25823-53-4

Basic information

• Product Name: 3-CHLORO-6,7-DIHYDRO-5H-BENZO[6,7]CYCLOHEPTA[1,2-C]PYRIDAZINE
• Synonyms: 3-CHLORO-6,7-DIHYDRO-5H-BENZO[6,7]CYCLOHEPTA[1,2-C]PYRIDAZINE;EOS-62008
• CAS NO: 25823-53-4
• Molecular Formula: C₁₃H₁₁ClN₂
• Molecular Weight: 230.69
• Mol File: 25823-53-4.mol
• Article Data: 8

Chemical Properties

• Melting Point: 159 °C(Solv: methanol (67-56-1))
• Boiling Point: 465.4°Cat760mmHg
• Flash Point: 267.7°C
• Appearance: /
• Density: 1.266g/cm³
• PKA: 1.24±0.20(Predicted)
• CAS DataBase Reference: 3-CHLORO-6,7-DIHYDRO-5H-BENZO[6,7]CYCLOHEPTA[1,2-C]PYRIDAZINE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-CHLORO-6,7-DIHYDRO-5H-BENZO[6,7]CYCLOHEPTA[1,2-C]PYRIDAZINE(25823-53-4)
• EPA Substance Registry System: 3-CHLORO-6,7-DIHYDRO-5H-BENZO[6,7]CYCLOHEPTA[1,2-C]PYRIDAZINE(25823-53-4)

Safety Data

• Hazard Codes: Xi
• Hazardous Substances Data: 25823-53-4(Hazardous Substances Data)

Usage

General Description

3-CHLORO-6,7-DIHYDRO-5H-BENZO[6,7]CYCLOHEPTA[1,2-C]PYRIDAZINE is a chemical compound with the molecular formula C11H10ClN. It is a heterocyclic organic compound that contains a cycloheptane ring fused to a pyridazine ring with a chlorine atom attached to the cycloheptane ring. 3-CHLORO-6,7-DIHYDRO-5H-BENZO[6,7]CYCLOHEPTA[1,2-C]PYRIDAZINE is used in various industrial applications, including as a building block in the synthesis of pharmaceuticals and agrochemicals. It is important to handle this compound with care as it may be hazardous if not properly managed, and it should only be used by trained professionals in a controlled environment.

Upstream product

• 25823-52-3 2,5,6,7-tetrahydro-3H-benzo[6,7]cyclohepta[1,2-c]pyridazin-3-one 
• 826-73-3 1-Benzosuberone 
• 6742-32-1 2-(5-oxo-6,7,8,9-tetrahydro-5H-benzo[7]annulene-6-yl)acetic acid 
• 25742-81-8 ethyl 2-(5-oxo-6,7,8,9-tetrahydro-5H-benzo[7]annulene-6-yl)acetate 
• 25742-87-4 2,4,4a,5,6,7-hexahydro-3H-benzo<6,7>cyclohepta<1,2-c>pyridazin-3-one 

Downstream Products

• 1037624-75-1 R428 
• 802598-74-9 3-hydrazino-6,7-dihydro-5H-benzo[6,7]cyclohepta[1,2-c]pyridazine 

Relevant articles and documents

Structure-based discovery of receptor tyrosine kinase AXL degraders with excellent anti-tumor activity by selectively degrading AXL and inducing methuosis

The receptor tyrosine kinase (RTK) anexelekto (AXL) is mutated and/or overexpressed in various malignancies, and plays a central role in tumor development and acquired drug resistance. Although highly selective inhibitors have been developed in recent years, direct inhibition of AXL may block its ubiquitination, eventually leading to surface accumulation of the protein. Herein, we designed and synthesized a series of AXL degraders with high selectivity and without compensatory increase of AXL. In particular, compounds 20 and 22 showed significant AXL degradation capacity, which inhibited the proliferation and migration of cancer cells in vitro. In addition, these compounds induced the formation of cytoplasmic vacuoles and triggered methuosis, a new type of non-apoptotic cell death, by stimulating excessive production of macropinosomes. Vacuole formation was mediated via H-Ras activation, and was attenuated upon inhibition of its downstream regulatory factor Rac1. Furthermore, compound 20 inhibited the growth of tumor cell xenografts in vivo, and prolonged the survival of the tumor-bearing mice.

Bemcentinib: Rec INN

Increased expression of Axl has been reported in various cancers including colon, esophageal, thyroid, breast, lung, liver and astrocytoma-glioblastoma. Cancer resistance to tyrosine kinase inhibitors and other chemotherapeutics has been correlated with a

POLYCYCLIC ARYL SUBSTITUTED TRIAZOLES AND POLYCYCLIC HETEROARYL SUBSTITUTED TRIAZOLES USEFUL AS AXL INHIBITORS

Polycyclic aryl and polycyclic heteroaryl substituted triazoles and pharmaceutical compositions containing the compounds are disclosed as being useful in inhibiting the activity of the receptor protein tyrosine kinase Axl. Methods of using the compounds in treating diseases or conditions associated with Axl catalytic activity are also disclosed.