SML1903
IMB5046
≥98% (HPLC)
Synonym(s):
2-(4-Morpholinyl)-5-nitro-benzoic acid [4-(methylthio)phenyl]methyl ester
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About This Item
Empirical Formula (Hill Notation):
C19H20N2O5S
CAS Number:
Molecular Weight:
388.44
UNSPSC Code:
12352202
NACRES:
NA.77
Quality Level
Assay
≥98% (HPLC)
form
powder
color
white to beige
solubility
DMSO: 20 mg/mL, clear
storage temp.
2-8°C
SMILES string
O=C(C1=C(N2CCOCC2)C=CC([N+]([O-])=O)=C1)OCC3=CC=C(SC)C=C3
InChI
1S/C19H20N2O5S/c1-27-16-5-2-14(3-6-16)13-26-19(22)17-12-15(21(23)24)4-7-18(17)20-8-10-25-11-9-20/h2-7,12H,8-11,13H2,1H3
InChI key
VPXGOSNPXCNGAI-UHFFFAOYSA-N
Related Categories
Biochem/physiol Actions
IMB5046 is a microtubule inhibitor that has antitumor activity, overcoming multidrug-resistance.
IMB5046 is a microtubule inhibitor that has antitumor activity, overcoming multidrug-resistance. IMB5046 was cytotoxic with an IC50 range of 37 to 426 nM against multiple tumor cell lines, including some that were resistant to colchicine, vincristine and paclitaxel. IMB5046 was also active against human lung tumor xenografts. IMB5046 was found to bind to tubulin at the colchicine site, but with a different binding mode. IMB5046 inhibited tubulin polymerization, and induced G2/M arrest.
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Regulatory Information
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Yan-Bo Zheng et al.
Scientific reports, 6, 31472-31472 (2016-08-12)
Multidrug resistance is a major limitation for microtubule-binding agents in cancer treatment. Here we report a novel microtubule inhibitor (2-morpholin-4-yl-5-nitro-benzoic acid 4-methylsulfanyl-benzyl ester, IMB5046), its cytotoxicity against multidrug-resistant cell lines and its antitumor efficacy in animal models. IMB5046 disrupted microtubule
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