N-(Methoxycarbonyl) Maleimide - ≥98% , CAS No.55750-48-6

CAS: 55750-48-6 Cat. No.: N135983 Molecular Weight: 155.11 Beilstein Registry Number: 1450640 EC Number: 259-792-3

GRADE & PURITY ≥98%

Synonyms

methyl 2,5-dioxo-2H-pyrrole-1(5H)-carboxylate | Z1255486023 | n-methoxycarbonylmaleinimide | EINECS 259-792-3 | CHLORPROMAZINE [USP MONOGRAPH] | FT-0671185 | M2333 | AMY362 | Methyl 2,5-dioxo-2,5-dihydro-1H-pyrrole-1-carboxylate # | 1,2-PROPANEDIOL, 3-(4-

Storage

Store at 2-8°C,Argon charged

Shipped In

Wet ice

Overview

For the introduction of the maleimide group in peptides, amino acids and amines.

Specifications

Synonyms

methyl 2, 5-dioxo-2H-pyrrole-1(5H)-carboxylate | Z1255486023 | n-methoxycarbonylmaleinimide | EINECS 259-792-3 | CHLORPROMAZINE [USP MONOGRAPH] | FT-0671185 | M2333 | AMY362 | Methyl 2, 5-dioxo-2, 5-dihydro-1H-pyrrole-1-carboxylate # | 1, 2-PROPANEDIOL, 3-(4-

Specifications & Purity

≥98%

Storage

Store at 2-8°C, Argon charged

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: 504759346
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504759346
• Canonical Smiles: COC(=O)N1C(=O)C=CC1=O
• IUPAC Name: methyl 2,5-dioxopyrrole-1-carboxylate
• InChIKey: LLAZQXZGAVBLRX-UHFFFAOYSA-N
• INCHI: 1S/C6H5NO4/c1-11-6(10)7-4(8)2-3-5(7)9/h2-3H,1H3
• Isomeric SMILES: COC(=O)N1C(=O)C=CC1=O
• WGK Germany: 3
• Molecular Weight: 155.11
• Beilstein: 1450640
• Reaxy-Rn: 1450638
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1450638&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Pyrrolines
      • Subclass Pyrroline carboxylic acids and derivatives

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Pyrrolines
• Subclass: Pyrroline carboxylic acids and derivatives
• Intermediate Tree Nodes: Not available
• Direct Parent: Pyrroline carboxylic acids
• Alternative Parents: Maleimides N-substituted carboxylic acid imides Methylcarbamates Dicarboximides Organic carbonic acids and derivatives Azacyclic compounds Organopnictogen compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic heteromonocyclic compounds
• Substituents: Pyrroline carboxylic acid - Maleimide - Carboxylic acid imide, n-substituted - Carboxylic acid imide - Dicarboximide - Methylcarbamate - Carbamic acid ester - Carbonic acid derivative - Carboxylic acid derivative - Azacycle - Organic oxygen compound - Organic nitrogen compound - Organooxygen compound - Organonitrogen compound - Carbonyl group - Hydrocarbon derivative - Organic oxide - Organopnictogen compound - Aliphatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as pyrroline carboxylic acids. These are heterocyclic compounds containing a pyrroline ring substituted by one or more carboxylic acid groups.
• 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

• Solubility: Soluble in methanol
• Sensitivity: Heat & Moisture sensitive
• Boil Point(°C): ~242.5 °C at 760 mmHg
• Melt Point(°C): 64°C-68°C
• Molecular Weight: 155.110 g/mol
• XLogP3: -0.300
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 155.022 Da
• Monoisotopic Mass: 155.022 Da
• Topological Polar Surface Area: 63.700 Ų
• Heavy Atom Count: 11
• Formal Charge: 0
• Complexity: 237.000
• 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

1. Zhongyang Yu, Dawei Wang, Yuxia Qi, Jing Liu, Tian Zhou, Wei Rao, Kaiwen Hu.  (2023)  Autologous-cancer-cryoablation-mediated nanovaccine augments systematic immunotherapy.  Materials Horizons,  10  (5): (1661-1677).  [PMID:36880811] [10.1039/D3MH00092C]

2. 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]