- Glycoluril
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-
2026-06-30
- CAS:496-46-8
- Min. Order: 1KG
- Purity: 98
- Supply Ability: 10000KGS
- Glycoluril
-
-
2025-04-04
- CAS:496-46-8
- Min. Order: 1KG
- Purity: 98%
- Supply Ability: 1ton
- Glycoluril
-
- $15.00
-
2021-07-13
- CAS:496-46-8
- Min. Order: 1KG
- Purity: 99%+ HPLC
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| | Glycoluril Basic information |
| Product Name: | Glycoluril | | Synonyms: | 5-d]imidazole-2,5(1h,3h)-dione,tetrahydro-imidazo[;5-d]imidazole-2,5(1H,3H)-dione,tetrahydro-Imidazo[4;Acetylenediureine;Diurea glyoxalate;Glyoxalbiuret;Glyoxaldiureine;Glyoxaldiurene;Imidazo[4,5-d]imidazole-2,5(1H,3H)-dione, tetrahydro- | | CAS: | 496-46-8 | | MF: | C4H6N4O2 | | MW: | 142.12 | | EINECS: | 207-821-5 | | Product Categories: | Building Blocks;Chemical Synthesis;Heterocyclic Building Blocks;N-Containing;Others;Heterocyclic Compounds | | Mol File: | 496-46-8.mol |  |
| | Glycoluril Chemical Properties |
| Melting point | >300 °C (lit.) | | Boiling point | 259.66°C (rough estimate) | | density | 1.4926 (rough estimate) | | vapor pressure | 0Pa at 25℃ | | refractive index | 1.8500 (estimate) | | storage temp. | Sealed in dry,Room Temperature | | solubility | 15g/l | | pka | 12.91±0.20(Predicted) | | form | powder to crystal | | color | White to Almost white | | Water Solubility | 1.8g/L at 20℃ | | Merck | 14,93 | | BRN | 128826 | | InChI | 1S/C4H6N4O2/c9-3-5-1-2(7-3)8-4(10)6-1/h1-2H,(H2,5,7,9)(H2,6,8,10) | | InChIKey | VPVSTMAPERLKKM-UHFFFAOYSA-N | | SMILES | O=C1NC2NC(=O)NC2N1 | | LogP | -3.28 | | CAS DataBase Reference | 496-46-8(CAS DataBase Reference) | | NIST Chemistry Reference | Glycoluril(496-46-8) | | EPA Substance Registry System | Glycoluril (496-46-8) |
| Hazard Codes | Xn | | Risk Statements | 22 | | Safety Statements | 24/25 | | WGK Germany | 1 | | TSCA | TSCA listed | | HS Code | 29332990 | | Storage Class | 11 - Combustible Solids |
| | Glycoluril Usage And Synthesis |
| Chemical Properties | WHITE TO VERY SLIGHTLY YELLOW CRYSTALLINE POWDER | | Uses | Reactant involved in synthesis of:• ;Glycouril hexamers and monofunctionalized cucurbit[6]uril derivatives1,2,3• ;N-chloro compounds from trichloroisocyanuric acid4• ;Glycouril trimers5 | | Uses | For derivatives glycoluril, glycoluril resins | | Uses | Glycoluril is used as a reagent in the synthesis of acyclic cucurbit[n]uril molecular containers which can enhance the solubility and bioactivity of poorly soluble pharmaceuticals. Also used as a reagent in the synthesis of cucurbit[7]uril containers for targeted delivery of oxaliplatin to cancer cells. | | Definition | ChEBI: Glycoluril is an azabicycloalkane and a member of ureas. | | Flammability and Explosibility | Not classified | | Agricultural Uses | Glycine is the simplest naturally occurring amino acid and is a constituent of most proteins. Its formula is H2N·CH2·COOH. | | Synthesis | To a 500 mL three-necked round-bottomed flask equipped with a stirrer was added 100 mL of deionized water, glyoxal (20 g, 0.345 mol, 1.00 eq., 50 mL of a 40 wt% aqueous solution) and urea (51.7 g, 0.862 mol, 2.50 eq.). The reaction mixture was heated to 90°C and stirred for 5 minutes. Concentrated sulfuric acid (4 mL) was slowly added dropwise over 5 minutes, and a white solid formed within 10 minutes after the drop was completed. Stirring of the reaction mixture was continued for 12 hours. Upon completion of the reaction, the mixture was cooled to room temperature and 50% aqueous sodium hydroxide was added dropwise until the pH was adjusted to 14. Stirring was stopped and the reaction mixture was cooled to 0°C. The suspension was separated by vacuum filtration through a Brinell's funnel and the solids were washed with cold water (2 x 500 mL). The solid was transferred to a Brinell funnel and dried under suction for 3 h. Subsequently, it was transferred to a 700 mL beaker and dried at 80°C for 16 h. Glycuronium (1) was obtained as an off-white powder in 45.0 g (0.304 mol, 92% yield). Melting point: 335.19°C; IR (cm^-1): 3182.5 (s), 1677.0 (s); 1H NMR (90 MHz, DMSO-d6): δ 7.13 (s, 4H, -NH), 5.23 (s, 2H, N-CH-N). | | References | [1] Tetrahedron Letters, 2016, vol. 57, # 15, p. 1681 - 1682
[2] Patent: WO2014/166347, 2014, A1. Location in patent: Page/Page column 13
[3] Patent: WO2015/143974, 2015, A1. Location in patent: Page/Page column 15
[4] J. Gen. Chem. USSR (Engl. Transl.), 1991, vol. 61, # 12, p. 2581 - 2582
[5] Zhurnal Obshchei Khimii, 1991, vol. 61, # 12, p. 2778 - 2780 |
| | Glycoluril Preparation Products And Raw materials |
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