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| | MORPHOLIN-4-YL-ACETIC ACID Basic information | | Uses |
| Product Name: | MORPHOLIN-4-YL-ACETIC ACID | | Synonyms: | 2-(4-Morpholinyl)acetic acid HCl;4-(Carboxymethyl)morpholine hydrochloride;Morpholin-4-yl-aceticacid HCl;4-Morpholinylacetic acid hydrochloride;2-Morpholin-4-ylacetic Acid hydrochloride;4-Morpholineacetic acid HCL;Morpholinoacetic Acid Hydrochloride;MORPHOLINOACETIC ACID | | CAS: | 89531-58-8 | | MF: | C6H11NO3 | | MW: | 145.16 | | EINECS: | | | Product Categories: | Morpholineacetic acid | | Mol File: | 89531-58-8.mol |  |
| | MORPHOLIN-4-YL-ACETIC ACID Chemical Properties |
| Melting point | 160-161℃ | | storage temp. | Inert atmosphere,Room Temperature | | form | Powder | | color | White | | Water Solubility | Insoluble in water. | | InChI | InChI=1S/C6H11NO3/c8-6(9)5-7-1-3-10-4-2-7/h1-5H2,(H,8,9) | | InChIKey | ICGYBJNONRDZOP-UHFFFAOYSA-N | | SMILES | C(O)(=O)CN1CCOCC1 | | CAS DataBase Reference | 89531-58-8 |
| Hazard Codes | Xi | | Risk Statements | 36-36/37/38 | | Safety Statements | 26-36/37/39 | | WGK Germany | 3 | | HazardClass | IRRITANT | | HS Code | 29349990 | | Storage Class | 11 - Combustible Solids | | Hazard Classifications | Eye Irrit. 2 |
| | MORPHOLIN-4-YL-ACETIC ACID Usage And Synthesis |
| Uses | 4-Morpholineacetic Acid Hydrochloride is an intermediate of Carfilzomib (C183460) which is a second-generation proteasome inhibitor that is used as a treatment in relapsed and refractory multiple myeloma. | | Chemical Properties | White solid | | Uses | 4-Morpholineacetic Acid Hydrochloride is an intermediate of Carfilzomib (C183460) which is a second-generation proteasome inhibitor that is used as a treatment in relapsed and refractory multiple myeloma. | | Synthesis | The general procedure for the synthesis of morpholine-4-acetic acid hydrochloride from ethyl 2-(4-morpholinyl)acetate is as follows: ethyl 4-morpholinoacetate (1.1 g, 6.3 mmol) was added to 3M hydrochloric acid solution (35 ml) and the reaction was carried out at reflux for 2 hours. After completion of the reaction, the mixture was stirred at room temperature for 24 hours. Subsequently, the reaction solution was concentrated under reduced pressure. The obtained residue was dissolved in methanol and concentrated again under reduced pressure. The final solid product obtained was suspended in ether, separated by filtration and dried under reduced pressure to give 1.05 g of morpholine-4-acetic acid hydrochloride in 91.7% yield. The product was characterized by NMR (DMSO-d6) with chemical shifts of 3.3 (s, 4H), 3.9 (s, 4H), 4.2 (s, 2H). | | References | [1] Journal of the American Chemical Society, 2017, vol. 139, # 34, p. 11895 - 11902
[2] Patent: US6352993, 2002, B1. Location in patent: Page column 13
[3] Journal of Molecular Structure, 2001, vol. 560, # 1-3, p. 261 - 273
[4] Patent: US5521179, 1996, A
[5] Bioconjugate Chemistry, 2016, vol. 27, # 1, p. 226 - 237 |
| | MORPHOLIN-4-YL-ACETIC ACID Preparation Products And Raw materials |
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