CAS 18133-22-7|Netropsin dihydrochloride
| Common Name | Netropsin dihydrochloride | ||
|---|---|---|---|
| CAS Number | 18133-22-7 | Molecular Weight | 466.92500 |
| Density | / | Boiling Point | / |
| Molecular Formula | C18H28Cl2N10O3 | Melting Point | / |
| MSDS | ChineseUSA | Flash Point | / |
| Symbol | GHS06 | Signal Word | Danger |
Names
| Name | N-[5-[(3-amino-3-iminopropyl)carbamoyl]-1-methylpyrrol-3-yl]-4-[[2-(diaminomethylideneamino)acetyl]amino]-1-methylpyrrole-2-carboxamide,hydrochloride |
|---|---|
| Synonym | More Synonyms |
Netropsin dihydrochloride BiologicalActivity
| Description | Netropsin (dihydrochloride) is a small-molecule MGB (minor-groove binder), inhibits the catalytic activity of isolated topoisomerase and interferes with the stabilization of the cleavable complexes of topoisomerase II and I in nuclei[1]. Netropsin (dihydrochloride) has potential antibiotic and antiviral properties by binding to dsDNA in a non-intercalative manner, it improves survival from murine endotoxaemia by attenuating NOS2 induction through interference with HMGA1 DNA binding to the core NOS2 promoter[2]. Netropsin (dihydrochloride) in solutions of DNA has radioprotective ability against radiation-induced damage due to its high binding affinity and high structural stabilization, hydroxyl radical (OH*) generated by ionizing radiation cannot radiolyse the netropsin-DNA complex[3]. |
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| Related Catalog | Research Areas >>Inflammation/Immunology |
| References | [1]. Beerman TA et al. Netropsin and bis-netropsin analogs as inhibitors of the catalytic activity of mammalian DNA topoisomerase II and topoisomerase cleavable complexes. Biochim Biophys Acta. 1991 Aug 27;1090(1):52-60. [2]. Grant MA, et al. Netropsin improves survival from endotoxaemia by disrupting HMGA1 binding to the NOS2 promoter. Biochem J. 2009 Feb 15;418(1):103-12. [3]. Mishra K et al. Netropsin, a minor groove binding ligand: a potential radioprotective agent. Radiat Res. 2009 Dec;172(6):698-705. |
Chemical & Physical Properties
| Molecular Formula | C18H28Cl2N10O3 |
|---|---|
| Molecular Weight | 466.92500 |
| Exact Mass | 466.19600 |
| PSA | 208.93000 |
| LogP | 2.42320 |
| InChIKey | FSOYOTWCAMRRGU-UHFFFAOYSA-N |
| SMILES | Cl.Cn1cc(NC(=O)c2cc(NC(=O)CN=C(N)N)cn2C)cc1C(=O)NCCC(=N)N |
| Storage condition | -20°C |
Safety Information
| Symbol | GHS06 |
|---|---|
| Signal Word | Danger |
| Hazard Statements | H301 |
| Precautionary Statements | P301 + P310 + P330 |
| Personal Protective Equipment | dust mask type N95 (US);Eyeshields;Faceshields;Gloves |
| Hazard Codes | Xn: Harmful; |
| Risk Phrases | 20/21/22 |
| Safety Phrases | 36/37 |
| RIDADR | UN 2811 6.1 / PGIII |
| RTECS | DW2973000 |
Articles30
More Articles| Free energy calculations offer insights into the influence of receptor flexibility on ligand-receptor binding affinities. J. Comput. Aided Mol. Des. 25(8) , 709-16, (2011) Docking algorithms for computer-aided drug discovery and design often ignore or restrain the flexibility of the receptor, which may lead to a loss of accuracy of the relative free enthalpies of bindin... | |
| Polyamide-scorpion cyclam lexitropsins selectively bind AT-rich DNA independently of the nature of the coordinated metal. PLoS ONE 6(5) , e17446, (2011) Cyclam was attached to 1-, 2- and 3-pyrrole lexitropsins for the first time through a synthetically facile copper-catalyzed "click" reaction. The corresponding copper and zinc complexes were synthesiz... | |
| DNA site-specific N3-adenine methylation targeted to estrogen receptor-positive cells. Bioorg. Med. Chem. 19 , 5093-102, (2011) A compound that can target cells expressing the estrogen receptor (ER), and produce predominantly 3-MeA adducts in those cells has been designed and synthesized. This compound produces mainly the 3-Me... |
Synonyms
| LA 887 |
| netropsin dihydrochloride |
| ANTIBIOTIC 1A-887 |
| NETROPSIN CHLORIDE |
| congocidin dihydrochloride |
