N-{4-[2-(6,7-Dimethoxy-3,4-dihydro-2(1H)-isoquinolinyl)ethyl]phenyl}-5-methoxy-9-oxo-9,10-dihydro-4-acridinecarboxamide

Basic Information

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CAS Number

143664-11-3

Molecular Formula

C34H33N3O5

Molecular Weight

563.65 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Ethers

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Fine Chemicals Dyes and Pigments Organic Dyes

Fine Chemicals Surfactants Anionic Surfactants

Laboratory Chemicals Research Chemicals Biochemical Reagents

Basic Physical Properties

Melting Point

216-218°C

Boiling Point

701.6°C at 760 mmHg

Density

1.264

Flash Point

378.1°C

Solubility

DMSO: soluble2mg/mL (clear solution, warmed)

Refractive Index

1.644

SMILES

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COC1=CC=CC2=C1NC3=C(C2=O)C=CC=C3C(=O)NC4=CC=C(C=C4)CCN5CCC6=CC(=C(C=C6C5)OC)OC

InChI

InChI=1S/C34H33N3O5/c1-40-28-9-5-7-26-32(28)36-31-25(33(26)38)6-4-8-27(31)34(39)35-24-12-10-21(11-13-24)14-16-37-17-15-22-18-29(41-2)30(42-3)19-23(22)20-37/h4-13,18-19H,14-17,20H2,1-3H3,(H,35,39)(H,36,38)

InChIKey

OSFCMRGOZNQUSW-UHFFFAOYSA-N

LogP

5.5602000000000045

Topological Polar Surface Area

92.89 Å²

Hydrogen Bond Donor/Acceptor

2 / 8

Complexity

925

Safety Information

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GHS Hazard Pictograms

H302

Hazard Statement

H302 Harmful if swallowed
Acute toxicity, oral

Synonyms & References

English

DTXSID90162489
CCG-270068
NCGC00263219-01
GF120918
Q27095554
N-(4-(2-(6,7-dimethoxy-3,4-dihydroisoquinolin-2(1H)-yl)ethyl)phenyl)-5-methoxy-9-oxo-9,10-dihydroacridine-4-carboxamide
SCHEMBL536983
MLS006010053
GW0918
N-[4-[2-(6,7-dimethoxy-3,4-dihydro-1H-isoquinolin-2-yl)ethyl]phenyl]-5-methoxy-9-oxo-10H-acridine-4-carboxamide
NCGC00263219-08
NS00069563
DB04881
5-Methoxy-9-oxo-9,10-dihydro-acridine-4-carboxylic acid {4-[2-(6,7-dimethoxy-3,4-dihydro-1H-isoquinolin-2-yl)-ethyl]-phenyl}-amide
4-Acridinecarboxamide, N-(4-(2-(3,4-dihydro-6,7-dimethoxy-2(1H)-isoquinolinyl)ethyl)phenyl)-9,10-dihydro-5-methoxy-9-oxo-
EX-A2228
GG-918
CS-1112
Elacridar, >=98% (HPLC)
MFCD00912604
HY-50879
N-(4-(2-(6,7-Dimethoxy-3,4-dihydroisoquinolin-2(1H)-yl)ethyl)-phenyl)-5-methoxy-9-oxo-9,10-dihydroacridine-4-carboxamide
AM84395
N-[4-[2-(3,4-Dihydro-6,7-dimethoxy-2(1H)-isoquinolinyl)ethyl]phenyl]-9,10-dihydro-5-methoxy-9-oxo-4-acridinecarboxamide
N-4-[2-(1,2,3,4-Tetrahydro-6,7-dimethoxy-2-isoquinolinyl)ethyl]phenyl}-9,10-dihydro-5-methoxy-9-oxo-4-acridone carboxamide
N488540F94
CHEMBL396298
Elacridar (GF120918)
N-(4-(2-(6,7-dimethoxy-3,4-dihydroisoquinolin-2(1H)-yl)ethyl)phenyl)-5-methoxy-9-oxo-9,10-dihydroacridine-2-carboxamide
s7772
GW-918

MDL Number

MFCD00912604

FAQ

What are the physical and chemical properties of N-{4-[2-(6,7-Dimethoxy-3,4-dihydro-2(1H)-isoquinolinyl)ethyl]phenyl}-5-methoxy-9-oxo-9,10-dihydro-4-acridinecarboxamide (CAS: 143664-11-3)?

N-{4-[2-(6,7-Dimethoxy-3,4-dihydro-2(1H)-isoquinolinyl)ethyl]phenyl}-5-methoxy-9-oxo-9,10-dihydro-4-acridinecarboxamide is a crystalline solid with a molecular weight of approximately 603.38 g/mol. It is sparingly soluble in common organic solvents like DMSO and methanol. Chemically, it is stable under normal conditions but may undergo hydrolysis in basic media. It reacts readily with bases and displays good reactivity towards nucleophiles.

How is N-{4-[2-(6,7-Dimethoxy-3,4-dihydro-2(1H)-isoquinolinyl)ethyl]phenyl}-5-methoxy-9-oxo-9,10-dihydro-4-acridinecarboxamide (CAS: 143664-11-3) typically synthesized?

N-{4-[2-(6,7-Dimethoxy-3,4-dihydro-2(1H)-isoquinolinyl)ethyl]phenyl}-5-methoxy-9-oxo-9,10-dihydro-4-acridinecarboxamide is usually synthesized through a multistep process involving the coupling of an acridone derivative with a 6,7-dimethoxy-3,4-dihydro-2(1H)-isoquinolinyl ethylamine under mild conditions. The reaction is typically catalyzed by a palladium complex and proceeds with good yield and selectivity.

What industries use N-{4-[2-(6,7-Dimethoxy-3,4-dihydro-2(1H)-isoquinolinyl)ethyl]phenyl}-5-methoxy-9-oxo-9,10-dihydro-4-acridinecarboxamide (CAS: 143664-11-3)?

N-{4-[2-(6,7-Dimethoxy-3,4-dihydro-2(1H)-isoquinolinyl)ethyl]phenyl}-5-methoxy-9-oxo-9,10-dihydro-4-acridinecarboxamide finds applications in the pharmaceutical industry due to its potential as an anticancer agent. It is also explored in the development of sensors and semiconductors for its unique optoelectronic properties.

What precautions should be taken when handling N-{4-[2-(6,7-Dimethoxy-3,4-dihydro-2(1H)-isoquinolinyl)ethyl]phenyl}-5-methoxy-9-oxo-9,10-dihydro-4-acridinecarboxamide (CAS: 143664-11-3)?

When handling N-{4-[2-(6,7-Dimethoxy-3,4-dihydro-2(1H)-isoquinolinyl)ethyl]phenyl}-5-methoxy-9-oxo-9,10-dihydro-4-acridinecarboxamide, it is essential to use personal protective equipment (PPE) including gloves, goggles, and lab coats. Store it in a fume hood and avoid contact with skin and eyes. In case of spillage, immediately clean up using appropriate absorbent materials and consult the Safety Data Sheet (SDS) for further instructions.