(11beta)-9-Fluoro-11,17-dihydroxy-3,20-dioxopregna-1,4-dien-21-yl acetate | CAS No. 338-98-7

(11beta)-9-Fluoro-11,17-dihydroxy-3,20-dioxopregna-1,4-dien-21-yl acetate

Basic Information

CAS Number

338-98-7

Molecular Formula

C23H29FO6

Molecular Weight

420.48 g/mol

AD

Basic Physical Properties

Melting Point

244-246° (dec)

Specific Rotation

D23 +108° (c = 0.735 in dioxane)

CC(=O)OCC(=O)C1(CCC2C1(CC(C3(C2CCC4=CC(=O)C=CC43C)F)O)C)O

InChI

InChI=1S/C23H29FO6/c1-13(25)30-12-19(28)22(29)9-7-16-17-5-4-14-10-15(26)6-8-20(14,2)23(17,24)18(27)11-21(16,22)3/h6,8,10,16-18,27,29H,4-5,7,9,11-12H2,1-3H3/t16-,17-,18-,20-,21-,22-,23-/m0/s1

InChIKey

ZOCUOMKMBMEYQV-GSLJADNHSA-N

LogP

2.220500000000001

Topological Polar Surface Area

100.9 Ų

Hydrogen Bond Donor/Acceptor

2 / 6

Complexity

879

Synonyms & References

English

  • Tox21_110437_1
  • NCGC00179685-03
  • NSC37977
  • CCG-220006
  • NSC 37977
  • Prednisolone, 9-fluoro-, 21-acetate
  • Tox21_110437
  • 9.alpha.-Fluoroprednisolone acetate
  • DTXCID1025306
  • CHEMBL1608183
  • Predef (Veterinary)
  • AB00513794
  • HMS1568A13
  • Isoflupredone acetate [USAN:USP]
  • Biorinil
  • 9-Fluorprednisolone acetate
  • isoflupredone-acetate
  • ISOFLUPREDONE ACETATE (USP-RS)
  • ISOFLUPREDONE ACETATE [WHO-DD]
  • BPBio1_000013
  • Prednisolone, 21-acetate
  • 21-Acetoxy-9-fluoro-11beta,17-dihydroxypregna-1,4-diene-3,20-dione
  • 21-Acetoxy-9-fluoro-11b,17-dihydroxypregna-1,4-diene-3,20-dione
  • MLS002701905
  • 9.alpha.-Fluoroprednisolone 21-acetate
  • AKOS025402238
  • 2-((8S,9R,10S,11S,13S,14S,17R)-9-fluoro-11,17-dihydroxy-10,13-dimethyl-3-oxo-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-3H-cyclopenta[a]phenanthren-17-yl)-2-oxoethyl acetate
  • ISOFLUPREDONE ACETATE [MART.]
  • EINECS 206-423-9
  • 9alpha-Fluoroprednisolone acetate
  • CAS-338-98-7

MDL Number

MFCD00468096

FAQ

What are the physical and chemical properties of (11beta)-9-Fluoro-11,17-dihydroxy-3,20-dioxopregna-1,4-dien-21-yl acetate (CAS: 338-98-7)?

(11beta)-9-Fluoro-11,17-dihydroxy-3,20-dioxopregna-1,4-dien-21-yl acetate is a crystalline compound with a molecular weight of approximately 472.42 g/mol. It has limited water solubility and is relatively stable under normal conditions. The compound exhibits moderate reactivity towards nucleophiles and can undergo hydrolysis under basic conditions. It is insoluble in water but soluble in organic solvents like ethanol and acetone.

How is (11beta)-9-Fluoro-11,17-dihydroxy-3,20-dioxopregna-1,4-dien-21-yl acetate (CAS: 338-98-7) typically synthesized?

(11beta)-9-Fluoro-11,17-dihydroxy-3,20-dioxopregna-1,4-dien-21-yl acetate can be synthesized through a multi-step process involving the reduction of a suitable 17-ketosteroid, followed by fluoroalkylation and acetylation. Commonly used catalysts include palladium-based complexes. The synthesis typically yields up to 80% of the desired product, with good regioselectivity and excellent atom economy.

What industries use (11beta)-9-Fluoro-11,17-dihydroxy-3,20-dioxopregna-1,4-dien-21-yl acetate (CAS: 338-98-7)?

(11beta)-9-Fluoro-11,17-dihydroxy-3,20-dioxopregna-1,4-dien-21-yl acetate is used primarily in the pharmaceutical industry, particularly in the development of hormone-related medications. It may also have applications in research for studying steroid hormone metabolism and biosynthesis. No significant use in polymer production, sensors, or semiconductors has been reported.

What precautions should be taken when handling (11beta)-9-Fluoro-11,17-dihydroxy-3,20-dioxopregna-1,4-dien-21-yl acetate (CAS: 338-98-7)?

When handling (11beta)-9-Fluoro-11,17-dihydroxy-3,20-dioxopregna-1,4-dien-21-yl acetate, it is essential to wear appropriate personal protective equipment (PPE) including gloves, goggles, and a lab coat. This compound should be handled in a well-ventilated fume hood to avoid inhalation. In case of skin contact, immediately wash the affected area with soap and water. Ingestion is highly unlikely, but if it occurs, seek medical attention. Always refer to the Safety Data Sheet (SDS) for detailed emergency procedures and storage guidelines.

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