351329-88-9

Basic information

• Product Name: N-(3,5-DiMethyladaMantan-1-yl)forMaMide
• Synonyms: 1-ForMylaMino-3,5-diMethyladaMantane;N-(3,5-DiMethyladaMantan-1-yl)forMaMide;N-(3,5-DiMethyltricyclo[3.3.1.13,7]dec-1-yl)forMaMide;N-ForMyl MeMantine;MeMantine Related CoMpound E;Memantine Related Compound E (15 mg) (N-3,5-Dimethyladamantan-1-yl formamide);Memantine USP RC E;N-(3,5-dimethyl-1-adamantyl)formamide
• CAS NO: 351329-88-9
• Molecular Formula: C₁₃H₂₁NO
• Molecular Weight: 207.31194
• EINECS: 609-072-3
• Product Categories: Amines;Impurities;Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 351329-88-9.mol
• Article Data: 14

Chemical Properties

• Melting Point: 69.5℃
• Boiling Point: 325.639 °C at 760 mmHg
• Flash Point: 194.254 °C
• Appearance: /
• Density: 1.07 g/cm³
• Storage Temp.: Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
• Solubility: Chloroform (Slightly), Methanol (Slightly)
• PKA: 16.08±0.60(Predicted)
• CAS DataBase Reference: N-(3,5-DiMethyladaMantan-1-yl)forMaMide(CAS DataBase Reference)
• NIST Chemistry Reference: N-(3,5-DiMethyladaMantan-1-yl)forMaMide(351329-88-9)
• EPA Substance Registry System: N-(3,5-DiMethyladaMantan-1-yl)forMaMide(351329-88-9)

Safety Data

• Hazardous Substances Data: 351329-88-9(Hazardous Substances Data)

Usage

Chemical Properties

White Solid

Uses

N-Formyl Memantine is an impurity of Memantine (M218000). Memantine impurity E per USP.

InChI:InChI=1S/C13H21NO/c1-11-3-10-4-12(2,6-11)8-13(5-10,7-11)14-9-15/h9-10H,3-8H2,1-2H3,(H,14,15)

Upstream product

• 941-37-7 3,5-dimethyl-1-bromoadamantane 
• 77287-34-4 formamide 
• 707-36-8 1-chloro-3,5-dimethyl-adamantane 
• 702-79-4 1,3-dimethyladamantane 
• 64-18-6 formic acid 
• 41100-52-1 memantine hydrochloride 
• 68-12-2 N,N-dimethyl-formamide 
• 1262660-45-6 o-nitrophenyl formate 
• 1865-01-6 (4-nitrophenyl) formate 
• 101821-77-6 3,5-dimethyladamantan-1-yl nitrate 
• 75-86-5 2-hydroxy-2-methylpropanenitrile 
• 707-37-9 1,3-dimethyl-5-adamantanol 

Downstream Products

• 19982-08-2 memantine* 
• 41100-52-1 memantine hydrochloride 

Relevant articles and documents

An improved synthesis of memantine hydrochloride: Anti-Alzhelmer's drug

An economical new process route has been developed for the large-scale synthesis of memantine hydrochloride (1) an anti-Alzheimer's drug. The procedure involves the conversion of 1,3-dimethyl adamantane (2) to formamide intermediate 8 as a key step, followed by hydrolysis to (1-amino-3,5-dimethyl adamantane) hydrochloride (1) in good yield.

Convenient Synthesis of Memantine Hydrochloride

-

Preparation method of memantine hydrochloride (by machine translation)

The preparation method of the memantine hydrochloride, comprises the following steps,1 - bromo - 333355-dimethyladamantane, used as a hydrolysis reagent, to hydrolyze the formamide group to obtain a finished product of memantine hydrochloride . The method disclosed by the invention is relatively mild in preparation conditions and low in cost, obtained by hydrolysis of the amino substituent, by using formamide as a hydrolysis reagent . The method, further comprises the following steps: preparing a finished product of, memantine hydrochloride by using, a sodium hydroxide solution as a, hydrolysis reagent. (by machine translation)

Improvement method for synthesis process of memantine hydrochloride

The invention discloses an improvement method for a synthesis process of memantine hydrochloride; with 1,3-dimethyl adamantane as a raw material, 3,5-dimethyl-1-adamantanol is obtained through a bromination reaction and a hydrolysis reaction; 3,5-dimethyl-1-adamantanol is subjected to a chlorination reaction to obtain 1-chloro-3,5-dimethyl adamantane; and 1-chloro-3,5-dimethyl adamantane is subjected to an ammoniation reaction, acid hydrolysis and salt formation, and the target product of methamine hydrochloride is produced, wherein in the bromination reaction, the reaction molar ratio of 1,3-dimethyl adamantane and bromine is 1:1.1, the reaction is performed in dichloroethane, and after the hydrolysis reaction, an organic phase is separated and washed to remove bromine and washed and dried, and an obtained solution is directly used for a next reaction. The improvement method provided by the invention can improve the yield, increase reaction safety and reduce waste and waste water.