デソゲストレル
デソゲストレル · (17R)-13-エチル-11-メチレン-18,19-ジノルプレグナ-4-エン-20-イン-17-オール · 13-エチル-11-メチレン-18,19-ジノル-17α-プレグナ-4-エン-20-イン-17-オール · (1R,3aS,3bS,9aR,9bS,11aS)-11a-エチル-1-エチニル-10-メチリデン-1H,2H,3H,3aH,3bH,4H,5H,7H,8H,9H,9aH,9bH,10H,11H,11aH-シクロペンタ[a]フェナントレン-1-オール · Desogestrel for system suitability CRS · Desogen · Desogestrel CRS · 13-ethyl-17-ethynyl-11-methylene-1,2,3,6,7,8,9,10,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-17-ol
識別子と物理属性
| CAS No. | 54024-22-5 |
|---|---|
| 分子式 | C22H30O |
| 平均分子量 | 310.5 g/mol |
| 単同位体質量 | 310.22966558 g/mol |
| SMILES | C#C[C@]1(O)CC[C@H]2[C@@H]3CCC4=CCCC[C@@H]4[C@H]3C(=C)C[C@@]21CC |
| InChIKey | RPLCPCMSCLEKRS-BPIQYHPVSA-N |
| PubChem CID | 40973 |
| ChEMBL | CHEMBL1533 |
| ChEBI | CHEBI:4453 |
| EC No. | 258-929-4 |
| DTXSID | DTXSID6022898 |
| 現地名 | デソゲストレル |
化学・物理的性質
| XLogP | 4.9 |
|---|---|
| 極性表面積 | 20.2 |
| 水素結合供与体数 | 1 |
| 水素結合受容体数 | 1 |
| 回転可能結合数 | 2 |
| 重原子数 | 23 |
| 形式電荷 | 0 |
| 複雑度 | 605 |
| 医薬品 | Pharmaceuticals -> Listed in ZINC15 |
| 脂質 | Lipids -> Sterol Lipids [ST] -> Steroids [ST02] -> C21 steroids (gluco/mineralocorticoids, progestogins) and derivatives [ST0203] |
| LogP（分配係数） | 4 |
| Color/Form | Crystals |
| 溶解度 | <1 mg/mlSlightly soluble in ethanol and ethyl acetatesparingly soluble in n-hexane.3.01e-03 g/L水にほとんど溶けず、メタノールに溶けやすく、無水エタノールとジクロロメタンに溶けます。 |
| Human Drugs | Breast FeedingLactationMilk, HumanContraceptive Agents, FemaleContraceptives, Oral, SyntheticFDA approved drugs -> Active ingredient |
| Endocrine Disruptors | Potential endocrine disrupting compound |
| 沸点 | 428ºC390.62°C (rough estimate) |
| Decomposition | When heated to decomposition it emits acrid smoke and fumes. |
| 融点 | 109-110ºC109-110 °C109.5 °C109-110°C |
| Optical Rotation | Specific optical rotation = +55 deg at 20 °C/D (chloroform) |
| Physical Description | Solid |
| 比旋光度 | D20 +55° (chloroform) |
| 密度 | 1.0169 (rough estimate) |
| 屈折率 | 1.5100 (estimate) |
| 貯蔵条件 | -20°C Freezer |
| pKa（酸解離定数） | 13.07±0.40(Predicted) |
| 外観・状態 | Solid |
| 色 | White to Almost white |
| Merck | 14,2926 |
| 主な用途 | 医薬品（低分子化合物） |
| InChI | InChI=1S/C22H30O/c1-4-21-14-15(3)20-17-9-7-6-8-16(17)10-11-18(20)19(21)12-13-22(21,23)5-2/h2,8,17-20,23H,3-4,6-7,9-14H2,1H3 |
| InChIKey | RPLCPCMSCLEKRS-UHFFFAOYSA-N |
| SMILES | C1C2C(CCC3C2C(=C)CC2(CC)C3CCC2(C#C)O)=CCC1 |
化学的特性
White Solid
安全性と法規制
| GHS 分類 | DangerH360 (10.8%): May damage fertility or the unborn child [Danger Reproductive toxicity]P203, P260, P264, P270, P273, P280, P318, P319, P391, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 65 reports by companies from 12 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| 規制情報 | Desogestrel: Does not have an individual approval but may be used under an appropriate group standard |
| 火災の可能性 | Not flammable or combustible. |
| FDA 要件 | The Approved Drug Products with Therapeutic Equivalence Evaluations identifies currently marketed prescription drug products, including desogestrel, approved on the basis of safety and effectiveness by FDA under sections 505 of the Federal Food, Drug, and Cosmetic Act. |
| Toxic Combustion Products | Hazardous decomposition products formed under fire conditions. - Carbon oxides |
| Hazard Classes and Categories | Repr. 1B (10.8%) |
| 消火手順 | Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide. Wear self contained breathing apparatus for fire fighting if necessary. |
| 保管条件 | Keep container tightly closed in a dry and well-ventilated place.Store at 20 to 25 °C (68 to 77 °F) |
| 清掃方法 | Personal precautions: Use personal protective equipment. Avoid dust formation. Avoid breathing vapors, mist or gas. Ensure adequate ventilation. Evacuate personnel to safe areas. Avoid breathing dust. Environmental precautions: Prevent further leakage or spillage if safe to do so. Do not let product enter drains. Discharge into the environment must be avoided. Methods and materials for containment and cleaning up: Pick up and arrange disposal without creating dust. Sweep up and shovel. Keep in suitable, closed containers for disposal. |
| 処分方法 | SRP: Expired or waste pharmaceuticals shall carefully take into consideration applicable DEA, EPA, and FDA regulations. It is not appropriate to dispose by flushing the pharmaceutical down the toilet or discarding to trash. If possible return the pharmaceutical to the manufacturer for proper disposal being careful to properly label and securely package the material. Alternatively, the waste pharmaceutical shall be labeled, securely packaged and transported by a state licensed medical waste contractor to dispose by burial in a licensed hazardous or toxic waste landfill or incinerator. |
用途
説明
Desogestrel is a synthetic progestogen. It inhibits ovulation and prevents fertilization in rabbits and mice. Desogestrel inhibits rhodamine 123 efflux, a measure of P-glycoprotein activity, ex vivo in human lymphocytes and CD8+ T cells in a dose-dependent manner. Formulations containing desogestrel have been used as oral contraceptives and for the treatment of polycystic ovary syndrome.
使用
A progestogen with low androgenic potency
一般的な説明
Desogestrel, (17α)-13-ethyl-11-methylene-18,19-dinorpregn-4-en-20-yn-17-ol, is a 19-nortestosterone analog with good progestin activity. Likethe other progestins, it is orally active and used in combinationwith an estrogen in oral contraceptives. Desogestrel is aprodrug that must be oxidized to the 3-one in vivo to haveprogestational action. CYPs 2C9 and 2C19 have been implicatedin the initial hydroxylation of desogestrel at C3.