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【结 构 式】 
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【药物名称】Memantine hydrochloride, SUN-Y7017, NMI-131, D-145, Namenda, Axura, Ebixa, Akatinol 【化学名称】3,5-Dimethyl-1-adamantanamine hydrochloride 【CA登记号】41100-52-1, 19982-08-2 (free base) 【 分 子 式 】C12H22N.HCl 【 分 子 量 】215.76884 |
【开发单位】Merz (Originator), Allergan (Not Determined), Daiichi Suntory Pharma (Licensee), Forest (Licensee), Lundbeck (Licensee), Neurobiological Technologies (Licensee), National Institutes of Health (Codevelopment) 【药理作用】AIDS Dementia, Treatment of, Alzheimer's Dementia, Treatment of , ANALGESIC AND ANESTHETIC DRUGS, Analgesic Drugs, Antiglaucoma Agents, Antispastic Drugs, Antispastic Drugs and Drugs for Muscle Spasms, Cognition Disorders, Treatment of, Diabetic Neuropathy, Agents for, ENDOCRINE DRUGS, Neurodegenerative Diseases, Treatment of, NEUROLOGIC DRUGS, Neuropathic Pain, Treatment of, OCULAR MEDICATIONS, Ophthalmic Drugs, Prion Diseases, Treatment of, Senile Dementia, Treatment of, Treatment of Diabetic Complications, Vascular Dementia, Treatment of, NMDA Antagonists |
合成路线1
| 【1】 Shukla S.2006．Process for preparing memantine. W0 2006122238（本专利为Dr. Reddy's laboratories Ltd所有） |
合成路线2
| 【1】 Reddy JM, Prasad G, Raju V, et aL 2007. An improved synthesis of memantine hydrochloride: antialzheimer's drug. Org Proc Res Dev, 11 (2): 268-- 269 |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (I) | 66523 | 1,3-Dimethyladamantane;1,3-Dimethyltricyclo[3.3.1.13,7]decane | 702-79-4 | C12H20 | 详情 | 详情 |
| (II) | 66524 | 3,5-Dimethyl-1-adamantanol;1-Adamantanol,3,5-dimethyl- (8CI);1,3-Dimethyl-5-adamantanol;1,3-Dimethyl-5-hydroxyadamantane;1-Hydroxy-3,5-dimethyladamantane;3,5-Dimethyl-1-adamantanol;3,5-Dimethyl-1-hydroxyadamantane | 707-37-9 | C12H20O | 详情 | 详情 |
| (III) | 34126 | 1-chloro-3,5-dimethyladamantane | 707-36-8 | C12H19Cl | 详情 | 详情 |
| (IV) | 63743 | N-(3,5-dimethyltricyclo[3.3.1.1~3,7~]dec-1-yl)acetamide | C14H23NO | 详情 | 详情 |
合成路线3
| 【1】 Zhou XQ, Xiang JD, Cao GX, et al.2004, Preparation of memantine hydrochloride. 发明专利申请公开说明书. CN 1488622 (Jiangsu Institute of Atomic Medicine, Peop Rep China) |
合成路线4
By heating of 3,5-dimethyl-1-chloroadamantane (I) with urea (II) at 165-85 C.
| 【1】 Burkhard, J.; Landa, S.; CZ 146405 . |
| 【2】 Peteri, D.; Scherm, A. (Merz Pharmaceuticals GmbH); Process for the preparation of 1,3,5-trisubstd. adamantan derivs.. DE 2318461 . |
| 【3】 Castaner, J.; Thorpe, P.; Memantine. Drugs Fut 1976, 1, 9, 427. |
合成路线5
The reaction of 1-bromo-3,5-dimethyladamantane (I) with Li in ethyl ether gives the corresponding lithium derivative, which is treated with NH2-Cl (II) to afford the target 1-aminoadamantane.
| 【1】 Kraus, G.A. (Iowa State University); Method for the synthesis of adamantane amines. US 5599998 . |
合成路线6
| 【1】 Merli v. 2006. Process for the preparation of l-amino-3, 5-dimethyladamantane hydrochloride. W02006076562[本专利为Teva Pharmaceutical USA Inc.(US)所有] |
| 【2】 Zou Y, Xiong XY, Mei QB. 2003. Synthesis of memantine hydrochloride. 中国医药工业杂志．34 (5)：213～214 |