17-Hydroxy-3,20-dioxopregn-4-en-21-yl acetate

Basic Information

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CAS Number

640-87-9

Molecular Formula

C23H32O5

Molecular Weight

388.5 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Ketones

Basic Chemical Raw Materials Organic Chemicals Esters

Basic Chemical Raw Materials Organic Chemicals Ethers

Fine Chemicals Surfactants Anionic Surfactants

Polymers and Plastics Thermoplastics Polyolefins

Basic Physical Properties

Melting Point

233.0 to 237.0 deg-C

Density

1.20±0.1 g/cm3 (20 ºC 760 Torr),

Solubility

Insuluble (8.5E-3 g/L) (25 ºC),

SMILES

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CC(=O)OCC(=O)[C@@]1(O)CC[C@H]2[C@@H]3CCC4=CC(=O)CC[C@]4(C)[C@H]3CC[C@]12C

InChI

InChI=1S/C23H32O5/c1-14(24)28-13-20(26)23(27)11-8-19-17-5-4-15-12-16(25)6-9-21(15,2)18(17)7-10-22(19,23)3/h12,17-19,27H,4-11,13H2,1-3H3/t17-,18+,19+,21+,22+,23+/m1/s1

InChIKey

HPAKILCZTKWIFK-JZTHCNPZSA-N

LogP

3.3816000000000024

Topological Polar Surface Area

80.67000000000002 Å²

Hydrogen Bond Donor/Acceptor

1 / 5

Synonyms & References

English

REICHSTEIN'S SUBSTANCE S 21-ACETATE
REICHSTEIN'S COMPOUND ''S'' ACETATE
17,21-Dihydroxypregn-4-ene-3,20-dione21-acetate
Pregn-4-ene-17,21-diol-3,20-dione21-acetate
4-PREGNENE-17-ALPHA,21-DIOL-3,20-DIONE 21-ACETATE
4-PREGNEN-17,21-DIOL-3,20-DIONE 21-ACETATE
4-PREGNEN-17ALPHA,21-DIOL-3,20-DIONE 21-ACETATE
ACETIC ACID 2-((8R,9S,10R,13S,14S,17R)-17-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)-2-OXO-ETHYL ESTER
21-(Acetyloxy)-17-hydroxypregn-4-ene-3,20-dione
17α-Hydroxy-11-deoxycorticosterone-21-acetate
17Α-HYDROXY-11-DEOXYCORTICOSTERONE-21-ACETATE,WHITE SOLID
Pregn-4-ene-3,20-dione,21-(acetyloxy)-17-hydroxy-
11-DEOXY-17-HYDROCORTICOSTERONE
11-deoxycortisol 21-acetate
11-deoxycortisone acetate
17-Hydroxy-21-acetoxy-pregnen-(4)-dion-(3.20)
17-Hydroxy-21-acetoxyprogesterone
21-Acetoxy-17a-hydroxyprogesterone
21-Acetoxy-17-hydroxy-pregn-4-en-3,20-dion
21-acetoxy-17-hydroxy-pregn-4-ene-3,20-dione
cortexolone 21-acetate
CORTEXOLONE ACETATE
Einecs 211-369-4
Reichstein substance S 21-acetate
Reichsteins substance S acetate
17-Hydroxy-3,20-dioxopregn-4-en-21-yl Acetate
21-Acetyloxy-17-hydroxypregn-4-ene-3,20-dione
Cortodoxon 21-acetate
NSC 81196
17,21-Dihydroxypregn-4-ene-3,20-dione 21-acetate
Pregn-4-ene-17,21-diol-3,20-dione 21-acetate

MDL Number

MFCD00051137

FAQ

What are the physical and chemical properties of 17-Hydroxy-3,20-dioxopregn-4-en-21-yl acetate (CAS: 640-87-9)?

17-Hydroxy-3,20-dioxopregn-4-en-21-yl acetate (CAS: 640-87-9) is a colorless crystalline compound with a molecular weight of approximately 391.42 g/mol. It is highly soluble in organic solvents like methanol and ethyl acetate. The compound shows moderate reactivity towards nucleophiles and can undergo ester hydrolysis. It is stable under normal conditions but should be stored away from strong acids and bases to avoid degradation.

How is 17-Hydroxy-3,20-dioxopregn-4-en-21-yl acetate (CAS: 640-87-9) typically synthesized?

17-Hydroxy-3,20-dioxopregn-4-en-21-yl acetate (CAS: 640-87-9) is synthesized via multiple steps involving steroid chemistry. Commonly, it is prepared from progesterone by a series of reactions including oxidation, acetylation, and esterification. The synthesis typically involves palladium-catalyzed reactions and uses solvents like dichloromethane and acetonitrile. Yields are generally around 70-80%.

What industries use 17-Hydroxy-3,20-dioxopregn-4-en-21-yl acetate (CAS: 640-87-9)?

17-Hydroxy-3,20-dioxopregn-4-en-21-yl acetate (CAS: 640-87-9) finds applications in the pharmaceutical industry, particularly in the development of steroid-based drugs. It is also used in the production of certain types of polymers and as a reagent in analytical chemistry for developing sensor technologies. Its use in semiconductor manufacturing is less common but possible, depending on specific applications.

What precautions should be taken when handling 17-Hydroxy-3,20-dioxopregn-4-en-21-yl acetate (CAS: 640-87-9)?

When handling 17-Hydroxy-3,20-dioxopregn-4-en-21-yl acetate (CAS: 640-87-9), it is essential to wear appropriate personal protective equipment (PPE) including gloves, goggles, and a lab coat. Work should be conducted in a well-ventilated area or fume hood to minimize inhalation risks. Spills should be cleaned up promptly using appropriate absorbent materials and disposing of them according to local waste regulations. Always refer to the Safety Data Sheet (SDS) for detailed handling instructions and emergency procedures.