4,5-bis(4-dimethylaminophenyl)-2-(3,5-dimethoxy-4-hydroxyphenyl)imidazole CAS#: 1886-13-1; ChemWhat Code: 1417226
Identification
| Product Name | 4,5-bis(4-dimethylaminophenyl)-2-(3,5-dimethoxy-4-hydroxyphenyl)imidazole |
| IUPAC Name | 4-[4,5-bis[4-(dimethylamino)phenyl]-1H-imidazol-2-yl]-2,6-dimethoxyphenol |
| Molecular Structure |  |
| CAS Registry Number | 1886-13-1 |
| Synonyms | Photosensitizer-1 1886-13-1 4,5-bis(4-dimethylaminophenyl)-2-(3,5-dimethoxy-4-hydroxyphenyl)imidazole 4-[4,5-Bis[4-(dimethylamino)phenyl]-1H-imidazol-2-yl]-2,6-dimethoxyphenol phenol, 4-[4,5-bis[4-(dimethylamino)phenyl]-1H-imidazol-2-yl]-2,6-dimethoxy- 4-{4,5-bis[4-(dimethylamino)phenyl]-1H-imidazol-2-yl}-2,6-dimethoxyphenol SCHEMBL175592 SZXKSDXHODZTFS-UHFFFAOYSA-N AMY41390 EX-A4874 HY-D1293 CS-0163526 |
| Molecular Formula | C27H30N4O3 |
| Molecular Weight | 458.6 |
| InChI | InChI=1S/C27H30N4O3/c1-30(2)20-11-7-17(8-12-20)24-25(18-9-13-21(14-10-18)31(3)4)29-27(28-24)19-15-22(33-5)26(32)23(16-19)34-6/h7-16,32H,1-6H3,(H,28,29) |
| InChI Key | SZXKSDXHODZTFS-UHFFFAOYSA-N |
| Isomeric SMILES | CN(C)C1=CC=C(C=C1)C2=C(N=C(N2)C3=CC(=C(C(=C3)OC)O)OC)C4=CC=C(C=C4)N(C)C |
| Patent Information | ||
| Patent ID | Title | Publication Date |
| EP699905 | Leuco dye coating compositions | 1996 |
| US4166763 | Analysis of lactic acid or lactate using lactate oxidase | 1979 |
Physical Data
| Appearance | White to off-white powder |
| Melting Point, °C |
| 262 – 263 |
Spectra
| Description (NMR Spectroscopy) | Nucleus (NMR Spectroscopy) | Solvents (NMR Spectroscopy) | Frequency (NMR Spectroscopy), MHz |
| Chemical shifts, Spectrum | 1H | dimethylsulfoxide-d6 | 400 |
| Chemical shiftsSpectrum | 13C | dimethylsulfoxide-d6 | 100.6 |
| Description (UV/VIS Spectroscopy) | Solvent (UV/VIS Spectroscopy) | Absorption Maxima (UV/VIS), nm |
| Band assignment, Spectrum | 1,4-dioxane | 315 |
| Band assignment, Spectrum | tetrahydrofuran | 317 |
| Band assignment, Spectrum | dichloromethane | 318 |
| Band assignment, Spectrum | dimethyl sulfoxide | 318 |
| Band assignment, Spectrum | methanol | 320 |
Route of Synthesis (ROS)
| Conditions | Yield |
| With ammonium acetate; glacial acetic acid In ethyl acetate for 6h; Reflux; Experimental Procedure Syringaldehyde (3.07 g, 16.87 mmol), 1,2-Bis(4-Dimethylaminophenyl)-1,2-Ethanedione (5.00 g, 16.87 mmol) and NH4OAc (6.50 g,84.35 mmol) were dissolved in 150 mL glacial acetic acid, followed byrefluxing for 6 h. The reaction mixture was poured to ice-water andammonia was added to neutralize the mixture. 500 mL ethyl acetate wasadded to extract the crude product. The organic phase was dried withanhydrous MgSO4, and the solvent was removed under reduced pressure.The resulting crude product was purified via column chromatography(silica gel, pure ethyl acetate), given the pure product as a whitesolid: yield (4.5 g, 58%). 1H NMR (400 MHz, DMSO-d6): δ 12.10 (s, 1H,NH), 8.53 (s, 1H, OH), 7.28-7.41 (m, 6H, ArH), 6.70-6.72 (m, 4H, ArH),3.84 (s, 6H, OCH3), 2.91 (s, 12H, N(CH3) 2) ppm. 13C NMR (100.6 MHz,DMSO-d6): δ 148.6, 145.2, 136.1, 129.5, 128.1, 124.4, 121.8, 112.5,103.1, 56.5, 19.0. HRMS-EI m/z: calcd for C27H30N4O3 + H+: 459.2396;measured: 459.2374. CCDC: 2130100. | 58% |
Safety and Hazards
No data available
Other Data
| Transportation | Store at -20°C for long time, in container tightly sealed; Protect from light. |
| HS Code | |
| Storage | Store at -20°C for long time, in container tightly sealed; Protect from light. |
| Shelf Life | 1 year |
| Market Price |
| Druglikeness | |
| Lipinski rules component | |
| Molecular Weight | 458.56 |
| logP | 5.706 |
| HBA | 4 |
| HBD | 2 |
| Matching Lipinski Rules | 3 |
| Veber rules component | |
| Polar Surface Area (PSA) | 73.85 |
| Rotatable Bond (RotB) | 7 |
| Matching Veber Rules | 2 |
| Quantitative Results | ||
| 1 of 2 | Comment (Pharmacological Data) | Bioactivities present |
| Reference | Leuco dye coating compositions | |
| 2 of 2 | Comment (Pharmacological Data) | Bioactivities present |
| Reference | Using the analysis element and dry immunoassy assay method |
| Use Pattern |
| 4,5-bis(4-dimethylaminophenyl)-2-(3,5-dimethoxy-4-hydroxyphenyl)imidazole CAS:# 1886-13-1, due to the presence of the imidazole ring and aromatic rings, the compound may exhibit photosensitive properties, undergoing chemical reactions upon exposure to light. This property suggests potential applications in photosensitive materials or photonic devices. |
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