16430-99-2

Basic information

• Product Name: 4-Methoxynaphthalen-1-aMine
• Synonyms: 4-Methoxynaphthalen-1-aMine
• CAS NO: 16430-99-2
• Molecular Formula: C₁₁H₁₁NO
• Molecular Weight: 173.21114
• Mol File: 16430-99-2.mol
• Article Data: 17

Chemical Properties

• Melting Point: 248-250 °C(Solv: ethyl acetate (141-78-6); methanol (67-56-1))
• Boiling Point: 165 °C(Press: 7 Torr)
• Appearance: /
• Density: 1.156±0.06 g/cm3(Predicted)
• PKA: 4.39±0.10(Predicted)
• CAS DataBase Reference: 4-Methoxynaphthalen-1-aMine(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Methoxynaphthalen-1-aMine(16430-99-2)
• EPA Substance Registry System: 4-Methoxynaphthalen-1-aMine(16430-99-2)

Safety Data

• Hazard Codes: Xn
• Statements: 22
• Hazardous Substances Data: 16430-99-2(Hazardous Substances Data)

Upstream product

• 67-56-1 methanol 
• 86-57-7 1-Nitronaphthalene 
• 1201594-02-6 4-methoxynaphthalen-1-yl diethylcarbamate 
• 1072840-83-5 4-methoxynaphthalen-1-yl pivalate 
• 84-85-5 4-methoxynaphth-1-ol 
• 2216-69-5 1-Methoxynaphthalene 
• 4900-63-4 1-methoxy-4-nitronaphthalene 
• 151-50-8 potassium cyanide 
• 51687-74-2 N-(4-Methoxy-1-naphthyl)acetamide 

Downstream Products

• 121726-90-7 5-hydroxy-2-phenyl-1H-benzindole 
• 163397-20-4 (1-methoxynaphthalen-4-yl)(phenyl)sulfane 

Relevant articles and documents

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Tuning Tetrazole Photochemistry for Protein Ligation and Molecular Imaging

Photochemistry provides a wide range of alternative reagents that hold potential for use in bimolecular functionalisation of proteins. Here, we report the synthesis and characterisation of metal ion binding chelates derivatised with disubstituted tetrazoles for the photoradiochemical labelling of monoclonal antibodies (mAbs). The photophysical properties of tetrazoles featuring extended aromatic systems and auxochromic substituents to tune excitation toward longer wavelengths (365 and 395 nm) were studied. Two photoactivatable chelates based on desferrioxamine B (DFO) and the aza-macrocycle NODAGA were functionalised with a tetrazole and developed for protein labelling with 89Zr, 64Cu and 68Ga radionuclides. DFO-tetrazole (1) was assessed by direct conjugation to formulated trastuzumab and subsequent radiolabelling with 89Zr. Radiochemical studies and cellular-based binding assays demonstrated that the radiotracer remained stable in vitro retained high immunoreactivity. Positron emission tomography (PET) imaging and biodistribution studies were used to measure the tumour specific uptake and pharmacokinetic profile in mice bearing SK-OV-3 xenografts. Experiments demonstrate that tetrazole-based photochemistry is a viable approach for the light-induced synthesis of PET radiotracers.

Cobalt-Catalyzed Direct Carbonylative Synthesis of Free (NH)-Benzo[ cd]indol-2(1 H)-ones from Naphthylamides

A cobalt-catalyzed C-H carbonylation of naphthylamides for the synthesis of benzo[cd]indol-2(1H)-one scaffolds has been developed. The reaction employs a traceless directing group and uses benzene-1,3,5-triyl triormate as the CO source, affording various free (NH)-benzo[cd]indol-2(1H)-ones in moderate to high yields (up to 88%). Using this protocol, the total synthesis of BET bromodomain inhibitors A and B was accomplished as well.

Nickel-Catalyzed Amination of Aryl Carbamates with Ammonia

Aryl carbamates were employed in the nickel-catalyzed monoarylation of ammonia. The applied, well-defined single-component nickel(II) precatalyst contains a Josiphos ligand, is air-stable, and operates without any ancillary reductant. This catalyst system