12226-96-9

Basic information

• Product Name: Solvent Yellow 43
• Synonyms: C.I. SOLVENT YELLOW 43)
• CAS NO: 12226-96-9
• Molecular Formula: C20H24N2O2
• Molecular Weight: 324.41676
• Mol File: 12226-96-9.mol
• Article Data: 22

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Solvent Yellow 43(CAS DataBase Reference)
• NIST Chemistry Reference: Solvent Yellow 43(12226-96-9)
• EPA Substance Registry System: Solvent Yellow 43(12226-96-9)

Safety Data

• Hazardous Substances Data: 12226-96-9(Hazardous Substances Data)

Upstream product

• 81-86-7 4-bromo-1,8-naphthalenedicarboxylic anhydride 
• 109-73-9 N-butylamine 
• 92874-17-4 4-bromo-N-butylnaphthalimide 
• 6642-29-1 4-nitronaphthalic-1,8-anhydride 
• 6492-86-0 4-amino-1,8-naphthalic anhydride 
• 81-84-5 1,8-Naphthalic anhydride 
• 761-65-9 N,N-dibutylformamide 
• 109-65-9 1-bromo-butane 
• 55490-98-7 N-butyl-4-amino-1,8-naphthalimide 
• 4053-08-1 p-chloro-1,8-naphthalicanhydride 

Relevant articles and documents

Efficient Intersystem Crossing in the Tr?ger's Base Derived From 4-Amino-1,8-naphthalimide and Application as a Potent Photodynamic Therapy Reagent

Intersystem crossing (ISC) was observed for naphthalimide (NI)-derived Tr?ger's base, and the ISC was confirmed to occur by a spin-orbital charge-transfer (SOCT) mechanism. Conventional electron donor/acceptor dyads showing SOCT-ISC have semirigid linkers. In contrast, the linker between the two chromophores in Tr?ger's base is rigid and torsion is completely inhibited, which is beneficial for efficient SOCT-ISC. Femtosecond transient absorption (TA) spectra demonstrated charge-separation and charge-recombination-induced ISC processes. Nanosecond TA spectroscopy confirmed the ISC, and the triplet state is long-lived (46 μs, room temperature). The ISC quantum yield is dependent on solvent polarity (8–41 %). The triplet state was studied by pulsed-laser-excited time-resolved EPR spectroscopy, and both the NI-localized triplet state and triplet charge-transfer state were observed, which is in good agreement with the spin-density analysis. The Tr?ger's base was confirmed to be a potent photodynamic therapy reagent with HeLa cells (EC50=5.0 nm).

Photocalibrated NO Release from N-Nitrosated Napthalimides upon One-Photon or Two-Photon Irradiation

NO donors are routinely used as the exogenous source in in vitro studies. However, the kinetics or the dose of NO release from the existing donors is not readily monitored. This complicates the elucidation of the involvement of NO in a biological response. We report herein a series of NO donors (NOD545a-g), whose NO release is triggered by UV light at 365 nm or a two-photon laser at 740 nm, and importantly, their NO release is accompanied by a drastic fluorescence turn-on, which has been harnessed to follow the kinetics and dose of NO release in a real-time fashion with spectroscopic methods or microscopic methods in in vitro studies. These merits have rendered NOD545a-g useful molecular tools in NO biology.

Efficient sonochemical synthesis of 3- and 4-electron withdrawing ring substituted N-alkyl-1,8-naphthalimides from the related anhydrides

1,8-N-alkyl-naphthalimides substituted with electron withdrawing groups were readily prepared in high yields using ultrasound in aqueous media.

Peroxynitrite (ONOO-) generation from the HA-TPP@NORM nanoparticles based on synergistic interactions between nitric oxide and photodynamic therapies for elevating anticancer efficiency

Due to biological safety and negligible toxicity, nitric oxide (NO) therapy has gained increasing interest in the field of cancer therapy during the past few years. However, individual NO cancer therapy normally exhibited limited therapeutic efficiency. In order to acquire satisfactory therapeutic outcomes, the NO therapy is usually combined with other therapeutic treatments, mostly chemotherapy. Herein, we constructed HA-TPP@NORM nanoparticles based on the co-assembly of an NO donor (NORM) and tetraphenylporphyrin (TPP)-modified hyaluronic acid, which can efficiently generate a highly biocidal molecule of peroxynitrite (ONOO-) via the synergistic interactions of the nitric oxide (NO) therapy and photodynamic therapy (PDT) to enhance the cancer therapeutic efficiency. In addition, MTT results exhibited that without light irradiation, the HA-TPP@NORM nanoparticles have favourable biocompatibility with the cell viability above 95% at the maximum TPP concentration (20 μg mL-1). Under simultaneous irradiation with 365 nm and 650 nm light, ONOO- can be efficiently produced in cancer cells via the direct coupling reaction of the generated NO and superoxide anion radical (O2-), which significantly enhanced the anticancer effect, when compared with individual NO therapy or PDT therapy. Therefore, the HA-TPP@NORM nanoparticles may provide a new insight into the design of efficiently NO-related cancer therapeutic systems.

A ratiometric fluorescent probe for the detection of hydroxyl radicals in living cells

A naphthalimide-naphthyridine derivative has been synthesized for the detection of hydroxyl radicals. It can distinguish hydroxyl radicals from other reactive oxygen species with high selectivity and short response time. Moreover, it has no cellular toxicity, and can be effectively used for intracellular detection of hydroxyl radicals. The Royal Society of Chemistry 2014.

Simple naphthalimide based anion sensors: Deprotonation induced colour changes and CO2 fixation

The 4-amino-1,8-naphthalimide based chemosensors 2, 4 and 6 show striking green-to-purple colour changes due to the deprotonation of the 4-amino moiety on interaction with strongly basic anions such as F-: these colour changes reverse gradually

Nitric oxide donors, preparation and applications of nitric oxide donors

The invention relates to nitric oxide donors, preparation and applications of the nitric oxide donors. In particular, the invention provides compounds which have structures represented by a formula I, wherein R2 is H, a C3-C8 naphthenic group or C1-C6 alkyl which is substituted by 1-2 materials optionally selected from C1-C4 alkoxy, -S(O)2-OH, and a substituent group of hydroxyl, and N is connected with a benzene ring of a fluorophore molecule. The invention also provides preparation methods for the compounds represented by the formula I, compositions containing the compounds represented in the formula I, and the applications of the compounds which are used as the nitric oxide donors.