(11beta,16alpha)-9-Fluoro-11,17-dihydroxy-3,20-dioxopregna-1,4-diene-16,21-diyl diacetate

Basic Information

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CAS Number

67-78-7

Molecular Formula

C25H31FO8

Molecular Weight

478.5 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

Fine Chemicals Specialty Chemicals UV Stabilizers

Polymers and Plastics Thermoplastics Polyolefins

Basic Physical Properties

Melting Point

186-188 C

Boiling Point

608.5±55.0 °C at 760 mmHg

Density

1.2087 (estimate)

Flash Point

321.8±31.5 °C

Solubility

Chloroform (Slightly, Heated), DMSO (Slightly), Methanol (Slightly)

Refractive Index

1.573

Vapor Pressure

0.0±4.0 mmHg at 25°C

Specific Rotation

D25 +22° (chloroform)

SMILES

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CC(=O)OCC(=O)C1(C(CC2C1(CC(C3(C2CCC4=CC(=O)C=CC43C)F)O)C)OC(=O)C)O

InChI

InChI=1S/C25H31FO8/c1-13(27)33-12-20(31)25(32)21(34-14(2)28)10-18-17-6-5-15-9-16(29)7-8-22(15,3)24(17,26)19(30)11-23(18,25)4/h7-9,17-19,21,30,32H,5-6,10-12H2,1-4H3/t17-,18-,19-,21+,22-,23-,24-,25+/m0/s1

InChIKey

XGMPVBXKDAHORN-RBWIMXSLSA-N

LogP

1.7620999999999993

Topological Polar Surface Area

127.2 Å²

Hydrogen Bond Donor/Acceptor

2 / 8

Complexity

1020

Safety Information

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Hazard Statement

Synonyms & References

English

8357RP
TRIAMCINOLONE DIACETATE [WHO-DD]
CHEMBL1200449
UNII-A73MM2Q32P
Q-201856
Aristocort diacetate
Triamcinolone 16-alpha,21-di(acetate)
A73MM2Q32P
TRIAMCINOLONE DIACETATE
Aristocort Forte; Aristocort Forte Parenteral; Aristocort Parenterals
SCHEMBL12549
Q27108462
Triamcinolone diacetate (JAN/USP)
Pregna-1,4-diene-3,20-dione, 16,21-bis(acetyloxy)-9-fluoro-11,17-dihydroxy-, (11beta,16alpha)-
Kenacourt
Triamcinolone diacetate [USP:JAN]
9-Fluoro-11-beta,16-alpha,17,21-tetrahydroxypregna-1,4-diene-3,20-dione 16,21-diacetate
Polcartolone
LS-1569
TRIAMCINOLONE DIACETATE (SEE TRIAMCINOLONE ACETONIDE (76-25-5))
16alpha-Hydroxy-9alpha-fluoroprednisolone diacetate
Triamcinolone diacetate, United States Pharmacopeia (USP) Reference Standard
Polcortolon
BDBM50247986
NCGC00159320-02
67-78-7
CAS-67-78-7
357RP
DTXCID3028639
9-alpha-Fluoro-16-alpha-hydroxyprednisolone diacetate
T3676

MDL Number

MFCD00056462

Customs Code

29349990

FAQ

What are the physical and chemical properties of (11beta,16alpha)-9-Fluoro-11,17-dihydroxy-3,20-dioxopregna-1,4-diene-16,21-diyl diacetate (CAS: 67-78-7)?

This compound is a crystalline solid with a molecular weight of approximately 518.45 g/mol. It is sparingly soluble in water and ethanol. Chemically, it is highly reactive due to the presence of the acetate esters and the fluoro and hydroxyl functional groups. It has a melting point around 160-165°C. The compound is stable under normal conditions but should be stored in a cool, dry place away from direct sunlight.

How is (11beta,16alpha)-9-Fluoro-11,17-dihydroxy-3,20-dioxopregna-1,4-diene-16,21-diyl diacetate (CAS: 67-78-7) typically synthesized?

This compound is typically synthesized through a multi-step process involving the conversion of a pregnane derivative to the fluoro-diol intermediate, followed by acetylation. Commonly used catalysts include sulfuric acid or trifluoromethanesulfonic acid. The overall yield is approximately 60-70%, with good selectivity towards the desired diacetate product.

What industries use (11beta,16alpha)-9-Fluoro-11,17-dihydroxy-3,20-dioxopregna-1,4-diene-16,21-diyl diacetate (CAS: 67-78-7)?

This compound is primarily used in the pharmaceutical industry for its hormonal properties. It can be used as an intermediate in the synthesis of certain steroid hormones. Additionally, it may find applications in research for its steroidal structure, making it relevant to the chemical and biochemical industries.

What precautions should be taken when handling (11beta,16alpha)-9-Fluoro-11,17-dihydroxy-3,20-dioxopregna-1,4-diene-16,21-diyl diacetate (CAS: 67-78-7)?

When handling this compound, it is essential to use personal protective equipment (PPE) such as gloves, goggles, and a lab coat. Work should be conducted in a well-ventilated area or in a fume hood due to its reactivity. Spills should be cleaned up immediately with appropriate absorbents. Always refer to the Material Safety Data Sheet (MSDS) for detailed safety information and emergency procedures.