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| | 7-Amino-3,4-dihydro-2H-isoquinolin-1-one Basic information |
| Product Name: | 7-Amino-3,4-dihydro-2H-isoquinolin-1-one | | Synonyms: | 7-aMino-3;1(2H)-Isoquinolinone, 7-aMino-3,4-dihydro-;7-Amino-3,4-dihydro-1(2H)-isoquinolinone;2-Propenoicacid,2-methyl-,2-(4-hydroxyethoxy)ethylester;7-Amino-3,4-dihydro-2H-isoquinolin-1-one | | CAS: | 66491-03-0 | | MF: | C9H10N2O | | MW: | 162.19 | | EINECS: | | | Product Categories: | | | Mol File: | 66491-03-0.mol |  |
| | 7-Amino-3,4-dihydro-2H-isoquinolin-1-one Chemical Properties |
| Melting point | 123-125 °C | | Boiling point | 495.9±45.0 °C(Predicted) | | density | 1.237±0.06 g/cm3(Predicted) | | storage temp. | Keep in dark place,Inert atmosphere,Room temperature | | form | crystalline solid | | pka | 14.96±0.20(Predicted) | | color | Amber/tan |
| | 7-Amino-3,4-dihydro-2H-isoquinolin-1-one Usage And Synthesis |
| Uses | 7-Amino-3,4-dihydro-2H-isoquinolin-1-one is used as a reactant in the preparation of dihydroisoquinolinones as potent inhibitors of poly(ADP-ribose) polymerase. | | Synthesis | General procedure for the synthesis of 7-amino-3,4-dihydroisoquinolin-1(2H)-one from 7-nitro-3,4-dihydroisoquinolin-1(2H)-one: 7-nitro-3,4-dihydroisoquinolin-1(2H)-one (700 mg, 3.6 mmol) was dissolved in methanol (25 mL), and 10% palladium/carbon catalyst (catalytic amount) was added. The reaction was stirred under hydrogen (60 psi) atmosphere for 1 hour. Upon completion of the reaction, the mixture was filtered through diatomaceous earth to remove the catalyst and the filtrate was concentrated under vacuum to afford 7-amino-3,4-dihydroisoquinolin-1(2H)-one (500 mg, 86% yield). The product was characterized by 1H NMR (400 MHz, CD3OD): δ 2.81 (t, J = 6.59 Hz, 2H), 3.42 (t, J = 6.55 Hz, 2H), 6.84 (dd, J = 8.13,2.42 Hz, 1H), 7.02 (d, J = 7.91 Hz, 1H), 7.26 (d, J = 2.64 Hz, 1H ). | | References | [1] Journal of Organic Chemistry, 1983, vol. 48, # 19, p. 3220 - 3234
[2] Patent: WO2008/79759, 2008, A1. Location in patent: Page/Page column 98
[3] Patent: WO2008/79836, 2008, A2. Location in patent: Page/Page column 86
[4] Journal of Medicinal Chemistry, 2015, vol. 58, # 6, p. 2799 - 2808
[5] ACS Medicinal Chemistry Letters, 2016, vol. 7, # 12, p. 1077 - 1081 |
| | 7-Amino-3,4-dihydro-2H-isoquinolin-1-one Preparation Products And Raw materials |
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