Methenolone acetate CAS 434-05-9
Introduction：Basic information about Methenolone acetate CAS 434-05-9, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Methenolone acetate Basic information
| Product Name: | Methenolone acetate |
| Synonyms: | 17-(acetyloxy)-1-methyl-,(5-alpha,17-beta)-androst-1-en-3-on;17-beta-hydroxy-1-methyl-5-alpha-androst-1-en-3-onacetate;17-beta-hydroxy-1-methyl-5-alpha-androst-1-en-3-oneacetate;nibal;METHENOLONE ACETATE;METENOLONE ACETATE;17b-Hydroxy-1-methyl-5a-androst-1-en-3-one acetate;1-Methyl-17b-hydroxy-5a-androst-1-en-3-one acetate |
| CAS: | 434-05-9 |
| MF: | C22H32O3 |
| MW: | 344.49 |
| EINECS: | 207-097-0 |
| Product Categories: | methenolone series;Steroid and Hormone;Steroids;434-05-9 |
| Mol File: | 434-05-9.mol |
Methenolone acetate Chemical Properties
| Melting point | 138-139° |
| Boiling point | 419.57°C (rough estimate) |
| density | 1.0906 (rough estimate) |
| refractive index | 1.5000 (estimate) |
| storage temp. | Store at -20°C |
| solubility | DMSO : ≥ 3.6 mg/mL (10.45 mM) |
| form | Solid |
| color | White to Off-White |
| InChI | InChI=1/C22H32O3/c1-13-11-16(24)12-15-5-6-17-18-7-8-20(25-14(2)23)21(18,3)10-9-19(17)22(13,15)4/h11,15,17-20H,5-10,12H2,1-4H3/t15-,17-,18-,19-,20-,21-,22-/s3 |
| InChIKey | PGAUJQOPTMSERF-MQEWATRANA-N |
| SMILES | [C@]12([H])CC[C@]3(C)[C@]([H])(CC[C@@]3([H])[C@]1([H])CC[C@@]1([H])CC(=O)C=C(C)[C@]21C)OC(=O)C |&1:0,4,6,10,12,16,24,r| |
| CAS DataBase Reference | 434-05-9(CAS DataBase Reference) |
Safety Information
| Description | Methenolone acetate (Brand name: Primobolan) is a synthetic, orally active anabolic-androgenic steroid and dihydrotestosterone (DHT) derivative. It can be used for the treatment of bone marrow disease and anemia. Methenolone acetate is known for its higher therapeutic efficiency and lower hepatic toxicity compared with its 17 alpha-alkylated analogs. However, it is frequently abused in human sports because of its capability of increasing muscle strength as well as promoting performance and aggressiveness. It is capable of enhancing performance in racehorses. |
| Chemical Properties | White Solid |
| Originator | Primobolan ,Schering ,W. Germany,1961 |
| Uses | Methenolone acetate is an anabolic steroid. This is a controlled substance. |
| Definition | ChEBI: Methenolone acetate is a steroid ester. |
| Manufacturing Process | 8.42 ml of methyl iodide are slowly added dropwise at room temperature withstirring in a nitrogen atmosphere to 3.067 g of magnesium turnings and 107ml of absolute ether. After about 30 minutes, 185 ml of absolutetetrahydrofuran are slowly introduced and then liquid is distilled off until aboiling point of 62°C is reached. After cooling to room temperature, 613 mgof cuprous chloride are added and then 10 g of ?1,4,6-androstatrien-17β-ol-3-one-17-acetate in 110 ml of tetrahydrofuran slowly introduced. After 30minutes reaction time, the whole is cooled to 0C, the excess of Grignardreagent decomposed with saturated ammonium chloride solution, the productdiluted with ether and the aqueous phase separated. The ethereal phase iswashed consecutively with aqueous sodium thiosulfate solution, saturatedammonium chloride solution and water. It is dried over sodium sulfate andevaporated to dryness under vacuum. The residue is dissolved in 40 ml ofpyridine and 20 ml of acetic anhydride and the solution kept for 16 hours atroom temperature. It is then stirred into ice water and the precipitate filteredwith suction, dried and recrystallized from isopropyl ether. 1α-Methyl-?4,6-androstadien-17β-ol-3-one-17-acetate is obtained. MP 156°C to 157°C; [α]D25= -33.8° (in CHCl3; c = 0.9). Yield 65-70% of the theoretical. 4.67 g of 1α-methyl-?4,6-androstadien-17β-ol-3-one-17-acetate are dissolvedin 273 ml of methanol and, after the addition of 350 mg of 10% palladium oncalcium carbonate catalyst, hydrogenated until 1 mol equivalent of hydrogenhas been taken up. After filtering off the catalyst, the solution is treated with150 ml of 2N-hydrochloric acid and evaporated under vacuum to about 1/3 ofthe volume. The whole is then diluted with water and extracted with ether.The ethereal solution is washed with water until neutral, dried over sodiumsulfate and evaporated. The crude product is heated on a steam bath for 90minutes in 10 ml of pyridine and 10 ml of acetic anhydride. Extraction withether is then carried out and the ethereal phase washed until neutral withwater. The crude crystalline 1α-methyl-?4-androsten-17β-ol-3-one-17-acetateobtained after drying and evaporation of the solution, melts at 122°Cto 129°C. Yield 98% of the theoretical. 1α-Methyl-?4-androsten-17β-ol-3-one-17-acetate when purified byrecrystallization from isopropyl ether melts at 138°C to 139°C. |
| Therapeutic Function | 17β-Hydroxy-1β-methyl-5α-androst-l-ene-3-one acetate |
| References | Ho, Emmie N. M., et al. "Metabolic studies of methenolone acetate in horses." Analytica Chimica Acta 540.1(2005): 111-119. https://en.wikipedia.org/wiki/Metenolone_acetate |
Methenolone acetate Preparation Products And Raw materials
| Raw materials | Iodomethane-->Magnesium-->Hydrogen |
