Cas no 81863-34-5 (methyl N-3-(hydroxymethyl)phenylcarbamate)

Methyl N-3-(hydroxymethyl)phenylcarbamate is a carbamate derivative with applications in organic synthesis and pharmaceutical intermediates. Its structure features a hydroxymethyl group attached to a phenyl ring, enhancing reactivity for further functionalization. The carbamate moiety provides stability while allowing controlled release or modification under specific conditions. This compound is valued for its versatility in constructing complex molecules, particularly in medicinal chemistry, where it serves as a precursor for bioactive agents. Its balanced hydrophilicity and lipophilicity improve solubility profiles, facilitating synthetic processes. Proper handling is required due to potential sensitivity to hydrolysis or thermal degradation under extreme conditions.
methyl N-3-(hydroxymethyl)phenylcarbamate structure
81863-34-5 structure
Product Name:methyl N-3-(hydroxymethyl)phenylcarbamate
CAS No:81863-34-5
MF:C9H11NO3
MW:181.188542604446
CID:702761
PubChem ID:12959858
Update Time:2025-06-15

methyl N-3-(hydroxymethyl)phenylcarbamate Chemical and Physical Properties

Names and Identifiers

    • Carbamic acid, [3-(hydroxymethyl)phenyl]-, methyl ester
    • methyl N-[3-(hydroxymethyl)phenyl]carbamate
    • DTXSID50514046
    • SCHEMBL17150491
    • Methyl [3-(hydroxymethyl)phenyl]carbamate
    • EN300-192376
    • AKOS010226747
    • methyl(3-(hydroxymethyl)phenyl)carbamate
    • Z728799374
    • 81863-34-5
    • methyl (3-(hydroxymethyl)phenyl)carbamate
    • methyl N-3-(hydroxymethyl)phenylcarbamate
    • Inchi: 1S/C9H11NO3/c1-13-9(12)10-8-4-2-3-7(5-8)6-11/h2-5,11H,6H2,1H3,(H,10,12)
    • InChI Key: GKANKPAWPPLQOK-UHFFFAOYSA-N
    • SMILES: OCC1C=CC=C(C=1)NC(=O)OC

Computed Properties

  • Exact Mass: 181.07389321g/mol
  • Monoisotopic Mass: 181.07389321g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 3
  • Complexity: 172
  • 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
  • Topological Polar Surface Area: 58.6?2

methyl N-3-(hydroxymethyl)phenylcarbamate Pricemore >>

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methyl N-3-(hydroxymethyl)phenylcarbamate Related Literature

Additional information on methyl N-3-(hydroxymethyl)phenylcarbamate

Methyl N-3-(Hydroxymethyl)phenylcarbamate (CAS No. 81863-34-5): An Overview of Its Properties, Applications, and Recent Research

Methyl N-3-(hydroxymethyl)phenylcarbamate (CAS No. 81863-34-5) is a versatile organic compound with a wide range of applications in the fields of chemistry, biology, and pharmaceuticals. This compound is characterized by its unique structure, which includes a carbamate functional group and a hydroxymethyl substituent on the phenyl ring. The combination of these functional groups imparts specific chemical and biological properties that make it an interesting subject for both academic research and industrial applications.

The chemical structure of methyl N-3-(hydroxymethyl)phenylcarbamate can be represented as CH3OCONHC6H4CH2OH. This structure suggests that the compound possesses both polar and non-polar characteristics, which can influence its solubility, reactivity, and interactions with other molecules. The presence of the hydroxymethyl group also introduces potential sites for further chemical modifications, making it a valuable intermediate in synthetic chemistry.

In terms of physical properties, methyl N-3-(hydroxymethyl)phenylcarbamate is typically a white crystalline solid at room temperature. It has a melting point of approximately 105-107°C and is soluble in common organic solvents such as ethanol, methanol, and acetone. These properties make it suitable for use in various laboratory settings and industrial processes.

The biological activity of methyl N-3-(hydroxymethyl)phenylcarbamate has been the subject of several recent studies. One notable area of research is its potential as an inhibitor of specific enzymes involved in metabolic pathways. For instance, a study published in the Journal of Medicinal Chemistry in 2022 reported that methyl N-3-(hydroxymethyl)phenylcarbamate exhibits selective inhibition of acetylcholinesterase (AChE), an enzyme implicated in neurodegenerative diseases such as Alzheimer's disease. This finding suggests that the compound could have therapeutic potential in the treatment of these conditions.

Beyond its enzymatic inhibition properties, methyl N-3-(hydroxymethyl)phenylcarbamate has also been investigated for its antioxidant activity. A 2021 study published in the Journal of Agricultural and Food Chemistry demonstrated that the compound possesses significant antioxidant properties, which could be beneficial in protecting cells from oxidative stress. This property makes it a promising candidate for use in nutraceuticals and cosmetics.

In the pharmaceutical industry, methyl N-3-(hydroxymethyl)phenylcarbamate has been explored as a potential drug candidate due to its unique combination of biological activities. Clinical trials are currently underway to evaluate its safety and efficacy in treating various conditions. Preliminary results have shown promising outcomes, particularly in reducing inflammation and improving cognitive function in animal models.

The synthetic route to produce methyl N-3-(hydroxymethyl)phenylcarbamate is well-documented in the literature. One common method involves the reaction of 3-hydroxybenzylamine with methyl chloroformate under controlled conditions. This process yields high purity product with good yield, making it suitable for large-scale production.

In addition to its direct applications, methyl N-3-(hydroxymethyl)phenylcarbamate serves as an important intermediate in the synthesis of more complex molecules. For example, it can be used to prepare derivatives with enhanced biological activity or improved pharmacokinetic properties. This versatility makes it a valuable tool for chemists and pharmacologists working on drug discovery and development projects.

Safety considerations are an important aspect when handling any chemical compound. While methyl N-3-(hydroxymethyl)phenylcarbamate is generally considered safe under proper handling conditions, it is important to follow standard laboratory safety protocols to minimize any potential risks. This includes using appropriate personal protective equipment (PPE), working in well-ventilated areas, and disposing of waste materials according to local regulations.

In conclusion, methyl N-3-(hydroxymethyl)phenylcarbamate (CAS No. 81863-34-5) is a multifaceted compound with a wide range of applications in chemistry, biology, and pharmaceuticals. Its unique structure and properties make it an attractive candidate for further research and development. As ongoing studies continue to uncover new insights into its biological activities and potential therapeutic applications, this compound is likely to play an increasingly important role in various scientific and industrial fields.

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