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progesterone

Progesterone structural formula

Structural formula

Business number 0190
Molecular formula C21H30O2
Molecular weight 314.47
label

progesterone,

4-Pregnene-3,20-dione

Numbering system

CAS number:57-83-0

MDL number:MFCD00003658

EINECS number:200-350-6

RTECS number:TW0175000

BRN number:1915950

PubChem number:24278618

Physical property data

1. Appearance: white crystal or powder . There are two kinds of crystals that transform into each other, αThe type is columnar,βThe type is needle-shaped and has the same physiological activity.


2. Density ( g/mL,25/4℃) : Undetermined


3. Relative vapor density (g/mL,AIR=1): Undetermined


4. Melting point ( ºC): (αtype)127-131℃, (βtype)121


5. Boiling point ( ºC,Normal pressure): Undetermined


6. Boiling point (ºC,5.2kPa): Undetermined


7. Refractive Index: Undetermined


8. Flashpoint (ºC): Undetermined


9. Specific optical rotation (º): Undetermined


10. Autoignition point or ignition temperature (ºC): Not OK


11. Vapor pressure (kPa,25ºC): Undetermined


12. Saturation vapor pressure (kPa,60ºC): Undetermined


13. heat of combustion (KJ/mol): Undetermined


14. Critical temperature (ºC): Undetermined


15. Critical Pressure (KPa): Undetermined


16. Oil and water (octanol/Water) partition coefficient pair Value: NotOK


17. Explosion limit (%,V/V): Not OK


18. Lower explosion limit (%,V/V): Not OK


19. Solubility: soluble in alcohol , acetone and dioxane are slightly soluble in vegetable oil and insoluble in water. Stable in air.

Toxicological data

None

Ecological data

None

Molecular structure data

5. Molecular property data:


1. Molar refractive index: 90.95


2. Molar volume (m3/mol):288.9


3. isotonic specific volume (90.2K):731.9


4. Surface Tension (dyne/cm):41.1


5. Polarizability(10-24cm3):36.05

Compute chemical data

1. Reference value for hydrophobic parameter calculation (XlogP): None

2. Number of hydrogen bond donors: 0

3. Number of hydrogen bond acceptors: 2

4. Number of rotatable chemical bonds: 1

5. Number of tautomers: 15

6. Topological molecule polar surface area 34.1

7. Number of heavy atoms: 23

8. Surface charge: 0

9. Complexity: 589

10. Number of isotope atoms: 0

11. Determine the number of atomic stereocenters: 6

12. Uncertain number of atomic stereocenters: 0

13. Determine the number of chemical bond stereocenters: 0

14. Number of uncertain chemical bond stereocenters: 0

15. Number of covalent bond units: 1

Properties and stability

None

Storage method

This product should be sealed and stored in a cool, dry place away from light.

Synthesis method

Obtained from the oxidation of pregnenolone. Add dry toluene into a dry reaction pot, add cyclohexanone and pregnenolone, stir to dissolve, steam toluene to dehydrate, quickly add aluminum isopropoxide, and place in 115℃ oxidation reaction2h, cool to80℃, add under stirring5%rare sulfuric acid, let it stand for layering, separate the water layer, wash the toluene layer with water until neutral, then perform steam distillation to evaporate toluene and cyclohexanone. Cool, filter, and stir the filter residue into a slurry with petroleum ether, filter, wash with petroleum ether, and dry to obtain crude progesterone. Dissolve the crude product in ethanol, decolorize with activated carbon, and recrystallize the finished product, yield80%.

Purpose

hormone drugs. It mainly promotes and maintains uterine changes in early pregnancy and is used for habitual miscarriage, irregular menstruation, etc.

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