9H-Thioxanthen-9-one, 1-[[2-(diethylaMino)ethyl]aMino]-4-(hydroxyMethyl)-
hycanthone
CAS: 3105-97-3
Molecular Formula: C20H24N2O2S
9H-Thioxanthen-9-one, 1-[[2-(diethylaMino)ethyl]aMino]-4-(hydroxyMethyl)- - Names and Identifiers
| Name | hycanthone |
| Synonyms | ETRENOL Win 249-33 hycanthone Etrenol(mesylate) 1-(2-diethylaminoethylamino)-4-methylol-thioxanthen-9-one 1-((2-(diethylamino)ethyl)amino)-4-(hydroxymethyl)thioxanthen-9-one 1-((2-(diethylamino)ethyl)amino)-4-(hydroxymethyl)-9h-thioxanthen-9-on 1-{[2-(diethylamino)ethyl]amino}-4-(hydroxymethyl)-9H-thioxanthen-9-one 1-[(2-[DIETHYLAMINO]ETHYL)AMINO]-4-[HYDROXYMETHYL]-9H-THIOXANTHEN-9-ONE 9H-Thioxanthen-9-one, 1-[[2-(diethylaMino)ethyl]aMino]-4-(hydroxyMethyl)- |
| CAS | 3105-97-3 |
| EINECS | 221-463-7 |
| InChI | InChI=1/C20H24N2O2S/c1-3-22(4-2)12-11-21-16-10-9-14(13-23)20-18(16)19(24)15-7-5-6-8-17(15)25-20/h5-10,21,23H,3-4,11-13H2,1-2H3 |
9H-Thioxanthen-9-one, 1-[[2-(diethylaMino)ethyl]aMino]-4-(hydroxyMethyl)- - Physico-chemical Properties
| Molecular Formula | C20H24N2O2S |
| Molar Mass | 356.48 |
| Density | 1.1269 (rough estimate) |
| Melting Point | 100.6-102.8° |
| Boling Point | 570.5±50.0 °C(Predicted) |
| Flash Point | 298.9°C |
| Vapor Presure | 7.42E-14mmHg at 25°C |
| pKa | pKa 3.40 (Uncertain) |
| Storage Condition | Keep in dark place,Sealed in dry,2-8°C |
| Refractive Index | 1.6000 (estimate) |
| In vitro study | Hycanthone has an IC 50 of 80 nM for inhibition of APE1 incision of depurinated plasmid DNA. Hycanthone (0.05-100 µM; for 2 h) promotes APE1 cleavage in presence of Cycloheximide (CHX) and this cleavage is inhibited by 1% DMSO. Hycanthone at 20 mg/mL or more is progressively more detrimental to cell viability. Results reveal that increased concentrations of Hycanthone, ranging from 0.1 to 10 μg/mL, progressively reduces viral interferon yields as much as 73% compare to that of controls. |
| In vivo study | Results show that the incorporation of tritiated thymidine into TCA-precipitable material of adult sensitive worms undergo a progressive decrease after treatment with Hycanthone. Immature worms are totally unaffected by Hycanthone at all times tested. Male worms treated with Hycanthone show signs of a possible partial recovery from the initial low levels of incorporation. The incorporation of tritiated leucine by drug-sensitive worms treated with Hycanthone is inhibited by 40 to 50% in the first four days after treatment. Results show that, 7 days after Hycanthone treatment, both ribosomal RNA species are reduced by at least 80% with respect to untreated worms, with some indication of a possible accumulation of heavier precursor molecules. |
9H-Thioxanthen-9-one, 1-[[2-(diethylaMino)ethyl]aMino]-4-(hydroxyMethyl)- - Risk and Safety
| Hazard Symbols | T - Toxic |
| Risk Codes | R45 - May cause cancer R46 - May cause heritable genetic damage R20/21/22 - Harmful by inhalation, in contact with skin and if swallowed. |
| Safety Description | S53 - Avoid exposure - obtain special instructions before use. S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection. S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) |
| WGK Germany | 3 |
| RTECS | XO1590000 |
9H-Thioxanthen-9-one, 1-[[2-(diethylaMino)ethyl]aMino]-4-(hydroxyMethyl)- - Preparation solution concentration reference
| 1mg | 5mg | 10mg | |
|---|---|---|---|
| 1 mM | 2.805 ml | 14.026 ml | 28.052 ml |
| 5 mM | 0.561 ml | 2.805 ml | 5.61 ml |
| 10 mM | 0.281 ml | 1.403 ml | 2.805 ml |
| 5 mM | 0.056 ml | 0.281 ml | 0.561 ml |
Last Update：2024-01-02 23:10:35
9H-Thioxanthen-9-one, 1-[[2-(diethylaMino)ethyl]aMino]-4-(hydroxyMethyl)- - Reference Information
| EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
| Biological activity | Hycanthone is a thioxanthone DNA intercalator (DNA intercalator), which can inhibit RNA synthesis and DNA topoisomerases I and II. Hycanthone inhibition of nucleic acid biosynthesis and inhibition of purine endonuclease 1 (APE1) by direct protein binding with a KD of 10 nM. Hycanthone are bioactive metabolites of Lucanthone (HY-B2098) and have anti-schistosomiasis drugs. |
Last Update：2024-04-09 21:54:55
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