: Paragraph 0032-0033; 0043-0044
[2] European Journal of Medicinal Chemistry, 2018, vol. 146, p. 588 - 598 |
| | 4-(4-Aminophenyl)butyric acid Preparation Products And Raw materials |
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