ChemicalBook > CAS DataBase List > Difluprednate

Difluprednate

Product Name
Difluprednate
CAS No.
23674-86-4
Chemical Name
Difluprednate
Synonyms
DFBA;DUREZOL;w6309;myser;CM 9155;Epitopic;Difluprenate;DIFLUPREDNATE;Difluprednate-d5;Difluprednate-d3
CBNumber
CB7458293
Molecular Formula
C27H34F2O7
Formula Weight
508.55
MOL File
23674-86-4.mol
More
Less

Difluprednate Property

Melting point:
191-194°
alpha 
D22 +31.7° (c = 0.5 in dioxane)
Boiling point:
600.3±55.0 °C(Predicted)
Density 
1.1869 (estimate)
storage temp. 
2-8°C
solubility 
Dioxane (Slightly), Methanol (Slightly)
form 
Solid
pka
12.56±0.70(Predicted)
color 
White
More
Less

Safety

WGK Germany 
2
RTECS 
TU3831500
HS Code 
2937.29.9095
Toxicity
mouse,LD50,intraperitoneal,146mg/kg (146mg/kg),BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)BEHAVIORAL: FOOD INTAKE (ANIMAL),Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 15, Pg. 1066, 1984.
More
Less

Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H361Suspected of damaging fertility or the unborn child

Precautionary statements

P201Obtain special instructions before use.

P202Do not handle until all safety precautions have been read and understood.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P308+P313IF exposed or concerned: Get medical advice/attention.

P405Store locked up.

P501Dispose of contents/container to..…

More
Less

N-Bromosuccinimide Price

Sigma-Aldrich
Product number
D6288
Product name
6α,9α-Difluoroprednisolone 21-acetate 17-butyrate
Purity
≥98%
Packaging
50mg
Price
$165
Updated
2024/03/01
TCI Chemical
Product number
D5579
Product name
Difluprednate
Packaging
50MG
Price
$113
Updated
2024/03/01
TCI Chemical
Product number
D5579
Product name
Difluprednate
Packaging
250MG
Price
$427
Updated
2024/03/01
Cayman Chemical
Product number
23776
Product name
Difluprednate
Purity
≥98%
Packaging
10mg
Price
$34
Updated
2024/03/01
Cayman Chemical
Product number
23776
Product name
Difluprednate
Purity
≥98%
Packaging
25mg
Price
$71
Updated
2024/03/01
More
Less

Difluprednate Chemical Properties,Usage,Production

Description

Difluprednate is a synthetic glucocorticoid that potently activates the glucocorticoid receptor (Ki = 78 pM). In vivo, ocular administration of difluprednate (0.05% w/v) increases intraocular pressure in sheep. Formulations containing difluprednate have been used to treat diabetic macular edema and inflammation following cataract surgery.

Chemical Properties

White Solid

Originator

Epitopic,Clin Midy,France,1978

Uses

Difluprednate-d3 is the isotope labeled form of Difluprednate (D445925), a corticosteroid (derivative of prednisolone), approved for the treatment of post-operative ocular inflammation.

Definition

ChEBI: Difluprednate is a corticosteroid hormone and a butyrate ester.

Manufacturing Process

Orthoesterification: A mixture of 1 g of 6α,9α-difluoroprednisolone, 10 mg of p-toluenesulfonic acid, 5 cc of dimethylformamide and 3 cc of methyl orthobutyrate is heated for 15 hours on an oil bath at 105°C while a slow stream of nitrogen is passed through the mixture so that the methanol produced as a by-product of the reaction, is distilled off. After addition of several drops of pyridine to neutralize the acid catalyst, the reaction mixture is evaporated under vacuum and there is obtained a solid residue which is taken up with methanol, and filtered. The product is recrystallized from a methylene chloride-methanol mixture to yield 682 mg of 6α,9αdifluoroprednisolone 17α,21-methylorthobutyrate, also identified as 17α,21- (1'-methoxy)-n-butylidenedioxy-6α,9α-difluoro-δ1,4-pregnadiene-11β-ol-3,20- dione, MP 194°C-198°C.
Upon chromatography of the mother liquor on a column of alumina another 338 mg of a crystalline mixture of the epimeric orthobutyrates are isolated.
Hydrolysis: A suspension of 1 g of the 6α,9α-difluoroprednisolone 17α,21- methylorthobutyrate in 10 cc of methanol is treated with 2 cc of a 2 N aqueous solution of oxalic acid and heated on a water bath at 40°-50°C for about 5-10 minutes and, afterwards, the mixture is concentrated under vacuum. The residue is then shaken with water, the insoluble product is filtered off and then dried. The solid material is recrystallized from acetoneether and 6α,9α-difluoroprednisolone 17-butyrate is obtained, MP 193°-196°C
Esterification: A solution of 500 mg of 6α,9α-difluoroprednisolone-17-butyrate in 2.5 cc of pyridine is treated with 1.25 cc of acetic anhydride and the reaction mixture permitted to stand overnight at 0°C. The reaction mixture is then poured into ice water and the crystalline precipitate formed is filtered off and recrystallized from a methylene chloride-ether-petroleum ether mixture to yield 494 mg of 6α,9α-difluoroprednisolone 17-butyrate, 21-acetate; MP 191°- 194°C.

Therapeutic Function

Antiinflammatory

General Description

Difluprednate, 21-(acetyloxy)-6α,9-difluoro-11β-hydroxy-17-(1-oxobutoxy)pregna-1,4-diene-3,20-dione is being developed (phase III) as a topical ophthalmicemulsion to treat inflammatory eye diseases.

Difluprednate Preparation Products And Raw materials

Raw materials

Preparation Products

More
Less

Difluprednate Suppliers

TCI Europe
Tel
320-37350700
Fax
+32 (0)37350701
Email
sales@tcieurope.eu
Country
Europe
ProdList
23671
Advantage
75
kemikalieimport
Tel
--
Fax
--
Email
Sales@kemikalieimport.dk
Country
Europe
ProdList
6685
Advantage
47
More
Less

View Lastest Price from Difluprednate manufacturers

WUHAN FORTUNA CHEMICAL CO., LTD
Product
Difluprednate 23674-86-4
Price
US $0.00/G
Min. Order
100G
Purity
98%min
Supply Ability
30KG/month
Release date
2023-01-16
BEIJING SJAR TECHNOLOGY DEVELOPMENT CO., LTD.
Product
Difluprednate 23674-86-4
Price
US $0.00/g
Min. Order
1g
Purity
More Than 99%
Supply Ability
100kg/Month
Release date
2024-09-06
Shaanxi Dideu Medichem Co. Ltd
Product
Difluprednate 23674-86-4
Price
US $1.10/g
Min. Order
1g
Purity
99.0% min
Supply Ability
100 tons min
Release date
2021-05-25

23674-86-4, DifluprednateRelated Search:


  • 4-diene-3,20-dione,6-alpha,9-difluoro-11-beta,17,21-trihydroxy-pregna-21-a
  • 6-alpha,9-alpha-difluoroprednisolone17-butyrate21-acetate
  • cetate,17-butyrate
  • myser
  • w6309
  • 6a,9a-difluoroprednisolone 21-acetate 17-butyrate
  • 6ALPHA,9ALPHA-DIFLUOROPREDNISOLONE 21-ACETATE 17-BUTYRATE
  • DIFLUPREDNATE
  • 6α,9-Difluoro-11β,17,21-trihydroxypregna-1,4-diene-3,20-dione 21-acetate 17-butyrate
  • 6α,9-Difluoroprednisolone 21-acetate 17-butyrate
  • Difluprednate-d5
  • DUREZOL
  • Difluoroprednisolone butyrate acetate
  • 6α,9α-Difluoroprednisolone 21-acetate 17-butyrate
  • Butyric acid, 17-ester with 6α,9-difluoro-11β,17,21-trihydroxypregna-1,4-diene-3,20-dione 21-acetate (8CI)
  • CM 9155
  • Epitopic
  • Pregna-1,4-diene-3,20-dione, 21-(acetyloxy)-6,9-difluoro-11-hydroxy-17-(1-oxobutoxy)-, (6α,11β)-
  • Pregna-1,4-diene-3,20-dione, 6α,9-difluoro-11β,17,21-trihydroxy-, 21-acetate 17-butyrate (8CI)
  • 6a,9-Difluoro-11b,17,21-trihydroxypregna-1,4-diene-3,20-dione 21-acetate 17-butyrate
  • 21-Acetyloxy-6α,9-difluoro-11β-hydroxy-17-(1-oxobutoxy)pregna-1,4-diene-3,20-dione
  • DFBA
  • (6α,11β)-21-(Acetyloxy)-6,9-difluoro-11-hydroxy-17-(1-oxobutoxy)-pregna-1,4-diene-3,20-dione
  • 6a,9-Difluoro-11β,17,21-trihydroxypregna-1,4-diene-3,20-dione 21-Acetate 17-Butyrate
  • Pregna-1,4-diene-3,20-dione,21-(acetyloxy)-6,9-difluoro-11-hydroxy-17-(1-oxobutoxy)-, (6a,11b)-
  • Difluprednate-d3
  • (6α,11β)-21-(Acetyloxy)-6,9-difluoro-11-hydroxy-17-(1-oxobutoxy)pregna-1,4-diene-3,20-dion
  • Difluprednate Solution, 100μg/mL
  • Difluprednate USP/EP/BP
  • Difluprednate(DFBA)
  • (6α,11β)-21-(Acetyloxy)-6,9-difluoro-11-hydroxy-17-(1-oxobutoxy)-pregna-1,4-diene-3,20-dione
  • DifluprednateQ: What is Difluprednate Q: What is the CAS Number of Difluprednate Q: What is the storage condition of Difluprednate Q: What are the applications of Difluprednate
  • [(6S,8S,9R,10S,11S,13S,14S,17R)-17-(2-acetyloxyacetyl)-6,9-difluoro-11-hydroxy-10,13-dimethyl-3-oxo-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-17-yl] butanoate
  • Difluprenate
  • cetate,Chemicalbook17-butyrate
  • 6α,9α-Difluorprednisolon-17-butyrat-21-acetat
  • Myser|||Epitopic|||CM 9155
  • (6S,8S,9R,10S,11S,13S,14S,17R)-17-(2-Acetoxyacetyl)-6,9-difluoro-11-hydroxy-10,13-dimethyl-3-oxo-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-3H-cyclopenta[a]phenanthren-17-yl butyrate
  • 23674-86-4
  • 23674-68-4
  • C27H34F2O7
  • Inhibitors
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
  • Steroids
  • 23674-86-4