Determine the necessary mass, volume, or concentration for preparing a solution.
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≥98% for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
Room temperature Ships Normal Check lot-specific COA for exact specifications.
SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.
Cited in 10 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
Maleimide (2,5-Pyrroledione) is a new nanoparticle surface functional group which favors easy conjugation with cell penetration peptides. The conjugation is enabled via click chemistry to preserve its biofunctions.
The maleimide-functionalized silica beads were used to immobilize the bovine serum albumin (BSA)-boronic acid (BA) conjugates.
| Canonical Smiles | C1=CC(=O)NC1=O |
|---|---|
| IUPAC Name | pyrrole-2,5-dione |
| InChIKey | PEEHTFAAVSWFBL-UHFFFAOYSA-N |
| INCHI | 1S/C4H3NO2/c6-3-1-2-4(7)5-3/h1-2H,(H,5,6,7) |
| Isomeric SMILES | C1=CC(=O)NC1=O |
| WGK Germany | 3 |
| RTECS | ON4800000 |
| UN Number | 2923 |
| Molecular Weight | 97.07 |
| Beilstein | 106910 |
| Reaxy-Rn | 106910 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=106910&ln= |
Comprehensive hazard, handling, storage, and regulatory compliance document.
Download SDS →Lot-specific quality data. Enter your lot number to retrieve the exact COA.
Look up COA →Full quality attributes and acceptance criteria for this grade.
View spec sheet →Taxonomy Tree
| Kingdom | Organic compounds |
|---|---|
| Superclass | Organoheterocyclic compounds |
| Class | Pyrrolidines |
| Subclass | Pyrrolidones |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Maleimides |
| Alternative Parents | Pyrrolines N-unsubstituted carboxylic acid imides Dicarboximides Azacyclic compounds Organopnictogen compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds |
| Molecular Framework | Aliphatic heteromonocyclic compounds |
| Substituents | Maleimide - Carboxylic acid imide - Dicarboximide - Carboxylic acid imide, n-unsubstituted - Pyrroline - Azacycle - Carboxylic acid derivative - Organic nitrogen compound - Organooxygen compound - Organonitrogen compound - Carbonyl group - Hydrocarbon derivative - Organic oxide - Organopnictogen compound - Organic oxygen compound - Aliphatic heteromonocyclic compound |
| Description | This compound belongs to the class of organic compounds known as maleimides. These are compounds containing a 2,5-pyrroledione moiety. |
| External Descriptors | a small molecule |
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Find and download the COA for your product by matching the lot number on the packaging.
| Lot Number | Certificate Type | Date | Item |
|---|---|---|---|
| Certificate of Analysis | Mar 11, 2026 | M100788 | |
| Certificate of Analysis | Mar 11, 2026 | M100788 | |
| Certificate of Analysis | Mar 11, 2026 | M100788 | |
| Certificate of Analysis | Nov 04, 2025 | M100788 | |
| Certificate of Analysis | Nov 04, 2025 | M100788 | |
| Certificate of Analysis | Nov 04, 2025 | M100788 | |
| Certificate of Analysis | Nov 04, 2025 | M100788 | |
| Certificate of Analysis | Nov 04, 2025 | M100788 | |
| Certificate of Analysis | Oct 13, 2025 | M100788 | |
| Certificate of Analysis | Jun 09, 2025 | M100788 | |
| Certificate of Analysis | May 13, 2025 | M100788 | |
| Certificate of Analysis | May 13, 2025 | M100788 | |
| Certificate of Analysis | May 13, 2025 | M100788 | |
| Certificate of Analysis | May 13, 2025 | M100788 | |
| Certificate of Analysis | May 13, 2025 | M100788 | |
| Certificate of Analysis | May 13, 2025 | M100788 | |
| Certificate of Analysis | May 13, 2025 | M100788 | |
| Certificate of Analysis | May 13, 2025 | M100788 | |
| Certificate of Analysis | Jul 08, 2024 | M100788 | |
| Certificate of Analysis | Jul 08, 2024 | M100788 | |
| Certificate of Analysis | Jul 08, 2024 | M100788 | |
| Certificate of Analysis | Jul 08, 2024 | M100788 | |
| Certificate of Analysis | Jul 08, 2024 | M100788 | |
| Certificate of Analysis | Jul 08, 2024 | M100788 | |
| Certificate of Analysis | Jul 08, 2024 | M100788 | |
| Certificate of Analysis | Jul 08, 2024 | M100788 | |
| Certificate of Analysis | Jul 08, 2024 | M100788 | |
| Certificate of Analysis | Mar 15, 2024 | M100788 | |
| Certificate of Analysis | Mar 15, 2024 | M100788 | |
| Certificate of Analysis | Mar 15, 2024 | M100788 | |
| Certificate of Analysis | May 05, 2023 | M100788 | |
| Certificate of Analysis | May 05, 2023 | M100788 | |
| Certificate of Analysis | May 05, 2023 | M100788 | |
| Certificate of Analysis | May 05, 2023 | M100788 | |
| Certificate of Analysis | May 05, 2023 | M100788 | |
| Certificate of Analysis | May 05, 2023 | M100788 | |
| Certificate of Analysis | Dec 16, 2021 | M100788 |
| Solubility | Soluble in water. |
|---|---|
| Boil Point(°C) | 125°C/10mmHg |
| Melt Point(°C) | 93-95°C |
| Molecular Weight | 97.070 g/mol |
| XLogP3 | -0.300 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 2 |
| Rotatable Bond Count | 0 |
| Exact Mass | 97.0164 Da |
| Monoisotopic Mass | 97.0164 Da |
| Topological Polar Surface Area | 46.200 Ų |
| Heavy Atom Count | 7 |
| Formal Charge | 0 |
| Complexity | 132.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| The total count of all stereochemical bonds | 0 |
| Covalently-Bonded Unit Count | 1 |
| 1. Siyi Li, Xiucheng Zhao, He Ding, Jinhu Chang, Xiran Qin, Fei He, Xiangyang Gao, Shili Gai, Piaoping Yang. (2023) Advanced cobalt-ferrite layered double hydroxides sandwich-structured nanozymes for ROS-bloomed tumor therapy. CHEMICAL ENGINEERING JOURNAL, [PMID:] [10.1016/j.cej.2023.145414] |
| 2. Huiya Lan, Bin Wu, Yuye Yan, Ru Xia, Jiasheng Qian. (2023) Enhanced in-plane thermal conductivity of polyimide-based composites via in situ interfacial modification of graphene. Nanoscale, 15 (8): (4114-4122). [PMID:36744939] [10.1039/D2NR06573H] |
| 3. Ze Lin, Limin Jin, Yanbiao Liu, Ying Wang. (2023) Hydrogen bonding donor/acceptor active sites exposed on imide-functionalized carbon dots aid in enhancing arsenic adsorption performance. CHEMICAL ENGINEERING JOURNAL, [PMID:] [10.1016/j.cej.2023.141540] |
| 4. Ye Tianzhen, Liu Zhirong, Cai Zhiwang. (2019) Adsorption of uranium(VI) from aqueous solution by novel dibutyl imide chelating resin. JOURNAL OF RADIOANALYTICAL AND NUCLEAR CHEMISTRY, 323 (1): (223-232). [PMID:] [10.1007/s10967-019-06949-0] |
| 5. Qi Zhang, Chao Hu, Baoqing Qu, Cuiping Zhang, Longtao He. (2024) Comparative Efficacy of Tumor Microenvironment-responsive Nanotherapeutics Targeting PSD95/Discs-large/ZO-1 Binding Kinase in Different Histological Subgroups of Medulloblastoma. International Journal of Medical Sciences, 21 (15): (3018). [PMID:39628686] [10.7150/ijms.97992] |
| 6. Jiayi Li, Kaifan Zheng, Luping Lin, Mengdi Zhang, Ziqi Zhang, Junyu Chen, Shaoguang Li, Hong Yao, Ailin Liu, Xinhua Lin, Gang Liu, Bing Chen. (2024) Reprogramming the Tumor Immune Microenvironment Through Activatable Photothermal Therapy and GSH depletion Using Liposomal Gold Nanocages to Potentiate Anti-Metastatic Immunotherapy. Small, [PMID:39359043] [10.1002/smll.202407388] |
| 7. Liu Yang, Hongyi Shu, Chuang Wang, Dongcang Sun, Changtong Song, Xianhong Zhang, Dong Chen, Yuhong Ma, Wantai Yang. (2025) Synergistically improving mechanical, dielectric and thermal performances of epoxy resins by incorporating hollow poly(glycidyl methacrylate-co-maleimide) microspheres. CHEMICAL ENGINEERING JOURNAL, [PMID:] [10.1016/j.cej.2025.167634] |
| 8. Lihang Qu, Tu Lu, Jun Tan, Xinzhao Chen, Tian Tian, Shixiang Liu, Yajun Gong, Zhihao Jiang, Zhonggui He, Peng Sun, Jin Sun, Xiaoli Ma, Ruidong Gu. (2026) ROS-responsive transmembrane peptide-antibody conjugate eyedrops for the non-invasive treatment of choroidoretinopathy. Materials Today Bio, [PMID:41660128] [10.1016/j.mtbio.2026.102819] |
| 9. Chi Lei, Qixiu Weng, Ping Song, Yingchun Zhu, Liangzhi Li, Lingzhao Kong, Lishi Yan. (2026) Thiol Modification of β-Glucosidase via N-Methoxycarbonylmaleimide for Enhancement of Catalytic Efficiency and Environmental Tolerance. JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, [PMID:41703775] [10.1021/acs.jafc.5c17409] |
| 10. Sheng Yin, Yashi Wang, Hao Guo, Shiyong Zhang. (2026) Cross-Linked Lipoic Acid Trisulfide Nanoparticles against Acute Liver Injury by Multipathway Regulation. CHEMISTRY OF MATERIALS, [PMID:] [10.1021/acs.chemmater.5c03307] |