A bis-quinoline with diverse biological activities
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Product Categories

Product Type

Biochemicals
Antiparasitics
Antiprotozoals

Research Area

Cancer

NSC 5844

Item No. 23443

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N1,N2-bis(7-chloro-4-quinolinyl)-1,2-ethanediamine
CAS Number
140926-75-6
Molecular Formula
C20H16Cl2N4
Formula Weight
383.3
Purity
≥95%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 0.33 mg/mlDMSO: 0.25 mg/mlEthanol: Slightly soluble
λmax
219, 254, 336 nm
SMILES
ClC1=CC=C(C(NCCNC2=CC=NC3=C2C=CC(Cl)=C3)=CC=N4)C4=C1
InChi Code
InChI=1S/C20H16Cl2N4/c21-13-1-3-15-17(5-7-23-19(15)11-13)25-9-10-26-18-6-8-24-20-12-14(22)2-4-16(18)20/h1-8,11-12H,9-10H2,(H,23,25)(H,24,26)
InChi Key
SSXYXSMMVMVYEV-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

    $90

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    10 mg

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    25 mg

    $370

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    50 mg

    $653

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    Product Description

    NSC 5844 is a bis-quinoline with diverse biological activities.1,2,3 It inhibits the growth of P. falciparum strains that are sensitive (D-6) and resistant (W-2) to chloroquine (Item No. 14194) in vitro (IC50s = 17 and 27 nM, respectively) but lacks activity against P. berghei in vivo.1 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.2 It also inhibits 24% of botulinum neurotoxin serotype A light chain (BoNT/A LC) metalloprotease activity at a concentration of 20 μM.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Vennerstrom, J.L., Ellis, W.Y., Ager, A.L., Jr., et al. Bisquinolines. 1. N,N-bis(7-chloroquinolin-4-yl)alkanediamines with potential against chloroquine-resistant malaria. J. Med. Chem. 35(11), 2129-2134 (1992).

    2. Zhang, H., Solomon, V.R., Hu, C., et al. Synthesis and in vitro cytotoxicity evaluation of 4-aminoquinoline derivatives. Biomed. Pharmacother. 62(2), 65-69 (2008).

    3. Burnett, J.C., Schmidt, J.J., Stafford, R.G., et al. Novel small molecule inhibitors of botulinum neurotoxin A metalloprotease activity. Biochem. Biophys. Res. Commun. 310(1), 84-93 (2003).