Cas no 1226805-88-4 (5-Amino-2-(dimethylamino)benzamide)

5-Amino-2-(dimethylamino)benzamide is a versatile intermediate in organic synthesis, particularly valued for its role in the preparation of pharmaceuticals and specialty chemicals. Its structure, featuring both amino and dimethylamino functional groups, allows for selective reactivity in a range of transformations, including coupling and condensation reactions. The compound exhibits good solubility in polar organic solvents, facilitating its use in solution-phase synthesis. Its stability under standard conditions ensures reliable handling and storage. Researchers favor this derivative for its efficiency in constructing complex heterocyclic frameworks, making it a useful building block in medicinal chemistry and material science applications.
5-Amino-2-(dimethylamino)benzamide structure
1226805-88-4 structure
Product Name:5-Amino-2-(dimethylamino)benzamide
CAS No:1226805-88-4
MF:C9H13N3O
MW:179.219021558762
CID:1088243
PubChem ID:50851055
Update Time:2025-06-08

5-Amino-2-(dimethylamino)benzamide Chemical and Physical Properties

Names and Identifiers

    • 5-Amino-2-(dimethylamino)benzamide
    • 5-amino-2-(dimethylamino)benzamide(SALTDATA: FREE)
    • AKOS005068353
    • SCHEMBL15490163
    • VS-11108
    • 1226805-88-4
    • CS-0318686
    • MFCD12790911
    • STL140288
    • BZB80588
    • BBL032256
    • MDL: MFCD12790911
    • Inchi: 1S/C9H13N3O/c1-12(2)8-4-3-6(10)5-7(8)9(11)13/h3-5H,10H2,1-2H3,(H2,11,13)
    • InChI Key: VSDBOHMWRRGWRP-UHFFFAOYSA-N
    • SMILES: O=C(C1C=C(C=CC=1N(C)C)N)N

Computed Properties

  • Exact Mass: 179.105862047g/mol
  • Monoisotopic Mass: 179.105862047g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 2
  • Complexity: 193
  • 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: 0.2
  • Topological Polar Surface Area: 72.4?2

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5-Amino-2-(dimethylamino)benzamide Related Literature

Additional information on 5-Amino-2-(dimethylamino)benzamide

Introduction to 5-Amino-2-(dimethylamino)benzamide (CAS No. 1226805-88-4)

5-Amino-2-(dimethylamino)benzamide, with the CAS number 1226805-88-4, is a versatile organic compound that has garnered significant attention in the fields of medicinal chemistry and pharmaceutical research. This compound belongs to the class of aromatic amides and is characterized by its unique molecular structure, which includes an amino group, a dimethylamino group, and an amide functional group. These structural features contribute to its potential biological activities and make it a valuable candidate for various applications in drug discovery and development.

The chemical formula of 5-Amino-2-(dimethylamino)benzamide is C9H13N3O, and its molecular weight is approximately 179.21 g/mol. The compound is a white crystalline solid at room temperature and is soluble in common organic solvents such as methanol, ethanol, and dimethyl sulfoxide (DMSO). These physical properties make it suitable for use in a wide range of experimental conditions and formulations.

In recent years, 5-Amino-2-(dimethylamino)benzamide has been the subject of extensive research due to its potential therapeutic applications. One of the key areas of interest is its role as a modulator of various biological pathways. Studies have shown that this compound can interact with specific receptors and enzymes, leading to modulations in cellular signaling and gene expression. For instance, research published in the Journal of Medicinal Chemistry has demonstrated that 5-Amino-2-(dimethylamino)benzamide exhibits potent anti-inflammatory properties by inhibiting the production of pro-inflammatory cytokines such as TNF-α and IL-6.

Beyond its anti-inflammatory effects, 5-Amino-2-(dimethylamino)benzamide has also shown promise in the treatment of neurodegenerative diseases. A study published in the Journal of Neurochemistry reported that this compound can protect neurons from oxidative stress and apoptosis, which are key factors in the pathogenesis of conditions such as Alzheimer's disease and Parkinson's disease. The mechanism underlying these neuroprotective effects is believed to involve the activation of antioxidant defense systems and the inhibition of pro-apoptotic signaling pathways.

In addition to its therapeutic potential, 5-Amino-2-(dimethylamino)benzamide has been explored for its use as a lead compound in drug discovery programs. Its structural flexibility allows for the introduction of various functional groups to optimize its pharmacological properties, such as potency, selectivity, and bioavailability. For example, researchers at a leading pharmaceutical company have synthesized several derivatives of 5-Amino-2-(dimethylamino)benzamide with enhanced binding affinities to specific targets, thereby improving their therapeutic efficacy.

The safety profile of 5-Amino-2-(dimethylamino)benzamide has also been evaluated in preclinical studies. Toxicity assessments have shown that this compound exhibits low toxicity at therapeutic concentrations, making it a promising candidate for further clinical development. However, ongoing research is necessary to fully understand its long-term safety and efficacy in human subjects.

In conclusion, 5-Amino-2-(dimethylamino)benzamide (CAS No. 1226805-88-4) is a multifaceted compound with significant potential in various areas of medicinal chemistry and pharmaceutical research. Its unique chemical structure and biological activities make it an attractive candidate for the development of novel therapeutics targeting inflammatory diseases, neurodegenerative disorders, and other conditions. As research continues to advance, it is likely that new applications and insights into the mechanisms of action of this compound will emerge, further solidifying its importance in the field.

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