49 results about "Dienedione" patented technology

The present invention relates to a new industrial process for the synthesis of solvate- free 17a-acetoxy-11ss-[4-(N,N-dimethyl-amino)-phenyl]-19-norpregna-4,9-diene-3,20-dione [CDB -2914] of formula (I) which is a strong antiprogestogene and antiglucocorticoid agent. The invention also relates to compounds of formula (VII) and (VIII) used as intermediates in the process. The process according to the invention is the following: i) 3-(ethylene-dioxy)-estra-5(10),9(11)-diene-17-one of formula (X) is reacted with potassium acetilyde formed in situ in dry tetrahydrofuran by known method, ii) the obtained 3-(ethylene-dioxy)-17a-ethynyl-17ss-hydroxy-estra-5(10),9(11)-diene of formula (IX) is reacted with phenylsulfenyl chloride in dichloromethane in the presence of triethylamine and acetic acid, iii) the obtained isomeric mixture of 3-(ethylene-dioxy)-21-(phenyl-sulfinyl)-19-norpregna-5(10),9(11),17(20),20-tetraene of formula (VIII) is reacted first with sodium methoxide in methanol, then with trimethyl phosphite, iv) the obtained 3-(ethylene-dioxy)-17a-hydroxy-20-methoxy-19-norpregna-5(10),9(11),20-triene of formula (VII) is reacted with hydrogen chloride in methanol, then v) the obtained 3-(ethylene-dioxy)-17a-hydroxy-19-norpregna-5(10),9(11l); -diene-20- one of formula (VI) is reacted with ethylene glycol hi dichloromethane in the presence of trimethyl orthoformate and p-toluenesulfonic acid by known method, vi) the obtained 3,3,20,20-bis(ethylene-dioxy)-17a-hydroxy-19-norpregna- 5(10),9(11)-diene of formula (V) is reacted with hydrogen peroxide in a mixture of pyridine and dichloromethane in the presence of hexachloroacetone by known method, vii) the obtained 3,3,20,20-bis(ethylene-dioxy)-17a-hydroxy-5,10-epoxy-19-norpregn-9(11)-ene of formula (IV), containing approximately a 1:1 mixture of 5a,10a- and 5ss,10ss-epoxides, is isolated from the solution and reacted with a Grignard reagent obtained from 4-bromo-N,N-dimethyl-aniline in tetrahydrofuran.

The invention discloses 1-(4)-Hydroxy-3-Methoxyphenyl)-7- Oxyacetylcarbamoyl-AA-OBzl-Methoxyphenyl)-1,6-Heptadiene-3,5-diketone of the following formula: (wherein AA is selected from L-Lys residue, L-Asn residue, L-Pro residue, L-Gln residue, L-Ser residue and L-Thr residue), the preparation methods are disclosed, and the antitumor growth activities are disclosed, the anti-inflammatory activitiesare disclosed, thus the use in the preparation of anti-tumor drugs and anti-inflammatory drugs is disclosed. The formulas are shown in the description.

The invention discloses a preparation method of high-purity hydrocortisone, and belongs to the technical field of preparation and processing of medicines. According to the method, 17alpha-hydroxypregna-4, 9 (11)-diene-3, 20-diketone-21-acetate is used as a starting material, and the high-purity hydrocortisone is prepared through three steps of bromo-hydroxyl, debromination and hydrolysis. According to the preparation method of the high-purity hydrocortisone disclosed by the invention, the reaction process can be effectively shortened by improving the defects of a traditional process, the generation of impurities during the reaction process is controlled, the use of iodine with characteristics of high toxicity and environmental unfriendliness is avoided, the environmental pollution is reduced, and the method has characteristics of high overall conversion rate, simple operation and wide market prospect, and is suitable for industrial production.

The invention provides 3-sterone-1, 2-dehydrogenase as well as a gene sequence and application thereof. The invention discloses a gene sequence for expressing 3-sterone-1, 2-dehydrogenase, the gene sequence is shown as SEQ ID. 4, and the gene sequence is used for expression in escherichia coli. The 3-ketosterone-1, 2-dehydrogenase disclosed by the invention can be used for efficiently catalyzing androstane-4-ene-3, 17-dione (4-AD) reaction to generate androstane-1, 4-diene-3, 17-dione (ADD), and has high enzymatic activity. In addition, the soluble 3-sterone-1, 2-dehydrogenase is obtained, andthe solubility of the enzyme is improved.

The invention discloses a preparation method for a denazacort key intermediate [17alpha, 16alpha-d] methyl oxazoline steroids. The steps include: dissolving [16, 17alpha-epoxy-pregnane-20-methyl formate hydrazine acetyl-1,4-diene-3,11-diketone] in trichloromethane, adding [16, 17alpha-epoxy-pregnane-20-methyl formate hydrazine acetyl-1,4-diene-3,11-diketone] and additives into a pressure reaction kettle, leading ammonia to the reaction kettle to a certain pressure under the condition of stirring, and reacting at certain temperature; and dissolving the obtained compound crude products in glacial acetic acid, adding a certain amount of anhydride under the condition of stirring, and controlling reaction temperature. After the reaction, reaction liquid is poured into 500mL of cold 10% sodium hydroxide solution and stirred for 1 hours, and the denazacort key intermediate [17alpha, 16alpha-d] methyl oxazoline steroids is obtained after suction filtration. The method achieves safe and clean production of denazacort, is favorable for reducing environment pollution, shortens a production period, reduces production cost for enterprises, improves production safety, and is remarkable in social benefit, environment benefit and economical benefit.

The invention provides a preparation method of a dehydroxymethasone intermediate, which comprises the following steps: by taking 21-hydroxypregna-1, 4, 9 (11), 16-tetraene-3, 20-diketone-21-acetate as a starting material, sequentially carrying out bromine hydroxylation, epoxidation, methylation and hydrolysis reaction, so as to obtain the dehydroxymethasone intermediate 9beta, 11 beta-epoxy-21-hydroxy-16 alpha-methyl progesterone-1, 4-diene-3, 20-diketone. The preparation process route provided by the invention has fewer reaction steps, the quality and yield of the product have obvious competitiveness, dangerous chemical processes are not involved, the method is green and clean, and the atom economy is improved; the preparation process has a wide industrial application prospect.

The invention belongs to the technical field of preparation of steroid hormone drugs, and particularly relates to a method for producing androstane dienedione by fermentation of arthrobacter simplex, which mainly comprises the following steps: optimizing fermentation culture medium components, feeding points and substrates for whole-cell transformation of arthrobacter simplex to obtain an ADD crude product with high conversion rate, and extracting and refining by mixing acetone and water to obtain the androstane dienedione. And an ADD fine product is obtained. The method effectively solves the problems that in the prior art, the conversion efficiency is not high, byproducts are difficult to separate, the process is tedious and not suitable for industrial mass production, and the like, the fermentation feeding concentration is increased to 30-60 g / L, and the conversion rate is increased to 97% or above.