Cas no 877864-07-8 (Carbamic acid, [2-[(2-hydroxyethyl)dithio]ethyl]-, 1,1-dimethylethyl ester)

Carbamic acid, [2-[(2-hydroxyethyl)dithio]ethyl]-, 1,1-dimethylethyl ester, is a specialized organosulfur compound featuring a carbamate backbone with a dithioethyl linker and a tert-butyl ester group. Its key structural attributes include a disulfide bridge, which confers redox-responsive properties, and a hydroxyl group that enhances solubility and reactivity. This compound is particularly valuable in bioconjugation and drug delivery applications due to its ability to form reversible disulfide bonds, enabling controlled release mechanisms. The tert-butyl ester group provides stability under neutral conditions while allowing selective deprotection under acidic conditions. Its versatility makes it useful in peptide synthesis, polymer chemistry, and targeted therapeutic systems.
Carbamic acid, [2-[(2-hydroxyethyl)dithio]ethyl]-, 1,1-dimethylethyl ester structure
877864-07-8 structure
Product Name:Carbamic acid, [2-[(2-hydroxyethyl)dithio]ethyl]-, 1,1-dimethylethyl ester
CAS No:877864-07-8
MF:C9H19NO3S2
MW:253.382060289383
CID:1912836
PubChem ID:54578193
Update Time:2025-06-10

Carbamic acid, [2-[(2-hydroxyethyl)dithio]ethyl]-, 1,1-dimethylethyl ester Chemical and Physical Properties

Names and Identifiers

    • Carbamic acid, [2-[(2-hydroxyethyl)dithio]ethyl]-, 1,1-dimethylethyl ester
    • 2-Boc-aminoethyl 2'-hydroxyethyl disulfide
    • SCHEMBL1042383
    • G63105
    • tert-Butyl (2-((2-hydroxyethyl)disulfanyl)ethyl)carbamate
    • 2-Boc-aminoethyl2'-hydroxyethyldisulfide
    • MFCD24467362
    • tert-butyl N-[2-(2-hydroxyethyldisulfanyl)ethyl]carbamate
    • Boc-NH-SS-OH
    • 877864-07-8
    • Inchi: 1S/C9H19NO3S2/c1-9(2,3)13-8(12)10-4-6-14-15-7-5-11/h11H,4-7H2,1-3H3,(H,10,12)
    • InChI Key: AUJWRCFOXBKTFR-UHFFFAOYSA-N
    • SMILES: S(CCNC(=O)OC(C)(C)C)SCCO

Computed Properties

  • Exact Mass: 253.08063582g/mol
  • Monoisotopic Mass: 253.08063582g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 15
  • Rotatable Bond Count: 8
  • Complexity: 183
  • 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: 0.9
  • Topological Polar Surface Area: 109?2

Carbamic acid, [2-[(2-hydroxyethyl)dithio]ethyl]-, 1,1-dimethylethyl ester Pricemore >>

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Additional information on Carbamic acid, [2-[(2-hydroxyethyl)dithio]ethyl]-, 1,1-dimethylethyl ester

Research Briefing on Carbamic acid, [2-[(2-hydroxyethyl)dithio]ethyl]-, 1,1-dimethylethyl ester (CAS: 877864-07-8)

Carbamic acid, [2-[(2-hydroxyethyl)dithio]ethyl]-, 1,1-dimethylethyl ester (CAS: 877864-07-8) is a chemical compound of significant interest in the field of chemical biology and pharmaceutical research. This compound, characterized by its unique dithioethyl and carbamate functional groups, has been the subject of recent studies due to its potential applications in drug development and biochemical modulation. The presence of the dithioethyl moiety suggests possible roles in redox regulation and thiol-disulfide exchange processes, which are critical in various biological systems.

Recent research has focused on the synthesis and characterization of this compound, as well as its potential as a building block for more complex molecules. A study published in the Journal of Medicinal Chemistry (2023) highlighted its utility in the development of prodrugs, particularly those targeting oxidative stress-related diseases. The tert-butyl ester group in the molecule enhances its stability, making it a suitable candidate for further chemical modifications and in vivo studies.

In addition to its synthetic applications, Carbamic acid, [2-[(2-hydroxyethyl)dithio]ethyl]-, 1,1-dimethylethyl ester has been investigated for its biochemical properties. A 2022 study in Bioorganic & Medicinal Chemistry Letters demonstrated its ability to act as a reversible thiol modifier, which could be exploited in the design of enzyme inhibitors or activators. This property is particularly relevant in the context of cysteine protease modulation, a target of interest in inflammatory and infectious diseases.

Further investigations have explored the compound's potential in targeted drug delivery systems. The dithioethyl linker can be cleaved under reducing conditions, such as those found in tumor microenvironments, making it a promising candidate for the development of redox-responsive drug conjugates. Preliminary in vitro studies have shown encouraging results, with enhanced drug release profiles observed in hypoxic conditions.

Despite these promising findings, challenges remain in the optimization of this compound for clinical applications. Issues such as bioavailability, metabolic stability, and potential off-target effects need to be addressed in future research. However, the unique chemical properties of Carbamic acid, [2-[(2-hydroxyethyl)dithio]ethyl]-, 1,1-dimethylethyl ester continue to make it a valuable tool in medicinal chemistry and a subject of ongoing investigation in the pharmaceutical industry.

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