기본 정보
- CAS
479-50-5- 표준 SMILES
CCN(CC)CCNc1ccc(C)c2sc3ccccc3c(=O)c12- InChIKey
FBQPGGIHOFZRGH-UHFFFAOYSA-N- 분자식
- C20H24N2OS
- 평균 분자량
- 340.5 g/mol
- 단동위원소 질량
- 340.16093457
개요
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.
이름 및 식별자
- 우선 이름
- Lucanthone
- IUPAC
- 1-[2-(diethylamino)ethylamino]-4-methylthioxanthen-9-one
- 현지명
- 루칸톤
- 영어명
- lucanthone
- 분자식
- C20H24N2OS
- 분자량
- 340.48
이름 및 동의어
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
이름 더 보기
루칸톤LycanthoneLucanthone, 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]
데이터베이스 식별자
물성
구조 계산 물성
- XLogP
- 4
- 극성 표면적
- 57.6 Ų
- 수소 결합 공여자 수
- 1
- 수소 결합 수용자 수
- 4
- 회전 가능 결합 수
- 6
- 무거운 원자 수
- 24
- 형식 전하
- 0
- 복잡도
- 426
실험 및 물리화학적 성질
DrugsPharmaceuticals -> Listed in ZINC15
Solubility3.15e-03 g/L
Physical DescriptionSolid
물리화학적 성질
- 녹는점
- 64.5 °C · 64.5°C
- 끓는 점
- 512.4 · 512.4±50.0 °C(Predicted)
- 밀도
- 1.0915 · 1.0915 (rough estimate)
- 굴절률
- 1.595 · 1.5950 (estimate)
- 저장 조건
- -20 °C · Store at -20°C
- 용해도
- 25 mg/mL · DMSO : 25 mg/mL (73.43 mM)
- 물리적 상태
- Solid
- 산도 계수 (pKa)
- 10 · 10.00±0.25(Predicted)
- 색상
- Off-white to orange
화학 및 산업
약리 정보
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
공급사33 곳
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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