133256-51-6

Basic information

• Product Name: 4-(4-CHLOROPHENYL)PYRIMIDIN-2-AMINE
• Synonyms: RARECHEM AL FI 0016;2-AMINO-4-(4-CHLOROPHENYL)PYRIMIDINE;4-(4-CHLOROPHENYL)PYRIMIDIN-2-AMINE;BUTTPARK 16\04-20;2-PyriMidinaMine, 4-(4-chlorophenyl)-;2-Amino-4-(4-chlorophenyl)pyrimidine, 2-Amino-4-(4-chlorophenyl)-1,3-diazine;4-(4-Chlorophenyl)-2-pyriMidinaMine
• CAS NO: 133256-51-6
• Molecular Formula: C10H8ClN3
• Molecular Weight: 205.64
• Mol File: 133256-51-6.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• CAS DataBase Reference: 4-(4-CHLOROPHENYL)PYRIMIDIN-2-AMINE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(4-CHLOROPHENYL)PYRIMIDIN-2-AMINE(133256-51-6)
• EPA Substance Registry System: 4-(4-CHLOROPHENYL)PYRIMIDIN-2-AMINE(133256-51-6)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 133256-51-6(Hazardous Substances Data)

Usage

General Description

4-(4-Chlorophenyl)pyrimidin-2-amine is a chemical compound known for its role in organic and medicinal chemistry. Its exact molecular formula is C10H8ClN3 and it has a molecular weight of 209.64 g/mol. 4-(4-CHLOROPHENYL)PYRIMIDIN-2-AMINE appears as a white-to-off white powder and is generally used in various chemical reactions. The presence of the pyrimidine base along with a chlorophenyl group makes it an important intermediate for the synthesis of a variety of drug molecules. However, information related to its toxicity, environmental impact, or other physical or chemical properties are relatively limited and further studies are required for comprehensive understanding.

Upstream product

• 28587-05-5 3-dimethylamino-1(4-chloro-phenyl)-2-propen-1-one 
• 506-93-4 guanidine nitrate 

Relevant articles and documents

Synthesis of C5-tethered indolyl-3-glyoxylamide derivatives as tubulin polymerization inhibitors

A series of C5-tethered Indolyl-3-glyoxylamide derivatives were synthesized and evaluated for their in?vitro cytotoxic activity against DU145 (prostate), PC-3 (prostate), A549 (lung) and HCT-15 (colon) cancer cell lines by employing the 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT) assay. Among all the synthesized compounds, compound 7f displayed cytotoxicity of IC50?=?140?nM towards DU145 cancer cell line. The treatment of DU145?cells with 7f led to inhibition of cell migration ability. Futher, the detailed studies such as acridine orange/ethidium Bromide (AO/EB), DAPI, annexin V-FITC/propidium iodide staining assay suggested that the compound 7f induced apoptosis in DU145?cells. The influence of the cytotoxic compound 7f on the cell cycle distribution was assessed on the DU145?cell line, exhibiting a cell cycle arrest at the G2/M phase (hallmark of tubulin polymerization) and next inhibited tubulin polymerization with IC500.40?μM. Furthermore, the treatment with compound 7f caused collapse of mitochondrial membrane potential and elevated intracellular superoxide ROS levels in DU145?cells. Western blotting was performed to examine the levels of apoptotic proteins (Bcl-2 and Bax); the study confirmed that compound 7f induced apoptosis through apoptosis-related protein expression. Thus, these studies provided a new molecular scaffold for the further development of anticancer agents that target tubulin.