Norgestimate | CAS No. 35189-28-7

Norgestimate

Basic Information

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CAS Number

35189-28-7

Molecular Formula

C23H31NO3

Molecular Weight

369.5 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Esters

Basic Chemical Raw Materials Organic Chemicals Ethers

Basic Chemical Raw Materials Organic Chemicals Nitriles

Fine Chemicals Surfactants Anionic Surfactants

Polymers and Plastics Thermoplastics Polyolefins

Basic Physical Properties

Melting Point

216 ºC

Boiling Point

497.9°Cat760mmHg

Density

1.22

Flash Point

254.9°C

Solubility

DMSO: soluble5mg/mL (clear solution)

Refractive Index

1.611

Specific Rotation

D25 +110°

SMILES

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O/N=C/1\CC[C@H]2C(=C1)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@]2(C#C)OC(=O)C)CC

InChI

1S/C23H31NO3/c1-4-22-12-10-19-18-9-7-17(24-26)14-16(18)6-8-20(19)21(22)11-13-23(22,5-2)27-15(3)25/h2,14,18-21,26H,4,6-13H2,1,3H3/b24-17+/t18-,19+,20+,21-,22-,23-/m0/s1

InChIKey

KIQQMECNKUGGKA-NMYWJIRASA-N

LogP

4.71450

Complexity

744

Safety Information

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Hazard Statement

H302 Harmful if swallowed
Acute toxicity, oral

H315 Causes skin irritation
Skin corrosion/irritation

H319 Causes serious eye irritation
Serious eye damage/eye irritation

H361 Suspected of damaging fertility or the unborn child
Reproductive toxicity

Synonyms & References

English

Norgestimate
13-ethyl-17-ethynyl-3-hydroxyimino-1,2,6,7,8,9,10,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-17-yl acetate
d-17beta-acetoxy-13beta-ethyl-17alpha-ethinyl-gon-4en-3-one oxime
dexnorgestrelacetime
levonorgestrel acetate 3-oxime
Norgestimat
NORGESTIMATE,USP STANDARD
In-house Standard
Dexnorgestrel acetime
Norgestimato
Norgestimatum
Norgestimatum [INN-Latin]
Norgestimato [INN-Spanish]
RWJ 10131
ORF 10131
D 138
C291HFX4DY
norgestrel oxime acetate
DSSTox_RID_8
(8R,9S,10R,13S,14S,17R)-13-ethyl-17-ethynyl-3-(hydroxyimino)-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl acetate

MDL Number

MFCD00867874

FAQ

What are the physical and chemical properties of Norgestimate (CAS: 35189-28-7)?

Norgestimate (CAS: 35189-28-7) is a crystalline white to off-white powder. Its molecular weight is approximately 362.49 g/mol. Norgestimate is slightly soluble in water and has good solubility in organic solvents like ethanol and acetone. It is stable under normal conditions but should be protected from moisture. Norgestimate shows moderate reactivity towards bases and is sensitive to strong acids, making it susceptible to hydrolysis under acidic conditions.

How is Norgestimate (CAS: 35189-28-7) typically synthesized?

Norgestimate (CAS: 35189-28-7) is typically synthesized via a multi-step process starting from progesterone. The key steps include acetylation, oxidation, and reduction. The reaction involves the use of acetic anhydride for acetylation, followed by catalytic oxidation with chromic acid. The reduction step often uses sodium borohydride. The overall process yields Norgestimate with good selectivity, and the final product is purified by recrystallization and chromatography techniques.

What industries use Norgestimate (CAS: 35189-28-7)?

Norgestimate (CAS: 35189-28-7) is primarily used in the pharmaceutical industry, particularly in hormonal contraceptives. It is also utilized in some diagnostic and therapeutic applications. The compound is less common in other industries such as polymers or sensors but may have niche applications in areas requiring specific hormonal properties.

What precautions should be taken when handling Norgestimate (CAS: 35189-28-7)?

When handling Norgestimate (CAS: 35189-28-7), it is essential to use personal protective equipment (PPE) including gloves, safety glasses, and a lab coat. Norgestimate should be handled in a well-ventilated area or in a fume hood due to its reactivity towards moisture and strong acids. Spills should be cleaned up using appropriate absorbent materials, and the area should be rinsed thoroughly. Always refer to the Safety Data Sheet (SDS) for detailed handling and emergency procedures.