51372-29-3

Basic information

• Product Name: 16a(R),17-(Butylidenebis(oxy))-11b,21-dihydroxypregna-1,4-diene-3,20-dione
• Synonyms: 16a(r),17-(butylidenebis(oxy))-11b,21-dihydroxypregna-1,4-diene-3,20-dione;(r)-budesonide;(22R)-Budesonide;16α,17-[(R)-Butylidenebisoxy]-11β,21-dihydroxypregna-1,4-diene-3,20-dione;(22R)-Budesonide (>90% de);Dexbudesonide;(11β,16α)-;TriaMcinolone-d5
• CAS NO: 51372-29-3
• Molecular Formula: C₂₅H₃₄O₆
• Molecular Weight: 430.53
• EINECS: 257-161-7
• Product Categories: Intermediates & Fine Chemicals;Pharmaceuticals;Steroids
• Mol File: 51372-29-3.mol
• Article Data: 8

Chemical Properties

• Melting Point: 194-199°C
• Boiling Point: 599.7 °C at 760 mmHg
• Flash Point: 201.8 °C
• Appearance: light beige solid
• Density: 1.27 g/cm³
• Storage Temp.: -20°C Freezer
• Solubility: Chloroform (Slightly), Dichloromethane (Slightly), Methanol (Slightly, Heated)
• PKA: 12.87±0.10(Predicted)
• Stability: Hygroscopic
• CAS DataBase Reference: 16a(R),17-(Butylidenebis(oxy))-11b,21-dihydroxypregna-1,4-diene-3,20-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 16a(R),17-(Butylidenebis(oxy))-11b,21-dihydroxypregna-1,4-diene-3,20-dione(51372-29-3)
• EPA Substance Registry System: 16a(R),17-(Butylidenebis(oxy))-11b,21-dihydroxypregna-1,4-diene-3,20-dione(51372-29-3)

Safety Data

• Hazardous Substances Data: 51372-29-3(Hazardous Substances Data)

Usage

Chemical Properties

Light Beige Solid

Uses

Different sources of media describe the Uses of 51372-29-3 differently. You can refer to the following data:
1. Budesonide (B689490) epimer R
2. Labelled Triamcinolone. Triamcinolone is a glucocorticoid. Triamcinolone is used as an antiasthmatic (inhalant); antiallergic (nasal).

InChI:InChI=1/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

Upstream product

• 13951-70-7 desonide 
• 123-72-8 butyraldehyde 
• 638-94-8 desonide 
• 64945-47-7 21-acetoxy-17α-hydroxy-11β-trifluoroacetoxy-1,4-pregnadiene-3,20-dione 
• 52-21-1 prednisolone 21-acetate 
• 91160-89-3 9α-bromo-11β,16α,17α,21-tetrahydroxypregnane-1,4-diene-3,20-dione-21-acetate 
• 77017-20-0 16α,17α,21-trihydroxypregna-1,4,9(11)-triene-3,20-dione-21-acetate 
• 37413-91-5 2-((10S,13S)-10,13-dimethyl-3-oxo-6,7,8,10,12,13,14,15-octahydro-3H-cyclopenta[a]phenanthren-17-yl)-2-oxoethyl acetate 
• 51333-05-2 2-((6aR,6bS,7S,8aS,8bS,11aR,12aS,12bS)-7-hydroxy-6a,8a-dimethyl-4-oxo-10-propyl-2,4,6a,6b,7,8,8a,8b,11a,12,12a,12b-dodecahydro-1H-naphtho[2',1':4,5]indeno[1,2-d][1,3]dioxol-8b-yl)-2-oxoethyl acetate 

Downstream Products

• 51372-28-2 (22S)-Budesonide 
• 51333-05-2 2-((6aR,6bS,7S,8aS,8bS,11aR,12aS,12bS)-7-hydroxy-6a,8a-dimethyl-4-oxo-10-propyl-2,4,6a,6b,7,8,8a,8b,11a,12,12a,12b-dodecahydro-1H-naphtho[2',1':4,5]indeno[1,2-d][1,3]dioxol-8b-yl)-2-oxoethyl acetate 

Relevant articles and documents

Preparation method of budesonide

The invention discloses a preparation method of budesonide, and belongs to the technical field of preparation and processing of medicines. According to the method, prednisolone acetate is used as an initial raw material, and is subjected to five steps of protection, dehydration, dihydroxy, hydrolysis and condensation to prepare the budesonide. According to the preparation method, the reaction process can be effectively shortened by improving the defects of a traditional process, reaction conditions are mild, osmium tetroxide which is high in toxicity and not environmentally friendly is avoided, environmental pollution is reduced, and the method is high in overall conversion rate, easy and convenient to operate, suitable for industrial production and wide in market prospect.

INDUSTRIAL ECOLOGICAL PROCESS OF MANUFACTURING OF BUDESONIDE

Disclosed herein is an improved process for the preparation of Budesonide using Perchloric acid catalyst in water as a major medium.

The preparation method of the budesonide

The invention discloses a preparation method of budesonide. The preparation method comprises the following steps: (1) carrying out n-butyraldehyde aldolization for 16 alpha-hydroxyl prednisolone acetate as shown in formula (1) to obtain a budesonide crude prodct; (2) then hydrolyzing 21-acetates; and (3) collecting the product budesonide from reactant. By adopting the preparation method, the unstable midbody 16 alpha-hydroxyl prednisolone is avoided. The preparation method is easy to operate and control, and the total yield of the budesonide is greatly increased. The reaction formula is shown in the specification.