7-HYDROXY-3,4-DIHYDRO-2H-ISOQUINOLIN-1-ONE
- Product Name
- 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
- Formula Weight
- 163.17
- MOL File
- 22246-05-5.mol
7-HYDROXY-3,4-DIHYDRO-2H-ISOQUINOLIN-1-ONE Property
- 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
- HS Code
- 2933499090
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye irritation
H332Harmful if inhaled
H335May cause respiratory irritation
- Precautionary statements
-
P280Wear protective gloves/protective clothing/eye protection/face protection.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P310Immediately call a POISON CENTER or doctor/physician.
N-Bromosuccinimide Price
- Product number
- A426805
- Product name
- 7-Hydroxy-3,4-dihydro-2H-isoquinolin-1-one
- Packaging
- 50mg
- Price
- $45
- Updated
- 2021/12/16
- Product number
- 1260AB
- Product name
- 7-Hydroxy-3,4-dihydro-2H-isoquinolin-1-one
- Packaging
- 100mg
- Price
- $131
- Updated
- 2021/12/16
- Product number
- P000573036
- Product name
- 7-Hydroxy-3,4-dihydro-2H-isoquinolin-1-one
- Purity
- 98%
- Packaging
- 100mg
- Price
- $47
- Updated
- 2021/12/16
- Product number
- P000573036
- Product name
- 7-Hydroxy-3,4-dihydro-2H-isoquinolin-1-one
- Purity
- 98%
- Packaging
- 250mg
- Price
- $77
- Updated
- 2021/12/16
- Product number
- OR925654
- Product name
- 7-Hydroxy-3,4-dihydro-2H-isoquinolin-1-one
- Purity
- 95%
- Packaging
- 100mg
- Price
- $155
- Updated
- 2021/12/16
7-HYDROXY-3,4-DIHYDRO-2H-ISOQUINOLIN-1-ONE Chemical Properties,Usage,Production
Uses
7-Hydroxy-3,4-dihydro-2H-isoquinolin-1-one?is 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
- Tel
- 027-87212669 15927337358
- Fax
- 027-87212669
- Sales@ylypharmtech.com
- Country
- China
- ProdList
- 396
- Advantage
- 58
- Tel
- 021-54306202 13764082696
- info@hanhongsci.com
- Country
- China
- ProdList
- 42934
- Advantage
- 64
- Tel
- 021-50135380
- shchemsky@sina.com
- Country
- China
- ProdList
- 32321
- Advantage
- 50
- Tel
- 021-50718719 13918719472
- Fax
- 021-50718719
- Country
- China
- ProdList
- 979
- Advantage
- 58
- Tel
- 021-60343070
- Fax
- 021-35122006
- Country
- China
- ProdList
- 12740
- Advantage
- 55
- Tel
- +86 (21) 6715-7650
- Fax
- +86 (21) 6715-7651
- sheepchem@163.com
- Country
- China
- ProdList
- 994
- Advantage
- 60
- Tel
- 021-54880687
- Fax
- 021-54880687
- Country
- China
- ProdList
- 511
- Advantage
- 55
- Tel
- 18040571231/1402788087
- Fax
- sales@chemduro.com
- Country
- China
- ProdList
- 1973
- Advantage
- 58
- Tel
- 微信 17321281695 18019252918
- Fax
- 17321281695
- sale@amkchem.com
- Country
- China
- ProdList
- 15136
- Advantage
- 55
- Tel
- 021-61478794
- Fax
- 021-61478794
- sales@hcshhai.com
- Country
- China
- ProdList
- 9793
- Advantage
- 50