An alkaloid with anticancer and antitussive activities
Related Products
Analytical Standard(s)
45140Noscapine (hydrochloride) (CRM)
Labeled Version(s)
26679Noscapine-13C-d3
Metabolite(s)
9001140Meconin
Technical Support & Resources

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Noscapine (hydrochloride)

Item No. 17255

Technical Information
Formal Name
(3S)-6,7-dimethoxy-3-[(5R)-5,6,7,8-tetrahydro-4-methoxy-6-methyl-1,3-dioxolo[4,5-g]isoquinolin-5-yl]-1(3H)-isobenzofuranone, monohydrochloride
CAS Number
912-60-7
Synonyms
  • Narcotine
  • Opianine
Molecular Formula
C22H23NO7 • HCl
Formula Weight
Purity
≥98%
A crystalline solid
DMF: 30 mg/mDMSO: 30 mg/mDMSO:PBS (pH 7.2) (1:1): 0.5 mg/mlEthanol: 1 mg/ml
λmax
214, 313 nm
SMILES
COC1=C2C(CCN(C)[C@@]2([H])[C@]3([H])C(C=CC(OC)=C4OC)=C4C(O3)=O)=CC5=C1OCO5.Cl
InChi Code
InChI=1S/C22H23NO7.ClH/c1-23-8-7-11-9-14-20(29-10-28-14)21(27-4)15(11)17(23)18-12-5-6-13(25-2)19(26-3)16(12)22(24)30-18;/h5-6,9,17-18H,7-8,10H2,1-4H3;1H/t17-,18+;/m1./s1
InChi Key
MFLVZFXCSKVCSH-URBRKQAFSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Noscapine is an alkaloid that has been found in opium and has anticancer and antitussive properties.1,2,3 It binds to tubulin and induces cell cycle arrest at the G2/M phase in HeLa cells when used at a concentration of 20 µM.2 Noscapine induces apoptosis in HeLa cells and thymocytes (IC50s = 25 and 10 µM, respectively) and reduces proliferation of MCF-7 breast and Renal 1983 bladder cancer cells (IC50s = 42.3 and 39.1 µM, respectively). In vivo, noscapine (120 mg/kg) induces tumor regression in an MCF-7 mouse xenograft model. Noscapine (30 and 70 mg/kg) decreases the number of citric acid-induced coughs in guinea pigs.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Kingston, D.G.I. Tubulin-interactive natural products as anticancer agents. J. Nat. Prod. 72(3), 507-515 (2009).

    2. Ye, K., Ke, Y., Keshava, N., et alOpium alkaloid noscapine is an antitumor agent that arrests metaphase and induces apoptosis in dividing cells. Proc. Natl. Acad. Sci. USA 95(4), 1601-1606 (1998).

    3. Idaan-Heikkila, J.E., Jalonen, K., and Vartiainen, A. Evaluation of the antitussive effect of noscapine and codeine on citric acid cough in guinea-pigs. Acta. Pharmacol. Toxicol. (Copenh) 25(3), 333-338 (1967).