20686-40-2Relevant articles and documents
An improved and practical synthesis of tranexamic acid
Li, Zhenhua,Fang, Li,Wang, Jian,Dong, Liuhong,Guo, Yanna,Xie, Yuanyuan
, p. 444 - 448 (2015)
Tranexamic acid 1, a synthetic antifibrinolytic drug with the treatment being considered highly cost-effective in many countries, has been included in the WHO list of essential medicines. In this paper, we designed the synthesis of 1 via a novel seven-step route from the readily available starting material dimethyl terephthalate, performing with 99.6% purity in 59.2% overall yield. During the process, we successfully developed a direct and efficient method for the preparation of key intermediate methyl 4-(acetamidomethyl)benzoate by one-pot hydrogenation and acylation in acetic anhydride using Ni/Al2O3 as a catalyst. More importantly, it should be a straightforward and practical way to circumvent the usage of toxic reagents (CrO3, Cl2), solvent (CCl4), and expensive catalyst (PtO2), etc., that plagued the previous methodologies.
A 4-acetamidomethyl methyl cyclohexyl method for producing methyl formate
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Paragraph 0046-0048, (2017/02/28)
The invention relates to a preparation method of methyl 4-acetylaminomethyl hexahydrobenzoate. The method comprises the following steps: adding methyl paracyanobenzoate into a reaction kettle, adding a metal catalyst I and a cocatalyst II, heating while stirring to react under hydrogen gas conditions for 6-10 hours by using acetic anhydride as a solvent, filtering, and distilling to obtain the methyl acetylaminomethyl benzoate; and adding the obtained methyl acetylaminomethyl benzoate into a reaction kettle, adding a solvent V, a metal catalyst III and a cocatalyst IV, heating while stirring to completely react under hydrogen gas conditions, filtering, and distilling to recover the solvent, thereby obtaining the methyl 4-acetylaminomethyl hexahydrobenzoate. The synthesis technique of preparing the methyl 4-acetylaminomethyl hexahydrobenzoate from the initial raw material methyl paracyanobenzoate has the advantages of accessible raw materials, low cost, high yield and the like, and is simple to operate and suitable for industrial production. The product can be further used for preparing the trans-4-aminomethylcyclohexyl formic acid, and has huge application potential.
Piperazine compounds and medicinal use thereof
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, (2008/06/13)
The present invention relates to a piperazine compound of the formula wherein R1and R2are each hydrogen, halogen, lower alkyl, lower alkoxy, amino, substituted amino, nitro, hydroxy or cyano, R3, R4and R5are each hydrogen, halogen, lower alkyl, lower alkoxy, nitro, amino, substituted amino or hydroxy, R6and R7are each hydrogen, lower alkyl, lower alkyl substituted by halogen, aralkyl, acyl or lower acyl substituted by halogen, R8and R9are each hydrogen or lower alkyl, Y is lower alkylene and the like, and ring A is phenyl, pyrimidyl, thiazolyl, pyridyl, pyrazyl or imidazolyl, a pharmaceutically acceptable salt thereof and pharmaceutical agents containing these compounds. The compound of the present invention has superior TNF-α production inhibitory effect and/or IL-10 production promoting effect, and, since it is free of or shows only strikingly reduced expression of an effect on the central nervous system, the compound is useful as a highly safe and superior TNF-α production inhibitor an/or IL-10 production promoter and is useful as an agent for the prophylaxis or treatment of various diseases caused by abnormal TNF-α production, diseases curable with IL-10, such as chronic inflammatory diseases, acute inflammatory diseases, inflammatory diseases due to infection, autoimmune diseases, allergic diseases, and TNF-α mediated diseases.
