Noscapine hydrochloride

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Cat.No. 1697 - Noscapine hydrochloride | C22H23NO7.HCl | CAS No. 912-60-7
Description: Tubulin inhibitor; induces apoptosis
Chemical 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 hydrochloride
Purity: ≥99% (HPLC)
Datasheet
Citations (1)
Reviews
Literature

Biological Activity

Opioid alkaloid with several actions. Binds to tubulin, arrests cells in mitosis and induces apoptosis. Antagonist at bradykinin receptors (pA2 = 6.68), inhibits carbachol-stimulated phosphoinositol turnover and enhances forskolin-stimulated cAMP increases in CNS tissues. Modulates IKK activation, suppressing the NF-κB signaling pathway. Blocks proliferation of human leukemia and multiple myeloma cells. Exhibits anti-inflammatory activity.

Technical Data

M. Wt 449.88
Formula C22H23NO7.HCl
Storage Desiccate at RT
Purity ≥99% (HPLC)
CAS Number 912-60-7
PubChem ID 442329
InChI Key MFLVZFXCSKVCSH-URBRKQAFSA-N
Smiles O=C2C1=C(OC)C(OC)=CC=C1[C@]([C@]3([H])N(CCC4=C3C(OC)=C5C(OCO5)=C4)C)([H])O2.Cl

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

All Tocris products are intended for laboratory research use only.

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
1eq. HCl 22.49 50

Preparing Stock Solutions

The following data is based on the product molecular weight 449.88. Batch specific molecular weights may vary from batch to batch due to solvent of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
0.5 mM 4.45 mL 22.23 mL 44.46 mL
2.5 mM 0.89 mL 4.45 mL 8.89 mL
5 mM 0.44 mL 2.22 mL 4.45 mL
25 mM 0.09 mL 0.44 mL 0.89 mL

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References

References are publications that support the biological activity of the product.

Landen et al (2002) Noscapine alters microtubule dynamics in living cells and inhibits the progression of melanoma. Cancer Res. 62 4109 PMID: 12124349

Mahmoudian and Mojaverian (2001) Effect of noscapine, the antitussive opioid alkaloid, on bradykinin-induced smooth muscle contraction in the isolated ileum of the guinea-pig. Acta Physiol.Hung. 88 231 PMID: 12162581

Mourey et al (1992) [3H]Noscapine binding sites in brain: relationship to indoleamines and the phosphoinositide and adenylyl cyclase messenger systems. Mol.Pharmacol. 42 619 PMID: 1331753

Sung et al (2010) Noscapine, a benzylisoquinoline alkaloid, sensitizes leukemic cells to chemotherapeutic agents and cytokines by modulating the NF-κB signaling pathway. Cancer Res. 70 3259 PMID: 20354190


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Keywords: Noscapine hydrochloride, Noscapine hydrochloride supplier, Bradykinin, antagonists, tubulin, inhibitors, inhibits, induces, apoptosis, B1, B2, Receptors, Tau, Microtubules, Mitosis, antitumor, activity, HCl, opioid, alkaloid, 1697, Tocris Bioscience

1 Citation for Noscapine hydrochloride

Citations are publications that use Tocris products. Selected citations for Noscapine hydrochloride include:

Rennekamp et al (2016) σ1 receptor ligands control a switch between passive and active threat responses. Nat Chem Biol 12 552 PMID: 27239788


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