914349-19-2

Basic information

• Product Name: 4-(6-Chloropyridazin-3-yl)benzaldehyde
• Synonyms: 4-(6-Chloro-3-pyridazinyl)benzaldehyde; 4-(6-Chloropyridazin-3-yl)benzaldehyde; Benzaldehyde, 4-(6-chloro-3-pyridazinyl)-; T6NNJ CG FR DVH
• CAS NO: 914349-19-2
• Molecular Formula: C₁₁H₇ClN₂O
• Molecular Weight: 218.64
• EINECS: 604-604-1
• Mol File: 914349-19-2.mol

Chemical Properties

• Boiling Point: 443.6°C at 760 mmHg
• Flash Point: 222.1°C
• Appearance: /
• Density: 1.326g/cm³
• Vapor Pressure: 4.59E-08mmHg at 25°C
• Refractive Index: 1.63
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• CAS DataBase Reference: 4-(6-Chloropyridazin-3-yl)benzaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(6-Chloropyridazin-3-yl)benzaldehyde(914349-19-2)
• EPA Substance Registry System: 4-(6-Chloropyridazin-3-yl)benzaldehyde(914349-19-2)

Safety Data

• Hazardous Substances Data: 914349-19-2(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
4-(6-Chloropyridazin-3-yl)benzaldehyde is used as a key intermediate in the synthesis of various pharmaceuticals for its ability to contribute to the development of new drugs, especially those targeting neurological disorders and cancer. Its unique structure allows for the creation of diverse and complex organic molecules that can be tailored for specific therapeutic applications.
Used in Agrochemical Industry:
In the agrochemical sector, 4-(6-Chloropyridazin-3-yl)benzaldehyde is utilized as an intermediate in the production of agrochemicals, potentially enhancing crop protection and yield through the development of novel compounds with targeted pest control properties.
Used in Materials Science:
4-(6-Chloropyridazin-3-yl)benzaldehyde is employed as a building block in materials science for its role in the creation of functional materials with specific properties. Its versatility in molecular construction allows for the engineering of materials with tailored characteristics for various applications.
Used in Research and Development:
4-(6-Chloropyridazin-3-yl)benzaldehyde is used as a versatile chemical in research and development, particularly in medicinal chemistry, to explore new pathways and mechanisms for drug action, as well as in materials science to innovate and improve existing materials or develop new ones with enhanced performance.

InChI:InChI=1/C11H7ClN2O/c12-11-6-5-10(13-14-11)9-3-1-8(7-15)2-4-9/h1-7H

Upstream product

• 141-30-0 3,6-dichlorpyridazine 
• 87199-17-5 4-formylphenylboronic acid, 

Downstream Products

• 1240348-58-6 2-(4-(6-chloropyridazin-3-yl)phenyl)-6-methoxybenzo[d]thiazole 

Relevant articles and documents

Novel Triazolo Pyridazine Derivatives and Use Thereof

The present invention relates to a novel triazolo pyridazine derivative or a pharmaceutically acceptable salt thereof, to a pharmaceutical composition for inhibiting c-Met tyrosine kinase activity and a pharmaceutical composition for preventing or treating an abnormal proliferation disorder (hyperproliferative disorder) comprising same as an active ingredient, and to a method for preventing or treating an abnormal proliferation disorder (hyperproliferative disorder) comprising a step of administering a pharmaceutically effective amount of the pharmaceutical composition to a subject in need thereof. The present invention can advantageously be used as a therapeutic agent for various abnormal proliferation disorders such as cancer, psoriasis, rheumatoid arthritis and diabetic retinopathy which are associated with excessive cell proliferation and growth due to irregular kinase activity by effectively suppressing the activity of c-Met tyrosine kinase.

Dipolar NLO Chromophores Bearing Diazine Rings as π-Conjugated Linkers

The synthesis of a series of push-pull derivatives bearing triphenylamine electron-donating group, cyclopenta[c]thiophen-4,6-dione electron acceptor and various π-linkers including (hetero)aromatic fragments is reported. All target chromophores with systematically varied π-linker structure were further investigated by electrochemistry, absorption measurements, and EFISH experiments in conjunction with DFT calculations. Based on electrochemical and photophysical measurements, when a polarizable 2,5-thienylene moiety is embedded into the chromophore π-backbone the highest intramolecular charge transfer (ICT) is observed. Benzene, pyrimidine, and pyridazine derivatives exhibit lower polarizability and extent of the ICT across these π-linkers. The elongation of the π-conjugated system via additional ethenylene linker results in a significant reduction of the HOMO-LUMO gap and an enhancement of the NLO response. Whereas it does not significantly influence electrochemical and linear optical properties, the orientation of the pyrimidine ring seems to be a key parameter on the μβ value due to significant variation of the dipolar moment (μ) value. In 2a and 2c, pyrimidine is oriented to behave as an acceptor and thus generate dipolar molecule with μ above 5 D, whereas in 2b and 2d ground state dipole moment is significantly reduced. This study seems to indicate a high aromaticity of pyrimidine and pyridazine derivatives, close to the benzene analogues and significantly higher than thiophene analogues.