Identification | Back Directory | [Name]
MORPHOLIN-4-YL-ACETIC ACID | [CAS]
89531-58-8 | [Synonyms]
EOS-62303 AKOS BBS-00002525 RARECHEM AL BO 0383 TIMTEC-BB SBB010303 MORPHOLINOACETIC ACID 4-MORPHOLINOACETIC ACID 4-MORPHOLINACETIC ACID HCL MORPHOLIN-4-YL-ACETIC ACID 4-Morpholineacetic acid HCL 2-(4-MORPHOLINYL)ACETIC ACID Morpholin-4-yl-aceticacid HCl 2-(4-Morpholinyl)acetic acid HCl 4-morpholinic acid hydrochloride 4-morpholine acetate hydrochloride Morpholinoacetic Acid Hydrochloride 2-Morpholinoacetic acid hydrochloride 4-Morpholineaceticacid, hydrochloride 4-Morpholinylacetic acid hydrochloride Morpholinoacetic Acid Hydrochloride > 4-Morpholineaceticacidhydrochloride,95% MORPHOLIN-4-YL-ACETIC ACID HYDROCHLORIDE 2-Morpholin-4-ylacetic Acid hydrochloride 4-(Carboxymethyl)morpholine hydrochloride N-(carboxymethyl)morpholine hydrochloride 4-Morpholineaceticacid, hydrochloride (1:1) Morpholin-4-yl-acetic acid hydrochloride ,98% | [Molecular Formula]
C6H11NO3 | [MDL Number]
MFCD00504633 | [MOL File]
89531-58-8.mol | [Molecular Weight]
145.16 |
Questions And Answer | Back Directory | [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 | Back Directory | [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 Information | Back Directory | [Chemical Properties]
White solid | [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 |
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