Cas no 7651-81-2 (2,3-dihydroisoquinolin-3-one)

2,3-Dihydroisoquinolin-3-one is a heterocyclic organic compound featuring a fused benzene and pyridine ring system with a ketone functional group at the 3-position. This structure serves as a versatile intermediate in organic synthesis, particularly in the development of pharmaceuticals and agrochemicals. Its rigid bicyclic framework and reactive carbonyl group make it valuable for constructing complex molecules, including alkaloids and bioactive compounds. The compound exhibits favorable stability and compatibility with a range of chemical transformations, such as nucleophilic additions or cyclizations. Its utility in medicinal chemistry is underscored by its role as a precursor for analogs with potential therapeutic applications.
2,3-dihydroisoquinolin-3-one structure
2,3-dihydroisoquinolin-3-one structure
Product Name:2,3-dihydroisoquinolin-3-one
CAS No:7651-81-2
MF:C9H7NO
MW:145.157982110977
MDL:MFCD07809542
CID:47624
PubChem ID:2736554
Update Time:2025-06-12

2,3-dihydroisoquinolin-3-one Chemical and Physical Properties

Names and Identifiers

    • Isoquinolin-3(2H)-one
    • 3-Isoquinolinol
    • 3-Hydroxyisoquinoline
    • Isoquinolin-3-ol
    • 2,3-dihydroisoquinolin-3-one
    • 2H-isoquinolin-3-one
    • 3(2H)-Isoquinolinone
    • 2H-3-isoquinolone
    • zlchem 163
    • 3-hydroxy-isoquinoline
    • 3-Isoquinolinol(9CI)
    • KSC377E0T
    • AMPD00234
    • ZLB0152
    • GYPOFOQUZZUVQL-UHFFFAOYSA-N
    • EN300-109187
    • MFCD07809542
    • PB24595
    • AM20061495
    • 7651-81-2
    • P10536
    • A9695
    • AKOS006221462
    • PS-3533
    • AC-7300
    • CS-0166779
    • Q-102049
    • 3-Hydroxyisoquinoline, 99%
    • DTXSID20997882
    • isoquinolinium-3-oxide
    • 134434-31-4
    • Z1203731786
    • FT-0615844
    • H1451
    • SY005563
    • DS-1766
    • isoquinolin-3-ol;3-Hydroxyisoquinoline
    • MFCD00075524
    • SCHEMBL147859
    • CS-W018251
    • AKOS005206802
    • DB-031214
    • DB-339426
    • isoquinoline, 3-hydroxy-
    • MDL: MFCD07809542
    • Inchi: 1S/C9H7NO/c11-9-5-7-3-1-2-4-8(7)6-10-9/h1-6H,(H,10,11)
    • InChI Key: GYPOFOQUZZUVQL-UHFFFAOYSA-N
    • SMILES: O=C1C=C2C=CC=CC2=CN1
    • BRN: 113230

Computed Properties

  • Exact Mass: 145.05300
  • Monoisotopic Mass: 145.053
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 0
  • Complexity: 319
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Surface Charge: 0
  • Tautomer Count: 3
  • XLogP3: 0.6
  • Topological Polar Surface Area: 29.1

Experimental Properties

  • Color/Form: Yellow powder
  • Density: 1.2300
  • Melting Point: 194°C(lit.)
  • Boiling Point: 551.9℃ at 760 mmHg
  • Flash Point: 319.4℃
  • Refractive Index: 1.642
  • PSA: 33.12000
  • LogP: 1.94040

2,3-dihydroisoquinolin-3-one Security Information

  • Symbol: GHS05 GHS07
  • Prompt:warning
  • Signal Word:Danger
  • Hazard Statement: H302,H318
  • Warning Statement: P280,P305+P351+P338
  • Hazardous Material transportation number:NONH for all modes of transport
  • WGK Germany:3
  • Hazard Category Code: 22-41
  • Safety Instruction: S26-S37/39
  • Hazardous Material Identification: Xn
  • Storage Condition:Inert atmosphere,Room Temperature
  • Risk Phrases:R22; R41
  • Safety Term:S26;S37/39

2,3-dihydroisoquinolin-3-one Customs Data

  • HS CODE:2933499090
  • Customs Data:

    China Customs Code:

    2933499090

    Overview:

    2933499090. Other compounds containing quinoline or isoquinoline ring system [but not further fused]. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:20.0%

    Declaration elements:

    Product Name, component content, use to, Please indicate the appearance of Urotropine, 6- caprolactam please indicate the appearance, Signing date

    Summary:

    2933499090. other compounds containing in the structure a quinoline or isoquinoline ring-system (whether or not hydrogenated), not further fused. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

2,3-dihydroisoquinolin-3-one Pricemore >>

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2,3-dihydroisoquinolin-3-one Suppliers

Amadis Chemical Company Limited
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(CAS:7651-81-2)2,3-dihydroisoquinolin-3-one
Order Number:A9695
Stock Status:in Stock
Quantity:25g
Purity:99%
Pricing Information Last Updated:Friday, 30 August 2024 16:25
Price ($):194.0
Tiancheng Chemical (Jiangsu) Co., Ltd
Gold Member
Audited Supplier Audited Supplier
(CAS:7651-81-2)3-羥基異喹啉
Order Number:LE1710100
Stock Status:in Stock
Quantity:25KG,200KG,1000KG
Purity:99%
Pricing Information Last Updated:Friday, 20 June 2025 12:34
Price ($):discuss personally

Additional information on 2,3-dihydroisoquinolin-3-one

Comprehensive Overview of 2,3-Dihydroisoquinolin-3-one (CAS No. 7651-81-2): Properties, Applications, and Research Insights

2,3-Dihydroisoquinolin-3-one (CAS No. 7651-81-2) is a heterocyclic organic compound that has garnered significant attention in pharmaceutical and materials science research. This compound, often referred to by its systematic name or the shorthand DIQ-3-one, belongs to the isoquinoline family, a class of nitrogen-containing bicyclic structures known for their diverse biological activities. Researchers and industry professionals frequently search for terms like "2,3-dihydroisoquinolin-3-one synthesis," "CAS 7651-81-2 applications," and "DIQ-3-one derivatives," reflecting its relevance in drug discovery and organic chemistry.

The molecular structure of 2,3-dihydroisoquinolin-3-one features a fused benzene and pyridine ring system with a ketone functional group at the 3-position. This unique arrangement contributes to its versatility as a building block for more complex molecules. Recent studies highlight its role in the development of small-molecule inhibitors targeting enzymes involved in metabolic pathways, aligning with the growing interest in "precision medicine" and "targeted therapies." Additionally, its potential as a precursor for fluorescent probes has sparked inquiries about "DIQ-3-one optical properties" in academic forums.

From a synthetic perspective, CAS 7651-81-2 is often synthesized via cyclization reactions of ortho-substituted phenyl derivatives or through catalytic hydrogenation of isoquinolinone precursors. Optimized protocols for its production are a hot topic, with searches like "green synthesis of dihydroisoquinolinones" gaining traction due to the demand for sustainable chemistry practices. The compound’s stability under physiological conditions also makes it a candidate for "prodrug design," a niche yet rapidly evolving area in medicinal chemistry.

Beyond pharmaceuticals, 2,3-dihydroisoquinolin-3-one has found utility in materials science, particularly in the design of organic semiconductors and coordination polymers. Its ability to act as a ligand for metal ions has been explored in catalysis, resonating with queries about "metal-organic frameworks (MOFs)" and "catalytic C-H activation." These interdisciplinary applications underscore its value in addressing contemporary challenges in energy storage and environmental remediation.

Ongoing research continues to uncover novel derivatives of DIQ-3-one, with computational chemistry playing a pivotal role in predicting their properties. Searches such as "QSAR studies of dihydroisoquinolinones" reflect the integration of AI-driven drug discovery tools in this field. Furthermore, the compound’s low toxicity profile, as indicated by preliminary assays, positions it favorably for further development in biocompatible materials.

In summary, 2,3-dihydroisoquinolin-3-one (CAS No. 7651-81-2) exemplifies the intersection of traditional organic chemistry and modern technological advancements. Its multifaceted applications—from drug scaffolds to functional materials—answer pressing questions in both academic and industrial settings, making it a compound of enduring scientific and commercial interest.

Recommended suppliers
Amadis Chemical Company Limited
(CAS:7651-81-2)2,3-dihydroisoquinolin-3-one
A9695
Purity:99%
Quantity:25g
Price ($):194.0
Email
Tiancheng Chemical (Jiangsu) Co., Ltd
(CAS:7651-81-2)3-羥基異喹啉
LE1710100
Purity:99%
Quantity:25KG,200KG,1000KG
Price ($):Inquiry
Email