86541

Testosteronpropionat

tested according to Ph. Eur.

• Synonym(e): Testosteroni propionas, 17β-Hydroxy-4-androsten-3-on-17-propionat, 17β-Propionyloxy-4-androsten-3-on, 4-Androsten-17β-ol-3-on-17-propionat
• Empirische Formel (Hill-System): C₂₂H₃₂O₃
• CAS-Nummer: 57-85-2
• Molekulargewicht: 344.49
• UNSPSC Code: 12352211
• NACRES: NA.21
• PubChem Substance ID: 329769470
• EC Number: 200-351-1
• Beilstein/REAXYS Number: 3221760
• MDL number: MFCD00003653

Eigenschaften

• agency: tested according to Ph. Eur.
• form: solid
• drug control: USDEA Schedule IIIN; regulated under CDSA - not available from Sigma-Aldrich Canada
• SMILES string: [H][C@@]12CCC3=CC(=O)CC[C@]3(C)[C@@]1([H])CC[C@]4(C)[C@H](CC[C@@]24[H])OC(=O)CC
• InChI: 1S/C22H32O3/c1-4-20(24)25-19-8-7-17-16-6-5-14-13-15(23)9-11-21(14,2)18(16)10-12-22(17,19)3/h13,16-19H,4-12H2,1-3H3/t16-,17-,18-,19-,21-,22-/m0/s1
• InChI key: PDMMFKSKQVNJMI-BLQWBTBKSA-N
• Gene Information: human ... AR(367), CYP17A1(1586) ; rat ... Ar(24208)

Beschreibung

General description

Testosterone propionate is the esterified form of testosterone that is most commonly used in clinical applications for the treatment of hypogonadism, oligospermia, and impotence.[1] 17β-hydroxyl group of propionate is esterified to get this form. It is a fast and short-acting form when compared to enanthate and cypionate forms, which are long-acting esters more commonly used in androgen replacement therapies.

Application

Testosterone propionate has been used:

• to determine the effect of testosterone on the uptake of certain amino acids, such as isoleucine and α-(methylamino)isobutyric acid[2]
• in a study to understand the effects of testosterone on brain aromatase activity in neonatal quail brain[3]
• for testosterone treatment of Celf1 knockout mice in a study to investigate the upregulation of aromatase activity in association with hypogonadism[4]
• to investigate the ontogeny of aromatase-expressing neurons in Japanese quail brain[5]
• to study the effects of in vivo administration of testosterone propionate on fluid reabsorption in the efferent ducts of rat.[6]

Biochem/physiol Actions

Testosterone is the major circulating androgen in men and is mainly produced by the testis. A small amount is secreted by the adrenal gland. It is produced from cholesterol in the Leydig cells. Testosterone is metabolized to dihydrotestosterone, a potent androgen that associates with a cytoplasmic receptor protein, to form a complex. This complex is activated and transported into the nucleus, where it triggers several biological responses. It mainly participates in the development of the male phenotype during embryogenesis and at puberty.[7][8]

Other Notes

Kann Verkaufsbeschränkungen unterliegen.

Sicherheitshinweise

• pictograms: GHS08,GHS07,GHS09
• signalword: Danger
• hcodes: H302,H351,H360FD,H400
• Hazard Classifications: Acute Tox. 4 Oral - Aquatic Acute 1 - Carc. 2 - Repr. 1A
• Lagerklasse: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• ppe: Eyeshields, Gloves, type P3 (EN 143) respirator cartridges
• pcodes: P202 - P264 - P273 - P280 - P301 + P312 - P308 + P313