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115687-05-3 molecular structure
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5-[4-(4-chlorobenzoyl)piperazin-1-yl]-8-nitroquinoline

ChemBase ID: 153967
Molecular Formular: C20H17ClN4O3
Molecular Mass: 396.82698
Monoisotopic Mass: 396.0989181
SMILES and InChIs

SMILES:
c1cc2c(ccc(c2nc1)[N+](=O)[O-])N1CCN(CC1)C(=O)c1ccc(cc1)Cl
Canonical SMILES:
Clc1ccc(cc1)C(=O)N1CCN(CC1)c1ccc(c2c1cccn2)[N+](=O)[O-]
InChI:
InChI=1S/C20H17ClN4O3/c21-15-5-3-14(4-6-15)20(26)24-12-10-23(11-13-24)17-7-8-18(25(27)28)19-16(17)2-1-9-22-19/h1-9H,10-13H2
InChIKey:
KLNPVNZJCWIQSK-UHFFFAOYSA-N

Cite this record

CBID:153967 http://www.chembase.cn/molecule-153967.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
5-[4-(4-chlorobenzoyl)piperazin-1-yl]-8-nitroquinoline
IUPAC Traditional name
5-[4-(4-chlorobenzoyl)piperazin-1-yl]-8-nitroquinoline
Synonyms
5-[4-(4-chlorobenzoyl)-1-piperazinyl]-8-nitroquinoline
B2
CPNQ
CAS Number
115687-05-3
MDL Number
MFCD02039810
PubChem SID
162248106
PubChem CID
3953303

DATA SOURCES

DATA SOURCES

All Sources Commercial Sources Non-commercial Sources
Data Source Data ID Price
Sigma Aldrich
C3118 external link Add to cart Please log in.
Data Source Data ID
PubChem 3953303 external link

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
H Acceptors H Donor
LogD (pH = 5.5) 3.7110138  LogD (pH = 7.4) 3.7111597 
Log P 3.7111616  Molar Refractivity 107.5292 cm3
Polarizability 40.88913 Å3 Polar Surface Area 82.26 Å2
Rotatable Bonds Lipinski's Rule of Five true 

PROPERTIES

PROPERTIES

Physical Property Safety Information Product Information Bioassay(PubChem)
Solubility
DMSO: >5 mg/mL expand Show data source
H2O: insoluble <2 mg/mL expand Show data source
Apperance
brown solid expand Show data source
European Hazard Symbols
Toxic Toxic (T) expand Show data source
UN Number
2811 expand Show data source
MSDS Link
Download expand Show data source
German water hazard class
3 expand Show data source
Hazard Class
6.1 expand Show data source
Packing Group
3 expand Show data source
Risk Statements
25-36/37/38 expand Show data source
Safety Statements
26-45 expand Show data source
GHS Pictograms
GHS06 expand Show data source
GHS Signal Word
Danger expand Show data source
GHS Hazard statements
H301-H315-H319-H335 expand Show data source
GHS Precautionary statements
P261-P301 + P310-P305 + P351 + P338 expand Show data source
Personal Protective Equipment
Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges expand Show data source
RID/ADR
UN 2811 6.1/PG 3 expand Show data source
Storage Temperature
2-8°C expand Show data source
Purity
≥98% (HPLC) expand Show data source
Empirical Formula (Hill Notation)
C20H17ClN4O3 expand Show data source

DETAILS

DETAILS

Sigma Aldrich Sigma Aldrich
Sigma Aldrich - C3118 external link
Other Notes
Product is air sensitive.
Biochem/physiol Actions
Misfolded proteins accumulate in many neurodegenerative diseases, including huntingtin in Huntington′s disease and alpha-synuclein in Parkinson′s disease. The disease-causing proteins can take various conformations and are prone to aggregate and form larger cytoplasmic or nuclear inclusions. CPNQ (B2) was identified as a compound that promotes inclusion formation in cellular models of both Huntington′s disease and Parkinson′s disease. Despite the aggregate-forming specifics the compound prevents huntingtin-mediated proteasome dysfunction and reduces alpha-synuclein-mediated toxicity. These results demonstrate that compounds that increase inclusion formation may actually lessen cellular pathology in both Huntington′s and Parkinson′s diseases, suggesting a therapeutic approach for neurodegenerative diseases caused by protein misfolding. The ability of B2 to prevent toxicity, despite increasing inclusions, suggests that inclusions are beneficial rather than toxic, which will be further explored as the molecular target and mechanism. CPNQ (B2) is a desirable tool for both Huntington′s and Parkinson′s research.

REFERENCES

REFERENCES

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PATENTS

PATENTS

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INTERNET

INTERNET

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