ChemicalBook > CAS DataBase List > 7-HYDROXY-3,4-DIHYDRO-2H-ISOQUINOLIN-1-ONE

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

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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

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Safety

HS Code: 2933499090

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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.

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N-Bromosuccinimide Price

TRC

Product number: A426805
Product name: 7-Hydroxy-3,4-dihydro-2H-isoquinolin-1-one
Packaging: 50mg
Price: $45
Updated: 2021/12/16

Ark Pharm

Product number: P000573036
Product name: 7-Hydroxy-3,4-dihydro-2H-isoquinolin-1-one
Purity: 98%
Packaging: 100mg
Price: $47
Updated: 2021/12/16

Ark Pharm

Product number: P000573036
Product name: 7-Hydroxy-3,4-dihydro-2H-isoquinolin-1-one
Purity: 98%
Packaging: 250mg
Price: $77
Updated: 2021/12/16

AK Scientific

Product number: 1260AB
Product name: 7-Hydroxy-3,4-dihydro-2H-isoquinolin-1-one
Packaging: 100mg
Price: $131
Updated: 2021/12/16

Apolloscientific

Product number: OR925654
Product name: 7-Hydroxy-3,4-dihydro-2H-isoquinolin-1-one
Purity: 95%
Packaging: 100mg
Price: $155
Updated: 2021/12/16

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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

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7-HYDROXY-3,4-DIHYDRO-2H-ISOQUINOLIN-1-ONE Suppliers

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22246-05-5, 7-HYDROXY-3,4-DIHYDRO-2H-ISOQUINOLIN-1-ONERelated Search:

3,4-Dihydro-2H-isoquinolin-1-one narciclasine Gliquidone 7-METHOXY-3,4-DIHYDRO-2H-ISOQUINOLIN-1-ONE p-[2-(3,4-dihydro-7-methoxy-4,4-dimethyl-1,3-dioxo-2(1H)-isoquinolyl)ethyl]benzenesulphonamide 6,7-DIMETHOXY-3,4-DIHYDRO-2H-ISOQUINOLIN-1-ONE 7,8-DIHYDRO-[1,3]DIOXOLO[4,5-G]ISOQUINOLIN-5(6H)-ONE 7-HYDROXY-3,4-DIHYDRO-2H-ISOQUINOLIN-1-ONE 6,7-DIHYDROXY-3,4-DIHYDRO-2H-ISOQUINOLIN-1-ONE AKOS 236-23 AKOS 237-34 OXYCHELIDONINE AKOS 214-30 AKOS 233-98 AKOS 213-63 8-AMINO-7,8-DIHYDRO-6H-[1,3]DIOXOLO[4,5-G]ISOQUINOLIN-5-ONE HCL N-(6,7-DIMETHOXY-1-OXO-1,2,3,4-TETRAHYDRO-4-ISOQUINOLINYL)-2,2,2-TRIFLUOROACETAMIDE 2,2,2-TRIFLUORO-N-(5-OXO-5,6,7,8-TETRAHYDRO[1,3]DIOXOLO[4,5-G]ISOQUINOLIN-8-YL)ACETAMIDE

3,4-dihydroisoquinoline-1,7-diol

1(2H)-Isoquinolinone, 3,4-dihydro-7-hydroxy-

7-HYDROXY-3,4-DIHYDRO-2H-ISOQUINOLIN-1-ONE

3,4-Dihydro-7-hydroxy-1(2H)-isoquinolinone

7-Hydroxy-3,4-dihyrdro-2-H-isoquinolin-1-one

7-hydroxy-3,4-dihydro-1-oxo-2(1H)-isoquinoline

22246-05-5