24755-82-6

Basic information

• Product Name: ETHYL 4-CHLORO-2-PHENYL-5-PYRIMIDINECARBOXYLATE
• Synonyms: ETHYL 4-CHLORO-2-PHENYL-5-PYRIMIDINECARBOXYLATE;4-Chloro-2-phenyl-5-pyrimidinecarboxylic acid ethyl ester;4-Chloro-5-carbethoxy-2-phenylpyrimidine;4-Chloro-5-ethoxycarbonyl-2-phenylpyrimidine;5-Carbethoxy-4-chloro-2-phenylpyrimidine;NSC 44687
• CAS NO: 24755-82-6
• Molecular Formula: C₁₃H₁₁ClN₂O₂
• Molecular Weight: 262.69
• Mol File: 24755-82-6.mol
• Article Data: 7

Chemical Properties

• Melting Point: 130-131°C
• Boiling Point: 317.2°Cat760mmHg
• Flash Point: 145.6°C
• Appearance: /
• Density: 1.265
• Vapor Pressure: 0.00039mmHg at 25°C
• Refractive Index: 1.572
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• CAS DataBase Reference: ETHYL 4-CHLORO-2-PHENYL-5-PYRIMIDINECARBOXYLATE(CAS DataBase Reference)
• NIST Chemistry Reference: ETHYL 4-CHLORO-2-PHENYL-5-PYRIMIDINECARBOXYLATE(24755-82-6)
• EPA Substance Registry System: ETHYL 4-CHLORO-2-PHENYL-5-PYRIMIDINECARBOXYLATE(24755-82-6)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 24755-82-6(Hazardous Substances Data)

Usage

General Description

ETHYL 4-CHLORO-2-PHENYL-5-PYRIMIDINECARBOXYLATE is a chemical compound that is mainly used in the pharmaceutical industry as a building block for the synthesis of various pharmaceutical products. It is a pyrimidinecarboxylate derivative, which is a class of organic compounds that has potential biological activity. ETHYL 4-CHLORO-2-PHENYL-5-PYRIMIDINECARBOXYLATE is known for its wide range of applications in medicinal chemistry, particularly in the development of antiviral, antifungal, and anticancer drugs. Additionally, it has been studied for its potential as an insecticide and herbicide due to its structural properties. Furthermore, it is also utilized as an intermediate in the synthesis of other organic compounds. Overall, ETHYL 4-CHLORO-2-PHENYL-5-PYRIMIDINECARBOXYLATE is a versatile chemical with diverse applications in various industries, particularly in the field of pharmaceuticals.

InChI:InChI=1/C13H11ClN2O2/c1-2-18-13(17)10-8-15-12(16-11(10)14)9-6-4-3-5-7-9/h3-8H,2H2,1H3

Upstream product

• 55613-22-4 4-hydroxy-2-phenyl-5-pyrimidinecarboxylic acid ethyl ester 
• 618-39-3 benzamidin 
• 87-13-8 diethyl 2-ethoxymethylenemalonate 
• 55613-22-4 ethyl 4-oxo-2-phenyl-3,4-dihydropyrimidine-5-carboxylic acid 
• 1670-14-0 benzamidine monohydrochloride 

Downstream Products

• 34750-39-5 9-(2-dimethylamino-ethyl)-2-phenyl-8,9-dihydro-7H-pyrimido[4,5-e][1,4]oxazepin-5-one 
• 34750-41-9 9-(2-ethoxy-ethyl)-2-phenyl-8,9-dihydro-7H-pyrimido[4,5-e][1,4]oxazepin-5-one 
• 34750-43-1 2-phenyl-9-(3-piperidin-1-yl-propyl)-8,9-dihydro-7H-pyrimido[4,5-e][1,4]oxazepin-5-one 
• 32656-93-2 9-(2-hydroxy-propyl)-7-methyl-2-phenyl-8,9-dihydro-7H-pyrimido[4,5-e][1,4]oxazepin-5-one 
• 97693-08-8 2-phenyl-5H-pyrido<1,2-a>pyrimido<5,4-e>pyrimidin-5-one 
• 97693-09-9 2-phenyl-4-(2-pyridylamino)-5-pyrimidinecarboxylic acid ethyl ester 
• 78494-30-1 4-tert-Butylperoxy-2-phenyl-pyrimidine-5-carboxylic acid ethyl ester 
• 135370-76-2 5-ethoxycarbonyl-4-(1,1-dimethylpropylperoxy)-2-phenylpyrimidin 
• 135370-77-3 5-ethoxycarbonyl-4-(1,1-diethylpropylperoxy)-2-phenylpyrimidin 
• 135370-78-4 5-ethoxycarbonyl-4-(1,1-dimethylpropargylperoxy)-2-phenylpyrimidin 
• 135370-91-1 5-ethoxycarbonyl-4-(1,1-dimethyl-4-phenylbutylperoxy)-2-phenylpyrimidin 
• 135370-87-5 5-ethoxycarbonyl-4-<1,1-dimethyl-3-(4-methylphenyl)-propylperoxy>-2-phenylpyrimidin 
• 135370-86-4 5-ethoxycarbonyl-4-<1,1-dimethyl-3-(2-methylphenyl)-propylperoxy>-2-phenylpyrimidin 
• 135370-85-3 5-ethoxycarbonyl-4-(1,1-dimethyl-3-phenyl-propylperoxy)-2-phenylpyrimidin 

Relevant articles and documents

Design and synthesis of phenoxypyridyl acetamide or aryl-oxodihydropurine derivatives for the development of novel pet ligands targeting the translocator protein 18 kDa (TSPO)

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Synthesis and biological evaluation of 5-carbamoyl-2-phenylpyrimidine derivatives as novel and potent PDE4 inhibitors

5-Carbamoyl-2-phenylpyrimidine derivative 2 has been identified as a phosphodiesterase 4 (PDE4) inhibitor with moderate PDE4B inhibitory activity (IC50 = 200 nM). Modification of the carboxylic acid moiety of 2 gave N-neopentylacetamide derivative 10f, which had high in vitro PDE4B inhibitory activity (IC50 = 8.3 nM) and in vivo efficacy against lipopolysaccharide (LPS)-induced pulmonary neutrophilia in mice (ID50 = 16 mg/kg, ip). Furthermore, based on the X-ray crystallography of 10f bound to the human PDE4B catalytic domain, we designed 7,8-dihydro-6H-pyrido[4,3-d] pyrimidin-5-one derivative 39 which has a fused bicyclic lactam scaffold. Compound 39 exhibited excellent inhibitory activity against LPS-induced tumor necrosis factor alpha (TNF-α) production in mouse splenocytes (IC 50 = 0.21 nM) and in vivo anti-inflammatory activity against LPS-induced pulmonary neutrophilia in mice (41% inhibition at a dose of 1.0 mg/kg, i.t.).

SUBSTITUTED HETEROCYCLIC COMPOUNDS AND METHODS OF USE

The present invention relates to pyridines, pyrimidines and derivatives thereof, and pharmaceutically acceptable salts thereof. Also included is a method of treatment of inflammation, rheumatoid arthritis, Pagets disease, osteoporosis, multiple myeloma, uveititis, acute or chronic myelogenous leukemia, pancreatic beta cell destruction, osteoarthritis, rheumatoid spondylitis, gouty arthritis, inflammatory bowel disease, adult respiratory distress syndrome (ARDS), psoriasis, Crohn's disease, allergic rhinitis, ulcerative colitis, anaphylaxis, contact dermatitis, asthma, muscle degeneration, cachexia, Reiter's syndrome, type I diabetes, type II diabetes, bone resorption diseases, graft vs. host reaction, Alzheimer's disease, stroke, myocardial infarction, ischemia reperfusion injury, atherosclerosis, brain trauma, multiple sclerosis, cerebral malaria, sepsis, septic shock, toxic shock syndrome, fever, myalgias due to HIV-1, HIV-2, HIV-3, cytomegalovirus (CMV), influenza, adenovirus, the herpes viruses or herpes zoster infection in a mammal comprising administering an effective amount a compound as described above.