ChemicalBook > CAS DataBase List > 7-CHLORO-1-HYDROXYISOQUINOLINE

7-CHLORO-1-HYDROXYISOQUINOLINE

Product Name: 7-CHLORO-1-HYDROXYISOQUINOLINE
CAS No.: 24188-74-7
Chemical Name: 7-CHLORO-1-HYDROXYISOQUINOLINE
Synonyms: 7-Chloroisoquinolin-1-ol;7-CHLORO-1(2H)-ISOQUINOLONE;7-chloro-2H-isoquinolin-1-one;7-Chloro-1(2H)-isoquinolinone;7-CHLORO-1-HYDROXYISOQUINOLINE;1(2H)-Isoquinolinone, 7-chloro-
CBNumber: CB2284392
Molecular Formula: C9H6ClNO
Formula Weight: 179.6
MOL File: 24188-74-7.mol

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7-CHLORO-1-HYDROXYISOQUINOLINE Property

Melting point:: 245-247 °C(Solv: methanol (67-56-1))
Boiling point:: 414.9±45.0 °C(Predicted)
Density: 1.339±0.06 g/cm3(Predicted)
storage temp.: Sealed in dry,Room Temperature
pka: 11.99±0.20(Predicted)
Appearance: Off-white to light yellow Solid
InChI: InChI=1S/C9H6ClNO/c10-7-2-1-6-3-4-11-9(12)8(6)5-7/h1-5H,(H,11,12)
InChIKey: YWUCOQGBXQHOJM-UHFFFAOYSA-N
SMILES: C1(=O)C2=C(C=CC(Cl)=C2)C=CN1

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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: C601735
Product name: 7-Chloroisoquinolin-1(2H)-one
Packaging: 250mg
Price: $100
Updated: 2021/12/16

SynQuest Laboratories

Product number: 4H48-5-62
Product name: 7-Chloro-1,2-dihydroisoquinolin-1-one
Packaging: 250mg
Price: $111
Updated: 2021/12/16

SynQuest Laboratories

Product number: 4H48-5-62
Product name: 7-Chloro-1,2-dihydroisoquinolin-1-one
Packaging: 1g
Price: $237
Updated: 2021/12/16

AK Scientific

Product number: 1759AB
Product name: 7-Chloroisoquinolin-1-ol
Packaging: 1g
Price: $303
Updated: 2021/12/16

AK Scientific

Product number: 1759AB
Product name: 7-Chloroisoquinolin-1-ol
Packaging: 5g
Price: $973
Updated: 2021/12/16

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7-CHLORO-1-HYDROXYISOQUINOLINE Chemical Properties,Usage,Production

Uses

7-Chloroisoquinolin-1(2H)-one acts as a reagent for the preparation, SAR of methoxyisoquinoline derivative and discovery of asunaprevir (BMS-650032), an orally efficacious NS3 protease inhibitor for the treatment of hepatitis C virus infection. Synthesis and pharmacological evaluation of a series of 1,2-dihydro-1-[(5-methyl-1-imidazol-4-yl)methyl]-2-oxopyridine 5-HT3 antagonists.

Synthesis

1615-02-7

26386-88-9

24188-74-7

Step 1: Diphenyl phosphate azide (DPPA, 27.5 g, 0.1 mol) was added dropwise to a solution of (E)-3-(4-chlorophenyl)acrylic acid (18.3 g, 0.1 mol) and triethylamine (Et3N, 20.2 g, 0.2 mol) in benzene (100 mL). After stirring the reaction mixture for 2 h, the solution was concentrated and purified by fast chromatography (Biotage system, mobile phase 20/80 ethyl acetate/hexane) to give 16 g of the intermediate azide as a solid. The intermediate was dissolved in 100 mL of 1,2-dichloroethane and the resulting mixture was slowly heated to 90 °C over 30 min. The reaction mixture was then heated to reflux and held at this temperature for 3 hours. After cooling to room temperature, a solid was precipitated, collected by filtration and washed with toluene to give 9.5 g of 7-chloroisoquinolin-1(2H)-one in 53% yield. Product characterization data. 1H NMR (400 MHz, CD3OD) δ ppm: 6.66 (d, J = 7.05 Hz, 1H), 7.18 (d, J = 7.05 Hz, 1H), 7.66 (s, 1H), 7.67 (d, J = 2.01 Hz, 1H), 8.24 (d, J = 2.27 Hz, 1H). 13C NMR (101 MHz, DMSO-D6) δ ppm: 104.05, 125.62, 127.21, 128.54, 129.52, 130.77, 132.43, 136.55, 160.72. LC/MS, MS m/z (M + H)+: 180.

References

[1] Patent: WO2012/166459, 2012, A1. Location in patent: Page/Page column 23-24

7-CHLORO-1-HYDROXYISOQUINOLINE Preparation Products And Raw materials

Raw materials

Preparation Products

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7-CHLORO-1-HYDROXYISOQUINOLINE Suppliers

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24188-74-7, 7-CHLORO-1-HYDROXYISOQUINOLINERelated Search:

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24188-74-7