3-Chloro-6-phenylpyridazine

Base Information

• Chemical Name: 3-Chloro-6-phenylpyridazine
• CAS No.: 20375-65-9
• Molecular Formula: C10H7ClN2
• Molecular Weight: 190.632
• Hs Code.: 2942000000
• European Community (EC) Number: 243-772-6
• NSC Number: 28739
• DSSTox Substance ID: DTXSID10174302
• Nikkaji Number: J280.579K
• Wikidata: Q72457446
• ChEMBL ID: CHEMBL1874651
• Mol file: 20375-65-9.mol

Synonyms:3-Chloro-6-phenylpyridazine;20375-65-9;Pyridazine, 3-chloro-6-phenyl-;3-Phenyl-6-chloropyridazine;3-Chloro-6-phenyl-pyridazine;MLS000780052;EINECS 243-772-6;SMR000420235;3-chloro-6-phenyl pyridazine;NSC28739;3-chloro-6-phenylpyridazin;6-chloro-3-phenylpyridazine;6-phenyl-3-chloropyridazine;cid_88515;SCHEMBL240423;3-chloranyl-6-phenyl-pyridazine;CHEMBL1874651;BDBM56779;DTXSID10174302;HMS2807H06;3-Chloro-6-phenylpyridazine, 98%;MFCD00075253;NSC 28739;NSC-28739;STL287937;AKOS005208478;BS-4047;NCGC00246516-01;AM20060869;C3440;CS-0007559;FT-0615444;EN300-42838;A814500;AC-907/34127052;J-512303;F1967-0364;Z431603102

Chemical Property of 3-Chloro-6-phenylpyridazine

Chemical Property:

• Vapor Pressure: 1.73E-05mmHg at 25°C
• Melting Point: 159-161 °C(lit.)
• Refractive Index: 1.593
• Boiling Point: 375 °C at 760 mmHg
• PKA: 0.42±0.10(Predicted)
• Flash Point: 212.4 °C
• PSA: 25.78000
• Density: 1.245 g/cm³
• LogP: 2.79700
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility.: Chloroform (Sparingly), Methanol (Slightly, Heated)
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 190.0297759
• Heavy Atom Count: 13
• Complexity: 157

Purity/Quality:

99%, ^*data from raw suppliers

3-Chloro-6-phenylpyridazine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=NN=C(C=C2)Cl
• Uses: 3-Chloro-6-phenylpyridazine may be used in the synthesis of 6-substituted phenyl-2-(3í-substituted phenylpyridazin-6í-yl)-2,3,4,5-tetrahydropyridazin-3-ones.

Technology Process of 3-Chloro-6-phenylpyridazine

There total 19 articles about 3-Chloro-6-phenylpyridazine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

6-phenylpyridazin-3(2H)-one (2166-31-6) → 3-chloro-6-phenylpyradazine (20375-65-9)

Guidance literature:

With trichlorophosphate; at 100 ℃; for 2h;

DOI:10.1016/j.bmcl.2009.07.075

Reference yield: 90.0%

triphenylbismuthane (603-33-8) + 3-chloro-6-iodopyridazine (135034-10-5) → 3-chloro-6-phenylpyradazine (20375-65-9)

Guidance literature:

With palladium diacetate; triphenylphosphine; In N,N-dimethyl-formamide; at 90 ℃; for 48h; chemoselective reaction; Inert atmosphere;

DOI:10.1002/ejoc.201200977

Reference yield: 85.0%

3-chloro-6-iodopyridazine (135034-10-5) + phenylboronic acid (98-80-6) → 3-chloro-6-phenylpyradazine (20375-65-9)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; sodium carbonate; In 1,2-dimethoxyethane; at 100 ℃; for 12h;

DOI:10.1016/S0040-4020(99)00961-8

upstream raw materials:

6-phenyl-2,3,4,5-tetrahydropyridazin-3-one

3,6-dichlorpyridazine

phenylboronic acid

6-phenylpyridazin-3(2H)-one

Downstream raw materials:

6-phenyl-2-(3'-phenylpyridazin-6'-yl)-2,3,4,5-tetrahydropyridazin-3-one

10-(6-Phenyl-pyridazin-3-yl)-10H-phenothiazine 5-oxide

α-phenyl-α-(6-phenylpyridazin-3-yl)-acetonitrile

(4-Methyl-6-phenyl-pyridazin-3-yl)-(6-phenyl-pyridazin-3-yl)-amine

Refernces

• 1、 Chen, Shuang,Chi, Fanglian,Feng, Ziying,Huang, Wenlong,Jia, Huiting,Jiang, Yuxuan,Qian, Hai,Qiu, Qianqian,Shi, Wei,Zhong, Yue,Zhou, Jiaqi. "Structure-based discovery of receptor tyrosine kinase AXL degraders with excellent anti-tumor activity by selectively degrading AXL and inducing methuosis". . . Retrieved 2022/03/16.
• 2、 Ahmed, Marwa F.,Santali, Eman Y.,Mohi El-Deen, Eman M.,Naguib, Ibrahim A.,El-Haggar, Radwan. "Development of pyridazine derivatives as potential EGFR inhibitors and apoptosis inducers: Design, synthesis, anticancer evaluation, and molecular modeling studies". . . Retrieved 2020/11/27.