- Preparation of high specific activity tritium labeled 6α,9,-difluoro- 11 β,21-dihydroxy- 16α,17-[(1-methylethylidene)bis(oxy)]pregna- 1,4-diene-3,20-one, fluocinolone acetonide
-
Fluocinolone acetonide was tritiated by selective reduction of the 1,2-double bond of the O-protected analog under tritium, followed by re-establishment of the 1,2-double bond and deprotection. Protection of both hydroxyl functionalities was required. The product was obtained with specific activity 36.8Ci/mmol. Copyright
- Zhong,Lewin, Anita H.
-
-
Read Online
- Synthesis method and application of 9-fluorosteroid compound
-
The invention provides a synthesis method and application of a 9-fluorosteroid compound, and relates to the technical field of chemical synthesis. The synthesis method of the 9-fluorosteroid compoundcomprises the following step: reacting a compound II in an ionic liquid containing hydrogen fluoride salt to obtain a 9-fluorosteroid compound III. According to the synthesis method of the 9-fluorosteroid compound, the ionic liquid containing the hydrogen fluoride salt is used as a fluorinating agent to replace a traditional hydrogen fluoride aqueous solution, volatilization of hydrogen fluoride gas is avoided, corrosivity is small, toxicity is greatly reduced, reaction conditions are mild, reaction can be completed at the room temperature, operability is high, the safety coefficient is high,and production applicability is improved. The synthesis method of the 9-fluorosteroid compound is used for preparing corticosteroid drugs, highly toxic chemical reagents are not used in the synthesisroute, the operability is high, the safety coefficient is high, and the production applicability is improved.
- -
-
Paragraph 0089-0096
(2021/01/15)
-
- Synthetic method for preparing 16,17 ketal
-
The invention relates to a synthetic method for preparing 16,17 ketal, particularly to applications of methanesulfonic acid and microwaves in the synthetic method, wherein the reaction speed and the content can be improved.
- -
-
Paragraph 0035-0039
(2020/04/06)
-
- Preparation method of fluocinonide
-
The invention relates to a preparation method of fluocinonide, in particular to preparation of fluocinonide. The preparation method of the fluocinonide comprises the following steps: taking chloride as an initiator; and successively carrying out 9,11-epoxy, 1,2-dehydrogenation, 17-dehydration, 6-fluorination, 9,11-ring-opening, 16,17-position double-bond dihydroxy oxidation, 21-position esterification and 16,17-position condensation to obtain the fluocinonide. The novel process has high industrial value, side effects can be controlled effectively, and reaction yield and quality are improved; high-risk reaction is not involved in technological design, and industrialization is easy to implement; and high-pollution reaction does not exist, and environmental protection treatment pressure is relieved.
- -
-
-
- NOVEL PROCESS FOR PREPARATION OF CORTICOSTEROIDS
-
The present invention discloses a process for the preparation of pregnadiene derivatives having formula I, their stereoisomer and intermediate thereof. Formula I wherein each substituent is independently, R1 and R2 is hydrogen or C1 –C8straight, branched alkyl chain, saturated or unsaturated cycloalkyl; R3 is hydrogen or wherein R5 represents C1-C8 straight, branched alkyl chain or cycloalkyl; R4 is hydrogen or halogen; R6 is hydrogen or halogen;
- -
-
-
- Improved synthesis of fluocinolone acetonide and process research of 6α,9α-fluorination
-
An efficient and improved synthetic route of fluocinolone acetonide with combination of bio-fermentation was developed from 21-acetyloxy-17α-hydroxy-4,9(11)-diene-3,20-dione (1a). Process of the 6α and 9α fluorination steps was studied, and it was observe
- Tang, Jie,Zeng, Chunling,Xie, Longyong,Wang, Jinghua,Tian, Mi,Guo, Cancheng
-
p. 110 - 112
(2018/01/26)
-
- Challenges and difficulties in synthesis of tritium labeled fluocinolone acetonide
-
Tritium labeled fluocinolone acetonide was synthesized through five-step procedure. Many challenges and difficulties were encountered in the synthesis, especially in the regeneration of 1,2 double bond from reaction of oxidative de-hydrogenation of tritium labeled 4-ene analog. Selenium oxide oxidative de-hydrogenation of 11,21-dihydroxy un-protected 4-ene fluocinolone acetonide analog gave a complex product mixture. The reaction gave a clean unlabeled intermediate after protection of 21-hydroxy group by acetylation, but the same procedure failed to give desired tritium labeled intermediate due to fast tritium-hydrogen exchange reaction. The de-hydrogenation proceeded well with DDQ in refluxing benzene for unlabeled intermediate, but no reaction at all for the tritium labeled one. Benzeneseleninic anhydride/toluene refluxed with tritium labeled 4-ene analog was found to be the best de-hydrogenation reaction conditions after exploring suitable conditions. Detailed examination of the de-hydrogenation product, 1,4-diene analog by radio-HPLC, HPLC-MS, proton and tritium NMR found that not only had the de-hydrogenation taken place, but also 11-hydroxy group was oxidized to ketone at the same time. This problem was resolved by acetylation protection of both 11,21-dihydoxy groups. De-protection of tritium labeled 11,21-diacetyl 1,4-diene intermediate in K2CO 3/CH3OH/H2O gave expected final product, [1,2-3H]fluocinolone acetonide with a specific activity of 36.8 Ci/mmol (radiochemical purity: 97%) after purification. Copyright
- Zhong, Desong,Lewin, Anita H.
-
scheme or table
p. 260 - 265
(2011/05/06)
-
- Method for reducing or preventing transplant rejection in the eye and intraocular implants for use therefor
-
Methods for reducing or preventing transplant rejection in the eye of an individual are described, comprising: a) performing an ocular transplant procedure; and b) implanting in the eye a bioerodible drug delivery system comprising an immunosuppressive agent and a bioerodible polymer.
- -
-
-
- Composition for the topical treatment of poison ivy and other forms of contact dermatitis
-
Composition for topical administration comprising (a) a corticosteroid, and (b) a drying agent.
- -
-
-
- An Extremely Powerful Acylation Reaction of Alcohols with Acid Anhydrides Catalyzed by Trimethylsilyl Trifluoromethanesulfonate
-
Trimethylsilyl trifluoromethanesulfonate is an excellent catalyst for the acylation of alcohols with acid anhydrides. Highly functionalized primary, secondary, tertiary, and allylic alcohols, and phenols, were acylated cleanly and efficiently and in a fraction of the time used under the standard DMAP conditions.
- Procopiou, Panayiotis A.,Baugh, Simon P.D.,Flack, Stephen S.,Inglis, Graham G.A.
-
p. 2342 - 2347
(2007/10/03)
-
- Water-soluble steroid compounds
-
Beta-cyclodextrin forms a water-soluble complex or inclusion compound with steroid compounds having a molecular structure smaller than the interior cavity in the doughnut-shaped molecular structure of beta-cyclodextrin. The resulting inclusion compounds can be used for a variety of applications including aqueous topical ophthalmic preparations and topical dermatological ointments.
- -
-
-
- Pharmaceutical composition
-
This invention relates to a topical, anti-inflammatory, pharmaceutical composition which comprises (a) a pharmaceutically acceptable solvent, e.g. propylene glycol and water, and (b) at least two corticosteroids chosen from those represented by formulas A through K defined hereinafter, each corticosteroid dissolved in said solvent at a concentration equal to the saturation solubility for each steroid. Other suitable pharmaceutical formulation additives may be added to prepare the desired type of formulation, e.g. cream, ointment, lotion, or gel. The invention includes a process for preparing the compositions and a method for treating inflamed skin conditions using the novel compositions.
- -
-
-