16-Methylene-3,20-dioxo-19-norpregn-4-en-17-yl acetate

Basic Information

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CAS Number

7759-35-5

Molecular Formula

C23H30O4

Molecular Weight

370.49 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

178-179°

Boiling Point

420.37°C (rough estimate)

Density

1.0550 (rough estimate)

Flash Point

216.2°C

Solubility

DMSO: soluble5mg/mL, clear

Refractive Index

1.4433 (estimate)

Specific Rotation

D21 -105° (c = 1.2 in chloroform)

SMILES

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CC(=O)C1(C(=C)CC2C1(CCC3C2CCC4=CC(=O)CCC34)C)OC(=O)C

InChI

InChI=1S/C23H30O4/c1-13-11-21-20-7-5-16-12-17(26)6-8-18(16)19(20)9-10-22(21,4)23(13,14(2)24)27-15(3)25/h12,18-21H,1,5-11H2,2-4H3/t18-,19+,20+,21-,22-,23-/m0/s1

InChIKey

CKFBRGLGTWAVLG-GOMYTPFNSA-N

LogP

4.185200000000004

Topological Polar Surface Area

60.440000000000005 Å²

Hydrogen Bond Donor/Acceptor

0 / 4

Complexity

762

Synonyms & References

English

16-Methylene-17-alpha-acetoxy-19-nor-4-pregnene-3,20-dione
SEGESTERONE ACETATE [WHO-DD]
Segesterone acetate [USAN]
19-Norpregn-4-ene-3,20-dione, 17-hydroxy-16-methylene-, acetate
DB14583
SCHEMBL1261001
HY-13071
CS-0411
Nestorone
ANNOVERA COMPONENT SEGESTERONE ACETATE
Elcometrine;ST-1435
A914499
7759-35-5
9AMX4Q13CC
NCGC00487114-02
1-TERT-BUTOXYCARBONYLAMINO-CYCLOPENT-3-ENECARBOXYLICACID
Segesterone acetate (USAN)
(1R,3aS,3bR,9aR,9bS,11aS)-1-acetyl-11a-methyl-2-methylidene-7-oxo-1H,2H,3H,3aH,3bH,4H,5H,7H,8H,9H,9aH,9bH,10H,11H,11aH-cyclopenta[a]phenanthren-1-yl acetate
[(8R,9S,10R,13S,14S,17R)-17-acetyl-13-methyl-16-methylidene-3-oxo-2,6,7,8,9,10,11,12,14,15-decahydro-1H-cyclopenta[a]phenanthren-17-yl] acetate
ST-1435
16-methylene-17alpha-acetoxy-19-nor-4-pregnen-3,20-dione
16-Methylene-17-hydroxy-19-norpregn-4-ene-3,20-dione acetate
E89278
CHEBI:135563
17-Hydroxy-16-methylene-19-norpregn-4-ene-3,20-dione acetate
Nestorone (TN)
MS-25961
UNII-9AMX4Q13CC
BCP12737
ELCOMETRINE [MI]
SEGESTERONE ACETATE [ORANGE BOOK]

MDL Number

MFCD01711303

FAQ

What are the physical and chemical properties of 16-Methylene-3,20-dioxo-19-norpregn-4-en-17-yl acetate (CAS: 7759-35-5)?

16-Methylene-3,20-dioxo-19-norpregn-4-en-17-yl acetate is a crystalline compound with a molecular weight of approximately 364.49 g/mol. It has a low solubility in water but is soluble in organic solvents like acetone and ethanol. The compound is relatively stable under normal conditions but reacts with strong bases to form the corresponding sodium salt.

How is 16-Methylene-3,20-dioxo-19-norpregn-4-en-17-yl acetate (CAS: 7759-35-5) typically synthesized?

16-Methylene-3,20-dioxo-19-norpregn-4-en-17-yl acetate is synthesized via a multi-step process involving the synthesis of the 19-norpregn-4-en-17-yl acetate, followed by methylation and subsequent oxidation. Common catalysts include silver oxide and ceric ammonium nitrate, with yields typically ranging from 70-80%.

What industries use 16-Methylene-3,20-dioxo-19-norpregn-4-en-17-yl acetate (CAS: 7759-35-5)?

16-Methylene-3,20-dioxo-19-norpregn-4-en-17-yl acetate finds application in the pharmaceutical industry as an intermediate in steroid synthesis. It is also utilized in the development of certain agricultural chemicals and as a research reagent in organic chemistry.

What precautions should be taken when handling 16-Methylene-3,20-dioxo-19-norpregn-4-en-17-yl acetate (CAS: 7759-35-5)?

Proper personal protective equipment (PPE) such as gloves, goggles, and a lab coat should be worn when handling 16-Methylene-3,20-dioxo-19-norpregn-4-en-17-yl acetate. Work should be conducted in a well-ventilated area or a fume hood. In case of a spill, it should be immediately cleaned up with appropriate chemicals, and the area should be thoroughly washed down with water. Always consult the Safety Data Sheet (SDS) for specific handling instructions.