GESTONORONE CAPROATE
GESTONORONE CAPROATE Basic information
- Product Name:
- GESTONORONE CAPROATE
- Synonyms:
-
- GESTONORONE CAPROATE
- GestonoroneAcetateCaproate
- Depostat (TN)
- 17-Hydroxy-19-norpregn-4-ene-3,20-dione hexanoate
- 17α-Hydroxy-19-norprogesterone caproate
- 17α-Hydroxy-19-norprogesterone capronate
- 17β-Acetyl-17-hydroxyestr-4-ene-3-one hexanoate
- 19-Nor-17α-caproyloxy-4-pregnene-3,20-dione
- CAS:
- 1253-28-7
- MF:
- C26H38O4
- MW:
- 414.58
- EINECS:
- 215-010-2
- Product Categories:
-
- Metabolites & Impurities, Pharmaceuticals, Intermediates & Fine Chemicals, Steroids
- Mol File:
- 1253-28-7.mol
GESTONORONE CAPROATE Chemical Properties
- Melting point:
- 123-124°
- alpha
- D +13° (chloroform)
- Boiling point:
- 453.43°C (rough estimate)
- Density
- 1.11
- refractive index
- 1.4840 (estimate)
- storage temp.
- Refrigerator
- solubility
- Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
- form
- Solid
- color
- Off-White to Pale Beige
GESTONORONE CAPROATE Usage And Synthesis
Originator
Depostat,Schering AG
Uses
Gestonorone Capronate, is a pro-drug of Gestonorone, which is a steroidal progestin. It has been shown to have accelerated body weight gain and caused the atrophy of the prostate, uterus, and seminal vesicles in rats. It is also an inhibitor of the reductive pathway of Testosterone (T155000) metabolism.
Uses
Gestonorone Caproate, is a pro-drug of Gestonorone, which is a steroidal progestin. It has been shown to have accelerated body weight gain and caused the atrophy of the prostate, uterus, and seminal vesicles in rats. It is also an inhibitor of the reductive pathway of Testosterone (T155000) metabolism.
Definition
ChEBI: Gestonorone caproate is an organic molecular entity.
Manufacturing Process
2 Methods of producing of 17-α-hydroxyl-19-norprogesteron-17-capronate:
1. To a solution of 1.0 g 17-α-hydroxy-19-norprogesteron in 32 ml capronic
acid anhydride 1.32 g p-toluesulfonate (1 mole hydrate) were added, and
allowed to stand for 3 h at 37°C. To the solution 1.43 ml conc. hydrochloric
acid in 143 ml methanol were added and all this also for 1 h was left under
N2. Then mixture was washed with water and treated with ether. Ether extract
was washed with water, and dried with Na2SO4. After that ether was distilled
and residue was recrystallised with isopropyl ether. 1.1 g of 17-α-hydroxyl-19-
norprogesteron-17-capronate was obtained, melting point 123°-124°C.
2. 2.0 g 3-methoxy-17α-hydroxy-17β-acetyl-δ2,5(10)-oestradien, 60 ml
capronic acid anhydride, 2.6 g p-toluensulfonate and 18.0 g water were mixed
and left for 6 h at room temperature. Then solution obtained was treated
ether and sodium bicarbonate and washed with water. Etheral solution was
dried over sodium sulfate. After distillation of ether 3.1 g 3,17α-dihydroxy-
δ3,5-19-norpregnadien-3,17-dicapronate was produced.
To solution of 3.1 g 3,17α-dihydroxy-δ3,5-19-norpregnadien-3,17-dicapronate
in 250 ml methanol 2.5 g conc. hydrochloric acid were added and mixture was
left for 1 h. Then mixture was filtered and residue was washed. After
recrystallisation with isopropyl ether 17-α-hydroxyl-19-norprogesteron-17-
capronate was obtained, melting point 121°-123°C.
Therapeutic Function
Progestin
GESTONORONE CAPROATESupplier
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