ドキソルビシン·塩酸塩
リポドックス · アドリブラスチナRD · アドリアシン · ドキソルビシン塩酸塩 · アドリブラスチン塩酸塩 · ADM塩酸塩 · アドリアブラスチナCS · (8S)-10α-[(3-アミノ-2,3,6-トリデオキシ-α-L-lyxo-ヘキソピラノシル)オキシ]-7,8,9,10-テトラヒドロ-6,8α,11-トリヒドロキシ-8-(ヒドロキシアセチル)-1-メトキシ-5,12-ナフタセンジオン·塩酸塩
識別子と物理属性
| CAS No. | 25316-40-9 |
|---|---|
| 分子式 | C27H29NO11.ClH |
| 平均分子量 | 580 g/mol |
| 単同位体質量 | 579.15073846 g/mol |
| SMILES | COc1cccc2c1C(=O)c1c(O)c3c(c(O)c1C2=O)C[C@@](O)(C(=O)CO)C[C@@H]3O[C@H]1C[C@H](N)[C@H](O)[C@H](C)O1.Cl |
| InChIKey | MWWSFMDVAYGXBV-RUELKSSGSA-N |
| PubChem CID | 443939 |
| ChEMBL | CHEMBL359744 |
| ChEBI | CHEBI:31522 |
| EC No. | 246-818-3 |
| DTXSID | DTXSID3030636 |
| 現地名 | ドキソルビシン·塩酸塩 |
化学・物理的性質
| 極性表面積 | 206 |
|---|---|
| 水素結合供与体数 | 7 |
| 水素結合受容体数 | 12 |
| 回転可能結合数 | 5 |
| 重原子数 | 40 |
| 形式電荷 | 0 |
| 複雑度 | 977 |
| 溶解度 | Soluble (NTP, 1992)DMSO に 100mg/ml で可溶、エタノールに極めて不溶、弱火で水に可溶、濃度 10mg/ml。水に溶ける。 |
| Human Drugs | Breast FeedingLactationMilk, HumanAntineoplastic AgentsAnthracyclinesAntibiotics, AntineoplasticTopoisomerase II InhibitorsFDA approved drugs -> Active ingredientEMA approved medicines: Human medicine |
| 融点 | 399 to 401 °F (Decomposes) (NTP, 1992)216 °C (dec.)(lit.) |
| Physical Description | Adriamycin hydrochloride appears as orange-red thin needles. Aqueous solutions yellow-orange at acid pHs, orange-red at neutral pHs, and violet blue over pH 9. (NTP, 1992) |
| 比旋光度 | D20 +248±2° (c = 0.1 in methanol) |
| 貯蔵条件 | 2-8°C |
| pKa（酸解離定数） | pKa 8.25±0.60 (Uncertain)8.43±0.70 (Uncertain)11.9±0.4 (Uncertain)12.95±0.1 (Uncertain)13.8±0.70 (Uncertain) |
| 外観・状態 | 個体 |
| 色 | オレンジからダークレッド |
| 由来生物 | synthetic (organic) |
| Merck | 14,3439 |
| BRN | 4229251 |
| 安定性 | その水溶液は、-20°C で最大 3 か月間保存できます。 |
| InChIKey | MWWSFMDVAYGXBV-RUELKSSGSA-N |
| SMILES | Cl[H].COc1cccc2C(=O)c3c(O)c4C[C@](O)(C[C@H](O[C@H]5C[C@H](N)[C@H](O)[C@H](C)O5)c4c(O)c3C(=O)c12)C(=O)CO |
| CAS データベース | 25316-40-9(CAS DataBase Reference) |
| EPAの化学物質情報 | Doxorubicin hydrochloride (25316-40-9) |
化学的特性
Doxorubicin is an orange to red cake-like or needle-like crystalline solid. It is a cytotoxic anthracycline antibiotic isolated from cultures of Streptomyces peucetius var. caesius. Doxorubicin hydrochloride is an orange-red, crystalline, hygroscopic powder that is soluble in water and slightly soluble in methanol.
安全性と法規制
| GHS 分類 | DangerH302 (77.8%): Harmful if swallowed [Warning Acute toxicity, oral]P203, P264, P264+P265, P270, P280, P301+P317, P302+P352, P305+P351+P338, P318, P321, P330, P332+P317, P337+P317, P362+P364, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 158 reports by companies from 22 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| 規制情報 | Hazard Traits - CarcinogenicityDevelopmental ToxicityReproductive ToxicityAdriamycin hydrochloride: Does not have an individual approval but may be used under an appropriate group standard |
| 火災危険 | This compound is probably combustible. (NTP, 1992) |
| 反応性グループ | Amines, Phosphines, and Pyridines |
| Reactivity Profile | Amines, like adriamycin hydrochloride, are weak chemical bases. They neutralize acids to form salts plus water. These acid-base reactions are exothermic. Amines may be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen is generated by amines in combination with strong reducing agents, such as hydrides. |
| Air and Water Reactions | Water soluble. |
| Hazard Classes and Categories | Acute Tox. 4 (77.8%) |
| 消火 | Fires involving this material can be controlled with a dry chemical carbon dioxide, foam or Halon extinguisher. (NTP, 1992) |
| 応急処置 | EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop. |
| Personal Protective Equipment (PPE) | MINIMUM PROTECTIVE CLOTHING: If Tyvek-type disposable protective clothing is not worn during handling of this chemical, wear disposable Tyvek-type sleeves taped to your gloves. |
用途
用途
ドキソルビシン（doxorubicin）は、抗悪性腫瘍剤（抗がん剤）の一種。
用途
薬理研究用。
用途
アントラサイクリン系抗生物 質です。トポイソメラーゼⅡを阻害すること により DNA 障害作用を示します。
使用
Doxorubicin hydrochloride (adriamycin hydrochloride) is an antitumour agent that has been formulated as a salt to achieve higher water solubility. While the salt shares the same pharmacological properties as doxorubicin free base, its greater water solubility may offer advantages in some in vitro applications. Physicochemical properties and chromatographic behaviour will depend on whether the pH is buffered. In non-pH controlled systems the free base and salt may behave differently.
一般的な説明
Adriamycin hydrochloride appears as orange-red thin needles. Aqueous solutions yellow-orange at acid pHs, orange-red at neutral pHs, and violet blue over pH 9. Doxorubicin is available as both the conventional dosageform and a liposomal preparation, both of which are administeredby infusion. Doxorubicin HCl powder is available in10-, 20-, 50-, and 150-mg vials and is widely used in treatingvarious cancers, including leukemias, soft and bone tissuesarcomas, Wilms tumor, neuroblastoma, small cell lungcancer, and ovarian and testicular cancer.