Methacrylic acid N-hydroxysuccinimide ester - ≥98% , CAS No.38862-25-8

CAS: 38862-25-8 Cat. No.: N159306 Molecular Weight: 183.16 EC Number: 662-880-8

GRADE & PURITY ≥98%

Synonyms

N-Methacryloyloxysuccinimide | N-(Methacryloyloxy)succinimide | MFCD15072193 | N-SuccinimidylMethacrylate | SCHEMBL73278 | 2,5-DIOXOPYRROLIDIN-1-YL 2-METHYLPROP-2-ENOATE | (2,5-dioxopyrrolidin-1-yl) 2-methylprop-2-enoate | DTXSID60435975 | Methacrylic aci

Storage

Store at 2-8°C

Shipped In

Wet ice

Specifications

Synonyms

N-Methacryloyloxysuccinimide | N-(Methacryloyloxy)succinimide | MFCD15072193 | N-SuccinimidylMethacrylate | SCHEMBL73278 | 2, 5-DIOXOPYRROLIDIN-1-YL 2-METHYLPROP-2-ENOATE | (2, 5-dioxopyrrolidin-1-yl) 2-methylprop-2-enoate | DTXSID60435975 | Methacrylic aci

Specifications & Purity

≥98%

Storage

Store at 2-8°C

Shipped In

Wet ice

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥98%

Names and Identifiers

• Pubchem Sid: 504765267
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504765267
• Canonical Smiles: CC(=C)C(=O)ON1C(=O)CCC1=O
• IUPAC Name: (2,5-dioxopyrrolidin-1-yl) 2-methylprop-2-enoate
• InChIKey: ACGJEMXWUYWELU-UHFFFAOYSA-N
• INCHI: 1S/C8H9NO4/c1-5(2)8(12)13-9-6(10)3-4-7(9)11/h1,3-4H2,2H3
• Isomeric SMILES: CC(=C)C(=O)ON1C(=O)CCC1=O
• Molecular Weight: 183.16
• Reaxy-Rn: 1530281
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1530281&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Pyrrolidines
      • Subclass Pyrrolidones

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Pyrrolidines
• Subclass: Pyrrolidones
• Intermediate Tree Nodes: Not available
• Direct Parent: Pyrrolidine-2-ones
• Alternative Parents: Dicarboximides Lactams Monocarboxylic acids and derivatives Azacyclic compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic heteromonocyclic compounds
• Substituents: 2-pyrrolidone - Dicarboximide - Lactam - Azacycle - Monocarboxylic acid or derivatives - Carboxylic acid derivative - Organic nitrogen compound - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Organonitrogen compound - Carbonyl group - Aliphatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as pyrrolidine-2-ones. These are pyrrolidines which bear a C=O group at position 2 of the pyrrolidine ring.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Sensitivity: Moisture Sensitive,Heat Sensitive
• Melt Point(°C): 104 °C
• Molecular Weight: 183.160 g/mol
• XLogP3: 0.200
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 183.053 Da
• Monoisotopic Mass: 183.053 Da
• Topological Polar Surface Area: 63.700 Ų
• Heavy Atom Count: 13
• Formal Charge: 0
• Complexity: 279.000
• 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

References

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2. Mengcheng Ma, Yafang Chen, Mingda Zhao, Junhui Sui, Zhihao Guo, Yuedi Yang, Zhiyi Xu, Yong Sun, Yujiang Fan, Xingdong Zhang.  (2021)  Hierarchical responsive micelle facilitates intratumoral penetration by acid-activated positive charge surface and size contraction.  BIOMATERIALS,      [PMID:33714018] [10.1016/j.biomaterials.2021.120741]

3. Hailin Xie, Yuna Qian, Jiayi Ding, Rui Zhao, Linwei Huang, Jianliang Shen, Zhihua Zhou.  (2024)  Double Enzyme Active Hydrogel Program Regulates the Microenvironment of Staphylococcus aureus-Infected Pressure Ulcers.  Advanced Healthcare Materials,      [PMID:39390845] [10.1002/adhm.202402363]

4. Han Yu, Huanhuan Luo, Jianping Chen, Xiaodong Hu, Yujiong Chen, Jiaqi Zhong, Botao Liu, Yanfang Liu, Gang Chen, Chenglong Huang, Zhaoxiang Peng.  (2024)  Hydrogel microspheres for stem cell recruitment and induction of directed differentiation in osteoarthritis therapy.  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2024.154798]