2305-87-5

Basic information

• Product Name: 4-PHENYLPYRIMIDIN-2-AMINE
• Synonyms: 4-phenyl-2-pyrimidinamine(SALTDATA: FREE);4-Phenylpyrimidin-2-amine, 2-Amino-4-phenyl-1,3-diazine;2-AMino-4-phenylpyriMidine 97%;4-Phenyl-2-pyriMidinaMine
• CAS NO: 2305-87-5
• Molecular Formula: C₁₀H₉N₃
• Molecular Weight: 171.2
• Product Categories: C9 to C11;Building Blocks;Chemical Synthesis;Heterocyclic Building Blocks;Pyrimidines
• Mol File: 2305-87-5.mol
• Article Data: 24

Chemical Properties

• Melting Point: 162-164 °C
• Boiling Point: 404.2°Cat760mmHg
• Flash Point: 227.2°C
• Appearance: /
• Density: 1.193g/cm³
• Vapor Pressure: 9.64E-07mmHg at 25°C
• Refractive Index: 1.633
• Storage Temp.: 2-8°C
• PKA: 3.72±0.10(Predicted)
• CAS DataBase Reference: 4-PHENYLPYRIMIDIN-2-AMINE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-PHENYLPYRIMIDIN-2-AMINE(2305-87-5)
• EPA Substance Registry System: 4-PHENYLPYRIMIDIN-2-AMINE(2305-87-5)

Safety Data

• Hazard Codes: Xn
• Statements: 22-36
• Safety Statements: 26
• WGK Germany: 3
• Hazardous Substances Data: 2305-87-5(Hazardous Substances Data)

Usage

General Description

4-Phenylpyrimidin-2-amine is a chemical compound that belongs to the class of aminopyrimidine. It is an organic compound with a molecular formula C10H9N3. 4-PHENYLPYRIMIDIN-2-AMINE is commonly used in the synthesis of various pharmaceuticals and biologically active molecules. It has been studied for its potential role in the treatment of certain diseases and medical conditions. 4-Phenylpyrimidin-2-amine has also been investigated for its potential use in organic synthesis and medicinal chemistry, making it a versatile and important chemical compound in the field of pharmaceutical research and development.

InChI:InChI=1/C10H9N3/c11-10-12-7-6-9(13-10)8-4-2-1-3-5-8/h1-7H,(H2,11,12,13)

Upstream product

• 506-93-4 guanidine nitrate 
• 3623-15-2 phenyl propargyl ketone 
• 64-17-5 ethanol 
• 50-01-1 guanidine hydrochloride 
• 15397-33-8 3-Oxo-3-phenylpropanal 
• 3438-48-0 4-phenylpyrimidine 
• 109-12-6 2-aminopyrimidine 
• 1131-80-2 (E)-3-(N,N-dimethylamino)-1-phenyl-2-propen-1-one 
• 89530-34-7 1-phenyl-3-trimethylsilylprop-2-yn-1-ol 
• 113-00-8 guanidine nitrate 
• 4187-87-5 1-Phenyl-2-propyn-1-ol 
• 53133-36-1 3-dimethylamino-4-phenylprop-2-en-1-on 
• 98-80-6 phenylboronic acid 
• 104-55-2 3-phenyl-propenal 

Downstream Products

• 38675-31-9 4-phenyl-1H-pyrimidin-2-one 
• 80830-66-6 2-Benzylamino-4-phenylpyrimidine 
• 13036-50-5 2-chloro-4-phenylpyrimidine 
• 38675-31-9 2-hydroxy-4-phenylpyrimidine 
• 85658-55-5 5-bromo-2-amino-4-phenylpyrimidine 
• 80830-43-9 2-Amino-4-phenylpyrimidine 1-Oxide 
• 101117-39-9 N,4-diphenylpyrimidin-2-amine 
• 1300056-87-4 1-[1-(3-dimethylaminopropyl)-1H-indol-3-yl]-3-(4-phenyl-pyrimidin-2-yl)urea 
• 782450-12-8 6-methyl-N-(4-phenylpyrimidin-2-yl)benzene-1,3-diamine 
• 1346617-92-2 N-(5-azido-2-methylphenyl)-4-phenylpyrimidin-2-amine 
• 1346617-87-5 N-[2-methyl-5-(4-{4-[(4-methylpiperazin-1-yl)methyl]phenyl}-1H-1,2,3-triazol-1-yl)phenyl]-4-phenylpyrimidin-2-amine 
• 1346617-88-6 methyl 1-[4-methyl-3-(4-phenylpyrimidin-2-ylamino)phenyl]-1H-1,2,3-triazole-4-carboxylate 
• 1346617-89-7 N-[2-methyl-5-{4-[(dimethylamino)methyl]-1H-1,2,3-triazol-1-yl}-phenyl]-4-phenylpyrimidin-2-amine 
• 1346617-90-0 N-[2-methyl-5-(4-phenyl-1H-1,2,3-triazol-1-yl)phenyl]-4-phenyl-pyrimidin-2-amine 

Relevant articles and documents

Synthesis of 2-Amino-5-acylthiazoles by a Tertiary Amine-Promoted One-Pot Three-Component Cascade Cyclization Using Elemental Sulfur as a Sulfur Source

A novel one-pot three-component cascade cyclization strategy for the synthesis of 2-amino-5-acylthiazoles using enaminones, cyanamide, and elemental sulfur has been developed. The reported methods have demonstrated good tolerance of various functional gro

Gold(i) complexes with heteroaryl phosphine ligands

Gold(i) complexes ligated by phosphines with N-heterocycles in the periphery were prepared. First the synthesis of the ligands N- (diphenylphosphino)-4-(pyridin-2-yl)pyrimidin-2-amine (Hpypya) and N-(diphenylphosphino)-4-phenylpyrimidin-2-amine (Hphpya) a

Discovery of coumarin derivatives as potent and selective cyclin-dependent kinase 9 (CDK9) inhibitors with high antitumour activity

Specific inhibition of CDK9 is considered a promising strategy for developing effective anticancer therapeutics. However, most of the reported CDK9 inhibitors are still at an early stage of development and lack selectivity against other CDKs. Herein, we discovered coumarin derivative 30i as a potent CDK9 inhibitor with high selectivity (8300-fold over CDK7). Binding mode analysis illustrated that the substituent coumarin moiety is a critical group for CDK9 selectivity by occupying a flexible hinge/αD region, which is sterically hindered in other CDKs. Compound 30i showed excellent cellular antiproliferative activity, moderate pharmacokinetic property and low hERG inhibition. Moreover, 30i significantly induced tumour growth inhibition in a dose-dependent manner without causing an obvious loss of body weight in an MV4-11 xenograft mice model. Altogether, these results suggest that 30i may serve as a potential acute myeloid leukaemia (AML) therapeutics by selectively targeting CDK9.

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.