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

Base Information

• Chemical Name: 2(1H)-Quinolinone, 7-amino-4-methyl-
• CAS No.: 19840-99-4
• Deprecated CAS: 26078-22-8,148125-55-7
• Molecular Formula: C10H10N2O
• Molecular Weight: 174.202
• Hs Code.: 2933790090
• European Community (EC) Number: 243-363-2
• UNII: 9VW18ABA26
• DSSTox Substance ID: DTXSID5066538
• Nikkaji Number: J225.301A
• Wikidata: Q27273292
• ChEMBL ID: CHEMBL266430
• Mol file: 19840-99-4.mol

Synonyms:7-AMeq;7-amino-4-methyl-2-quinolinone

Chemical Property of 2(1H)-Quinolinone, 7-amino-4-methyl-

Chemical Property:

• Appearance/Colour: off-white to tan solid
• Vapor Pressure: 3.5E-07mmHg at 25°C
• Melting Point: >275°C (dec.)
• Refractive Index: 1.626
• Boiling Point: 417.6 °C at 760 mmHg
• PKA: 11.45±0.70(Predicted)
• Flash Point: 206.4 °C
• PSA: 59.14000
• Density: 1.223 g/cm³
• LogP: 2.41220
• Storage Temp.: Refrigerator
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 174.079312947
• Heavy Atom Count: 13
• Complexity: 260

Purity/Quality:

98%,99%, ^*data from raw suppliers

Carbostyril 124 ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=CC(=O)NC2=C1C=CC(=C2)N
• Uses: Suitable as a laser dye

Technology Process of 2(1H)-Quinolinone, 7-amino-4-methyl-

There total 18 articles about 2(1H)-Quinolinone, 7-amino-4-methyl- which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 75.0%

ethyl acetoacetate (141-97-9) + m-phenylenediamine (108-45-2,64554-26-3,76583-20-5) → carbostyril 124 (19840-99-4)

Guidance literature:

at 150 ℃; for 18h;

DOI:10.1007/s00044-013-0518-3

Reference yield:

N-(3-aminophenyl)but-2-ynamide → 5-amino-4-methylquinolin-2(1H)-one + carbostyril 124 (19840-99-4)

Guidance literature:

With Ph₃PAuNTf₂; In 1,2-dichloro-ethane; at 50 ℃; Overall yield = 86 %; Sealed tube;

DOI:10.1021/acs.joc.6b02984

Reference yield:

Z-Gly-Pro-NH-Meq → carbostyril 124 (19840-99-4)

Guidance literature:

With N-tris(hydroxymethyl)methyl-2-amino-ethane sulfonic acid (TES) buffer; post-proline endopeptidase; In dimethyl sulfoxide; at 37 ℃; Rate constant;

upstream raw materials:

4-methyleneoxetan-2-one

m-phenylenediamine

ethyl acetoacetate

Z-Cys(Bzl)-Pro-NH-Meq

Downstream raw materials:

2-chloro-4-methyl-7-aminoquinoline

7-(N^α-tert-butyloxycarbonyl-S-benzyl-L-cysteinyl-amido)-4-methyl-2-quinolinone

2-chloro-N-(4-methyl-2-oxo-1,2-dihydroquinolin-7-yl)acetamide

7-(S-benzyl-L-cysteinyl-amido)-4-methyl-2-quinolinone hydrochloride

Refernces

• 1、 Chaikuad, Apirat,Lang, Steffen,Brennan, Paul E.,Temperini, Claudia,Fedorov, Oleg,Hollander, Johan,Nachane, Ruta,Abell, Chris,Müller, Susanne,Siegal, Gregg,Knapp, Stefan. "Structure-Based Identification of Inhibitory Fragments Targeting the p300/CBP-Associated Factor Bromodomain". . p. 1648 - 1653. Retrieved 2016.
• 2、 Capps,Hamilton. "-". . p. 2104. Retrieved 1938.
• 3、 Shiroya, Umesh,Patel, Milan. "In-silico design, synthesis and evaluation of novel DNA-gyrase B inhibitors". . p. 5227 - 5235. Retrieved 2013.
• 4、 Wolfbeis. "-". . p. 905,908. Retrieved 1978.
• 5、 Fu, Jie,Bao, Fengqi,Gu, Min,Liu, Jing,Zhang, Zhipeng,Ding, Jiaoli,Xie, Sai-Sai,Ding, Jinsong. "Design, synthesis and evaluation of quinolinone derivatives containing dithiocarbamate moiety as multifunctional AChE inhibitors for the treatment of Alzheimer’s disease". . p. 118 - 128. Retrieved 2019/11/16.
• 6、 Kubica, Krzysztof P.,Taciak, Przemyslaw P.,Czajkowska, Agnieszka,Sztokfisz-Ignasiak, Alicja,Wyrebiak, Rafal,Mlynarczuk-Bialy, Izabela,Malejczyk, Jacek,Mazurek, Aleksander P.. "Synthesis and anticancer activity evaluation of novel derivatives of 7-amino-4-methylquinolin-2(1H)-one". . p. 903 - 910. Retrieved 2018/09/22.