37845-05-9

Usage

Chemical Properties

white to light yellow crystal powde

InChI:InChI=1/C13H20O2/c1-2-12-4-9-3-10(5-12)7-13(6-9,8-12)11(14)15/h9-10H,2-8H2,1H3,(H,14,15)

Upstream product

• 770-69-4 1-ethyladamantane 

Downstream Products

• 15598-87-5 3-ethyladamantane-1-ol 

Relevant academic research and scientific papers

Preparation process of amantadine nitrate derivative

The invention discloses a preparation process of an amantadine nitrate derivative, and the amantadine nitrate derivative is prepared from substituted or unsubstituted adamantane as a raw material by the following steps: (1) synthesizing of adamantanol; (2) carboxylation of the adamantanol; (3) amidation of adamantane acid; (4) reduction; (5) hydrolysis of acylamino adamantanol and boc protection of amino; (6) crystallization of Boc-protected amantadine alcohol; (7) nitric acid esterification of Boc-protected amantadine alcohol; (8) refining of a nitric acid esterification product; (9) amino deprotection and salt formation; and (10) refinement of amantadine nitrate. The amantadine amine nitrate derivative is as shown in the specification, wherein R1 and R2 are same or different, and are respectively hydrogen, a linear or branched alkyl group, a substituted or unsubstituted aryl group and a hetero aryl group. The preparation process is efficient, economic, green, safe and reliable and issuitable for industrial production.

Synthesis and biological evaluation of memantine nitrates as a potential treatment for neurodegenerative diseases

A series of memantine nitrate derivatives, as dual functional compounds with neuroprotective and vasodilatory activity for neurodegenerative diseases, was designed and synthesized. These compounds combined the memantine skeleton and a nitrate moiety, and thus inhibited the N-methyl-d-aspartic acid receptor and released NO in the central nervous system. The biological evaluation results revealed that the new memantine nitrates were effective in protecting neurons against glutamate-induced injury in vitro. Moreover, memantine nitrates dilated aortic rings against phenylephrine-induced contraction. The structure-activity relationships of neuroprotection and vasodilation were both analyzed. In further studies, compound MN-05 significantly protected cortical neurons by inhibiting Ca2+ influx, reducing free radical production and maintaining the mitochondrial membrane potential. Further research on MN-05 is warranted.