NSC5844
NSC5844 Basic information
- Product Name:
- NSC5844
- Synonyms:
-
- NSC5844 (RE640)
- NSC 5844; NSC-5844; RE 640; RE-640; RE640
- RE 640
- RE640
- RE-640
- NSC5844
- N,N'-bis(7-chloroquinolin-4-yl)ethane-1,2-diamine
- 1,2-Ethanediamine, N1,N2-bis(7-chloro-4-quinolinyl)-
- CAS:
- 140926-75-6
- MF:
- C20H16Cl2N4
- MW:
- 383.27
- Mol File:
- 140926-75-6.mol
NSC5844 Chemical Properties
- Boiling point:
- 632.6±55.0 °C(Predicted)
- Density
- 1.431±0.06 g/cm3(Predicted)
- storage temp.
- Store at -20°C
- solubility
- DMF: 0.33 mg/ml; DMSO: 0.25 mg/ml; Ethanol: slightly soluble
- form
- A crystalline solid
- pka
- 6.61±0.50(Predicted)
- color
- White to off-white
NSC5844 Usage And Synthesis
Description
NSC 5844 is a bis-quinoline with diverse biological activities. It inhibits the growth of P. falciparum strains that are sensitive (D-6) and resistant (W-2) to chloroquine in vitro (IC50s = 17 and 27 nM, respectively) but lacks activity against P. berghei in vivo. NSC 5844 inhibits the growth of MDA-MB-468 and MCF-7 breast cancer cells with GI50 values of 7.35 and 14.80 μM, respectively. It also inhibits 24% of botulinum neurotoxin serotype A light chain (BoNT/A LC) metalloprotease activity at a concentration of 20 μM.
Uses
N1,N2-Bis(7-chloroquinolin-4-yl)ethane-1,2-diamine and other bisquinoline derivatives have potentials against chloroquine-resistant malaria. A useful intermediate for the preparation of other antimalarial bisaminoquinlines.
IC 50
Plasmodium
References
[1] JONATHAN L. VENNERSTROM. Bisquinolines. 1. N,N-bis(7-chloroquinolin-4-yl)alkanediamines with potential against chloroquine-resistant malaria[J]. Journal of Medicinal Chemistry, 1992, 35 11: 2129-2134. DOI: 10.1021/jm00089a025
[2] HAIWEN ZHANG . Synthesis and in vitro cytotoxicity evaluation of 4-aminoquinoline derivatives[J]. Biomedicine & Pharmacotherapy, 2008, 62 2: Pages 65-69. DOI: 10.1016/j.biopha.2007.04.007
[3] JAMES C BURNETT . Novel small molecule inhibitors of botulinum neurotoxin A metalloprotease activity[J]. Biochemical and biophysical research communications, 2003, 310 1: Pages 84-93. DOI: 10.1016/j.bbrc.2003.08.112
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