(16beta)-17,21-Dihydroxy-16-methylpregna-1,4-diene-3,11,20-trione

Basic Information

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CAS Number

1247-42-3

Molecular Formula

C22H28O5

Molecular Weight

372.46 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Ketones

Fine Chemicals Surfactants Anionic Surfactants

Polymers and Plastics Thermoplastics Polyolefins

Basic Physical Properties

Melting Point

200-205°C

Boiling Point

574.4°C at 760 mmHg

Specific Rotation

200° (dioxane)

SMILES

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CC1CC2C3CCC4=CC(=O)C=CC4(C3C(=O)CC2(C1(C(=O)CO)O)C)C

InChI

InChI=1S/C22H28O5/c1-12-8-16-15-5-4-13-9-14(24)6-7-20(13,2)19(15)17(25)10-21(16,3)22(12,27)18(26)11-23/h6-7,9,12,15-16,19,23,27H,4-5,8,10-11H2,1-3H3/t12-,15-,16-,19+,20-,21-,22-/m0/s1

InChIKey

PIDANAQULIKBQS-RNUIGHNZSA-N

LogP

2.0118000000000005

Topological Polar Surface Area

91.67 Å²

Hydrogen Bond Donor/Acceptor

2 / 5

Complexity

795

Safety Information

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Hazard Statement

H315 Causes skin irritation
Skin corrosion/irritation

H319 Causes serious eye irritation
Serious eye damage/eye irritation

H335 May cause respiratory irritation
Specific target organ toxicity, single exposure; Respiratory tract irritation

Synonyms & References

English

(8S,9S,10R,13S,14S,16S,17R)-17-hydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-6,7,8,9,12,14,15,16-octahydrocyclopenta[a]phenanthrene-3,11-dione
MEPREDNISONE (USP IMPURITY)
Meprednisona (INN-Spanish)
Meprednisonum
CAS-1247-42-3
SR-01000945264-1
MEPREDNISONE [INN]
SCHEMBL9512
CHEMBL1201148
Q6817833
DTXCID503260
MEPREDNISONE [MART.]
Meprednisonum [INN-Latin]
(8S,9S,10R,13S,14S,16S,17R)-17-hydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-7,8,9,10,12,13,14,15,16,17-decahydro-3H-cyclopenta[a]phenanthrene-3,11(6H)-dione
Betapar
NSC-527579
16-methylprednisone
Deltacortene beta
Tox21_113612_1
Tox21_113612
(16beta)-17,21-dihydroxy-16-methylpregna-1,4-diene-3,11,20-trione
MEPREDNISONE [MI]
SCH-4358
AS-72185
(8S,9S,10R,13S,14S,16S,17R)-17-hydroxy-17-(2-hydroxy-1-oxoethyl)-10,13,16-trimethyl-6,7,8,9,12,14,15,16-octahydrocyclopenta[a]phenanthrene-3,11-dione
Meprednisone (USP/INN)
Betapar(Meprednisone)
NS00068036
Betanisona
Deltisona B
16-beta-Metilprednisone

MDL Number

MFCD00083662

Customs Code

2937210000

FAQ

What are the physical and chemical properties of (16beta)-17,21-Dihydroxy-16-methylpregna-1,4-diene-3,11,20-trione (CAS: 1247-42-3)?

(16beta)-17,21-Dihydroxy-16-methylpregna-1,4-diene-3,11,20-trione (CAS: 1247-42-3) is a complex steroid compound. It has a crystalline form, with a molecular weight of approximately 426.59 g/mol. This compound is poorly soluble in water but soluble in organic solvents like methanol and ethanol. It is moderately reactive, prone to hydrolysis under basic conditions. Due to its steroid structure, it exhibits biological activity.

How is (16beta)-17,21-Dihydroxy-16-methylpregna-1,4-diene-3,11,20-trione (CAS: 1247-42-3) typically synthesized?

(16beta)-17,21-Dihydroxy-16-methylpregna-1,4-diene-3,11,20-trione (CAS: 1247-42-3) is often synthesized through a series of steps involving ring closure reactions, hydroxylation, and methylation. Common catalysts include palladium and platinum complexes. The synthesis involves high selectivity and yields of up to 85%. Detailed procedures can be found in recent literature on steroid chemistry.

What industries use (16beta)-17,21-Dihydroxy-16-methylpregna-1,4-diene-3,11,20-trione (CAS: 1247-42-3)?

(16beta)-17,21-Dihydroxy-16-methylpregna-1,4-diene-3,11,20-trione (CAS: 1247-42-3) is primarily used in the pharmaceutical industry for developing hormonal drugs. It is also explored in research for its potential in other fields such as polymers, sensors, and semiconductors due to its unique molecular structure.

What precautions should be taken when handling (16beta)-17,21-Dihydroxy-16-methylpregna-1,4-diene-3,11,20-trione (CAS: 1247-42-3)?

When handling (16beta)-17,21-Dihydroxy-16-methylpregna-1,4-diene-3,11,20-trione (CAS: 1247-42-3), it is crucial to wear appropriate personal protective equipment (PPE), including gloves and safety glasses. Work should be conducted in a well-ventilated area with a fume hood. In case of spill, neutralize with an appropriate reagent and dispose of waste according to local regulations. Always refer to the Safety Data Sheet (SDS) for specific handling instructions.