基本情報
- CAS
479-50-5- 標準SMILES
CCN(CC)CCNc1ccc(C)c2sc3ccccc3c(=O)c12- InChIKey
FBQPGGIHOFZRGH-UHFFFAOYSA-N- 分子式
- C20H24N2OS
- 平均分子量
- 340.5 g/mol
- 単同位体質量
- 340.16093457
概要
Lucanthone is a thioxanthen-9-one compound having a methyl substituent at the 1-position and a 2-[(diethylamino)ethyl]amino substituent at the 4-position. Formerly used for the treatment of schistosomiasis. It is a prodrug, being metabolised to hycanthone. It has a role as a mutagen, an antineoplastic agent, a schistosomicide drug, a photosensitizing agent, a prodrug, an EC 5.99.1.2 (DNA topoisomerase) inhibitor, an EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor and an adjuvant.
名称と識別子
- 優先名称
- Lucanthone
- IUPAC
- 1-[2-(diethylamino)ethylamino]-4-methylthioxanthen-9-one
- 現地名
- 1-[[2-(ジエチルアミノ)エチル]アミノ]-4-メチル-9H-チオキサンテン-9-オン
- 英語名
- lucanthone
- 分子式
- C20H24N2OS
- 分子量
- 340.48
名称と別名
LUCANTHONE479-50-5LucanthonumLucantona1-((2-(Diethylamino)ethyl)amino)-4-methylthioxanthen-9-one1-((2-(diethylamino)ethyl)amino)-4-methyl-9H-thioxanthen-9-one1-{[2-(Diethylamino)ethyl]amino}-4-methyl-9H-thioxanthen-9-oneCHEBI:51052FC6D57000M9H-Thioxanthen-9-one, 1-((2-(diethylamino)ethyl)amino)-4-methyl-DTXSID60232301-diethylaminoethylethylamino-4-methyl-thioxanthenone
名称をさらに表示
ルカントンリカントン1-[[2-(ジエチルアミノ)エチル]アミノ]-4-メチル-9H-チオキサンテン-9-オン1-{[2-(ジエチルアミノ)エチル]アミノ}-4-メチル-9H-チオキサンテン-9-オンLycanthoneLucanthone, 10 mM in DMSOAutophagy,inhibit,Lucanthone,Inhibitor1-(2-diethylaminoethylamino)-4-(methyl)thioxanthen-9-one1-[[2-(Diethylamino)ethyl]amino]-4-methyl-9H-thioxanthen-9-one
1-{[2-(diethylamino)ethyl]amino}-4-methylthioxanthen-9-one9H-Thioxanthen-9-one, 1-[[2-(diethylamino)ethyl]amino]-4-methyl-RefChem:154184DTXCID603230207-532-4LucanthonLucanthonum [INN-Latin]Lucantona [INN-Spanish]
物性
構造計算による物性
- XLogP
- 4
- 極性表面積
- 57.6 Ų
- 水素結合供与体数
- 1
- 水素結合受容体数
- 4
- 回転可能結合数
- 6
- 重原子数
- 24
- 形式電荷
- 0
- 複雑度
- 426
実験および物理化学的性質
DrugsPharmaceuticals -> Listed in ZINC15
Solubility3.15e-03 g/L
Physical DescriptionSolid
物理化学的性質
- 融点
- 64.5 °C · 64.5°C
- 沸点
- 512.4 · 512.4±50.0 °C(Predicted)
- 比重(密度)
- 1.0915 · 1.0915 (rough estimate)
- 屈折率
- 1.595 · 1.5950 (estimate)
- 貯蔵温度
- -20 °C · Store at -20°C
- 溶解性
- 25 mg/mL · DMSO : 25 mg/mL (73.43 mM)
- 外見
- Solid
- 酸解離定数(Pka)
- 10 · 10.00±0.25(Predicted)
- 色
- Off-white to orange
化学と産業
薬理情報
Pharmacodynamics
Although lucanthone has structural and biochemical similarities to Actinomycin D, it has no hematological or gastro-intestinal toxicity at clinically tolerated doses. In trials, Lucanthone was found to be safe, practical and effective and was proposed for use in clinical protocols for the treatment of cancer. The specificity of lucanthone in combination with radiation for the treatment of brain tumors arises from the fact that lucanthone acts preferentially on cycling cells (most of the normal brain cells are non-cycling) and the fact that lucanthone crosses the blood brain barrier efficiently.
Mechanism of ActionRecent data suggests that lucanthone inhibits post-radiation DNA repair in tumor cells. The ability of lucanthone to inhibit AP endonuclease and topoisomerase II probably account for the specific DNA repair inhibition in irradiated cells.
MeSH Pharmacological ClassificationAgents that act systemically to kill adult schistosomes.
Absorption, Distribution and ExcretionOrally available
Cellular LocationsCytoplasm
サプライヤー33 社
成都超九八生物科技有限公司13348960310 13348960310 · [email protected]
郑州汇聚化工有限公司13393710386 · [email protected]
江苏艾康生物医药研发有限公司025-66061636 19370895928 · [email protected]
安耐吉化学&3A（安徽泽升科技有限公司）021-58432009 400-005-6266 · [email protected]
銳迪國際科技有限公司18024082417 · [email protected]
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