259886-50-5

Basic information

• Product Name: CUCURBIT(7)URIL
• Synonyms: Cucurbit[7]uril;Curcubit[7]uril;Cucurbit[7]uril,research use;Cucurbit[7]uril (CB[7]) hydrate, 99+%;Cucurbit[7]uril hydrate;Cucurbit[7]uril hydrate contains acid of crystalization;2,18:3,17-Dimethano-2,3,4a,5a,6a,7a,8a,9a,10a,11a,12a,13a,14a,15a,17,18,19a,20a,21a,22a,23a,24a,25a,26a,27a,28a,29a,30a-octacosaazabispentaleno[1''''',6''''':5'''',6'''',7'''']cycloocta[1'''',2'''',3'''':3''',4''']pentaleno[1''',6''':5'',6'',7'']cycloocta
• CAS NO: 259886-50-5
• Molecular Formula: C₄₂H₄₂N₂₈O₁₄
• Molecular Weight: 1162.96208
• Product Categories: Amine-Functional Polymers;Hydrophilic Polymers;Polymer Science
• Mol File: 259886-50-5.mol
• Article Data: 10

Chemical Properties

• Appearance: white/solid
• Density: 2.69
• PKA: 0.09±0.20(Predicted)
• CAS DataBase Reference: CUCURBIT(7)URIL(CAS DataBase Reference)
• NIST Chemistry Reference: CUCURBIT(7)URIL(259886-50-5)
• EPA Substance Registry System: CUCURBIT(7)URIL(259886-50-5)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 259886-50-5(Hazardous Substances Data)

Usage

General Description

Cucurbit[7]uril, also known as CB[7], is a macrocyclic molecule composed of seven glycoluril units connected by methylene bridges. It is a versatile host molecule that can selectively bind to various guest molecules, including organic cations, neutral molecules, and even some anions, through non-covalent interactions such as hydrogen bonding and ion-dipole interactions. CB[7] has gained attention in the fields of supramolecular chemistry and materials science due to its unique properties, such as its ability to encapsulate and stabilize guest molecules, as well as its potential applications in drug delivery, sensing, and separation processes. Its high stability, water solubility, and relatively simple synthesis also make it an attractive candidate for various technological and biomedical applications.

InChI:InChI=1S/C42H42N28O14/c71-29-43-1-44-16-18-48(30(44)72)4-52-20-22-56(34(52)76)8-60-24-26-64(38(60)80)12-68-28-27-67(41(68)83)11-63-25-23-59(37(63)79)7-55-21-19-51(33(55)75)3-47(29)17-15(43)45-2-46(16)32(74)50(18)6-54(20)36(78)58(22)10-62(24)40(82)66(26)14-70(28)42(84)69(27)13-65(25)39(81)61(23)9-57(21)35(77)53(19)5-49(17)31(45)73/h15-28H,1-14H2

Upstream product

• 50-00-0 formaldehyd 
• 496-46-8 glycoluril 
• 462-95-3 formaldehyde diethyl acetal 
• 496-46-8 glycouril 
• 950526-90-6 C₂₈H₃₀N₂₀O₁₀ 
• 950526-89-3 glycoluril tetramer 
• 848440-50-6 glycoluril dimer 

Downstream Products

• 1207253-27-7 C₇H₄Cl₂O*C₄₂H₄₂N₂₈O₁₄ 
• 1207253-29-9 C₈H₇ClO₂*C₄₂H₄₂N₂₈O₁₄ 
• 1207253-26-6 C₈H₄ClF₃O*C₄₂H₄₂N₂₈O₁₄ 
• 1207253-30-2 C₇H₅ClO*C₄₂H₄₂N₂₈O₁₄ 
• 1207253-32-4 C₈H₇ClO*C₄₂H₄₂N₂₈O₁₄ 
• 1207253-28-8 C₇H₄Cl₂O*C₄₂H₄₂N₂₈O₁₄ 
• 1207253-33-5 C₈H₇ClO₂*C₄₂H₄₂N₂₈O₁₄ 
• 1207253-24-4 C₇H₄ClNO₃*C₄₂H₄₂N₂₈O₁₄ 
• 1207253-25-5 C₇H₄ClNO₃*C₄₂H₄₂N₂₈O₁₄ 
• 1207253-31-3 C₈H₇ClO*C₄₂H₄₂N₂₈O₁₄ 
• 1387542-32-6 C₂₄H₃₃N₂O₂S₂⁽¹⁺⁾*C₄₂H₄₂N₂₈O₁₄*ClO₄^(1-) 

Relevant articles and documents

Photodeamination to quinone methides in cucurbit[n] urils: Potential application in drug delivery

We demonstrate a proof of principle for a new approach in the development of a drug delivery system. A positively charged prodrug (phenol) can form a stable inclusion complex with CB[7], which enables more efficient delivery of the prodrug. After photochemical transformation (photoactivation) inside the complex, an active drug quinone methide (QM) is formed and released from the complex, since it is a neutral molecule and forms a less stable complex with CB[7].

Comparative study of inclusion complexation of tetraalkylphosphonium and ammonium salts with cucurbit[7]uril

Inclusion complexation of tetraalkylphosphonium salts (PSs) with cucurbit[7]uril (CB[7]) was studied spectrophotometrically using methylene blue as a chemical indicator. Differences in the inclusion behaviour caused by the central ions in PSs and tetraalkylammonium salts (ASs) are described herein. The inclusion complexation constant (K) of PS3 with a C3-alkyl chain is remarkably smaller than those of the other PSs, indicating that PS3 is most suitable for clathrate-hydrate formation in bulk solution. In the AS inclusions, AS4 with a C4-alkyl chain showed the small K value. Furthermore, the K values of PSs with CB[7] were measured under high pressure. The K values of CB[7] increased with increasing external pressure and decreasing solvent polarity. From the high-pressure results, the volume change (ΔVrepel) caused by water molecules released from the CB[7] cavity was evaluated. A volumetric study for the inclusion of PSs with CB[7] indicated that in PS6 and PS8 with long C6 and C8 chains, respectively, one alkyl chain was encapsulated in the CB[7] cavity. In the other PSs with short chains, two alkyl chains could be accommodated in the cavity. Based on the effects of temperature, substituents, and external pressure, differences in the inclusion mechanisms of PSs and ASs for CB[7] are discussed.

PROCESS FOR THE PREPARATION OF CUCURBITURIL DERIVATIVES

This invention relates to cucurbituril and/or one or more derivatives thereof with low formaldehyde content, to a process of manufacturing said cucurbituril and/or one or more derivatives thereof and to the use of said cucurbituril and/or one or more derivatives thereof, in particular in consumer and industrial products, and in industrial processes.