4-(4-Methyl-1-piperazinyl)-7-nitro-2,1,3-benzoxadiazole 3-oxide
Basic information
- CAS
58131-57-0- Standard SMILES
CN1CCN(c2ccc([N+](=O)[O-])c3no[n+]([O-])c23)CC1- InChIKey
MWFZDJLPWDCQIL-UHFFFAOYSA-N- Molecular formula
- C11H13N5O4
- Average molar mass
- 279.25 g/mol
- Monoisotopic mass
- 279.09675391
Names & identifiers
- Preferred name
- 4-(4-Methyl-1-piperazinyl)-7-nitro-2,1,3-benzoxadiazole 3-oxide
- IUPAC
- 4-(4-methylpiperazin-1-yl)-7-nitro-3-oxido-2,1,3-benzoxadiazol-3-ium
- English name
- 4-(4-Methyl-1-piperazinyl)-7-nitrobenzofurazane 3-oxide
- Molecular formula
- C11H13N5O4
- Molecular weight
- 279.25
Names & synonyms
58131-57-0Benzofurazan, 4-(4-methyl-1-piperazinyl)-7-nitro-, 3-oxideB2368BENZOFURAZAN, 7-(4-METHYL-1-PIPERAZINYL)-4-NITRO-, 1-OXIDEDTXSID502068584-(4-Methyl-1-piperazinyl)-7-nitro-2,1,3-benzoxadiazole 3-oxideRefChem:1069974DTXCID80129349NSC-207895NSC 207895NSC2078954-(4-methylpiperazin-1-yl)-7-nitro-3-oxido-2,1,3-benzoxadiazol-3-ium
Show more names
CS-230XI-006，NSC-207895NSC-207895 (XI-006)NSC-207895 NSC207895XI-006, 10 mM in DMSOXI-006 (NSC207895)=1119MDMX Inhibitor, NSC207895
NSC 1799402,1,3-Benzoxadiazole, 4-(4-methyl-1-piperazinyl)-7-nitro-, 3-oxideXI-006MLS000756495NSC-1799404-(4-Methyl-1-piperazinyl)-7-nitro-benzofurazan 3-oxideNSC179940SMR000528763
Database identifiers
- CAS
58131-57-0- PubChem CID
- 42640
- DTXSID
DTXSID50206858- ChEMBL
CHEMBL1608727- UNII
- 63J576F4C5
- Nikkaji
- J1.084G
Properties
Computed structural properties
- XLogP
- 1.2
- Topological polar surface area
- 104 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 7
- Rotatable bonds
- 1
- Heavy atoms
- 20
- Formal charge
- 0
- Complexity
- 370
Physicochemical properties
- Boiling point
- 487.6 · 487.6±55.0 °C(Predicted)
- Density
- 1.64 · 1.64
- storage temp.
- -20 °C · Store at -20°C
- solubility
- Limited solubility
- form
- Powder
- pka
- 6.23 · 6.23±0.42(Predicted)
- color
- Brown to reddish brown
- SMILES
- CN(CC1)CCN1C(C2=[N]([O-])ON=C23)=CC=C3[N+]([O-])=O
- FDA UNII
- 63 J576F4C5 · 63J576F4C5
- UNSPSC Code
- 12352200 · 12352200
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 302 · H302-H315-H319-H332-H335
- Precautionary statements
- 261 · P261-P280-P305+P351+P338
- Storage Class
- 10 · 10-13 - German Storage Class 10 to 13
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- Storage Class
- 10-13 - German Storage Class 10 to 13
- Hazard statements
- H302-H315-H319-H332-H335
- Precautionary statements
- P261-P280-P305+P351+P338
Chemistry & industry
Applications
DescriptionNSC 207895 is an inhibitor of the p53-binding protein MDMX. It decreases MDMX promoter activity in a reporter assay using HT-1080 cells in a concentration-dependent manner. NSC 207895 (5 μmol/L) decreases the expression and protein levels of MDMX and increases the expression of the p53 target gene CDKN1 (p21) in MCF-7 cells overexpressing MDMX. It also increases the expression of the pro-apoptotic genes PUMA, Bax, and PIG3. NSC 207895 (5 μmol/L) induces apoptosis and decreases cell viability in MCF-7 cells in a p53-dependent manner. It also induces p53-independent apoptosis in wild-type, mutated, and truncated p53 Ewing sarcoma cell lines (IC50s = 98.9-1,613, 236-299, and 121-396 nM, respectively) selectively over wild-type and p53-null osteosarcoma cells (IC50s = 3,690-5,416 and 2,143 nM, respectively).
UsesNSC-207895 is an anticancer agent and p53 activator. This compound decreases the expression of MDMX but also induced the expression of MDM2. It can also be used in pharmacological activity and therapeutic use of reviving antibiotics in relation to prepared efflux pump inhibitors that interact with AcrA, membrane fusion protein of AcrAB-TolC multidrug efflux pump.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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