(2E)-N-{4-[(3-Chloro-4-fluorophenyl)amino]-3-cyano-7-ethoxy-6-quinolinyl}-4-(dimethylamino)-2-butenamide

Basic Information

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CAS Number

257933-82-7

Molecular Formula

C24H23ClFN5O2

Molecular Weight

456.95 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 Nitriles

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

Fine Chemicals Specialty Chemicals UV Stabilizers

Agricultural Chemicals Pesticides Herbicides

Laboratory Chemicals Research Chemicals Biochemical Reagents

Basic Physical Properties

Melting Point

198°C

Boiling Point

655.5°C at 760 mmHg

Solubility

DMSO: soluble5mg/mL, clear (warmed)

SMILES

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CCOC1=C(C=C2C(=C1)N=CC(=C2NC3=CC(=C(C=C3)F)Cl)C#N)NC(=O)C=CCN(C)C

InChI

InChI=1S/C24H23ClFN5O2/c1-4-33-22-12-20-17(11-21(22)30-23(32)6-5-9-31(2)3)24(15(13-27)14-28-20)29-16-7-8-19(26)18(25)10-16/h5-8,10-12,14H,4,9H2,1-3H3,(H,28,29)(H,30,32)/b6-5+

InChIKey

WVUNYSQLFKLYNI-AATRIKPKSA-N

LogP

5.534320000000005

Topological Polar Surface Area

66.49 Å²

Hydrogen Bond Donor/Acceptor

2 / 6

Complexity

729

Safety Information

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Hazard Statement

H315 Causes skin irritation
Skin corrosion/irritation

H319 Causes serious eye irritation
Serious eye damage/eye irritation

Hazard Class

Class 6.1 Class 6.1

Synonyms & References

English

SCHEMBL93756
WVUNYSQLFKLYNI-AATRIKPKSA-N
2-Butenamide, N-(4-((3-chloro-4-fluorophenyl)amino)-3-cyano-7-ethoxy-6-quinolinyl)-4-(dimethylamino)-, (2E)-
(E)-N-[4-[(3-chloro-4-fluorophenyl)amino]-3-cyano-7-ethoxyquinolin-6-yl]-4-dimethylaminobut-2-enamide
NCGC00263103-09
EKI-569
(2E)-N-(4-((3-Chloro-4-fluorophenyl)amino)-3-cyano-7-ethoxyquinolin-6-yl)-4-(dimethylamino)but-2-enamide
326894-84-2
CHEMBL607707
Pelitinib (EKB-569)
(2E)-N-(4-((3-chloro-4-fluorophenyl)amino)-3-cyano-7-ethoxy-6-quinolinyl)-4-(dimethylamino)-2-butenamide
WAY-EKB-569
HY-32718
CHEBI:38927
C24H23ClFN5O2
BCP02376
BCPP000118
PELITINIB [INN]
NCGC00263103-10
(2e)-n-[4-[(3-chloro-4-fluorophenyl)amino]-3-cyano-7-ethoxy-6-quinolinyl]-4-(dimethylamino)-2-butenamide
DB05524
PELITINIB [WHO-DD]
2-Butenamide, (E)-,
2-Butenamide,N-[4-[(3-chloro-4-fluorophenyl)amino]-3-cyano-7-ethoxy-6-quinolinyl]-4-(dimethylamino)-
3-Cyano-4-[(3-chloro-4-fluorophenyl)amino]-6-[[4-(N,N-dimethylamino)-1-oxo-2-buten-1-yl]amino]-7-ethoxyquinoline
D05399
NSC800841
(E)-N-[4-[(3-chloranyl-4-fluoranyl-phenyl)amino]-3-cyano-7-ethoxy-quinolin-6-yl]-4-(dimethylamino)but-2-enamide
AC-24700
MFCD09837868
Pelitinib [USAN]

MDL Number

MFCD09837868

FAQ

What are the physical and chemical properties of (2E)-N-{4-[(3-Chloro-4-fluorophenyl)amino]-3-cyano-7-ethoxy-6-quinolinyl}-4-(dimethylamino)-2-butenamide (CAS: 257933-82-7)?

This compound is in a crystalline form. It has a molecular weight of approximately 624 g/mol and is slightly soluble in common organic solvents such as methanol and acetonitrile. It shows moderate reactivity with nucleophiles and is stable under neutral conditions but can be sensitive to strong oxidizing agents. It is typically used in synthesis without significant issues due to its chemical stability.

How is (2E)-N-{4-[(3-Chloro-4-fluorophenyl)amino]-3-cyano-7-ethoxy-6-quinolinyl}-4-(dimethylamino)-2-butenamide (CAS: 257933-82-7) typically synthesized?

This compound is typically synthesized via a multi-step route involving the condensation of a 3-cyano-7-ethoxy-6-quinolinone derivative with a 4-aminophenylamine containing a 3-chloro-4-fluorophenyl group, followed by a series of alkylation and amidation reactions. The synthesis involves the use of standard reagents and catalysts under mild to moderate conditions, with good selectivity and yield.

What industries use (2E)-N-{4-[(3-Chloro-4-fluorophenyl)amino]-3-cyano-7-ethoxy-6-quinolinyl}-4-(dimethylamino)-2-butenamide (CAS: 257933-82-7)?

This compound is primarily used in the pharmaceutical industry for the development of novel drug candidates due to its specific binding affinity to certain targets. It also finds applications in the polymer industry for the synthesis of advanced materials and in the electronic industry for use in semiconductor and sensor technologies.

What precautions should be taken when handling (2E)-N-{4-[(3-Chloro-4-fluorophenyl)amino]-3-cyano-7-ethoxy-6-quinolinyl}-4-(dimethylamino)-2-butenamide (CAS: 257933-82-7)?

When handling this compound, wear appropriate personal protective equipment (PPE) including gloves, goggles, and a lab coat. It should be stored in a dry, well-ventilated area and away from strong oxidizing agents. In the event of a spill, it should be cleaned up carefully following standard laboratory protocols, and the Material Safety Data Sheet (MSDS) should be consulted for detailed emergency procedures.