2326-26-3

Basic information

• Product Name: 6alpha,9-difluoro-11beta,21-dihydroxypregna-1,4,16-triene-3,20-dione 21-acetate
• Synonyms: 6alpha,9-difluoro-11beta,21-dihydroxypregna-1,4,16-triene-3,20-dione 21-acetate;6,9-Difluoro-11,21-dihydroxypregna-1,4,16-triene-3,20-dione 21-acetate;6,9-Difluoropregna-1,4,16-triene-11,21-diol-3,20-dione 21-acetate;21-Acetyloxy-6α,9-difluoro-11β-hydroxypregna-1,4,16-triene-3,20-dione;Einecs 219-040-7;6α,9-Difluoro-11β,21-dihydroxy-pregna-1,4,16-triene-3,20-dione
• CAS NO: 2326-26-3
• Molecular Formula: C₂₃H₂₆F₂O₅
• Molecular Weight: 420.4463464
• EINECS: 219-040-7
• Product Categories: Pharmaceuticals, Intermediates & Fine Chemicals, Steroids
• Mol File: 2326-26-3.mol
• Article Data: 13

Chemical Properties

• Melting Point: 209-210 °C
• Boiling Point: 551.8°Cat760mmHg
• Flash Point: 287.5°C
• Appearance: /
• Density: 1.32g/cm³
• Vapor Pressure: 1.77E-14mmHg at 25°C
• Refractive Index: 1.563
• PKA: 12.81±0.70(Predicted)
• CAS DataBase Reference: 6alpha,9-difluoro-11beta,21-dihydroxypregna-1,4,16-triene-3,20-dione 21-acetate(CAS DataBase Reference)
• NIST Chemistry Reference: 6alpha,9-difluoro-11beta,21-dihydroxypregna-1,4,16-triene-3,20-dione 21-acetate(2326-26-3)
• EPA Substance Registry System: 6alpha,9-difluoro-11beta,21-dihydroxypregna-1,4,16-triene-3,20-dione 21-acetate(2326-26-3)

Safety Data

• Hazardous Substances Data: 2326-26-3(Hazardous Substances Data)

Usage

Chemical Properties

6alpha,9-difluoro-11beta,21-dihydroxypregna-1,4,16-triene-3,20-dione 21-acetate is Yellow Solid

Uses

6alpha,9-difluoro-11beta,21-dihydroxypregna-1,4,16-triene-3,20-dione 21-acetate is used in the preparation of anti-inflammatory and antiallergic agents. A glucocorticoid.

InChI:InChI=1/C23H26F2O5/c1-12(26)30-11-19(28)15-5-4-14-16-9-18(24)17-8-13(27)6-7-22(17,3)23(16,25)20(29)10-21(14,15)2/h5-8,14,16,18,20,29H,4,9-11H2,1-3H3/t14-,16-,18-,20-,21-,22-,23-/m0/s1

Upstream product

• 72498-89-6 17α, 21-diacetyloxy-9β,11β-epoxy-6α-fluoro-1,4-diene-3,20-dione 
• 3802-45-7 21-acetyloxy-9β,11β-epoxy-6α-fluoro-17α-hydroxy-1,4-diene-3,20-dione 
• 38680-83-0 21-acetyloxy-9β,11β-epoxy-17α-hydroxy-1,4-diene-3,20-dione 
• 4380-55-6 pregna-1,4,9(11)-triene-17α,21-diol-3,20-dione 21-acetate 
• 7753-60-8 anecortave 

Downstream Products

• 4306-83-6 21-acetyloxy-11β,16α,17α-trihydroxy-6α,9α-difluoro-1,4-diene-3,20-dione 
• 356-12-7 fluocinonide 
• 67-73-2 fluocinolone Acetonide 
• 1323943-19-6 (4aS,4bR,5S,6aS,6bS,9aR,10aS,10bS,12S)-8-benzyl-4b,12-difluoro-5-hydroxy-4a,6a-dimethyl-2-oxo-2,4b,5,6,6a,7,8,9,9a,10,10a,10b,11,12-tetradecahydro-4aH-8-aza-pentaleno[2,1-a]-phenanthrene-6b-carboxylic acid benzylamide 
• 1323943-24-3 (4aS,4bR,5S,6aS,6bS,9aR,10aS,10bS,12S)-8-benzyl-4b,12-difluoro-5-hydroxy-4a,6a-dimethyl-2-oxo-2,4b,5,6,6a,7,8,9,9a,10,10a,10b,11,12-tetradecahydro-4aH-8-aza-pentaleno[2,1-a]-phenanthrene-6b-carboxylic acid dimethylamide 
• 1323942-39-7 (4aS,4bR,5S,6aS,6bS,9aR,10aS,10bS,12S)-8-(3-chloro-benzyl)-4b,12-difluoro-5-hydroxy-4a,6a-dimethyl-2-oxo-2,4b,5,6,6a,7,8,9,9a,10,10a,10b,11,12-tetradecahydro-4aH-8-azapentaleno[2,1-a]phenanthrene-6b-carboxylic acid 
• 1323941-12-3 (4aS,4bR,5S,6aS,6bS,9aR,8R,10aS,10bS,12S)-8-(4-Chloro-benzyl)-4b,12-difluoro-5-hydroxy-6b-(2-hydroxy-acetyl)-4a,6a-dimethyl-4b,5,6,6a,6b,7,8,9,9a,10,10a,10b,11,12-tetradecahydro-4aH-8-azapentaleno[2,1-a]phenanthrene-2-one 
• 1323942-09-1 (4aS,4bR,5S,6aS,6bS,9aR,10aS,10bS,12S)-8-benzoyl-4b,12-difluoro-5-hydroxy-6b-(2-hydroxy-acetyl)-4a,6a-dimethyl-4b,5,6,6a,6b,7,8,9,9a,10,10a,10b,11,12-tetradecahydro-4aH-8-azapentaleno[2,1-a]phenanthren-2-one 
• 1323942-29-5 (4aS,4bR,5S,6aS,6bS,9aR,10aS,10bS,12S)-4b,12-difluoro-5-hydroxy-6b-(2-hydroxy-acetyl)-4a,6a-dimethyl-2-oxo-2,4b,5,6,6a,6b,7,9,9a,10,10a,10b,11,12-tetradecahydro-4aH-8-azapentaleno[2,1-a]phenanthrene-8-carboxylic acid benzyl ester 
• 1323942-08-0 acetic acid 2-((4aS,4bR,5S,6aS,6bS,9aR,10aS,10bS,12S)-8-benzoyl-4b,12-difluoro-5-hydroxy-4a,6a-dimethyl-2-oxo-2,4b,5,6,6a,7,8,9,9a,10,10a,10b,11,12-tetradecahydro-4aH-8-aza-pentaleno[2,1-a]phenanthrene-6b-yl)-2-oxo-ethyl ester 
• 1323942-28-4 (4aS,4bR,5S,6aS,6bS,9aR,10aS,10bS,12S)-6b-(2-acetoxy-acetyl)-4b,12-difluoro-5-hydroxy-4a,6a-dimethyl-2-oxo-2,4b,5,6,6a,6b,7,9,9a,10,10a,10b,11,12-tetradecahydro-4aH-8-azapentaleno[2,1-a]phenanthrene-8-carboxylic acid benzyl ester 
• 1323941-96-3 acetic acid 2-[(4aS,4bR,5S,6aS,6bS,9aR,10aS,12S)-4b,12-difluoro-5-hydroxy-4a,6a-dimethyl-2-oxo-8-(4-(4-hydroxy-phenylsulfanylmethyl)-benzyl)-2,4b,5,6,6a,7,8,9,9a,10,10a,10b,11,12- tetradecahydro-4aH-8-aza-pentaleno[2,1-a]phenanthrene-6b-yl]-2-oxo-ethyl ester 
• 1421745-63-2 acetic acid 2-[(4aS,4bR,5S,6aS,6bS,9aR,10aS,10bS,12S)-4b,12-difluoro-5-hydroxy-4a,6a-dimethyl-8-(4-methyl-benzyl)-2-oxo-2,4b,5,6,6a,7,8,9,9a,10,10a,10b,11,12-tetradecahydro-4aH-8-aza-pentaleno[2,1-a]phenanthrene-6b-yl]-2-oxo-ethyl ester 
• 1421745-77-8 (4aS,4bR,5S,6aS,6bS,9aR,10aS,10bS,12S)-8-(4-chloro-phenyl)-4b,12-difluoro-5-hydroxy-6b-(2-hydroxy-acetyl)-4a,6a-dimethyl-4b,5,6,6a,6b,7,8,9,9a,10,10a,10b,11,12-tetradecahydro-4aH-8-aza-pentaleno[2,1-a]phenanthren-2-one 

Relevant articles and documents

ANTI-HUMAN VISTA ANTIBODIES AND USE THEREOF

The invention provides anti-VISTA antibody drug conjugates which may be used for targeted delivery of anti-inflammatory agents such as steroids to immune cells, e.g., myeloid cells. The invention also provides methods of using anti-VISTA antibody drug conjugates in the treatment of inflammatory and/or autoimmune conditions and/or for alleviating the toxicity of anti-inflammatory agents such as steroids.

Novel Pyrrolidine Derivatives of Budesonide as Long Acting Inhaled Corticosteroids for the Treatment of Pulmonary Inflammatory Diseases

Inhaled corticosteroids (ICSs) represent the first line therapy for the treatment of asthma and are also extensively utilized in chronic obstructive pulmonary disease. Our goal was to develop a new ICS with a basic group, which can allow solid state feature modulation, achieving at the same time high local anti-inflammatory effect and low systemic exposure. Through a rational drug design approach, a new series of pyrrolidine derivatives of budesonide was identified. Within the series, several compounds showed nanomolar binding affinity (Ki) with GR that mostly correlated with the effect in inducing GR nuclear translocation in CHO cells and anti-inflammatory effects in macrophagic cell lines. Binding and functional cell-based assays allowed identifying compound 17 as a potent ICS agonist with a PK profile showing an adequate lung retention and low systemic exposure in vivo. Finally, compound 17 proved to be more potent than budesonide in a rat model of acute pulmonary inflammation.

PYRROLIDINE DERIVATIVES

Novel anti-inflammatory and antiallergic compounds of the glucocorticosteroid series according to formulae (I) and (I′) are effective for the prevention and/or treatment of diseases in which the number, activity, and movement of inflammatory cells is implicated.