CAS 51372-29-3

(22R)-Budesonide

Description:

(22R)-Budesonide is a synthetic corticosteroid with anti-inflammatory properties, primarily used in the treatment of asthma and allergic rhinitis. It is characterized by its high affinity for the glucocorticoid receptor, which allows it to effectively modulate immune responses and reduce inflammation. The compound exhibits a unique stereochemistry, specifically the 22R configuration, which contributes to its biological activity and potency. Budesonide is typically administered via inhalation or intranasal routes, allowing for targeted delivery to the respiratory system. Its pharmacokinetics include rapid absorption and extensive first-pass metabolism, resulting in a favorable safety profile with minimal systemic side effects. Additionally, (22R)-Budesonide is known for its relatively low oral bioavailability, which further limits systemic exposure. The substance is often formulated in various dosage forms, including nebulizers and nasal sprays, to enhance patient compliance and therapeutic efficacy. Overall, (22R)-Budesonide is a crucial medication in managing chronic inflammatory conditions, providing relief through its potent anti-inflammatory effects.

Formula: C₂₅H₃₄O₆

InChI: InChI=1S/C25H34O6/c1-4-5-21-30-20-11-17-16-7-6-14-10-15(27)8-9-23(14,2)22(16)18(28)12-24(17,3)25(20,31-21)19(29)13-26/h8-10,16-18,20-22,26,28H,4-7,11-13H2,1-3H3/t16-,17-,18-,20+,21+,22+,23-,24-,25+/m0/s1

InChI key: InChIKey=VOVIALXJUBGFJZ-VXKMTNQYSA-N

SMILES: C(CO)(=O)[C@]12[C@]3(C)[C@@](C[C@]1(O[C@@H](CCC)O2)[H])([C@]4([C@]([C@@H](O)C3)([C@]5(C)C(CC4)=CC(=O)C=C5)[H])[H])[H]

Synonyms:

• (11β,16α)-16,17-[(1R)-Butylidenebis(oxy)]-11,21-dihydroxypregna-1,4-diene-3,20-dione
• (22R)-Budesonide
• 16a(R),17-(Butylidenebis(oxy))-11b,21-dihydroxypregna-1,4-diene-3,20-dione
• 2H-Naphth[2′,1′:4,5]indeno[1,2-d][1,3]dioxole, pregna-1,4-diene-3,20-dione deriv.
• Dexbudesonide
• Pregna-1,4-diene-3,20-dione, 16,17-[(1R)-butylidenebis(oxy)]-11,21-dihydroxy-, (11β,16α)-
• Pregna-1,4-diene-3,20-dione, 16,17-[butylidenebis(oxy)]-11,21-dihydroxy-, [11β,16α(R)]-

Pregna-1,4-diene-3,20-dione,16,17-[(1R)-butylidenebis(oxy)]-11,21-dihydroxy-, (11b,16a)-

CAS: 51372-29-3

Formula: C₂₅H₃₄O₆

Purity: 98%

Color and Shape: Solid

Molecular weight: 430.5339

Ref: IN-DA01CCCG

(22R)-Budesonide

CAS: 51372-29-3

Formula: C₂₅H₃₄O₆

Color and Shape: White To Off-White Solid

Molecular weight: 430.54

Ref: 4Z-B-033

(22R)-Budesonide-d8

CAS: 51372-29-3

Formula: C₂₅H₂₆D₈O₆

Molecular weight: 438.59

Ref: 4Z-B-0369

(22R)-Budesonide

Controlled Product

CAS: 51372-29-3

Stability Hygroscopic
Applications Budesonide (B689490) epimer R. Budesonide 22R epimer is more active than 22S epimer. Used as an antiinflammatory agent.
References Ryrfeldt., A., et a.: J. Steroid Biochem., 10, 317 (1979), Roth, G., et al.: J. Pharm. Sci., 69, 766 (1980), Clissold, S.P., et al.: Drugs, 28, 485 (1984),

Formula: C₂₅H₃₄O₆

Color and Shape: Neat

Molecular weight: 430.53

Ref: TR-B689500

Budesonide (22R)-Isomer

CAS: 51372-29-3

Formula: C₂₅H₃₄O₆

Molecular weight: 430.54

Ref: ST-EA-CP-B19023