22298-29-9 Usage
Description
BETAMETHASONE BENZOATE (200 MG) is a glucocorticoid analog of Betamethasone, characterized by its potent anti-inflammatory properties. It is derived from hydrocortisone and is widely utilized in the medical field for its immunosuppressive and antipruritic effects. The hydroxy and carboxy groups in its molecular structure enable interactions with various biological targets, making it a versatile compound for pharmaceutical applications.
Uses
Used in Pharmaceutical Industry:
BETAMETHASONE BENZOATE (200 MG) is used as an anti-inflammatory agent for treating a variety of conditions, including allergic reactions, rheumatic diseases, and various skin disorders. Its potent anti-inflammatory action helps alleviate symptoms such as swelling, redness, and itching associated with these conditions.
Used in Dermatology:
In the field of dermatology, BETAMETHASONE BENZOATE (200 MG) is used as a topical medication for the treatment of various skin conditions, such as eczema, psoriasis, and contact dermatitis. Its anti-inflammatory and immunosuppressive properties help reduce inflammation and suppress the immune response, leading to improved skin health and reduced symptoms.
Used in Ophthalmology:
BETAMETHASONE BENZOATE (200 MG) is also used in ophthalmology as a potent anti-inflammatory agent for the treatment of eye conditions, such as uveitis, iritis, and allergic conjunctivitis. Its ability to reduce inflammation and suppress the immune response in the eye helps alleviate symptoms and promote healing.
Used in Otolaryngology:
In the field of otolaryngology, BETAMETHASONE BENZOATE (200 MG) is used as a nasal spray for the treatment of seasonal and perennial allergic rhinitis. Its anti-inflammatory and immunosuppressive properties help reduce nasal congestion, itching, and sneezing, providing relief from allergic symptoms.
Brand Name:
Uticort (Parke-Davis) is a brand name under which BETAMETHASONE BENZOATE (200 MG) is marketed, specifically in combination with another anti-inflammatory drug, making it a popular choice for patients requiring relief from various inflammatory conditions.
Originator
Benisone,Warner Lambert,US,1973
Manufacturing Process
A mixture of 50 g of betamethasone, 50 cc of dimethylformamide, 50 cc of
methyl orthobenzoate and 1.5 g of p-toluenesulfonic acid is heated for 24
hours on oil bath at 105°C while a slow stream of nitrogen is passed through
the mixture and the methanol produced as a byproduct of the reaction is
distilled off. After addition of 2 cc of pyridine to neutralize the acid catalyst the
solvent and the excess of methyl orthobenzoate are almost completely
eliminated under vacuum at moderate temperature. The residue is
chromatographed on a column of 1,500 g of neutral aluminum oxide. By
elution with ether-petroleum ether 30 g of a crystalline mixture are obtained
consisting of the epimeric mixture of 17α,21-methyl orthobenzoates. This
mixture is dissolved without further purification, in 600 cc of methanol and
240 cc of methanol and 240 cc of aqueous 2N oxalic acid are added to the
solution. The reaction mixture is heated at 40°-50°C on water bath, then
concentrated under vacuum, The residue, crystallized from acetone-ether,
gives betamethasone 17-benzoate, MP 225°-231°C.
Therapeutic Function
Glucocorticoid
Safety Profile
Poison by subcutaneous route.An experimental teratogen. Other experimentalreproductive effects. When heated to decomposition itemits toxic fumes of F-.
Check Digit Verification of cas no
The CAS Registry Mumber 22298-29-9 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,2,2,9 and 8 respectively; the second part has 2 digits, 2 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 22298-29:
(7*2)+(6*2)+(5*2)+(4*9)+(3*8)+(2*2)+(1*9)=109
109 % 10 = 9
So 22298-29-9 is a valid CAS Registry Number.
InChI:InChI=1/C29H33FO6/c1-17-13-22-21-10-9-19-14-20(32)11-12-26(19,2)28(21,30)23(33)15-27(22,3)29(17,24(34)16-31)36-25(35)18-7-5-4-6-8-18/h4-8,11-12,14,17,21-23,31,33H,9-10,13,15-16H2,1-3H3/t17-,21-,22-,23-,26-,27-,28-,29-/m0/s1
22298-29-9Relevant articles and documents
Synthesis and antiinflammatory activity of betamethasone 17-benzoate.
Ercoli,Falconi,Gardi,Vitali
, p. 783 - 784 (1972)
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Novel process for the preparation of steroidal esters
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, (2008/06/13)
A process for the preparation of corticosteriod esters of the formula STR1 in which ---- signifies that a double bond can be present; X is hydrogen, chlorine or fluorine; R1 is hydrogen, fluorine, chlorine or methyl, which may be either α or β; R2 is halogen, oxo or hydroxyl; or R3 is hydrogen, α-methyl or β-methyl; or R2 and X jointly form an epoxide group; R4 is an acyl group of the formula RCO, in which R is one of the following (i) an alkyl group containing 1 to 16 carbon atoms, whether straight-chained, branched or cyclic; (ii) an aralkyl group of 7 to 8 carbon atoms; (iii) a phenyl group; R5 is hydroxyl or R6 ; where R6 is hydrogen, one or two halogen atom substituents or OR7, where R7 is an acyl group of the formula R'CO in which R', which can be identical or different to R in the same molecule, is one of the following: (i) an alkyl group of 1 to 16 carbon atoms, whether straight-chained, branched or cyclic; (ii) an aralkyl group of 7 to 8 carbon atoms; or (iii) a phenyl group. which comprises esterifying a compound of the formula STR2 wherein X, R1, R3 and R5 are as defined above, and R8 is trihaloacetate, halogen or oxo, or jointly forms an epoxide group with X; at the 17-position only, or at the 17- and 21-positions when R5 in formula III is hydroxyl, the said esterification being carried out with the anhydride of the acid containing the group desired.
