95980-02-2

Basic information

• Product Name: 7-METHYL-2-PHENYLIMIDAZO[1,2-A]PYRIMIDIN-5-OL
• Synonyms: 7-METHYL-2-PHENYLIMIDAZO[1,2-A]PYRIMIDIN-5-OL
• CAS NO: 95980-02-2
• Molecular Formula: C₁₃H₁₁N₃O
• Molecular Weight: 225.25
• Mol File: 95980-02-2.mol

Chemical Properties

• Melting Point: 315-317°C
• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Appearance: /
• Density: 1.3g/cm³
• Refractive Index: 1.682
• CAS DataBase Reference: 7-METHYL-2-PHENYLIMIDAZO[1,2-A]PYRIMIDIN-5-OL(CAS DataBase Reference)
• NIST Chemistry Reference: 7-METHYL-2-PHENYLIMIDAZO[1,2-A]PYRIMIDIN-5-OL(95980-02-2)
• EPA Substance Registry System: 7-METHYL-2-PHENYLIMIDAZO[1,2-A]PYRIMIDIN-5-OL(95980-02-2)

Safety Data

• Hazard Codes: Xn
• Statements: 22
• HazardClass: IRRITANT
• Hazardous Substances Data: 95980-02-2(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Research:
7-METHYL-2-PHENYLIMIDAZO[1,2-A]PYRIMIDIN-5-OL is used as a research compound for its potential pharmacological properties, particularly its ability to inhibit specific enzymatic pathways. This makes it a valuable tool in the discovery and development of new drugs targeting various diseases and conditions.
Used in Medicinal Chemistry:
In the field of medicinal chemistry, 7-METHYL-2-PHENYLIMIDAZO[1,2-A]PYRIMIDIN-5-OL is utilized as a starting point for the synthesis of new chemical entities. Its unique structure and properties provide a foundation for creating novel compounds with potential therapeutic applications.
Used in Drug Development:
7-METHYL-2-PHENYLIMIDAZO[1,2-A]PYRIMIDIN-5-OL is employed as a drug candidate for various therapeutic applications. Its potential biological activities and ability to modulate enzymatic pathways make it a promising candidate for the treatment of specific diseases and conditions.
Used in Biological Activity Studies:
7-METHYL-2-PHENYLIMIDAZO[1,2-A]PYRIMIDIN-5-OL is also used in studies aimed at understanding its biological activities. Research in this area can provide insights into the compound's mechanism of action, potential side effects, and overall safety profile, which are crucial for its development as a therapeutic agent.

InChI:InChI=1/C13H11N3O/c1-9-7-12(17)16-8-11(15-13(16)14-9)10-5-3-2-4-6-10/h2-8,17H,1H3

Upstream product

• 70-11-1 α-bromoacetophenone 
• 3977-29-5 2-amino-6-methylpyrimidin-4-ol 

Downstream Products

• 108203-46-9 5-chloro-7-methyl-2-phenylimidazo[1,2-a]pyrimidine 
• 13994-88-2 5-methoxy-7-methyl-2-phenylimidazo[1,2-a]pyrimidine 

Relevant articles and documents

Identification of Potent in Vivo Autotaxin Inhibitors that Bind to Both Hydrophobic Pockets and Channels in the Catalytic Domain

Autotaxin (ATX, also known as ENPP2) is a predominant lysophosphatidic acid (LPA)-producing enzyme in the body, and LPA regulates various physiological functions, such as angiogenesis and wound healing, as well as pathological functions, including proliferation, metastasis, and fibrosis, via specific LPA receptors. Therefore, the ATX-LPA axis is a promising therapeutic target for dozens of diseases, including cancers, pulmonary and liver fibroses, and neuropathic pain. Previous structural studies revealed that the catalytic domain of ATX has a hydrophobic pocket and a hydrophobic channel; these serve to recognize the substrate, lysophosphatidylcholine (LPC), and deliver generated LPA to LPA receptors on the plasma membrane. Most reported ATX inhibitors bind to either the hydrophobic pocket or the hydrophobic channel. Herein, we present a unique ATX inhibitor that binds mainly to the hydrophobic pocket and also partly to the hydrophobic channel, inhibiting ATX activity with high potency and selectivity in vitro and in vivo. Notably, our inhibitor can rescue the cardia bifida (two hearts) phenotype in ATX-overexpressing zebrafish embryos.

Research on heterocyclic compounds. XLII. The Vilsmeier reaction in the synthesis of imidazo[1,2-a]pyrimidine derivatives

The Vilsmeier reaction on imidazo[1,2-a]pyrimidine ring is reported. The 3-formyl derivative obtained is oxidized to yield the corresponding carboxylic acid.