4-Nitro-1,8-naphthalic anhydride
Product Information
Molecular Formula
C12H5NO5
Molecular Weight
243.17
Description
4-Nitro-1,8-naphthalic anhydride is a pivotal substrate for synthesizing diverse pharmaceuticals and dyes. Its chemical intricacy renders it indispensable in combating select bacterial infections, respiratory ailments, as well as cancer.
Synonyms
1H,3H-Naphtho[1,8-cd]pyran-1,3-dione, 6-nitro-; 6-Nitro-1H,3H-naphtho[1,8-cd]pyran-1,3-dione; Naphthalic anhydride, 4-nitro-; 4-Nitro-1,8-naphthalimide anhydride; 4-Nitro-N-(3-hydroxyphenyl)-1,8-naphthalimide; 4-Nitronaphthalene-1,8-dicarboxylic anhydride; 4-Nitronaphthalic anhydride; 5-Nitronaphthalic anhydride; NSC 15356
IUPAC Name
8-nitro-3-oxatricyclo[7.3.1.05,13]trideca-1(12),5(13),6,8,10-pentaene-2,4-dione
SMILES
C1=CC2=C(C=CC3=C2C(=C1)C(=O)OC3=O)[N+](=O)[O-]
InChI
InChI=1S/C12H5NO5/c14-11-7-3-1-2-6-9(13(16)17)5-4-8(10(6)7)12(15)18-11/h1-5H
InChI Key
LKOZHLXUWUBRDK-UHFFFAOYSA-N
Boiling Point
509.9±33.0°C at 760 mmHg
Melting Point
220°C
Flash Point
Not applicable
Purity
95%
Density
1.637±0.06 g/cm3
Appearance
Dark Yellow Powder
Storage
Store at RT under inert atmosphere
Safety Information
Hazards
H315 - H319 - H335
Precautionary Statement
P302 + P352 - P305 + P351 + P338
Computed Properties
XLogP3
2.4
Hydrogen Bond Donor Count
0
Hydrogen Bond Acceptor Count
5
Rotatable Bond Count
0
Exact Mass
243.01677226 g/mol
Monoisotopic Mass
243.01677226 g/mol
Topological Polar Surface Area
89.2Ų
Heavy Atom Count
18
Formal Charge
0
Complexity
415
Isotope Atom Count
0
Defined Atom Stereocenter Count
0
Undefined Atom Stereocenter Count
0
Defined Bond Stereocenter Count
0
Undefined Bond Stereocenter Count
0
Covalently-Bonded Unit Count
1
Compound Is Canonicalized
Yes
Patents
| Publication Number | Title | Priority Date |
|---|---|---|
| CN-113354584-A | Naphthalimide fluorescent probe for distinguishing Cys, Hcy and GSH, and preparation method and application thereof | 2021-06-15 |
| CN-112961458-A | Tung oil based epoxy flexibilizer and preparation method thereof | 2021-01-26 |
| CN-112142759-A | Plastic colorant fluorescein 3G and preparation method thereof | 2020-09-11 |
| CN-113495443-A | Fluorescent white toner and related methods | 2020-03-18 |
| CN-113495445-A | Fluorescent metallic color toners and related methods | 2020-03-18 |
| EP-3882702-A1 | Fluorescent white toners and related methods | 2020-03-18 |
| EP-3882703-A1 | Fluorescent metallic toners and related methods | 2020-03-18 |
| JP-2021149098-A | Fluorescent white toner and related methods | 2020-03-18 |
| JP-2021149099-A | Fluorescent metallic toner and related methods | 2020-03-18 |
| US-2021294231-A1 | Fluorescent white toners and related methods | 2020-03-18 |
Literatures
| PMID | Publication Date | Title | Journal |
|---|---|---|---|
| 22970425 | 2012-11-07 | A colorimetric and fluorescent dual probe for specific detection of cysteine based on intramolecular nucleophilic aromatic substitution | The Analyst |
| 22467365 | 2012-04-01 | Biotransformation of nitro-polycyclic aromatic compounds by vegetable and fruit cell extracts | Journal of Zhejiang University. Science. B |
| 17070119 | 2007-03-01 | Assessment of 4-nitro-1,8-naphthalic anhydride reductase activity in homogenates of bakers' yeast by reversed-phase high-performance liquid chromatography | Journal of chromatography. B, Analytical technologies in the biomedical and life sciences |
