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17α-Hydroxyprogesterone
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17α-Hydroxyprogesterone

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Name


17α-Hydroxyprogesterone


Synonyms
17A-HYDROXY-4-PREGNENE-3,20-DIONE
17a-hydroxypregn-4-ene-3,20-dione
17A-HYDROXYPROGESTERONE
17ALPHA-HYDROXY-4-PREGNENE-3,20-DIONE
17-ALPHA-HYDROXYPREGN-4-ENE-3,20-DIONE
17ALPHA-HYDROXYPROGESTERONE
17-HYDROXYPROGESTERONE
4-PREGNEN-17ALPHA-OL-3,20-DIONE
4-pregnen-17a-ol-3,20-dione
4-PREGNEN-17-OL-3,20-DIONE
(8R,9S,10R,13S,14S,17R)-17-ACETYL-17-HYDROXY-10,13-DIMETHYL-1,2,6,7,8,9,10,11,12,13,14,15,16,17-TETRADECAHYDRO-CYCLOPENTA[A]PHENANTHREN-3-ONE
HYDROXYPROGESTERONE
HYDROXYPROGESTERONE, 17A-
17-Hydroxypregn-4-en-3,20-dione
17-hydroxy-pregn-4-ene-20-dione
17-hydroxypregn-4-ene-3,20-dione
delta(4)-pregnene-17alpha-ol-3,20-dione
gestagenogador
prodix
prodox
CAS NO68-96-2
EINECS210-062-2
Molecular Weight330.46
Product Categoriessteroids
Molecular FormulaC21H30O3
Mol File604-09-1.mol
Melting point212-215 °C
Boiling point482.9±45.0 °C(Predicted)
density1.15±0.1 g/cm3(Predicted)
pka13.03±0.60(Predicted)
CAS DataBase Reference604-09-1(CAS DataBase Reference)
NIST Chemistry Reference

17Alpha-hydroxy progesterone(604-09-1)



Safety Information
Hazard CodesT,F
Risk Statements61-39/23/24/25-23/24/25-11
Safety Statements53-22-36/37/39-45-36/37-16
RIDADRUN1230 - class 3 - PG 2 - Methanol, solution
WGK Germany3
RTECSTU5060000
HS Code38220090
Hazardous Substances Data68-96-2(Hazardous Substances Data)



Hydroxyprogesterone Usage And Synthesis
Chemical PropertiesWhite Solid
OriginatorProdox,Upjohn
UsesProgesteron. It was isolated from adrenal glands
Usesanticoagulant
Uses17α-Hydroxy Progesterone is a metabolite of Progesterone. It was isolated from adrenal glands.
DefinitionChEBI: A 17alpha-hydroxy steroid that is the 17alpha-hydroxy derivative of progesterone
Indicationsogesterone.
Indications Hydroxyprogesterone has been used prophylactically for the 12th to 37th week of pregnancy, particularly in women who are in the high-risk category for premature delivery (e.g., those with a history of premature delivery or spontaneous abortion).
A concern relating to teratogenic potential has limited its use.
Hydroxyprogesterone as a tocolytic agent requires further evaluation before its routine prophylactic administration can be recommended.
Manufacturing ProcessA suspension of 90.0 g of δ5-pregnen-3β,17α-diol-20-one in 2300 ml of 85% formic acid was shaken for 2 h at a temperature of 70C.
During this time the compound partially dissolved and at the same time a new crystalline substance appeared in the solution.
After cooling, the precipitate was filtered, thus giving 80.0 g of the 3-formate of δ5-pregnen-3β,17α-diol-20-one having a melting point of 204°-207°C.
5.0 g of the 3-formate of δ5-pregnen-3β,17α-diol-20-one suspended in 120 ml of acetic anhydride was treated with 1.5 g of p-toluenesulfonic acid and the mixture was stirred for 9 h at room temperature.
It was poured into water and after 2 h standing, the precipitate was filtered and washed to neutral, thus yielding the 3-formate 17-acetate of δ5-pregnen-3β,17α-diol-20-one in a yield of over 90%.
1.0 g of 3-formate 17-acetate of δ5-pregnen-3β,17α-diol-20-one was dissolved in 30 ml of xylene and 10 ml of cyclohexanone and 4 ml of the solution were distilled in order to remove traces of moisture. 1.0 g of aluminum isopropylate was added to the hot solution and the mixture was refluxed for 45 min.
After cooling to 90°C, water was added and the organic solvents were removed by steam distiliation.
Salt was added to the aqueous suspension and the residue was filtered, dried and extracted with hot acetone.
The acetone solution was evaporated to dryness and the residue was crystallized from chloroformmethanol, thus giving 610.0 mg of the 17-acetate of δ4-pregnen-17α-ol-3,20- dione (17-acetoxy-progesterone) with a melting point of 239°-240°C.
Saponification of this compound with 1% methanolic potassium hydroxide yielded 80% of δ4-pregnen-17α-ol-3,20-dione.
Therapeutic FunctionProgestin



Hydroxyprogesterone Preparation Products And Raw materials
Raw materials
Diosgenin-->Formic acid-->Aluminium isopropoxide-->Potassium hydroxide-->Acetic anhydride-->p-Toluenesulfonic acid
Preparation Products17-hydroxy-6-methylenepregn-4-ene-3,20-dione 17-acetate-->Megestrol acetate-->3,20-Dioxopregn-4-en-17-beta-yl acetate-->6-Dibromomethylene-17-hydroxypregn-4-ene-3,20-dione 17-acetate



Package method

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FAQ

MOQ: 100 gram

Pack material: Plastic bag + Shockproof film + shockproof envelope + Cartons.  

Shipment: By express to buyers’ door. 100% make sure delivery.

Payment: TT/ Western Union/BTC/ETV/VISA and so on, please contact by email.

Shipment time: Within three working days after payment. Usually need ten days to arrive buyers’ address. Resend if lost.

 


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