Cas no 773871-93-5 ((4-Bromo-1H-pyrrol-2-yl)methanol)

(4-Bromo-1H-pyrrol-2-yl)methanol is a brominated pyrrole derivative featuring a hydroxymethyl functional group at the 2-position. This compound serves as a versatile intermediate in organic synthesis, particularly in the preparation of pharmaceuticals, agrochemicals, and functional materials. The presence of both bromine and hydroxymethyl groups offers distinct reactivity, enabling selective cross-coupling reactions, nucleophilic substitutions, and further derivatization. Its stable crystalline form ensures ease of handling and storage under standard conditions. The compound’s structural motifs are valuable for constructing heterocyclic frameworks, making it a useful building block in medicinal chemistry and material science research. High purity grades are typically available to meet rigorous synthetic requirements.
(4-Bromo-1H-pyrrol-2-yl)methanol structure
773871-93-5 structure
Product Name:(4-Bromo-1H-pyrrol-2-yl)methanol
CAS No:773871-93-5
MF:C5H6BrNO
MW:176.01124048233
CID:1036441
PubChem ID:55255305
Update Time:2025-06-08

(4-Bromo-1H-pyrrol-2-yl)methanol Chemical and Physical Properties

Names and Identifiers

    • (4-Bromo-1H-pyrrol-2-yl)methanol
    • A857804
    • SB62582
    • 773871-93-5
    • AKOS006293000
    • CS-0378510
    • DTXSID20717007
    • G74831
    • DB-336056
    • Inchi: 1S/C5H6BrNO/c6-4-1-5(3-8)7-2-4/h1-2,7-8H,3H2
    • InChI Key: VCRWIQCVRURUPX-UHFFFAOYSA-N
    • SMILES: BrC1=CNC(CO)=C1

Computed Properties

  • Exact Mass: 174.96328g/mol
  • Monoisotopic Mass: 174.96328g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 8
  • Rotatable Bond Count: 1
  • Complexity: 78.8
  • 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: 0.6
  • Topological Polar Surface Area: 36?2

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Additional information on (4-Bromo-1H-pyrrol-2-yl)methanol

Introduction to (4-Bromo-1H-pyrrol-2-yl)methanol (CAS No. 773871-93-5)

(4-Bromo-1H-pyrrol-2-yl)methanol, also known by its CAS number 773871-93-5, is a versatile organic compound that has garnered significant attention in the fields of medicinal chemistry and pharmaceutical research. This compound is characterized by its unique structural features, which include a brominated pyrrole ring and a hydroxymethyl group. These characteristics make it an attractive candidate for various applications, particularly in the development of novel therapeutic agents.

The pyrrole ring, a five-membered heterocyclic aromatic compound, is a fundamental building block in many biologically active molecules. The presence of the bromine atom at the 4-position of the pyrrole ring imparts additional reactivity and functional versatility to the molecule. The hydroxymethyl group, on the other hand, provides a reactive site for further chemical modifications, making (4-Bromo-1H-pyrrol-2-yl)methanol a valuable intermediate in synthetic chemistry.

Recent advancements in the field of medicinal chemistry have highlighted the potential of (4-Bromo-1H-pyrrol-2-yl)methanol as a lead compound for drug discovery. Studies have shown that this compound can be effectively utilized in the synthesis of various bioactive molecules, including anti-inflammatory agents, anticancer drugs, and antiviral compounds. The bromine atom at the 4-position of the pyrrole ring has been found to play a crucial role in modulating the biological activity of these derivatives.

In particular, research has focused on the use of (4-Bromo-1H-pyrrol-2-yl)methanol as a precursor for the synthesis of selective serotonin reuptake inhibitors (SSRIs). SSRIs are widely used in the treatment of depression and anxiety disorders. The unique structure of (4-Bromo-1H-pyrrol-2-yl)methanol allows for the precise modification of functional groups, which can enhance the selectivity and potency of these inhibitors. This has led to the development of more effective and safer SSRI drugs with fewer side effects.

Beyond its applications in pharmaceuticals, (4-Bromo-1H-pyrrol-2-yl)methanol has also shown promise in materials science. The compound's ability to form stable complexes with various metals has made it an attractive candidate for the synthesis of metalloporphyrins and other coordination complexes. These complexes have potential applications in catalysis, sensing, and electronic materials.

In terms of synthetic methods, several efficient routes have been developed for the preparation of (4-Bromo-1H-pyrrol-2-yl)methanol. One common approach involves the bromination of a pyrrole derivative followed by a nucleophilic substitution reaction to introduce the hydroxymethyl group. Recent studies have explored greener and more sustainable synthetic methods, such as using microwave-assisted reactions and catalysts derived from renewable sources. These advancements not only improve the yield and purity of the final product but also reduce environmental impact.

The physicochemical properties of (4-Bromo-1H-pyrrol-2-yl)methanol

Safety considerations are an important aspect when handling (4-Bromo-1H-pyrrol-2-yl)methanol. While it is not classified as a hazardous material or controlled substance, appropriate safety measures should be taken during its use. This includes wearing personal protective equipment (PPE) such as gloves and goggles, working in well-ventilated areas, and following standard laboratory safety protocols.

In conclusion, (4-Bromo-1H-pyrrol-2-yl)methanol (CAS No. 773871-93-5) is a versatile and promising compound with a wide range of applications in medicinal chemistry, pharmaceutical research, and materials science. Its unique structural features and reactivity make it an ideal candidate for further exploration and development. As research continues to advance, it is likely that new applications and derivatives will emerge, further solidifying its importance in these fields.

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