メチルテストステロン
メチルテストステロン · テストビロン【錠剤】 · 17β-ヒドロキシ-17-メチルアンドロスタ-4-エン-3-オン · メステロン · アンドロサン · 17β-ヒドロキシ-17α-メチルアンドロスタ-4-エン-3-オン · 17-メチル-17β-ヒドロキシアンドロスタ-4-エン-3-オン · 17α-メチル-17-ヒドロキシアンドロスタ-4-エン-3-オン
識別子と物理属性
| CAS No. | 58-18-4 |
|---|---|
| 分子式 | C20H30O2 |
| 平均分子量 | 302.5 g/mol |
| 単同位体質量 | 302.2245802 g/mol |
| SMILES | C[C@]12CCC(=O)C=C1CC[C@@H]1[C@@H]2CC[C@@]2(C)[C@H]1CC[C@]2(C)O |
| InChIKey | GCKMFJBGXUYNAG-HLXURNFRSA-N |
| PubChem CID | 6010 |
| ChEMBL | CHEMBL1395 |
| ChEBI | CHEBI:27436 |
| EC No. | 200-366-3 |
| DTXSID | DTXSID1033664 |
| 現地名 | メチルテストステロン |
化学・物理的性質
| XLogP | 3.4 |
|---|---|
| 極性表面積 | 37.3 |
| 水素結合供与体数 | 1 |
| 水素結合受容体数 | 2 |
| 回転可能結合数 | 0 |
| 重原子数 | 22 |
| 形式電荷 | 0 |
| 複雑度 | 550 |
| 医薬品 | DEA NFLIS-Drug Category -> SteroidsDEA Schedule III Controlled Substance -> Anabolic steroidsPharmaceuticals -> Synthetic Cannabinoids or Psychoactive CompoundsPharmaceuticals -> Listed in ZINC15 |
| 脂質 | Lipids -> Sterol Lipids [ST] -> Steroids [ST02] -> C19 steroids (androgens) and derivatives [ST0202] |
| SpringerMaterials Properties | Chemical shift |
| LogP（分配係数） | log Kow = 3.36 |
| 臭い | Odorless |
| Color/Form | Crystals from hexaneWhite or creamy white crystals or crystalline powder |
| 溶解度 | Soluble in alcohol, methanol, ether and other organic solventssparingly soluble in vegetable oilSoluble in ethanolIn water, 34 mg/L at 25 °C1.39e-02 g/LH2O: ≤0.5 mg/mL33.88mg/L(25℃) |
| 引火点 | 41 °F5 °C |
| Human Drugs | FDA approved drugs -> Active ingredient |
| Animal Drugs | Pharmaceuticals -> Animal Drugs -> Approved in Taiwan |
| Endocrine Disruptors | Potential endocrine disrupting compound |
| 融点 | 161-166 °C323.6-334.4 °F162-168 °C(lit.) |
| 比旋光度 | 79 º (c=1, alcohol) |
| 沸点 | 383.47°C (rough estimate) |
| 密度 | 1.0434 (rough estimate) |
| 屈折率 | 1.4800 (estimate) |
| 貯蔵条件 | 2-8°C |
| 外観・状態 | 固体（感光性） |
| pKa（酸解離定数） | 15.13±0.60(Predicted) |
| 色 | 白い |
| Merck | 13,6148 |
| BRN | 2057425 |
| ヘンリー定数 | 2.1×103 mol/(m3Pa) at 25℃, HSDB (2015) |
| 主な用途 | 臨床検査 |
| InChI | 1S/C20H30O2/c1-18-9-6-14(21)12-13(18)4-5-15-16(18)7-10-19(2)17(15)8-11-20(19,3)22/h12,15-17,22H,4-11H2,1-3H3/t15-,16+,17+,18+,19+,20+/m1/s1 |
| InChIKey | GCKMFJBGXUYNAG-HLXURNFRSA-N |
| SMILES | C[C@]1(O)CC[C@H]2[C@@H]3CCC4=CC(=O)CC[C@]4(C)[C@H]3CC[C@]12C |
| CAS データベース | 58-18-4(CAS DataBase Reference) |
| NISTの化学物質情報 | 17(Alpha)-methyl-delta4-androsten-17-(beta)-ol-3-one(58-18-4) |
| EPAの化学物質情報 | Methyltestosterone (58-18-4) |
化学的特性
white to slightly yellowish-white crystalline
安全性と法規制
| GHS 分類 | DangerH302+H312+H332 (30%): Harmful if swallowed, in contact with skin or if inhaled [Warning Acute toxicity, oralacute toxicity, dermalacute toxicity, inhalation]P203, P261, P264, P270, P271, P280, P301+P317, P302+P352, P304+P340, P317, P318, P321, P330, P362+P364, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 60 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| 規制情報 | Hazard Traits - Developmental ToxicityDEA schedule III controlled substance |
| その他の安全情報 | IMAP assessments - Androst-4-en-3-one, 17-hydroxy-17-methyl-, (17.beta.)-: Environment tier I assessment |
| FDA 要件 | The Approved Drug Products with Therapeutic Equivalence Evaluations List identifies currently marketed prescription drug products, incl methyltestosterone, approved on the basis of safety and effectiveness by FDA under sections 505 of the Federal Food, Drug, and Cosmetic Act.Schedules of controlled substances are established by section 202 of the Controlled Substances Act (21 U.S.C. 812). Schedule III shall consist of the drugs and other substances, by whatever official name, common or usual name, chemical name, or brand name designated, listed in this section. Unless specifically excepted or unless listed in another schedule, any material, compound, mixture, or preparation containing any quantity of the following substances, including its salts, isomers, and salts of isomers whenever the existence of such salts of isomers is possible within the specific chemical designation. DEA Code #: 4000Drug class: anabolic steroids. |
| Hazard Classes and Categories | Acute Tox. 4 (30%) |
| 保管条件 | Commercially available preparations of methyltestosterone should be protected from light and stored in well-closed containers at a temperature less than 40 °C, preferably between 2-30 °C, unless otherwise specified by the manufacturer. |
| 処分方法 | SRP: The most favorable course of action is to use an alternative chemical product with less inherent propensity for occupational exposure or environmental contamination. Recycle any unused portion of the material for its approved use or return it to the manufacturer or supplier. Ultimate disposal of the chemical must consider: the material's impact on air quality |
用途
用途
薬理研究用。
用途
合成テストステロンです。黄 体ホルモン依存性の腫瘍増殖抑制作用を示し ます。
説明
Methyltestosterone is a synthetic analog of testosterone that possesses all of the properties of testosterone, exhibiting stimulatory action on the development of male sex organs and secondary sex characteristics, although it is not degraded by enzymes in the gastrointestinal tract, and therefore it can only be taken orally
使用
Androgen. It has been used as an androgenic agent. Controlled substance (anabolic steroid).
製法・合成法
純化方法
This anabolic steroid is crystallised from hexane or hexane/*benzene. It has E1cm 1% 495-530 at 241nm (EtOH). The colour reaction with 2,4-dinitrophenyl hydrazine is used for assaying it. [Gornall & Macdonald J Biol Chem 201 279 1953.] In another colour reaction the sterone (1mg) in acetic acid (0.2ml) + 88% H3PO4 (2mL) is allowed to stand for 1hour when it becames fluorescent. After 1hour it is diluted with acetic acid (~3mL) and provides a strong yellow fluorescence with the intensity of 50-100 times that of estrone. [Stuart & Stuckey J Pharm Pharmacol 1 130 1949, Openauer Rec Trav Chim Pays-Bas 56 137 137, Beilstein 8 IV 1010.]