62748-01-0

Basic information

• Product Name: 8-Amino-4-methylquinoline
• Synonyms: 4-methyl-8-Quinolinamine;8-Amino-4-methylquinoline;4-methylquinolin-8-amine;8-QuinolinaMine, 4-Methyl-;8-AMino-4-Methylquinolin;4-Methylquinolin-8-amine, 8-Amino-4-methyl-1-azanapthalene
• CAS NO: 62748-01-0
• Molecular Formula: C₁₀H₁₀N₂
• Molecular Weight: 158.2
• EINECS: 681-547-8
• Mol File: 62748-01-0.mol

Chemical Properties

• Melting Point: 84 °C
• Boiling Point: 334.4 °C at 760 mmHg
• Flash Point: 182.5 °C
• Appearance: /
• Density: 1.169 g/cm³
• Vapor Pressure: 0.000128mmHg at 25°C
• Refractive Index: 1.681
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• PKA: 4.74±0.13(Predicted)
• CAS DataBase Reference: 8-Amino-4-methylquinoline(CAS DataBase Reference)
• NIST Chemistry Reference: 8-Amino-4-methylquinoline(62748-01-0)
• EPA Substance Registry System: 8-Amino-4-methylquinoline(62748-01-0)

Safety Data

• Hazardous Substances Data: 62748-01-0(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
8-Amino-4-methylquinoline serves as an intermediate in the synthesis of pharmaceuticals, contributing to the development of new drug molecules. Its potential anti-inflammatory and antibacterial properties make it a valuable candidate for medicinal applications.
Used in Dye Industry:
8-Amino-4-methylquinoline is utilized in the production of dyes, where its chemical structure imparts specific color characteristics and properties to the dyes.
Used in Organic Chemistry:
8-Amino-4-methylquinoline is employed as a building block in the synthesis of other organic compounds, showcasing its versatility in organic chemistry.
Used in Analytical Chemistry:
Leveraging its fluorescence properties, 8-Amino-4-methylquinoline is applied in analytical chemistry for detection and quantification purposes, enhancing the sensitivity and specificity of analytical methods.
Used in Bioimaging Applications:
8-Amino-4-methylquinoline's fluorescence characteristics also make it useful in bioimaging, where it can be employed to visualize and track biological processes at the molecular level.

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

Upstream product

• 2801-29-8 4-methyl-8-nitroquinoline 
• 855639-84-8 (4-methyl-8-nitro-[2]quinolyl)-hydrazine 
• 3846-73-9 4-methylquinolin-8-ol 
• 88-74-4 2-nitro-aniline 
• 4053-40-1 4-methylquinoline 1-oxide 
• 858196-11-9 4-methyl-8-nitro-quinoline-1-oxide 
• 7440-44-0 pyrographite 
• 50821-72-2 quinolone-4-carbonyl chloride 
• 62-53-3 aniline 
• 98-95-3 nitrobenzene 
• 54965-58-1 2-chloro-4-methyl-8-nitroquinoline 
• 634-47-9 2-chloro-4-methylquinoline 
• 491-35-0 C₆H₄NCH₂CHCCH₂ 
• 90-04-0 2-methoxy-phenylamine 

Downstream Products

• 3248-05-3 4,7-Dimethyl-1,10-phenanthroline 
• 172939-50-3 8-bromo-4-methylquinoline 
• 35817-47-1 4-methyl-8-chloroquinoline 
• 351184-24-2 4-methyl-7-anisyl-1,10-phenanthroline 
• 85656-75-3 2,4,6-Trimethyl-benzenesulfonate1-amino-8-formylamino-4-methyl-quinolinium; 
• 390802-35-4 ((C₁₂H₆N₂C₆H₄OCH₃)CH₂CH₂)2C₆H₄ 
• 674283-20-6 C₆H₄(C₂H₄C₁₂H₆N₂C₆H₄Br)2 

Relevant articles and documents

Efficient synthesis of 4-methyl-1,10-phenanthroline starting from 8- aminolepidine

8-aminolepidine 2 reacted with glycerol 3 in presence of sodium iodide and gave 4-methyl-1,10-phenanthroline 1 with a 66 % yield.

Transition-Metal-Free Regioselective C–H Bond Fluorination of 8-Amidoquinolines with Selectfluor

A simple and efficient transition-metal-free protocol for the regioselective C–H bond fluorination of 8-aminoquinoline scaffolds with Selectfluor was developed. The reaction has a broad substrate scope and provides facile access to the corresponding C-5 f

Synthetic method of 2, 9-dinitro-4, 7-dimethyl-1, 10-phenanthroline

The invention relates to a synthetic method of 2, 9-dinitro-4, 7-dimethyl-1, 10-phenanthroline, and belongs to the technical field of organic chemistry. The method comprises the following steps: stirring and mixing nitrobenzene and SnCl2.2H2O, filling with hydrogen, adding iron powder and hydrochloric acid, reacting under certain conditions to obtain aniline, respectively mixing aniline with hydrogen peroxide and benzoyl chloride and adding ethanol, stirring and heating, adding nitric acid, heating, adding chlorosuccinimide in a dropwise manner, mixing with a hydrochloric acid and water mixed solution, carrying out water bath heating, adding zinc powder, stirring and reacting, adding a sodium hydroxide solution, and distilling the obtained solution to obtain a distillate which is 4-methyl-8-aminoquinoline; and heating 4-methyl-8-aminoquinoline, benzoyl chloride and to reflux, cooling to room temperature, slowly adding nitric acid in a dropwise manner, filtering, mixing the obtained filtrate with stannous chloride, heating, adding zinc powder and hydrochloric acid, and carrying out stirring and pumping filtration, and carrying out vacuum drying to obtain 2, 9-dinitro-4, 7-dimethyl-1, 10-phenanthroline. The method has the advantages of mild reaction conditions, simple operation and low cost.

New nonsymmetric phenanthrolines as very effective ligands in the palladium-catalyzed carbonylation of nitrobenzene

Inspired by the results of a previous mechanistic study, a series of mostly new nonsymmetric phenanthrolines were synthesized and tested as ligands in the palladium-catalyzed reductive carbonylation reaction of nitrobenzene to methyl phenylcarbamate. Very good results were obtained when the asymmetry was of an electronic nature (a donating substituent in the para position of one of the two pyridinic rings and an electron-withdrawing or no substituent on the para position of the other pyridinic ring), but steric hindrance in the ortho or meta position retarded the reaction. The TOF for the modified system is the highest ever reported for any carbonylation reaction of nitroarenes.

Color responses of novel receptors for AcO- and a test paper for AcO- in pure aqueous solution

An efficient AcO- sensor L which contains 1,10-phenanthroline-based and nitrophenylhydrazine-based groups, and its water-soluble Ru(II) complex were synthesized, characterized and studied in this Letter. Via UV-vis experiments and 1H NMR titration in DMSO solution, it was found that there were potential hydrogen bonds between the N{double bond, long}CH and AcO- after the deprotanation of two -NH during the reaction of L or its Ru complex with anions. Furthermore, an easy-to-prepare test paper was developed to detect AcO- at 10 mg/L in pure aqueous solution.

Octahedral Fe(II) and Ru(II) complexes based on a new bis 1,10-phenanthroline ligand that imposes a well defined axis

A bis-chelating ligand (L1), made of two 7-(p-anisyl)-1,10-phenanthroline (phen) subunits connected with a p-(CH2)2C6H4 (CH2)2 spacer through their 4 positions, has been prepared, using Skr

QUINOLINE COMPOUNDS AS H+-ATPASES

This invention relates to a quinoline compound of the formula: wherein R1 is a pyridyl group or aryl, each of which may be substituted with suitable substituent(s), A -COHN-or -NHCO-, n is an integer of 0 or 1, and is a group of the formula: In which R2, R3, R4, R5, R6 and R7 are as defined, and pharmaceutically acceptable salt thereof, to processes for preparation thereof, to a pharmaceutical composition comprising the same, and to a method for the prevention and/or the treatment of bone diseases caused by abnormal bone metabolism in human being or animals.

Synthesis of mono-and dialkylsubstituted 1,10-Phenanthrolines

Starting from o-anisidine, alkylated 8-hydroxyquinolines 2 and 8-aminoquinolines 3 were obtained. From the latter, dialkylsubstituted 1,10-phenanthrolines 5 have been prepared in good yields. Reaction of unsubstituted 8-aminoquinoline under the same conditions, yielded monoalkylated 1,10-phenanthrolines 4.

Anti-leishmanial lepidine derivatives

The subject 8-[6-(N-heterocyclic-substituted)hexylamino]-6-methoxy lepidineerivatives have the formula: STR1 wherein Z represents methyl or, together with the two contiguous carbon atoms, the benzo moiety of a benzopiperazinyl derivative when Y is --N(R')--, n is an integer from 0 to 2; Y represents --O--, --S--, --S(O)--, --S(O)2 --, and --N(R')--; R' represents hydrogen, alkyl, lower alkyl, R" substituted lower alkyl, cycloalkyl, aryl, sulfonyl, saturated 1,4-diazepinyl, lower alkyl N-cyanocarboximidothioate, or --C(O)R'"; R" represents at least one of hydroxy, alkoxy, aralkoxy, amino, lower alkyl substituted amino, phenyl, halogenated phenyl, or sufonyl; and R'" represents lower alkyl, alkoxy, aralkoxy, amino, lower alkyl substituted amino or aryl substituted amino; and pharmaceutically acceptable salts thereof. These derivatives afford improvement in means for the chemotherapy of leishmaniasis when administered parenterally or orally to infected animals.

Synthesis and Some Properties of A New Class of Six Membered Heteroaromatic Betains, 3H-Pyridobenzotriazin-4-ylium-3-ides

A series of 3H-pyridobenzotriazin-4-ylium-3-ides has been synthesised by reaction of 8-acylaminoquinolines with O-mesitylenesulphonylhydroxylamine followed by treatment with aqueous alkali.The spectral (u.v., 1H n.m.r., and 13C n.m.r. spectra) and chemical properties (bromination and 1,3-dipolar cycloaddition) of the new mesomeric betains have been investigated.