Cas no 131770-31-5 (N-(4-Chlorophenyl)glycine methyl ester)

N-(4-Chlorophenyl)glycine methyl ester is a synthetic organic compound primarily used as an intermediate in pharmaceutical and agrochemical synthesis. Its structure features a glycine ester moiety linked to a 4-chlorophenyl group, offering reactivity suitable for further functionalization. The compound is valued for its stability under standard conditions and its role in facilitating the synthesis of more complex molecules, such as active pharmaceutical ingredients (APIs) or crop protection agents. The methyl ester group enhances solubility in organic solvents, making it versatile for various coupling reactions. Its consistent purity and reliable performance make it a practical choice for research and industrial applications requiring precise building blocks.
N-(4-Chlorophenyl)glycine methyl ester structure
131770-31-5 structure
Product Name:N-(4-Chlorophenyl)glycine methyl ester
CAS No:131770-31-5
MF:C9H10ClNO2
MW:199.634201526642
MDL:MFCD00461439
CID:1233244
PubChem ID:11298576
Update Time:2025-11-01

N-(4-Chlorophenyl)glycine methyl ester Chemical and Physical Properties

Names and Identifiers

    • Glycine, N-(4-chlorophenyl)-, methyl ester
    • Methyl N-(4-chlorophenyl)glycinate
    • 11-Dodecenoic acid,methyl ester
    • dodec-11-enoic acid methyl ester
    • Dodec-11-ensaeure-methylester
    • methyl 11-dodecenoate
    • methyl 11-undecenoate
    • Methyl decenoate
    • methyl dodecylenic acid
    • methyl D-p-chlorophenylglycinate
    • N-(4-Chlorophenyl)glycine methyl ester
    • (4-Chloro-phenylamino)-acetic acid methyl ester
    • SCHEMBL5121422
    • DTXSID901266294
    • STK699582
    • G80507
    • methyl 2-((4-chlorophenyl)amino)acetate
    • methyl 4-chlorophenylaminoacetate
    • methyl 2-(4-chloroanilino)acetate
    • N-(4-chlorophenyl)-glycine methyl ester
    • BBL009680
    • EN300-878402
    • DB-096494
    • Methyl (4-chlorophenyl)glycinate
    • Methyl 2-[(4-chlorophenyl)amino]acetate
    • HUPQJKATNYSUHO-UHFFFAOYSA-N
    • 131770-31-5
    • AKOS000254391
    • VS-02141
    • methyl2-((4-chlorophenyl)amino)acetate
    • CS-0444604
    • MDL: MFCD00461439
    • Inchi: 1S/C9H10ClNO2/c1-13-9(12)6-11-8-4-2-7(10)3-5-8/h2-5,11H,6H2,1H3
    • InChI Key: HUPQJKATNYSUHO-UHFFFAOYSA-N
    • SMILES: ClC1C=CC(=CC=1)NCC(=O)OC

Computed Properties

  • Exact Mass: 199.04000
  • Monoisotopic Mass: 199.0400063g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 4
  • Complexity: 167
  • 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: 2.5
  • Topological Polar Surface Area: 38.3?2

Experimental Properties

  • PSA: 38.33000
  • LogP: 1.99790

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N-(4-Chlorophenyl)glycine methyl ester Production Method

Additional information on N-(4-Chlorophenyl)glycine methyl ester

Comprehensive Overview of N-(4-Chlorophenyl)glycine methyl ester (CAS No. 131770-31-5)

N-(4-Chlorophenyl)glycine methyl ester (CAS No. 131770-31-5) is a specialized organic compound widely utilized in pharmaceutical and agrochemical research. This ester derivative of glycine is characterized by its 4-chlorophenyl substitution, which enhances its reactivity and applicability in synthetic chemistry. Researchers and industry professionals frequently seek information on its synthesis methods, physicochemical properties, and applications in drug discovery, making it a topic of significant interest in modern chemical literature.

The compound's molecular structure, featuring a methyl ester group and a chlorinated aromatic ring, contributes to its versatility as a building block in organic synthesis. Recent studies highlight its role in the development of bioactive molecules, particularly in the design of enzyme inhibitors and antimicrobial agents. With growing interest in green chemistry, questions about its environmental impact and sustainable production methods have become prevalent in scientific discussions.

Analytical techniques such as HPLC, NMR spectroscopy, and mass spectrometry are commonly employed to characterize N-(4-Chlorophenyl)glycine methyl ester. Its solubility profile (soluble in organic solvents like methanol and DMSO) and stability under various conditions are frequently queried by laboratory technicians. The compound's melting point range (typically 80-85°C) and molecular weight (213.66 g/mol) are critical parameters for quality control in industrial applications.

In pharmaceutical contexts, this compound serves as a precursor for heterocyclic compounds with potential therapeutic effects. Recent patent filings reveal its utility in developing central nervous system (CNS) drugs, aligning with current research trends targeting neurodegenerative diseases. The chlorophenyl moiety enhances membrane permeability, a property highly valued in drug design optimization strategies.

From a commercial perspective, N-(4-Chlorophenyl)glycine methyl ester is available through specialty chemical suppliers with varying purity grades (typically 95-99%). Market analyses indicate rising demand correlated with increased R&D investment in small molecule therapeutics. Proper storage conditions (recommended 2-8°C in airtight containers) and handling precautions are frequently discussed in technical datasheets to maintain compound integrity.

Emerging applications in material science have expanded the compound's relevance beyond life sciences. Its aromatic structure makes it a candidate for organic semiconductor development, particularly in optoelectronic devices. This interdisciplinary potential has generated increased academic interest, with numerous studies investigating its photophysical properties and crystal packing behavior.

Quality assessment protocols for CAS No. 131770-31-5 typically include chromatographic purity tests and residual solvent analysis. Regulatory compliance documentation often addresses REACH registration status and GHS classification, important considerations for international trade. The compound's structure-activity relationships continue to be explored through computational chemistry approaches, including molecular docking studies.

Recent scientific literature emphasizes the compound's role in combinatorial chemistry libraries, particularly for high-throughput screening platforms. Its moderate lipophilicity (calculated logP ~2.1) positions it favorably for medicinal chemistry applications. Technical forums frequently discuss optimal purification methods, with flash chromatography and recrystallization being common approaches for laboratory-scale preparation.

The future research trajectory for N-(4-Chlorophenyl)glycine methyl ester appears promising, with potential applications in bioconjugation chemistry and prodrug design. As synthetic methodologies advance, particularly in catalytic amidation techniques, production efficiency improvements are anticipated. These developments align with broader industry movements toward atom-economical processes and waste reduction in fine chemical manufacturing.

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