7797-81-1

Basic information

• Product Name: N-HYDROXYNAPHTHALIMIDE
• Synonyms: N-N-HYDROXY-1,8-NAPHTHALIMIDE;N-HYDROXY-1,8-NAPHTHALENEDICARBOXIMIDE;N-HYDROXY-1,8-NAPHTHALIMIDE;N-HYDROXYNAPHTHALIMIDE;NAPHTHALHYDROXAMIC ACID;2-hydroxy-1h-benz[de]isoquinoline-3(2h)-dione;LABOTEST-BB LT00454659;2-hydroxy-1H-benz[de]isoquinoline-1,3(2H)-dione
• CAS NO: 7797-81-1
• Molecular Formula: C₁₂H₇NO₃
• Molecular Weight: 213.19
• EINECS: 232-251-9
• Mol File: 7797-81-1.mol

Chemical Properties

• Melting Point: 245 °C
• Boiling Point: 353.17°C (rough estimate)
• Flash Point: 245.8 °C
• Appearance: Slightly yellow to beige-brown cryst. powder
• Density: 1.2911 (rough estimate)
• Vapor Pressure: 3.89E-10mmHg at 25°C
• Refractive Index: 1.4500 (estimate)
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 7.44±0.20(Predicted)
• Water Solubility: Insoluble in water.
• BRN: 178595
• CAS DataBase Reference: N-HYDROXYNAPHTHALIMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: N-HYDROXYNAPHTHALIMIDE(7797-81-1)
• EPA Substance Registry System: N-HYDROXYNAPHTHALIMIDE(7797-81-1)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 24/25-36-26
• TSCA: Yes
• Hazardous Substances Data: 7797-81-1(Hazardous Substances Data)

Usage

Uses

Used in Chemical Research:
N-HYDROXYNAPHTHALIMIDE is used as a research compound for the investigation of its chemical properties and potential applications in the development of new chemical entities.
Used as a Chemical Intermediate:
N-HYDROXYNAPHTHALIMIDE is employed as a chemical intermediate in the synthesis of various compounds, contributing to the advancement of the chemical industry and the creation of novel products.

InChI:InChI=1/C12H7NO3/c14-11-8-5-1-3-7-4-2-6-9(10(7)8)12(15)13(11)16/h1-6,16H

Upstream product

• 81-84-5 1,8-Naphthalic anhydride 
• 40153-25-1 N-benzyloxy-naphthalimide 
• 111063-75-3 2-(3-nitro-benzoyloxy)-benz[de]isoquinoline-1,3-dione 
• 81-83-4 1,8-Naphthalimide 
• 5470-11-1 hydroxylamine hydrochloride 

Downstream Products

• 38863-02-4 2-benzoyloxy-benzo[de]isoquinoline-1,3-dione 
• 5551-72-4 1,3-dioxo-1H-benzo[de]isoquinolin-2(3H)-yl 4-methylbenzenesulfonate 
• 6207-89-2 sodium naphthalimide oxide 
• 670266-26-9 C₁₇H₁₁ClN₂O₃S 
• 442534-82-9 C₁₇H₁₀Cl₂N₂O₃S 
• 443922-67-6 C₁₇H₁₁BrN₂O₃S 
• 794552-14-0 C₁₇H₁₁FN₂O₃S 
• 794552-13-9 C₁₇H₁₁FN₂O₃S 
• 1011889-00-1 C₁₈H₁₁F₃N₂O₃S 
• 62155-54-8 DC_BD₁₆₈ 
• 397281-20-8 AG-690/15438099 
• 791787-63-8 AG-690/10776061 
• 791787-59-2 C₁₉H₁₆N₂O₅S 
• 878617-35-7 C₁₉H₁₆N₂O₅S 

Relevant articles and documents

An approach to discovering novel exciplex supramolecular complex based on carbazole-containing 1,8-naphthalimide

A new luminescent ambipolar semiconductor consisting of 1,8-naphthalimide as an electron-accepting moiety and carbazole as an electron-donating moiety has been synthesized and characterized. The synthesized compound as ambipolar semiconductor has been investigated by using density functional theory calculations coupled with the charge-hopping model and the time-of-flight experimental method. The time-of-flight hole and electron drift mobilities in the synthesized material's layer approached about 10?4 cm2 V?1 s?1 at high electric fields. The exciplex complex is stabilized by the intermolecular hydrogen bond and electron donor-acceptor interactions. The energy of interactions between the molecules in the exciplex complex has been estimated to be about ?100 kJ mol?1 by DFT. Non-doped emissive layer organic light-emitting diode (OLED) using the synthesized compound as an emitter exhibited an orange color emission with the Commission International de L'Eclairage chromaticity coordinates of (0.47, 0.49).

Kinetics of N-oxyl Radicals' Decay

N-oxyl radicals of various structures were generated by oxidation of corresponding N-hydroxy compounds with iodobenzene diacetate, [bis(trifluoroacetoxy)]iodobenzene, and ammonium cerium(IV) nitrate in acetonitrile. The decay rate of N-oxyl radicals follows first-order kinetics and depends on the structure of N-oxyl radicals, reaction conditions, and the nature of the solvent and oxidant. The values of the self-decay constants change within 1.4 × 10-4 s-1 for the 3,4,5,6-tetraphenylphthalimide-N-oxyl radical to 1.4 × 10-2 s-1 for the 1-benzotriazole-N-oxyl radical. It was shown that the rate constants of the phthalimide-N-oxyl radicalsê? self-decay with different electron-withdrawing or-donor substituents in the benzene ring are higher than that of the unsubstituted phthalimide-N-oxyl radical in most cases. The solvent effect on the process of phthalimide-N-oxyl radical self-decomposition was investigated. The dependence of the rate constants on the Gutmann donor numbers was shown.

A cinnamic acid naphthalene dicarboxylic acid imide ester compound and use thereof

The invention discloses naphthalene cinnamate dicarboximide ester compounds which have a structure as shown in a formula I; the compounds can be used as a plant growth regulator. The compounds as shown in the formula I have excellent functions of promoting germination, rooting as well as production-increasing and quality-improving, has a good bactericidal effect, and has control effects especially for phytophthora capsici, wheat scab, apple ring spot and cucumber blight disease at 200ppm, and the like, thus being widely used for disease prevention and yield improvement in agriculture or forestry. The formula I is described in the description.

Metal-Free Synthesis of Adipic Acid via Organocatalytic Direct Oxidation of Cyclohexane under Ambient Temperature and Pressure

A direct metal-free approach for the production of adipic acid from cyclohexane is reported. The use of N-hydroxyphthalimide (NHPI) as a catalyst in the presence of HNO3/TFA enables the direct oxidation of cyclohexane to yield adipic acid under ambient temperature and pressure via a simple procedure. This reaction proceeds through an initial oxidation of cyclohexane to cyclohexanone oxime and cyclohexanone followed by a second oxidation of these intermediates to adipic acid. NHPI plays a crucial role in both oxidation steps to achieve a high yield and selectivity for adipic acid.

Naphthylacetic acid naphthalimide ester compound and application thereof

The invention discloses a naphthylacetic acid naphthalimide ester compound of which the structure is as shown in a formula I. The naphthylacetic acid naphthalimide ester compound is used as a plant growth regulator. The compound in the formula I has excellent germination-accelerating effect, root-inducing effect and production-increasing and quality-improving effects, has a good sterilization effect, especially has a control effect on wheat sharp eyespot, phytoph-thora capsici leonian and apple ring rot at 200ppm, and can be widely applied to disease prevention and production increase in agriculture or forestry.

Imide bit or 4 - substituted 1, 8 - naphthalene imide derivatives as PARP inhibitors

The invention belongs to the field of medical chemistry, discloses use of imide site or 4-substituted 1, 8-naphthyl imide derivatives as PARP (poly adeno-sine diphosphate ribose polymerase) inhibitors, and in particular relates to the use of 1, 8-naphthyl imide derivative as shown in general formula (I), pharmacological or physiologically acceptable salts of the compound as shown in the general formula (I), and pharmaceutical compositions of the compound as shown in the general formula (I), as the PARP (poly adeno-sine diphosphate ribose polymerase) inhibitors. R1 and R2 have the meanings as defined.

USE OF ORGANIC OXYIMIDES AS FLAME RETARDANT FOR PLASTIC MATERIALS AND ALSO FLAME-RETARDANT PLASTIC MATERIAL COMPOSITION AND MOULDED PARTS PRODUCED THEREFROM

The present invention relates to the use of organic oxy imides as flame retardants for plastics. According to the present invention, a flame-retardant plastics composition is likewise specified, including an oxy imide as flame retardant. Additionally specified are mouldings produced from an inventive flame-retardant polymer composition.

Design, synthesis and biological evaluation of naphthostyril derivatives as novel protein kinase FGFR1 inhibitors

New class of FGFR1 kinase inhibitors with naphthostyril heterocycle has been identified. A series of N-phenylnaphthostyril-1-sulfonamides has been synthesized and tested in vitro. It was revealed that the most active compound N-(4-hydroxyphenyl)naphthostyril-1- sulfonamide inhibited FGFR1 with IC50 of 2 μM. In our preliminary studies, N-phenylnaphthos-tyril- 1-sulfonamides demonstrated selectivity of FGFR1 inhibition and antiproliferative activity on cancer cell line. N-phenylnaphthostyril-1-sulfonamides have a good potential for further development as anticancer agents.

Discovery of 2-oxo-1,2-dihydrobenzo[cd]indole-6-sulfonamide derivatives as new RORγ inhibitors using virtual screening, synthesis and biological evaluation

Retinoic acid receptor-related orphan receptor γ (RORγ), a member of the nuclear hormone receptor superfamily, is a promising therapeutic target for treating Th17-mediated autoimmune diseases. We performed structure-based virtual screening targeting the RORγ ligand-binding domain. Among the tested compounds, s4 demonstrated RORγ antagonistic activities with micromolar IC50 values in both an AlphaScreen assay (20.27 μM) and a cell-based reporter gene assay (11.84 μM). Optimization of the s4 compound led to the identification of compounds 7j, 8c, 8k, and 8p, all of which displayed significantly enhanced RORγ inhibition with IC 50 values of 40-140 nM. These results represent a promising starting point for developing potent small molecule RORγ inhibitors.

Synthesis and biological evaluation of a benz[cd]indol-2(1H)-one derivatives

Virtual screening of a library of 6.4 million compounds versus the structure of Xenopus Laevis' Aurora B kinase identified 1-(n-propyl)-6-[2-(carboxyl)tetrahydropyrrol-1-yl]sulfonyl-benzo[cd]indol-2(1H)-one 1 as a possible lead compound. Then, a novel series of benz[cd]indol-2(1H)-one derivatives were synthesized and evaluated as Aurora B kinase inhibitors. The structures of the synthetic compounds were confirmed by 1H NMR, IR, mass spectrometry and elemental analysis. These compounds were evaluated by in vitro enzyme assay using spectrophotometry. Among them, compound 7e displayed potent antitumor activity against Aurora B kinase.