18694-40-1

Basic information

• Product Name: Epirizole
• Synonyms: 1-(4-methoxy-6-methyl-2-pyrimidinyl)-3-methyl-5-methoxypyrazole;2-(3-methoxy-5-methylpyrazol-2-yl)-4-methoxy-6-methylpyrimidine;2-(3-methyl-5-methoxy-1-pyrazolyl)-4-methoxy-6-methylpyrimidine;4-methoxy-2-(5-methoxy-3-methyl-1h-pyrazol-1-yl)-6-methyl-pyrimidin;4-methoxy-2-(5-methoxy-3-methyl-1h-pyrazol-1-yl)-6-methylpyrimidine;4-methoxy-2-(5-methoxy-3-methylpyrazol-1-yl)-6-methylpyrimidin;da-398;mebron
• CAS NO: 18694-40-1
• Molecular Formula: C11H14N4O2
• Molecular Weight: 234.25
• EINECS: 242-507-1
• Mol File: 18694-40-1.mol
• Article Data: 7

Chemical Properties

• Melting Point: 90-92°
• Boiling Point: 376.57°C (rough estimate)
• Flash Point: 222.3°C
• Appearance: Yellow power
• Density: 1.1972 (rough estimate)
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.6000 (estimate)
• Storage Temp.: 2-8°C
• PKA: 0.65±0.50(Predicted)
• CAS DataBase Reference: Epirizole(CAS DataBase Reference)
• NIST Chemistry Reference: Epirizole(18694-40-1)
• EPA Substance Registry System: Epirizole(18694-40-1)

Safety Data

• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• RTECS: UV9290000
• Hazardous Substances Data: 18694-40-1(Hazardous Substances Data)

Usage

Originator

Mebron,Daiichi Seiyaku,Japan,1970

Uses

Different sources of media describe the Uses of 18694-40-1 differently. You can refer to the following data:
1. Analgesic; anti-inflammatory.
2. Mepirizole induces precocious differentiation of insulin-producing ti-cells in larval zebrafish. Also, it increases the expression of MDR1 mRNA in Caco-2 cells; Non-acidic analgesic.

Manufacturing Process

A mixture of 16.3 g of 4-methyl-6-methoxy-2-pyrimidinyl-hydrazine,13.7 g of ethyl acetoacetate and 16.3 ml of methanol was refluxed 2 hours on a water bath. After a mixture of 4.7 g of sodium hydroxide, 4.7 ml of water and 27 ml of methanol was added dropwise thereto at about 50°C, the reaction mixture was refluxed for 2 hours more, then methanol was distilled off and the residue was dissolved in 130 ml of water. The solution was adjusted to pH 6 with acetic acid. The precipitate was filtered, washed with water and dried to give 24 g (yield: 95.3%) of crystals, MP 97° to 98°C. Recrystallization from ligroin gave 1-(4'-methyl-6'-methoxy-2'-pyrimidinyl)-3-methyl-3-pyrazoline-5-one, MP 102° to 103°C.To a solution of 4.76 g of 1-( 4'-methyl-6'-methoxy-2'-pyrimidinyl)-3-methyl- 3-pyrazoline 5-one in 200 ml of ether was added an ether solution containing 6 molar equivalents of diazomethane and the reaction mixture was allowed to stand at room temperature for 20 hours. After distilling off the solvent, the residue was dissolved in 160 ml of water, made alkaline (pH 10) with sodium hydroxide solution and extracted three times with 140 ml of benzene. The extract was washed with a small amount of water, dried over sodium sulfate and evaporated to give a crystalline mass. Recrystallization from isopropylether gave 1-(4'-methyl-6'-methoxy-2'-pyrimidinyl)-3-methyl-5- methoxypyrazole (3.96 g, 84%) as color less prisms, MP 90° to 92°C.

Therapeutic Function

Antiinflammatory, Analgesic, Antipyretic

InChI:InChI=1/C10H12N4O2/c1-7-6-9(16-3)14(13-7)10-11-5-4-8(12-10)15-2/h4-6H,1-3H3

Relevant articles and documents

Synthesis and crystal structure of (p-CH3C6H4NH3)6P6O18·8H2O

Preparation and complete structural characterization by X-ray diffraction (XRD), IR absorption, thermogravimetric and differential thermal analysis (TG-DTA), and mass angle spinning (MAS) NMR spectroscopy are given for a new cyclohexaphosphate, (p-CH3C6H4NH3)6P6O18·8H2O. This compound is monoclinic in space group P21/c, with Z = 2 and unit-cell parameters a = 10.695(6), b = 24.952(8), c = 11.163(4) angstrom, and β = 97.53(4)°. The crystal structure was solved and refined down to R = 0.036, using 4168 independent reflections. The atomic arrangement can be described as layer organization. Layers built by P6O18 ring anions and water molecules spread parallel to the plane (010). Between these layers are located the organic groups that form hydrogen bonds with P6O18 ring oxygens. Geometrical characteristics of the hydrogen bonds are described.

Synthesis and crystal structure of (o-CH3C6H4NH3)6P6O18*2H2O

(o-CH3C6H4NH3)6P6O18*2H2O is triclinic, P1-, with Z = 1 and the following unit-cell dimensions: a = 10.395(4), b = 10.793(5), c = 13.839(4)?, alpha. = 103.98(3), β = 91.62(3), γ = 116.65(3)° Itscrystal structure has been determined and refined down to R = 0.036, us ing 5850 independent reflections. Among the three crystallographically independent CH3-C6H4-NH3 groups one is disordered. All the H-atoms belonging to the nondisorderd ligands have been located and refined. The hydrogen-bond distribution is carefully described.

Structural characterization of a series of cyclohexaphosphates: Ca2M2P6O18 · 6H2O (M = K, Tl, Rb)

Three new cyclohexaphosphates with the general formula Ca2M2P6O18 · 6H2O (M = K, Tl, Rb) are reported. They crystallize with monoclinic unit cells and are isotopic. As an example the paramters of Ca2K2P6O18 · 6H2O are a = 7.266(1), b = 11.833(2), c = 12.300(2) A, β = 103.17(1)0, Z = 2, P21In, V = 1030(3) A3, and Dx = 2.387 g cm-3. Crystal structure of this phase was determined using 6292 independent reflections with a final R = 0.025. The atomic arrangement can be described as puckered layers containing water bonded P6O18 anions and Ca2+ and K+ cations, alternating along the (1, 0, 1) direction. Synthesis and characterization by X-ray diffraction, IR absorption, and TA are described.