Synonym: 6-(Naphthalen-1-yl)benzo[b]pyrrolo[1,2-d][1,4]oxazepin-7-yl dimethylcarbamate; 7-[[Dimethylcarbamoyl]oxy]-6-(1-naphthyl)pyrrolo-[2,1-d](1,5)-benzoxazepine; Dimethyl-carbamic acid 5-naphthalen-1-yl-6-oxa-10b-aza-benzo[e]azulen-4-yl ester; PBOX6
CAS Number: 290814-68-5
Empirical Formula (Hill Notation): C25H20N2O3
Molecular Weight: 396.44
Linear Formula: C25H20N2O3
Product Type: Chemical
assay |
≥98% (HPLC) |
color |
white to beige |
form |
powder |
Quality Level |
100 ![External link](https://krackeler.com/images/sigma/ext-link.gif) |
SMILES string |
O=C(N(C)C)OC1=C(C2=CC=CC3=C2C=CC=C3)OC4=C(C=CC=C4)N5C1=CC=C5 |
solubility |
DMSO: 20 mg/mL, clear |
storage temp. |
2-8°C |
Biochem/physiol Actions: |
PBOX-6 belongs to a group of tubulin-targeting pyrrolo-1,5-benzoxazepine (PBOX) compounds that potently induce apoptosis in a wide spectrum of cancer cells, including those originating from the four main types of leukemia and those exhibiting multi-drug resistance (IC50 = 2.28 μM/HL60-MDR1, 2.86 μM/HL60-ABCG2, 1.91 μM/HL60; IC50 = 4.71 μM/A2780-ADR, 4.10 μM/A2780). PBOX-6 inhibits the assembly of purified tubulin in cell-free assays and causes microtubule depolymerization in MCF-7 cells by binding a tubulin site distinct from those targeted by vinblastine and colchicine. When administered via intratumoral injection (7.5 mg/kg/day) in vivo, PBOX-6 is reported to significantly inhibit tumour growth in a murine model of neuroblastoma and a CML model of the imatinib-resistant T315I mutants. |
RIDADR |
NONH for all modes of transport |
WGK Germany |
WGK 3 |
Flash Point(F) |
Not applicable |
Flash Point(C) |
Not applicable |
Purity |
≥98% (HPLC) |
Storage Temp. |
2-8°C |
UNSPSC |
12352200 |