5593-20-4 Usage
Description
Betamethasone 17,21-dipropionate is a synthetic corticosteroid that exhibits potent anti-inflammatory and immunosuppressive properties. It is a derivative of betamethasone, with a 17,21-dipropionate group attached, which enhances its anti-inflammatory activity. This medication is used topically to treat various skin conditions and is known for its effectiveness in reducing inflammation, itching, and redness.
Uses
Used in Dermatology:
Betamethasone 17,21-dipropionate is used as an anti-inflammatory and antibacterial ointment for dermatosis. It is effective in treating various skin conditions such as eczema, psoriasis, and contact dermatitis by reducing inflammation, itching, and redness.
Used in Antiviral Applications:
Betamethasone 17,21-dipropionate is also used as an antiviral agent, helping to reduce the severity and duration of viral infections in the skin. It can be used in combination with antiviral medications to enhance their effectiveness and promote faster healing.
Used in Corticosteroid Therapy:
As a corticosteroid, Betamethasone 17,21-dipropionate is used in various medical applications to manage inflammation and immune responses. It is particularly useful in treating conditions such as allergies, asthma, and autoimmune disorders, where the body's immune system is overactive and causing harm to the body's own tissues.
Originator
Betnovate,Glaxo,UK,1961
Manufacturing Process
A solution of 9α-fluoro-11β-hydroxy-16β-methyl-17α,21-(1'-ethyl-1'-
ethoxymethylenedioxy)pregna-1,4-diene-3,20-dione (538 mg) in acetic acid
(20 ml), containing 2 drops of water, was allowed to stand at room
temperature for 5 hours. Dilution of the mixture with water gave a white solid
(457 mg) which, after being filtered off and dried, was recrystallized from
acetone to afford 9α-fluoro-11β,21-dihydroxy-16β-methyl-17α-
propionyloxypregna-1,4-diene-3, 20-dione (361 mg), MP 230°-235°C.
Bethmethasone 17-propionate (812 mg) in pyridine (10 ml) was treated with
propionyl chloride (0.21 ml) at 0°C for 1 hour. Dilution with water and
acidification with dilute hydrochloric acid gave the crude diester.
Recrystallization from acetone-petroleum ether afforded betamethasone
17,21-dipropionate (649 mg), MP 117°C (decomposition).
Therapeutic Function
Glucocorticoid
Biochem/physiol Actions
Betamethasone 17,21-dipropionate is a glucocorticoid with anti-inflammatory and immunosuppressive activity.
Safety Profile
Poison by subcutaneous andintraperitoneal routes. An experimental teratogen. Otherexperimental reproductive effects. When heated todecomposition it emits toxic fumes of F-.
Check Digit Verification of cas no
The CAS Registry Mumber 5593-20-4 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 5,5,9 and 3 respectively; the second part has 2 digits, 2 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 5593-20:
(6*5)+(5*5)+(4*9)+(3*3)+(2*2)+(1*0)=104
104 % 10 = 4
So 5593-20-4 is a valid CAS Registry Number.
InChI:InChI=1/C27H34ClFO7/c1-5-22(33)35-14-21(32)27(36-23(34)13-28)15(2)10-19-18-7-6-16-11-17(30)8-9-24(16,3)26(18,29)20(31)12-25(19,27)4/h8-9,11,15,18-20,31H,5-7,10,12-14H2,1-4H3/t15-,18-,19-,20-,24-,25-,26?,27-/m0/s1
5593-20-4Relevant articles and documents
Preparation method of betamethasone dipropionate
-
Paragraph 0009; 0044-0062, (2021/05/29)
The invention belongs to the technical field of chemical synthesis, and particularly relates to a preparation method of betamethasone dipropionate. According to the method, betamethason-17-propionate is taken as a raw material, propionic anhydride is taken as a raw material, under the condition that 4-dimethylaminopyridine is taken as a catalyst, betamethasone dipropionate is generated through reaction, and high-purity betamethasone dipropionate is obtained through refining by adopting absolute ethyl alcohol, dichloromethane and normal hexane. The preparation process is simple, the reaction temperature is moderate, and ultralow-temperature or high-temperature reaction is avoided; the solvent or reagent used in the preparation is cheap and easy to obtain, convenient to charge and easy to transport and store; the method has the advantages of small dosage of reaction catalyst, high yield, less generated waste liquid, environmental friendliness and suitability for commercial production.
Pharmaceutical composition
-
, (2008/06/13)
A pharmaceutical composition for dermal use, wherein the composition has a first pharmacologically active component A consisting of at least one vitamin D or vitamin D analogue, and a second pharmacologically active component B consisting of at least one corticosteroid, wherein the difference between the maximum stability pH of said first component A and the maximum stability pH of said second component B is at least 1. The composition can also have at least one solvent component C, where component C is compounds of the general formula R3(OCH2C(R1)H)xOR2(I), wherein x is in the range of 2-60, R1in each of the x units independently is H or CH3, R2is straight chain or branched C1-20alkyl or benzoyl, and R3is H or phenylcarbonyloxy; di-(straight or branched)-C4-10alkyl esters of C4-C8dicarboxylic acids; straight or branched C12-18-alkyl benzoates; straight or branched C2-4-alkyl esters of straight or branched C10-18-alkanoic or -alkenoic acids; propylenglycol diesters with C8-14-alkanoic acids; and branched primary C18-24alkanols.