7-HYDROXY-3,4-DIHYDRO-2H-ISOQUINOLIN-1-ONE
- CAS No.
- 22246-05-5
- Chemical Name:
- 7-HYDROXY-3,4-DIHYDRO-2H-ISOQUINOLIN-1-ONE
- Synonyms
- 3,4-dihydroisoquinoline-1,7-diol;3,4-Dihydro-7-hydroxy-1(2H)-isoquinolinone;7-HYDROXY-3,4-DIHYDRO-2H-ISOQUINOLIN-1-ONE;7-Hydroxy-3,4-dihyrdro-2-H-isoquinolin-1-one;1(2H)-Isoquinolinone, 3,4-dihydro-7-hydroxy-;7-hydroxy-3,4-dihydro-1-oxo-2(1H)-isoquinoline
- CBNumber:
- CB4229186
- Molecular Formula:
- C9H9NO2
- Molecular Weight:
- 163.17
- MDL Number:
- MFCD04114872
- MOL File:
- 22246-05-5.mol
- MSDS File:
- SDS
- TDS File:
- TDS
| Density | 1.282 |
|---|---|
| storage temp. | Inert atmosphere,Room Temperature |
| Appearance | White to off-white Solid |
| InChI | InChI=1S/C9H9NO2/c11-7-2-1-6-3-4-10-9(12)8(6)5-7/h1-2,5,11H,3-4H2,(H,10,12) |
| InChIKey | CZORCICKCUXXCZ-UHFFFAOYSA-N |
| SMILES | C1(=O)C2=C(C=CC(O)=C2)CCN1 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|---|---|
| Signal word | Warning |
| Hazard statements | H302-H315-H319-H332-H335 |
| Precautionary statements | P280-P305+P351+P338-P310 |
| HS Code | 2933499090 |
7-HYDROXY-3,4-DIHYDRO-2H-ISOQUINOLIN-1-ONE price More Price(53)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Usbiological | 279978 | 7-Hydroxy-3,4-dihydro-2H-isoquinolin-1-one Asreported | 22246-05-5 | 100mg | $379 | 2026-06-03 | Buy |
| Usbiological | 279978 | 7-Hydroxy-3,4-dihydro-2H-isoquinolin-1-one Asreported | 22246-05-5 | 250mg | $482 | 2026-06-03 | Buy |
| Usbiological | 279978 | 7-Hydroxy-3,4-dihydro-2H-isoquinolin-1-one Asreported | 22246-05-5 | 500mg | $651 | 2026-06-03 | Buy |
| Usbiological | 279978 | 7-Hydroxy-3,4-dihydro-2H-isoquinolin-1-one Asreported | 22246-05-5 | 1g | $1134 | 2026-06-03 | Buy |
| Usbiological | 279978 | 7-Hydroxy-3,4-dihydro-2H-isoquinolin-1-one Asreported | 22246-05-5 | 2g | $1610 | 2026-06-03 | Buy |
7-HYDROXY-3,4-DIHYDRO-2H-ISOQUINOLIN-1-ONE Chemical Properties,Uses,Production
Uses
7-Hydroxy-3,4-dihydro-2H-isoquinolin-1-oneis used in preparation of amine compound as SSAO/VAP-1 inhibitor.
Synthesis
22246-04-4
22246-05-5
Under nitrogen protection, 7-methoxy-3,4-dihydroisoquinolin-1(2H)-one (19 g, 107 mmol) was dissolved in dichloromethane (250 mL) and the solution was cooled to -78 °C. Boron tribromide (1 M solution in dichloromethane, 430 mL, 430 mmol) was slowly added dropwise to this suspension over 1.5 hours. After completion of the dropwise addition, the reaction was maintained for 30 min, followed by removal of the cooling bath to gradually warm the reaction mixture to room temperature and continued stirring overnight. Upon completion of the reaction, the reaction mixture was quenched by careful dropwise addition of methanol (114 mL, 2.81 mol) and the resulting solution was stirred for 1.5 hours. Subsequently, the reaction mixture was concentrated under reduced pressure. The residue was co-evaporated with methanol and crystallized from water, which was filtered, washed with water and dried to afford the target product 3,4-dihydro-7-hydroxy-1(2H)-isoquinolinone (14.6 g, 81% yield). The NMR hydrogen spectrum (300 MHz, DMSO-d6) data of the product were as follows: δH 9.47 (s, 1H), 7.83 (s, 1H), 7.25 (d, J=2.7 Hz, 1H), 7.09 (d, J=8.2 Hz, 1H), 6.85 (dd, J=8.1, 2.7 Hz, 1H), 3.31 (td, J=6.6, 2.8 Hz, 2H), 2.76 (t, J=6.6 Hz, 2H).
References
[1] Journal of Medicinal Chemistry, 1997, vol. 40, # 13, p. 2085 - 2101
[2] Patent: WO2016/198400, 2016, A1. Location in patent: Page/Page column 97
[3] Patent: WO2012/3418, 2012, A2. Location in patent: Page/Page column 53
[4] Bioorganic and Medicinal Chemistry Letters, 2010, vol. 20, # 1, p. 222 - 227
[5] Molecules, 2016, vol. 21, # 12,
7-HYDROXY-3,4-DIHYDRO-2H-ISOQUINOLIN-1-ONE Preparation Products And Raw materials
Raw materials
Preparation Products
7-HYDROXY-3,4-DIHYDRO-2H-ISOQUINOLIN-1-ONE Suppliers
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Wuhan YlypharmTech Co.,L | 15927337358 | Sales@ylypharmtech.com | China | 769 | 58 |
| Shanghai Hanhong Scientific Co.,Ltd. | 021-54306202 13764082696 | info@hanhongsci.com | China | 42917 | 64 |
| Chemsky（shanghai）International Co.,Ltd. | 021-50135380 | shchemsky@sina.com | China | 32273 | 50 |
| Shanghai Xiannuo Biotechnology Co., Ltd. | 021-50718719 13918719472 | China | 978 | 58 | |
| SynAsst Chemical. | 021-60343070 | China | 12731 | 55 | |
| Shanghai Sheepchem Co., Ltd. | +86 (21) 6715-7650 | sheepchem@163.com | China | 993 | 60 |
| Shanghai ChriChem Co., Ltd. | 021-54880687 | China | 510 | 55 | |
| Bide Pharmatech Ltd. | 400-164-7117 18317119277 | product02@bidepharm.com | China | 40000 | 60 |
| Wuhan Chemduro Pharm Tech Co. Ltd. | 18040571231/1402788087 | China | 1972 | 58 | |
| ShangHai AmK Pharmaceutical Technology Co., Ltd. | 微信 18019252918 18019252918 | sale@amkchem.com | China | 14982 | 55 |
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