54408-50-3

Usage

Uses

Used in Organic Synthesis:
5-Aminoquinaldine is used as a key intermediate in the field of organic synthesis. Its unique chemical structure allows it to be a valuable component in the creation of various complex organic molecules.
Used in Pharmaceutical Intermediates:
In the pharmaceutical industry, 5-Aminoquinaldine serves as an essential intermediate for the development of different drugs. Its properties make it suitable for the synthesis of various medicinal compounds, contributing to the advancement of pharmaceutical research and drug discovery.
Used in the Synthesis of 8-Methyl-1,7-Phenanthroline:
5-Aminoquinaldine is used as a reactant in the Skraup reaction to produce 8-methyl-1,7-phenanthroline, which is a significant compound in the field of organic chemistry. The reaction with glycerol under specific conditions yields a 25% yield of the desired product, highlighting the importance of 5-Aminoquinaldine in this particular synthesis process.

InChI:InChI=1/C10H10N2/c1-7-5-6-8-9(11)3-2-4-10(8)12-7/h2-6H,11H2,1H3

Upstream product

• 99-09-2 3-nitro-aniline 
• 62-53-3 aniline 
• 91-63-4 2-methylquinoline 
• 23877-94-3 2-methyl-5-nitroquinoline 

Downstream Products

• 132370-44-6 1-[5-(2-Methyl-quinolin-5-ylamino)-2-phenyl-pyrazolidin-1-yl]-ethanone 
• 607-72-7 5-hydroxy-2-methylquinoline 
• 1350443-66-1 N-[4-(4-methylpiperazin-1-ylmethyl)phenyl]-4-[(2-methylquinolin-5-yl)amino]benzamide 
• 1202748-39-7 methyl 4-{[(2-methylquinolin-5-yl)imino]methyl}benzoate 
• 611229-35-7 C₂₄H₂₆F₄N₂O₂ 
• 1246517-77-0 7-(4-hydroxyphenyl)-3,10,10-trimethyl-7,10,11,12-tetrahydro-9H-benzo[b][1,7]phenanthrolin-8-one 
• 1246517-75-8 methyl 4-(3-methyl-8-oxo-7,10,11,12-tetrahydro-9H-benzo[b][1,7]phenanthrolin-7-yl)benzoate 
• 1246517-67-8 7-(3,4-dihydroxyphenyl)-3-methyl-7,10,11,12-tetrahydro-9H-benzo[b][1,7]phenanthrolin-8-one 
• 1246517-70-3 7-(2,4-dimethoxyphenyl)-3-methyl-7,10,11,12-tetrahydro-9H-benzo[b][1,7]phenanthrolin-8-one 
• 1246517-73-6 7-(4-dimethylaminophenyl)-3-methyl-7,10,11,12-tetrahydro-9H-benzo[b][1,7]phenanthrolin-8-one 
• 1246517-69-0 7-(2-methoxyphenyl)-3-methyl-7,10,11,12-tetrahydro-9H-benzo[b][1,7]phenanthrolin-8-one 
• 893772-69-5 7-(4-bromophenyl)-3-methyl-7,10,11,12-tetrahydro-9H-benzo[b][1,7]phenanthrolin-8-one 
• 1246517-74-7 7-[4-bis(2-chloroethyl)aminophenyl]-3-methyl-7,10,11,12-tetrahydro-9H-benzo[b][1,7]phenanthrolin-8-one 
• 1246517-71-4 7-(3,4-dimethoxyphenyl)-3-methyl-7,10,11,12-tetrahydro-9H-benzo[b][1,7]phenanthrolin-8-one 

Relevant academic research and scientific papers

Substitution effect on the one- and two-photon sensitivity of DMAQ "caging" groups

The systematic SAR study of a "caging" group showed a strong influence of the position of the donor dimethylamino group on the efficiency of photolysis of the DMAQ (2-hydroxymethylene-(N,N-dimethylamino)quinoline) caged acetate under one-photon near-UV or two-photon near-IR excitation. Photorelease of l-glutamate by the most efficient 8-DMAQ derivative strongly and efficiently activated glutamate receptors, generating large, fast rising responses similar to those elicited by glutamate photoreleased from the widely used MNI-caged glutamate.

5-SUBSTITUTED QUINOLINE AND ISOQUINOLINE DERIVATIVES, A METHOD FOR THE PRODUCTION THEREOF AND THEIR USE AS ANTIPHLOGISTICS

The invention relates to compounds of general formulas (IIa) or (IIb) and to their use as medicaments.

Syntheses of Novel Quinolone-Chemotherapeutics, I: Pyridoquinolines and Pyridophenanthrolines as Derivatives of "lin-benzo-Nalidixic Acid"

Expansion of nalidixic acid (NA) has been accomplished by linear insertion of a benzo-ring between the two pyrido moieties.The resulting compounds exhibit antibacterial activity comparable to NA and are highly fluorescent.The regioselective hydrogenation of 1,7-phenanthrolines was studied. - Keywords: lin-Benzo-analogs; Quinolones; Pyridoquinoline; Pyridophenanthroline; Pyridophenanthroline; Regioselective hydrogenation of phenanthrolines; Fluorescence

Synthesis and antitumor properties of bis (quinaldine) derivatives

A series of 7-nitro. and amino-N,N'-bis(4-quinaldinyl)-αω-diaminoalkanes related to the 6-amino derivative was synthezied and tested in the mouse P-388 lymphocytic leukemia screen. Three of the 7-nitro derivatives were found to have moderate activity (T/C 140-150%), while other nitro derivatives were devoid of any antitumor properties. All five 7-amino compounds were moderately to strongly active (T/C 134-196%). In addition, binding of amino derivatives 2-6 to DNA was examined by their ability to (1) stabilize DNA to thermal denaturation and (2) inhibit the DNA-dependent RNA polymerase reaction in vitro. T(m) data suggest that these compounds bind to DNA and are strong inhibitors of the polymerase reaction (I50 = 6-9 X 10-6 M).