Cas no 1171044-16-8 ((3-((4-Methylpiperazin-1-yl)methyl)phenyl)boronic Acid)

(3-((4-Methylpiperazin-1-yl)methyl)phenyl)boronic Acid is a boronic acid derivative featuring a 4-methylpiperazine moiety, making it a valuable intermediate in Suzuki-Miyaura cross-coupling reactions. Its structure combines boronic acid reactivity with the steric and electronic influence of the piperazine group, enhancing its utility in constructing complex aryl-aryl bonds. The compound exhibits good stability under standard handling conditions and demonstrates compatibility with diverse reaction conditions. It is particularly useful in pharmaceutical and agrochemical synthesis, where its modular design facilitates the introduction of methylpiperazine-containing scaffolds. High purity and consistent performance make it a reliable choice for research and industrial applications requiring precision in C-C bond formation.
(3-((4-Methylpiperazin-1-yl)methyl)phenyl)boronic Acid structure
1171044-16-8 structure
Product Name:(3-((4-Methylpiperazin-1-yl)methyl)phenyl)boronic Acid
CAS No:1171044-16-8
MF:C12H19BN2O2
MW:234.102463006973
MDL:MFCD16198076
CID:1094516
PubChem ID:49657897
Update Time:2025-05-20

(3-((4-Methylpiperazin-1-yl)methyl)phenyl)boronic Acid Chemical and Physical Properties

Names and Identifiers

    • (3-((4-Methylpiperazin-1-yl)methyl)phenyl)boronic acid
    • (4-methyl-piperazin-1-ylmethyl)-phenyl-3-boronic acid
    • [3-[(4-methylpiperazin-1-yl)methyl]phenyl]boronic acid
    • 3-((4-methylpiperazin-1-yl)methyl)phenylboronic acid
    • 3-((4-Methyl-piperazin-1-yl)methyl)-phenyl boronic acid
    • {3-[(4-methylpiperazin-1-yl)methyl]phenyl}boronic acid
    • 3-[(4-METHYLPIPERAZIN-1-YL)METHYL]PHENYLBORONIC ACID
    • NGSHSQFNJGUKCF-UHFFFAOYSA-N
    • BC001466
    • Y3746
    • ST24034241
    • 3-(4-Methyl-piperazin-1-ylmethyl)-phenyl boronic acid
    • Boronic acid, B-[3-[(4-methyl-1-pip
    • Boronic acid, B-[3-[(4-methyl-1-piperazinyl)methyl]phenyl]-
    • AKOS005974829
    • D71703
    • 1171044-16-8
    • EN300-155804
    • SCHEMBL3666137
    • starbld0017127
    • CS-0189850
    • MFCD16198076
    • AS-55225
    • AMY29772
    • (3-((4-Methylpiperazin-1-yl)methyl)phenyl)boronic Acid
    • MDL: MFCD16198076
    • Inchi: 1S/C12H19BN2O2/c1-14-5-7-15(8-6-14)10-11-3-2-4-12(9-11)13(16)17/h2-4,9,16-17H,5-8,10H2,1H3
    • InChI Key: NGSHSQFNJGUKCF-UHFFFAOYSA-N
    • SMILES: OB(C1=CC=CC(=C1)CN1CCN(C)CC1)O

Computed Properties

  • Exact Mass: 234.1539580g/mol
  • Monoisotopic Mass: 234.1539580g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 17
  • Rotatable Bond Count: 3
  • Complexity: 233
  • 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: 46.9

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Additional information on (3-((4-Methylpiperazin-1-yl)methyl)phenyl)boronic Acid

The (3-((4-Methylpiperazin-1-yl)methyl)phenyl)boronic Acid: A Comprehensive Overview

(3-((4-Methylpiperazin-1-yl)methyl)phenyl)boronic acid, identified by the CAS number 1171044-16-8, is a significant compound in the field of organic chemistry and drug discovery. This compound has garnered attention due to its unique structure and potential applications in various chemical reactions, particularly in the synthesis of complex molecules. The presence of a boronic acid group and a piperazine moiety makes it a versatile building block in modern organic synthesis.

The structure of (3-((4-Methylpiperazin-1-yl)methyl)phenyl)boronic acid consists of a phenyl ring substituted with a piperazine derivative at the 3-position. Piperazine, a six-membered ring containing two nitrogen atoms, is known for its ability to form hydrogen bonds and act as a template in various chemical reactions. The methyl substitution on the piperazine ring adds further complexity to the molecule, enhancing its reactivity and versatility. The boronic acid group, on the other hand, is highly reactive and plays a crucial role in cross-coupling reactions, such as the Suzuki-Miyaura coupling, which are widely used in the synthesis of biologically active compounds.

Recent studies have highlighted the importance of (3-((4-Methylpiperazin-1-yl)methyl)phenyl)boronic acid in drug discovery efforts. Its ability to participate in palladium-catalyzed cross-couplings has made it an invaluable tool for constructing diverse heterocyclic frameworks. For instance, researchers have utilized this compound to synthesize novel kinase inhibitors and other bioactive molecules with potential therapeutic applications. The methylated piperazine group has been shown to enhance the pharmacokinetic properties of resulting compounds, making them more suitable for in vivo studies.

In terms of synthesis, (3-((4-Methylpiperazin-1-yl)methyl)phenyl)boronic acid can be prepared through various routes, including nucleophilic aromatic substitution and coupling reactions. The choice of synthetic pathway depends on the availability of starting materials and the desired regioselectivity. Recent advancements in catalytic methods have enabled more efficient and selective syntheses of this compound, reducing production costs and improving yields.

The application of (3-((4-Methylpiperazin-1-yl)methyl)phenyl)boronic acid extends beyond drug discovery. It has also found utility in materials science, where it serves as a precursor for functional materials with tailored electronic properties. For example, its use in constructing conjugated systems for organic electronics has been explored in several research studies.

In conclusion, (3-((4-Methylpiperazin-1-yl)methyl)phenyl)boronic acid, with its unique structural features and reactivity, continues to be a focal point in contemporary organic chemistry research. Its role as a key intermediate in drug development and material synthesis underscores its importance in advancing scientific innovation.

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