Cas no 98432-26-9 (4-Amino-2-(ethylthio)-5-(hydroxymethyl)pyrimidine)

4-Amino-2-(ethylthio)-5-(hydroxymethyl)pyrimidine is a pyrimidine derivative with a molecular structure featuring amino, ethylthio, and hydroxymethyl functional groups. This compound is of interest in pharmaceutical and agrochemical research due to its potential as a building block for heterocyclic synthesis. The presence of multiple reactive sites enables its use in the development of nucleoside analogs, enzyme inhibitors, and other biologically active molecules. Its hydroxymethyl group offers versatility for further functionalization, while the ethylthio moiety may enhance lipophilicity, influencing bioavailability. The compound's stability and well-defined chemical properties make it suitable for controlled synthetic applications. Proper handling is required due to its reactive functional groups.
4-Amino-2-(ethylthio)-5-(hydroxymethyl)pyrimidine structure
98432-26-9 structure
Product Name:4-Amino-2-(ethylthio)-5-(hydroxymethyl)pyrimidine
CAS No:98432-26-9
MF:C7H11N3OS
MW:185.246739625931
MDL:MFCD00090796
CID:61972
PubChem ID:225433
Update Time:2025-06-08

4-Amino-2-(ethylthio)-5-(hydroxymethyl)pyrimidine Chemical and Physical Properties

Names and Identifiers

    • 4-Amino-2-(ethylthio)-5-(hydroxymethyl)pyrimidine
    • (4-Amino-2-(ethylthio)pyrimidin-5-yl)methanol
    • (4-amino-2-ethylsulfanylpyrimidin-5-yl)methanol
    • Ethioprim
    • SKF 6003
    • SB55543
    • 4-amino-2-ethylthio-5-(hydroxymethyl)pyrimidine
    • SCHEMBL2889845
    • MLS000737472
    • 4-Amino-2-(ethylthio)-5-(hydroxymethyl)-pyrimidine
    • CS-0312917
    • NSC14767
    • AMY25287
    • NSC-14767
    • FT-0642367
    • [4-amino-2-(ethylsulfanyl)pyrimidin-5-yl]methanol
    • DTXSID20279953
    • MFCD00090796
    • 4-amino-5-hydroxymethyl-2-(ethylthio)pyrimidine
    • 5-Pyrimidinemethanol, 4-amino-2-(ethylthio)-
    • J-514303
    • HMS2856B04
    • CHEMBL1735742
    • AKOS006229040
    • A845859
    • 4-amino-2-(ethylthio)-5-hydroxymethyl-pyrimidine
    • SMR000528156
    • 98432-26-9
    • PS-8489
    • AKLCDMLJYNYRJK-UHFFFAOYSA-N
    • 4-Amino-2-(ethylthio)-5-pyrimidinemethanol
    • MDL: MFCD00090796
    • Inchi: 1S/C7H11N3OS/c1-2-12-7-9-3-5(4-11)6(8)10-7/h3,11H,2,4H2,1H3,(H2,8,9,10)
    • InChI Key: AKLCDMLJYNYRJK-UHFFFAOYSA-N
    • SMILES: S(CC)C1=NC=C(CO)C(N)=N1

Computed Properties

  • Exact Mass: 185.06200
  • Monoisotopic Mass: 185.062
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 3
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 3
  • Complexity: 136
  • 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
  • Topological Polar Surface Area: 97.3A^2
  • Surface Charge: 0
  • Tautomer Count: 3
  • XLogP3: 0.7

Experimental Properties

  • Color/Form: NA
  • Density: 1.32
  • Melting Point: 158-159 oC
  • Boiling Point: 408 °C at 760 mmHg
  • Flash Point: 408 °C at 760 mmHg
  • Refractive Index: 1.625
  • PSA: 97.33000
  • LogP: 1.24430
  • Sensitiveness: Stench

4-Amino-2-(ethylthio)-5-(hydroxymethyl)pyrimidine Security Information

4-Amino-2-(ethylthio)-5-(hydroxymethyl)pyrimidine Customs Data

  • HS CODE:2933599090
  • Customs Data:

    China Customs Code:

    2933599090

    Overview:

    2933599090. Other compounds with pyrimidine ring in structure(Including other compounds with piperazine ring on the structure. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:20.0%

    Declaration elements:

    Product Name, component content, use to, Please indicate the appearance of Urotropine, 6- caprolactam please indicate the appearance, Signing date

    Summary:

    2933599090. other compounds containing a pyrimidine ring (whether or not hydrogenated) or piperazine ring in the structure. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

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Additional information on 4-Amino-2-(ethylthio)-5-(hydroxymethyl)pyrimidine

4-Amino-2-(Ethylthio)-5-(Hydroxymethyl)Pyrimidine: A Comprehensive Overview

4-Amino-2-(Ethylthio)-5-(Hydroxymethyl)Pyrimidine (CAS No. 98432-26-9) is a versatile organic compound with significant applications in various fields, including pharmaceuticals, agrochemicals, and materials science. This compound belongs to the pyrimidine family, a class of heterocyclic aromatic compounds that are widely studied due to their unique chemical properties and biological activities. The structure of 4-Amino-2-(Ethylthio)-5-(Hydroxymethyl)Pyrimidine is characterized by a pyrimidine ring with substituents at positions 2, 4, and 5. These substituents include an ethylthio group at position 2, an amino group at position 4, and a hydroxymethyl group at position 5. The combination of these functional groups imparts the compound with a wide range of reactivity and potential for further chemical modifications.

Recent studies have highlighted the importance of pyrimidine derivatives in drug discovery, particularly in the development of antiviral, anticancer, and anti-inflammatory agents. The presence of the ethylthio group in 4-Amino-2-(Ethylthio)-5-(Hydroxymethyl)Pyrimidine introduces sulfur-based reactivity, which can enhance the compound's ability to interact with biological targets. Additionally, the hydroxymethyl group provides hydrophilic properties, which can improve solubility and bioavailability when used in pharmaceutical formulations.

The synthesis of 4-Amino-2-(Ethylthio)-5-(Hydroxymethyl)Pyrimidine involves a multi-step process that typically starts with the preparation of intermediate pyrimidine derivatives. One common approach is the condensation reaction between β-alanine and an appropriate aldehyde or ketone derivative. This is followed by substitution reactions to introduce the ethylthio and hydroxymethyl groups at specific positions on the pyrimidine ring. The optimization of these reactions has been a focus of recent research efforts to improve yield and purity.

One of the most promising applications of 4-Amino-2-(Ethylthio)-5-(Hydroxymethyl)Pyrimidine lies in its potential as an intermediate in the synthesis of more complex bioactive molecules. For instance, researchers have explored its use in the construction of nucleoside analogs, which are critical components in antiviral therapies. The compound's ability to undergo nucleophilic substitution reactions makes it an ideal starting material for incorporating diverse functional groups into drug candidates.

In addition to its role as an intermediate, 4-Amino-2-(Ethylthio)-5-(Hydroxymethyl)Pyrimidine has shown potential as a standalone bioactive agent. Studies have demonstrated its ability to inhibit certain enzymes involved in inflammatory pathways, suggesting its potential use in treating conditions such as arthritis and neurodegenerative diseases. Furthermore, preliminary results from in vitro assays indicate that this compound may exhibit cytotoxic effects against cancer cells, making it a candidate for further investigation in oncology research.

The development of green chemistry methods for synthesizing 4-Amino-2-(Ethylthio)-5-(Hydroxymethyl)Pyrimidine has also been a topic of interest. Researchers have explored the use of microwave-assisted synthesis and catalytic systems to reduce reaction times and minimize waste generation. These advancements not only enhance the sustainability of production processes but also align with current trends toward environmentally friendly chemical manufacturing.

In conclusion, 4-Amino-2-(Ethylthio)-5-(Hydroxymethyl)Pyrimidine (CAS No. 98432-26-9) is a valuable compound with diverse applications across multiple disciplines. Its unique structure and reactivity make it an important building block for drug discovery and materials science. As research continues to uncover new insights into its properties and potential uses, this compound is poised to play an increasingly significant role in advancing modern medicine and technology.

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