基本情報
- 標準SMILES
CC[C@@]1(O)C(=O)OCc2c1cc1n(c2=O)Cc2cc3c(CN(C)C)c(O)ccc3nc2-1.Cl- InChIKey
DGHHQBMTXTWTJV-BQAIUKQQSA-N- 分子式
- C23H24ClN3O5
- 平均分子量
- 457.9 g/mol
- 単同位体質量
- 457.1404486
名称と識別子
- 優先名称
- Topotecan Hydrochloride
- IUPAC
- (19S)-8-[(dimethylamino)methyl]-19-ethyl-7,19-dihydroxy-17-oxa-3,13-diazapentacyclo[11.8.0.02,11.04,9.015,20]henicosa-1(21),2,4(9),5,7,10,15(20)-heptaene-14,18-dione;hydrochloride
- 現地名
- トポテカン塩酸塩
- 英語名
- Topotecan hydrochloride
- 分子式
- C23H24ClN3O5
- 分子量
- 457.91
名称と別名
名称をさらに表示
データベース識別子
- CAS
119413-54-6- PubChem CID
- 60699
- DTXSID
DTXSID1045952- ChEMBL
CHEMBL1607- ChEBI
CHEBI:232548- UNII
- 956S425ZCY
- EC Number
- 601-607-9
物性
構造計算による物性
- 極性表面積
- 103 Ų
- 水素結合供与体数
- 3
- 水素結合受容体数
- 7
- 回転可能結合数
- 3
- 重原子数
- 32
- 形式電荷
- 0
- 複雑度
- 867
実験および物理化学的性質
物理化学的性質
- 融点
- 213 · 213-218°C
- 貯蔵温度
- Sealed in dry,Room Temperature
- 溶解性
- DMSO(微量)、メタノール(微量)、水(微量)
- 外見
- 薄黄色から緑がかった粉末。
- 色
- ホワイトからオフホワイト
- 安定性
- 吸湿性
- InChIKey
- DGHHQBMTXTWTJV-UUTVKYGWNA-N
- SMILES
- C12C=C3N(CC4C=C5C(CN(C)C)=C(O)C=CC5=NC3=4)C(=O)C=1COC(=O)[C@]2(O)CC.Cl |&1:27,r|
- CAS データベース
- 119413 · 119413-54-6(CAS DataBase Reference)
化学的性質
化学的特性White Crystalline Solid
安全と法規制
GHS分類
GHS Classification
Danger
H300 (37.5%): Fatal if swallowed [Danger Acute toxicity, oral];H301 (12.5%): Toxic if swallowed [Danger Acute toxicity, oral];H302 (12.5%): Harmful if swallowed [Warning Acute toxicity, oral];H315 (12.5%): Causes skin irritation [Warning Skin corrosion/irritation];H319 (12.5%): Causes serious eye irritation [Warning Serious eye damage/eye irritation];H335 (12.5%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation];H340 (87.5%): May cause genetic defects [Danger Germ cell mutagenicity];H350 (50%): May cause cancer [Danger Carcinogenicity];H351 (25%): Suspected of causing cancer [Warning Carcinogenicity];H360 (37.5%): May damage fertility or the unborn child [Danger Reproductive toxicity];H360D (12.5%): May damage the unborn child [Danger Reproductive toxicity];H361 (25%): Suspected of damaging fertility or the unborn child [Warning Reproductive toxicity];H370 (25%): Causes damage to organs [Danger Specific target organ toxicity, single exposure];H412 (37.5%): Harmful to aquatic life with long lasting effects [Hazardous to the aquatic environment, long-term hazard]
P203, P260, P261, P264, P264+P265, P270, P271, P273, P280, P301+P316, P301+P317, P302+P352, P304+P340, P305+P351+P338, P308+P316, P318, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 8 reports by companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.;Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.
危険有害性情報
Hazard Classes and Categories
Acute Tox. 2 (37.5%);Acute Tox. 3 (12.5%);Acute Tox. 4 (12.5%);Skin Irrit. 2 (12.5%);Eye Irrit. 2 (12.5%);STOT SE 3 (12.5%);Muta. 1B (87.5%);Carc. 1B (50%);Carc. 2 (25%);Repr. 1B (37.5%);Repr. 2 (25%);STOT SE 1 (25%);Aquatic Chronic 3 (37.5%)
毒性情報
Drug Induced Liver Injury
Drug Induced Liver Injury Rank (DILIrank 2.0)
Topotecan hydrochloride
vNo-DILI-concern
0
No match
DOI:10.1016/j.drudis.2016.02.015
Effects During Pregnancy and Lactation
◉ Summary of Use during Lactation;Most sources consider breastfeeding to be contraindicated during maternal high-dose antineoplastic drug therapy. The manufacturer recommends that women not breastfeed during treatment with topotecan and for 1 week after the last dose. Chemotherapy may adversely affect the normal microbiome and chemical makeup of breastmilk. Women who receive chemotherapy during pregnancy are more likely to have difficulty nursing their infant.;◉ Effects in Breastfed Infants;Relevant published information was not found as of the revision date.;◉ Effects on Lactation and Breastmilk;Relevant published information was not found as of the revision date.
安全データ
- hs_code
- 29420000
- risk_code
- 25-36/37/38-46
- hazard_code
- T
- safety_code
- 26-36/37/39-45
化学と産業
薬理情報
FDA Pharmacological Classification
TOPOTECAN HYDROCHLORIDE
Topoisomerase Inhibitor [EPC]; Topoisomerase Inhibitors [MoA]
応用分野
使用A DNA topoisomerase I inhibitor; semisynthetic analog of Camptothecin. Antineoplastic. Topotecan hydrochloride is a chemotherapy agent that is a topoisomerase 1 inhibitor.
一般的な説明Topotecan is supplied in 4-mg vials and administered IV forthe treatment of ovarian cancer, cervical cancer, and smallcell lung cancer in those patients who did not respond tofirst-line therapy. Following IV administration, the drug iswidely distributed with 10% to 35% of the agent bound toplasma proteins. There is evidence that the agent may crossthe blood-brain barrier to some extent. In plasma, an equilibriumis established between the lactone and the less activehydroxy acid with 20% of the drug present as the lactone 1hour after the infusion is complete. In contrast to irinotecan,both the lactone and the hydroxy acid bind equally well tohuman serum albumin. N-Demethylation of the tertiaryamine to give the secondary amine is mediated by CYP3A4and represents a minor route of metabolism. Glucuronidationof the parent and the phase I metabolites also occurs to a limited(10%) extent.Elimination occurs primarily in theurine, with 30% of the dose being recovered as unchangeddrug. The terminal elimination half-life is 2 to 3 hours. Themajor toxicity seen for topotecan is dose-limiting myelosuppression.Nausea and vomiting are seen in most (70%–80%)patients, along with diarrhea and abdominal pain. Other toxicitiesinclude headache myalgias, alopecia and elevation ofserum transaminases, alkaline phosphatases, and bilirubin.Microscopic hematuria (blood in the urine) may also be seen.
上流・下流製品情報
上流原料
サプライヤー50 社
関連反応
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