Cas no 22578-94-5 (2-({4-(carboxymethyl)carbamoylphenyl}formamido)acetic acid)

2-({4-(Carboxymethyl)carbamoylphenyl}formamido)acetic acid is a bifunctional organic compound featuring both carboxylic acid and carboxamide moieties, making it a versatile intermediate in synthetic chemistry. Its structure allows for selective reactivity, particularly in peptide coupling and crosslinking applications. The presence of multiple functional groups enables its use in the preparation of complex molecular architectures, such as dendrimers or polymer conjugates. This compound is valued for its stability under standard conditions and its compatibility with common organic solvents, facilitating its incorporation into multistep synthesis protocols. Its dual carboxyl groups also enhance its utility in chelation or as a linker in bioconjugation strategies.
2-({4-(carboxymethyl)carbamoylphenyl}formamido)acetic acid structure
22578-94-5 structure
Product Name:2-({4-(carboxymethyl)carbamoylphenyl}formamido)acetic acid
CAS No:22578-94-5
MF:C12H12N2O6
MW:280.233483314514
CID:269557
PubChem ID:89759
Update Time:2025-06-11

2-({4-(carboxymethyl)carbamoylphenyl}formamido)acetic acid Chemical and Physical Properties

Names and Identifiers

    • Glycine,N,N'-(1,4-phenylenedicarbonyl)bis-
    • (4-{[(CARBOXYMETHYL)AMINO]CARBONYL}BENZOYL)AMINO]ACETIC ACID
    • 2-[[4-(carboxymethylcarbamoyl)benzoyl]amino]acetic acid
    • 2-({4-[N-(carboxymethyl)carbamoyl]phenyl}carbonylamino)acetic acid
    • 2,2'-[1,4-bis(benzamido)]diacetic acid
    • 2,2'-[1,4-phenylenebis(carbonylimino)]diacetic acid(non-preferred name)
    • AC1L3IJX
    • AC1Q5OKP
    • N,N'-Terephthaloyl-bis-glycin
    • N,N'-terephthaloyl-bis-glycine
    • NSC141191
    • Oprea1_141722
    • SBB038579
    • terephthalamido-N,N-bis(acetic acid)
    • terephthaloylbisglycine
    • Terephthalyl-bis-aminoessigsaeure
    • Terephthalyldiglycin
    • 2-({4-(carboxymethyl)carbamoylphenyl}formamido)acetic acid
    • SR-01000041088-1
    • MS-20536
    • SR-01000041088
    • DTXSID20177102
    • MFCD00044039
    • Z56899115
    • SCHEMBL11107537
    • EINECS 245-099-3
    • Thyl3-(chlorosulfonyl)isonicotinate
    • NSC-141191
    • 2-({4-[(carboxymethyl)carbamoyl]phenyl}formamido)acetic acid
    • N,N'-(1,4-Phenylenedicarbonyl)diglycine
    • EN300-08115
    • NS00027218
    • 22578-94-5
    • AKOS000266840
    • [(4-{[(carboxymethyl)amino]carbonyl}benzoyl)amino]acetic acid
    • NSC 141191
    • 2,2'-(Terephthaloylbis(azanediyl))diaceticacid
    • 2,2'-(Terephthaloylbis(azanediyl))diacetic acid
    • N,N'-terephthaloyldiglycine
    • MDL: MFCD00044039
    • Inchi: 1S/C12H12N2O6/c15-9(16)5-13-11(19)7-1-2-8(4-3-7)12(20)14-6-10(17)18/h1-4H,5-6H2,(H,13,19)(H,14,20)(H,15,16)(H,17,18)
    • InChI Key: SNKLTOILIHVGIH-UHFFFAOYSA-N
    • SMILES: O=C(C1C=CC(C(NCC(=O)O)=O)=CC=1)NCC(=O)O

Computed Properties

  • Exact Mass: 280.06956
  • Monoisotopic Mass: 280.06953611g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 4
  • Hydrogen Bond Acceptor Count: 8
  • Heavy Atom Count: 20
  • Rotatable Bond Count: 8
  • Complexity: 363
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: -1.3
  • Topological Polar Surface Area: 133?2

Experimental Properties

  • PSA: 132.8
  • LogP: 0.09720

2-({4-(carboxymethyl)carbamoylphenyl}formamido)acetic acid Pricemore >>

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Additional information on 2-({4-(carboxymethyl)carbamoylphenyl}formamido)acetic acid

Comprehensive Overview of 2-({4-(carboxymethyl)carbamoylphenyl}formamido)acetic acid (CAS No. 22578-94-5)

2-({4-(carboxymethyl)carbamoylphenyl}formamido)acetic acid, with the CAS number 22578-94-5, is a specialized organic compound that has garnered significant attention in the fields of pharmaceutical research, biochemistry, and material science. This compound, characterized by its unique molecular structure featuring both carboxymethyl and formamido functional groups, plays a pivotal role in the synthesis of advanced materials and bioactive molecules. Its carbamoylphenyl moiety further enhances its reactivity, making it a valuable intermediate in organic synthesis.

In recent years, the demand for 2-({4-(carboxymethyl)carbamoylphenyl}formamido)acetic acid has surged due to its applications in drug development, particularly in the design of targeted therapies and bioconjugation techniques. Researchers are increasingly exploring its potential in creating peptide-based therapeutics and biocompatible polymers, aligning with the growing trend of personalized medicine and sustainable biomaterials. The compound's carboxylic acid functionality also makes it a candidate for pH-responsive drug delivery systems, a hot topic in nanomedicine.

The synthesis of CAS 22578-94-5 involves multi-step organic reactions, often starting from 4-aminobenzoic acid derivatives. Its purity and stability are critical for industrial applications, prompting advancements in chromatographic purification and analytical validation methods. Analytical techniques such as HPLC, NMR, and mass spectrometry are routinely employed to ensure its quality, addressing the stringent requirements of regulatory bodies like the FDA and EMA.

From an environmental perspective, 2-({4-(carboxymethyl)carbamoylphenyl}formamido)acetic acid is considered a low-toxicity compound, with studies highlighting its biodegradability under controlled conditions. This aligns with the global push toward green chemistry and sustainable manufacturing, making it a preferred choice for eco-conscious industries. Its compatibility with aqueous reaction media further reduces the need for hazardous solvents, a key concern in modern chemical processes.

In the realm of academic research, this compound is frequently cited in studies exploring molecular recognition and enzyme inhibition. Its ability to form stable complexes with metal ions has also sparked interest in catalysis and sensor development. As the scientific community continues to unravel its properties, CAS 22578-94-5 remains a subject of cutting-edge investigations, particularly in interdisciplinary fields like chemical biology and nanotechnology.

For industries seeking reliable suppliers of 2-({4-(carboxymethyl)carbamoylphenyl}formamido)acetic acid, quality assurance is paramount. Reputable manufacturers adhere to GMP standards and provide comprehensive certificates of analysis (CoA), ensuring traceability and consistency. The compound's shelf life and storage conditions (typically 2-8°C in a dry environment) are also critical factors for end-users, emphasizing the need for proper handling protocols.

Looking ahead, the versatility of 22578-94-5 positions it as a cornerstone in emerging technologies such as 3D bioprinting and smart materials. Its integration into bioinks and self-healing polymers exemplifies its potential to revolutionize healthcare and engineering. With ongoing innovations in synthetic methodologies and application-driven research, this compound is poised to remain at the forefront of scientific progress.

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