3-Benzyl-4-phenyl-2,5-furandione
* Please be kindly noted products are not for therapeutic use. We do not sell to patients.
| Category | Others |
| Catalog number | BBF-00493 |
| CAS | 65641-17-0 |
| Molecular Weight | 264.27 |
| Molecular Formula | C17H12O3 |
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Description
It is produced by the strain of Aspergillus nidulans. It is a plant growth regulator.
Specification
| Synonyms | 3-Carboxy-2,4-diphenyl-but-2-enoic anhydride; Benzyl-phenyl-maleinsaeure-anhydride; 2,5-Furandione,3-phenyl-4-(phenylmethyl); 2-Phenyl-3-benzyl-maleinsaeure-anhydride; benzyl-phenyl-maleic acid anhydride; 2-phenyl-3-(phenylmethyl)maleic anhydride |
| IUPAC Name | 3-benzyl-4-phenylfuran-2,5-dione |
| Canonical SMILES | C1=CC=C(C=C1)CC2=C(C(=O)OC2=O)C3=CC=CC=C3 |
| InChI | InChI=1S/C17H12O3/c18-16-14(11-12-7-3-1-4-8-12)15(17(19)20-16)13-9-5-2-6-10-13/h1-10H,11H2 |
| InChI Key | NOZUSIWFMDESNF-UHFFFAOYSA-N |
Properties
| Appearance | Colorless Crystalline |
| Melting Point | 67-68 °C |
| Solubility | Soluble in Ethanol |
Reference Reading
1. A pH-Responsive Cluster Metal-Organic Framework Nanoparticle for Enhanced Tumor Accumulation and Antitumor Effect
Ruoyu Cheng, Lingxi Jiang, Han Gao, Zehua Liu, Ermei Mäkilä, Shiqi Wang, Qimanguli Saiding, Lei Xiang, Xiaomei Tang, Minmin Shi, Jia Liu, Libin Pang, Jarno Salonen, Jouni Hirvonen, Hongbo Zhang, Wenguo Cui, Baiyong Shen, Hélder A Santos Adv Mater. 2022 Oct;34(42):e2203915. doi: 10.1002/adma.202203915. Epub 2022 Sep 13.
As a result of the deficient tumor-specific antigens, potential off-target effect, and influence of protein corona, metal-organic framework nanoparticles have inadequate accumulation in tumor tissues, limiting their therapeutic effects. In this work, a pH-responsive linker (L) is prepared by covalently modifying oleylamine (OA) with 3-(bromomethyl)-4-methyl-2,5-furandione (MMfu) and poly(ethylene glycol) (PEG). Then, the L is embedded into a solid lipid nanoshell to coat apilimod (Ap)-loaded zeolitic imidazolate framework (Ap-ZIF) to form Ap-ZIF@SLN#L. Under the tumor microenvironment, the hydrophilic PEG and MMfu are removed, exposing the hydrophobic OA on Ap-ZIF@SLN#L, increasing their uptake in cancer cells and accumulation in the tumor. The ZIF@SLN#L nanoparticle induces reactive oxygen species (ROS). Ap released from Ap-ZIF@SLN#L significantly promotes intracellular ROS and lactate dehydrogenase generation. Ap-ZIF@SLN#L inhibits tumor growth, increases the survival rate in mice, activates the tumor microenvironment, and improves the infiltration of macrophages and T cells in the tumor, as demonstrated in two different tumor-bearing mice after injections with Ap-ZIF@SLN#TL. Furthermore, mice show normal tissue structure of the main organs and the normal serum level in alanine aminotransferase and aspartate aminotransferase after treatment with the nanoparticles. Overall, this pH-responsive targeting strategy improves nanoparticle accumulation in tumors with enhanced therapeutic effects.
2. Photochemistry of 2-butenedial and 4-oxo-2-pentenal under atmospheric boundary layer conditions
Mike J Newland, Gerard J Rea, Lars P Thüner, Alistair P Henderson, Bernard T Golding, Andrew R Rickard, Ian Barnes, John Wenger Phys Chem Chem Phys. 2019 Jan 21;21(3):1160-1171. doi: 10.1039/c8cp06437g. Epub 2019 Jan 8.
Unsaturated 1,4-dicarbonyl compounds, such as 2-butenedial and 4-oxo-2-pentenal are produced in the atmospheric boundary layer from the oxidation of aromatic compounds and furans. These species are expected to undergo rapid photochemical processing, affecting atmospheric composition. In this study, the photochemistry of (E)-2-butenedial and both E and Z isomers of 4-oxo-2-pentenal was investigated under natural sunlight conditions at the large outdoor atmospheric simulation chamber EUPHORE. Photochemical loss rates, relative to j(NO2), are determined to be j((E)-2-butenedial)/j(NO2) = 0.14 (±0.02), j((E)-4-oxo-2-pentenal)/j(NO2) = 0.18 (±0.01), and j((Z)-4-oxo-2-pentenal)/j(NO2) = 0.20 (±0.03). The major products detected for both species are a furanone (30-42%) and, for (E)-2-butenedial, maleic anhydride (2,5-furandione) (12-14%). The mechanism appears to proceed predominantly via photoisomerization to a ketene-enol species following γ-H abstraction. The lifetimes of the ketene-enol species in the dark from 2-butenedial and 4-oxo-2-pentenal are determined to be 465 s and 235 s, respectively. The ketene-enol can undergo ring closure to yield the corresponding furanone, or further unimolecular rearrangement which can subsequently form maleic anhydride. A minor channel (10-15%) also appears to form CO directly. This is presumed to be via a molecular elimination route of an initial biradical intermediate formed in photolysis, with an unsaturated carbonyl (detected here but not quantified) as co-product. α-Dicarbonyl and radical yields are very low, which has implications for ozone production from the photo-oxidation of unsaturated 1,4-dicarbonyls in the boundary layer. Photochemical removal is determined to be the major loss process for these species in the boundary layer with lifetimes of the order of 10-15 minutes, compared to >3 hours for reaction with OH.
3. GC/MS coupled with MOS e-nose and flash GC e-nose for volatile characterization of Chinese jujubes as affected by different drying methods
Jianxin Song, Qinqin Chen, Jinfeng Bi, Xianjun Meng, Xinye Wu, Yening Qiao, Ying Lyu Food Chem. 2020 Nov 30;331:127201. doi: 10.1016/j.foodchem.2020.127201. Epub 2020 Jun 10.
Volatile compounds in Chinese jujubes dried by different methods - hot-air (HAD), heat-pump (HPD), infrared radiation (IRD), vacuum (VD), vacuum freeze (VFD) and instant controlled pressure drop (DIC) drying - were analyzed using GC-MS, MOS e-nose, and flash GC e-nose. Acids comprised more than 90% of the aroma compounds in the dried jujubes, of which acetic, butanoic, propanoic, hexanoic, octanoic and decanoic acids were the most common. Jujubes dried using VFD had the highest content of total aroma compounds (1061.6 µg/kg), while DIC-dried jujubes had the most diverse profile (26 species). HPD-, IRD-, HAD- and VD-dried jujubes had similar aroma profiles based on GC-MS and flash GC e-nose results. Although the results of GC-MS, MOS e-nose, and flash GC e-nose were significant different (p < 0.05), their combination could characterize aroma profiles more comprehensively.
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Bio Calculators
* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2
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Tip: Chemical formula is case sensitive. C22H30N4O √ c22h30n40 ╳
