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Home > Encyclopedia > 7-Amino-4-methyl-2-quinolinone

7-Amino-4-methyl-2-quinolinone

7-Amino-4-methyl-2-quinolinone structure

7-Amino-4-methyl-2-quinolinone 

structure
  • CAS No:

    19840-99-4

  • Formula:

    C10H10N2O

  • Chemical Name:

    7-Amino-4-methyl-2-quinolinone

  • Synonyms:

    2(1H)-Quinolinone,7-amino-4-methyl-;Carbostyril,7-amino-4-methyl-;7-Amino-4-methyl-2(1H)-quinolinone;2-Hydroxy-4-methyl-7-aminoquinoline;4-Methyl-7-aminocarbostyril;7-Amino-4-methyl-2-quinolinone;Carbostyril 124;7-Amino-4-methyl-2-quinolone;7-Amino-4-methylcarbostyril;Carbostyryl 7;7-Amino-2-hydroxy-4-methylquinoline;26078-22-8;148125-55-7

  • Categories:

    Pharmaceutical Intermediates  >  Heterocyclic Compound

7-Amino-4-methyl-2-quinolinone Basic Attributes

174.2

174.20

243-363-2

9VW18ABA26

DTXSID5066538

2933790090

Characteristics

55.1

0.6

off-white to tan solid

1.2±0.1 g/cm3

274 °C

417.6°C at 760 mmHg

206.4±28.7 °C

1.627

Refrigerator

3.5E-07mmHg at 25°C

Safety Information

NONH for all modes of transport

36/37/38

26-36

Xi

P261-P305 + P351 + P338

H315-H319-H335

|Warning|H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 38 companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Drug Information

7-AMeq

7-Amino-4-methyl-2-quinolinone Use and Manufacturing

Methods of Manufacturing

General procedure: 1, 3-Diaminobenzene (1.0 g, 9.3 mmol), was added to substituted ethyl acetoacetates (1.2 equiv, 2-3, 6) and the mixture was refluxed for 20 h. It was then poured on ice (100 g) and the precipitate was filtered. The product was obtained through column chromatography using silica gel (100-200 mesh) in methanol/chloroform (1:99).A mixture of 1, 3-phenylenediamine (19.7 g, 182.0  mmol) and ethyl acetoacetate (23.7 g, 182.0 mmol) was heated at 130 °C for 30 h under an argon atmosphere. After cooling to room temperature, yellowish green solid thus precipitated was collected. Recrystallization from methanol (40 mL) yielded needle crystals (11.9 g, 38 percent). General procedure: A constantly stirred suspension of appropriately substituted aromatic/ heteroaromatic amines (2a-2l, 1 equiv.) in water (5 mL) was heated at 95C for 1-2 h. To this, bis (carboxyl methyl) trithiocarbonate (1.1 equiv.) was slowly added and heating was continued at 100C for 14-19 h. After cooling to room temperature, the precipitated solid was filtered and washed with cold water. The dried solid was purified by flash silica column [gradual eluent: EtOAc/petroleum ether, 0-50%] to afford the 3-substituted-phenyl-2-thioxothiazolidin-4-one derivatives (3a-3l).

Uses

Suitable as a laser dye

2(1H)-Quinolinone, 7-amino-4-methyl-: ACTIVE

Computed Properties

Molecular Weight:174.20
XLogP3:0.6
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:2
Exact Mass:174.079312947
Monoisotopic Mass:174.079312947
Topological Polar Surface Area:55.1
Heavy Atom Count:13
Complexity:260
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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