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Pemetrexed ethylenediamine salt and preparation method thereof
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A technology of pemetrexed ethylenediamine salt and pemetrexed, which is applied in the field of pharmacy, can solve problems such as poor stability and complicated preparation process, and achieve the effect of good stability and easy preparation
Inactive Publication Date: 2007-09-12
SHANGHAI GOLDEN PHARMATECH +2
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Problems solved by technology
[0004] Although some salts of pemetrexed have been provided as clinical drugs in the prior art, the previous drugs often have problems such as poor stability and complicated preparation process.
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Embodiment 1
[0021] Embodiment 1 Preparation process 1 of pemetrexed ethylenediamine salt
[0022] In a 100ml reaction bottle, put 2.00g (4.68mmol) of pemetrexed, add 20ml of deionized water, 0.419g (7.02mmol) of ethylenediamine and stir at room temperature for 1 hour, filter, and distill the filtrate under reduced pressure to separate solids, add methanol , until most of the product was precipitated, filtered, and vacuum-dried to obtain 1.8g, yield 78.9%.
[0023] Elemental analysis: C: 50.92 (50.47% of theoretical value), H: 6.31 (6.35% of theoretical value), N: 18.84 (18.73% of theoretical value).
[0024] Infrared spectrum (KBr tablet): characteristic absorption peak (cm -1 ) and its attribution analysis: 3333.33(c-NH 2 , -NH, -OH), 3050 (C 6 h 4 , benzene ring hydrocarbon stretching vibration), 2925.93 (-CH 2 -), 2500 (-NH 3 + ), 1650 (C=O), 1505, 1394 (C 6 h 4 , benzene ring skeleton vibration).
[0026] Embodiment 2 The preparation process 2 of pemetrexed ethylenediamine salt
[0027] In a 100ml reaction bottle, put 2.00g (4.68mmol) of pemetrexed into it, add 50ml of anhydrousmethanol, stir to dissolve, add anhydrous ethylenediamine 0.279g (4.68mmol) and stir at room temperature for 0.5 hours, filter, and use methanol and Washed with water and dried in vacuum to obtain 1.35g, yield 59.1%.
Embodiment 3
[0028] Embodiment 3 The preparation process of pemetrexed ethylenediamine salt 3
[0029] In a 100ml reaction bottle, put 2.00g (4.68mmol) of pemetrexed, add 50ml of absolute ethanol, stir to dissolve, add 0.419g (7.02mmol) of anhydrous ethylenediamine, stir at room temperature for 1 hour, filter, and wash with ethanol Washed with water, dried in vacuo to obtain 1.45g, yield 63.5%.
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Abstract
This invention discloses a Pei Mei Qu Cypriot salt of ethylenediamine existing in the way of anhydration or hydration, and this invention also discloses a preparation method and application and a medicine compound, in which, the invented Pei Mei Qu Cypriot salt of ethylenediamine is a very good soluble compound.
Description
technical field [0001] The invention belongs to the field of pharmacy. Specifically, the invention relates to a pemetrexedethylenediamine salt and a preparation method thereof. Background technique [0002] Pemetrexed is a folic acidantagonist, the world's first and currently the only drug for the treatment of malignant pleural mesothelioma. The research on pemetrexed in the treatment of non-small celllungcancer has also made some progress, and it is likely to become the first-line drug for the treatment of NSCLC. [0003] At present, the main dosage form of pemetrexed is disodium salt, and US Patent No. 5,344,932 discloses a compound patent of pemetrexed and its medicinal salt. The preparation method of pemetrexed disodium salt is disclosed in US6013828. CN03138056.5 discloses the use of pemetrexed or its sodium salt to react with oxides or chlorides of divalentmetal ions to prepare pemetrexed divalentmetalion salts, and the reaction of pemetrexed with organic amin...
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