243145-00-8

Usage

Uses

Used in Pharmaceutical Industry:
Vildagliptin Impurity 19 is used as a co-catalyst for transition metal reactions in the synthesis of Vildagliptin (V305000), an antidiabetic drug. This application is due to its potential to enhance the efficiency of the synthesis process and improve the overall yield of the desired product.
Additionally, Vildagliptin Impurity 19 may be used as an intermediate in the synthesis of other related compounds, further expanding its utility in the pharmaceutical sector.
Used in Anticancer Applications:
Although not explicitly mentioned in the provided materials, given the antioxidant properties and apoptotic effects of Vildagliptin against pancreatic cancer cells, it can be inferred that Vildagliptin Impurity 19 may also have potential applications in the development of anticancer drugs or therapies. This would be due to its possible contribution to the overall effectiveness of the parent compound, Vildagliptin, in combating cancer cells.

Upstream product

• 55100-59-9 1,3-dinitroadamantane 
• 7440-02-0 nickel 
• 665-66-7 amantadine hydrochloride 

Downstream Products

• 702-82-9 3-aminoadamantan-1-ol 

Relevant academic research and scientific papers

Method for preparing 3- amino -1- adamantane alcohol

The invention discloses a preparation method of 3-amino-1-adamantanol, which comprises following steps: (1) adding amantadine or a salt thereof to sulfuric acid at 10-30 DEG C and adding dropwisely a mixed acid to perform a nitration reaction to obtain a reaction liquid; (2) adding the reaction liquid to water and mixing the reaction liquid with water to obtain a mixed solution; (3) performing a hydroxylation reaction under the effect of an alkaline to obtain the 3-amino-1-adamantanol . The preparation method employs the raw material being easy to obtain, is simple in operations, is environmental-protective, is low in cost, is high in yield which is generally higher than 80%, maximally 90.1%, and is more suitable for industrial production.

3-hydroxy-1-amantadine preparation method

The present invention discloses a 3-hydroxy-1-amantadine (2) preparation method. The target product (2) is an important intermediate of new drug vildagliptin for the treatment of hyperlipidemia. According to the method, an organic base alcohol solution is used for neutralizing excess mixed acid during nitrification, and is used as a catalyst for hydrolysis reaction, so that the product and inorganic salts are easy to separate, and the defects that due to the difficulty of inorganic salt and product separation in the prior art, an aqueous solution needs distillation and concentration, then a large number of dichloromethane is used for extraction and separation, yield is low, cost is high and the environment and human health are impacted can be overcome. The new method is simple, high in yield and good in purity of the product, does not affect the environment and human health, and is in favor of industrial scale production.

NITRATION OR CARBOXYLATION CATALYSTS

In the presence of an imide compound (e.g., N-hydroxyphthalimide) shown by the following formula (1): ???wherein R1and R2represent a hydrogen atom, a halogen atom, an alkyl group, an aryl group and a cycloalkyl group, and R1and R2may bond together to form a double bond, or an aromatic or non-aromatic ring, and Y is an O or OH, and n denotes 1 to 3;, a substrate is allowed to contact with at least one reactant selected from (i) a nitrogen oxide and (ii) a mixture of carbon monoxide and oxygen to be introduced with at least one functional group selected from a nitro group and a carboxyl group. The nitrogen oxide includes, for example, a compound represented by the formula NxOy(e.g., N2O3, NO2). The substrate includes, for example, a compound having a methine carbon atom (e.g., adamantane), a compound having a methyl group or a methylene group at an adjacent moiety of an aromatic ring. According to such reaction, the substrate can be efficiently nitrated or carboxylated even in a mild or moderate condition.