(11beta)-21-Acetoxy-11-hydroxy-3,20-dioxopregn-4-en-17-yl propionate | CAS No. 74050-20-7

(11beta)-21-Acetoxy-11-hydroxy-3,20-dioxopregn-4-en-17-yl propionate

Basic Information

CAS Number

74050-20-7

Molecular Formula

C26H36O7

Molecular Weight

460.57 g/mol

AD

Basic Physical Properties

Melting Point

144-146°C

Density

1.23±0.1 g/cm3 (20 ºC 760 Torr),

Solubility

Insuluble (9.7E-3 g/L) (25 ºC),

CCC(=O)OC1(CCC2C1(CC(C3C2CCC4=CC(=O)CCC34C)O)C)C(=O)COC(=O)C

InChI

InChI=1S/C26H36O7/c1-5-22(31)33-26(21(30)14-32-15(2)27)11-9-19-18-7-6-16-12-17(28)8-10-24(16,3)23(18)20(29)13-25(19,26)4/h12,18-20,23,29H,5-11,13-14H2,1-4H3/t18-,19-,20-,23+,24-,25-,26-/m0/s1

InChIKey

MFBMYAOAMQLLPK-FZNHGJLXSA-N

LogP

3.3133000000000017

Topological Polar Surface Area

106.97000000000003 Ų

Hydrogen Bond Donor/Acceptor

1 / 7

Complexity

906

Synonyms & References

English

  • Efficort
  • HYDROCORTISONE ACEPONATE [WHO-DD]
  • Q15409432
  • MS-28453
  • Hydrocortisoni aceponas [Latin]
  • Hydrocortisone 17-propionate 21-acetate 100 microg/mL in Acetonitrile
  • HYDROCORTISONE ACEPONATE COMPONENT OF EASOTIC
  • CHEMBL2106309
  • CHEBI:135746
  • NCGC00532512-01
  • Suniderma
  • HYDROCORTISONE ACEPONATE (EMA EPAR: VETERINARY)
  • Aceponato de hidrocortisona
  • Cortavance
  • DB14538
  • Aceponate d'hydrocortisone
  • Hydrocortisoni aceponas
  • SCHEMBL3697
  • 21-(acetyloxy)-11beta-hydroxy-17alpha-(propionyloxy)-4-pregnene-3,20-dione
  • Hydrocortisone aceponate [INN]
  • Pregn-4-ene-3,20-dione, 21-(acetyloxy)-11-hydroxy-17-(1-oxopropoxy)-, (11?)-; (11?)-21-(Acetyloxy)-11-hydroxy-17-(1-oxopropoxy)pregn-4-ene-3,20-dione; Cortisol 17-propionate 21-acetate; Hydrocortisone 17-propionate 21-acetate; Hydrocortisone aceponate; Retef
  • EASOTIC COMPONENT HYDROCORTISONE ACEPONATE
  • HY-116691
  • F82273
  • [(8S,9S,10R,11S,13S,14S,17R)-17-(2-acetyloxyacetyl)-11-hydroxy-10,13-dimethyl-3-oxo-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-17-yl] propanoate
  • Hydrocortisoni aceponas (Latin)
  • Hydrocortisone aceponate;Hydrocortisone
  • Hydrocortisoneaceponate
  • (8S,9S,10R,11S,13S,14S,17R)-17-(2-Acetoxyacetyl)-11-hydroxy-10,13-dimethyl-3-oxo-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl propionate
  • Hydrocortisone aceponate (INN)
  • Aceponate d'hydrocortisone [French]

MDL Number

MFCD00866010

FAQ

What are the physical and chemical properties of (11beta)-21-Acetoxy-11-hydroxy-3,20-dioxopregn-4-en-17-yl propionate (CAS: 74050-20-7)?

This compound is a crystalline solid with a molecular weight of approximately 412.44 g/mol. It has a low solubility in water but is more soluble in organic solvents like ethanol and acetone. It is moderately reactive, particularly in acidic conditions. The compound exhibits a characteristic melting point around 150-155°C and is stable under normal conditions.

How is (11beta)-21-Acetoxy-11-hydroxy-3,20-dioxopregn-4-en-17-yl propionate (CAS: 74050-20-7) typically synthesized?

This compound is typically synthesized through a series of reactions involving the acetylation of progesterone followed by esterification with propionic acid. The synthesis involves precise control over temperature and pH, with the use of a catalytic amount of a strong acid like sulfuric acid to facilitate the acetylation step. The product is purified using column chromatography and recrystallization techniques.

What industries use (11beta)-21-Acetoxy-11-hydroxy-3,20-dioxopregn-4-en-17-yl propionate (CAS: 74050-20-7)?

This compound is primarily used in the pharmaceutical industry, where it serves as an intermediate in the synthesis of progestins and other steroid hormones. It has applications in research and development, particularly in the formulation of contraceptives and hormone replacement therapies.

What precautions should be taken when handling (11beta)-21-Acetoxy-11-hydroxy-3,20-dioxopregn-4-en-17-yl propionate (CAS: 74050-20-7)?

When handling this compound, it is crucial to wear appropriate personal protective equipment (PPE), including gloves, safety goggles, and lab coats. It should be stored in a well-ventilated area, away from heat and sources of ignition. In case of a spill, use appropriate spill response materials, and consult the Safety Data Sheet (SDS) for detailed instructions.

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