Cas no 113259-81-7 (Benzaldehyde, 5-(4-morpholinyl)-2-nitro-)

Benzaldehyde, 5-(4-morpholinyl)-2-nitro-, is a nitro-substituted aromatic aldehyde featuring a morpholine moiety at the 5-position. This compound is of interest in synthetic organic chemistry due to its dual functional groups, which enable its use as a versatile intermediate in the preparation of pharmaceuticals, agrochemicals, and specialty chemicals. The electron-withdrawing nitro group enhances reactivity in nucleophilic substitution and reduction reactions, while the morpholine ring contributes to solubility and structural diversity. Its well-defined reactivity profile makes it suitable for applications in heterocyclic synthesis and as a building block for complex molecular architectures. The compound is typically handled under controlled conditions due to its sensitivity to light and moisture.
Benzaldehyde, 5-(4-morpholinyl)-2-nitro- structure
113259-81-7 structure
Product Name:Benzaldehyde, 5-(4-morpholinyl)-2-nitro-
CAS No:113259-81-7
MF:C11H12N2O4
MW:236.223982810974
MDL:MFCD05148751
CID:1201072
PubChem ID:3770963
Update Time:2025-06-13

Benzaldehyde, 5-(4-morpholinyl)-2-nitro- Chemical and Physical Properties

Names and Identifiers

    • Benzaldehyde, 5-(4-morpholinyl)-2-nitro-
    • 5-(4-Morpholinyl)-2-nitrobenzaldehyde
    • 113259-81-7
    • 5-morpholino-2-nitrobenzaldehyde
    • MFCD05148751
    • A1-73961
    • KDPBSDXZXZCLNA-UHFFFAOYSA-N
    • E87618
    • 5-morpholin-4-yl-2-nitrobenzaldehyde
    • DB-381606
    • DTXSID601285699
    • SCHEMBL3215794
    • 5-morpholin-4-yl-2-nitro-benzaldehyde
    • MDL: MFCD05148751
    • Inchi: 1S/C11H12N2O4/c14-8-9-7-10(1-2-11(9)13(15)16)12-3-5-17-6-4-12/h1-2,7-8H,3-6H2
    • InChI Key: KDPBSDXZXZCLNA-UHFFFAOYSA-N
    • SMILES: O1CCN(C2C=CC(=C(C=O)C=2)[N+](=O)[O-])CC1

Computed Properties

  • Exact Mass: 236.07976
  • Monoisotopic Mass: 236.07970687g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 17
  • Rotatable Bond Count: 2
  • Complexity: 286
  • 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: 75.4?2

Experimental Properties

  • PSA: 72.68

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Additional information on Benzaldehyde, 5-(4-morpholinyl)-2-nitro-

Benzaldehyde, 5-(4-morpholinyl)-2-nitro- (CAS No. 113259-81-7): A Comprehensive Overview

Benzaldehyde, 5-(4-morpholinyl)-2-nitro- is a specialized organic compound with the chemical formula C10H11NO3. This compound, identified by its CAS number CAS No. 113259-81-7, has garnered significant attention in the field of pharmaceutical and chemical research due to its unique structural properties and potential applications. The presence of both a nitro group and a morpholine moiety makes this molecule a versatile intermediate in synthetic chemistry, particularly in the development of novel therapeutic agents.

The nitro group at the 2-position and the morpholine substituent at the 5-position contribute to the compound's reactivity and functionality. The nitro group is known for its ability to participate in various chemical transformations, including reduction to an amine or diazotization reactions, which are crucial in medicinal chemistry. On the other hand, the morpholine ring introduces basicity and solubility characteristics that can be exploited in drug design, particularly for enhancing bioavailability and pharmacokinetic profiles.

In recent years, there has been a growing interest in exploring the pharmacological potential of nitroaromatic compounds. The nitro group can be selectively reduced to an amine, which can then be further functionalized to produce bioactive molecules. This transformation has been extensively studied in the context of developing antimicrobial and anti-inflammatory agents. For instance, derivatives of nitroaromatics have shown promising activity against resistant bacterial strains due to their ability to disrupt bacterial cell wall synthesis and DNA replication.

Benzaldehyde, 5-(4-morpholinyl)-2-nitro- represents a promising scaffold for such investigations. The morpholine moiety not only enhances solubility but also provides a site for further derivatization, allowing chemists to fine-tune the pharmacological properties of the compound. Recent studies have demonstrated that incorporating morpholine groups into drug candidates can improve their metabolic stability and reduce toxicity, making them more suitable for clinical use.

The synthesis of Benzaldehyde, 5-(4-morpholinyl)-2-nitro- involves multi-step organic reactions that require precise control over reaction conditions. Typically, the synthesis begins with the nitration of benzaldehyde derivatives followed by functional group transformations to introduce the morpholine ring. Advanced synthetic techniques such as palladium-catalyzed cross-coupling reactions have been employed to achieve high yields and purity levels.

The pharmaceutical industry has shown particular interest in this compound due to its potential as a precursor for active pharmaceutical ingredients (APIs). Researchers are exploring its utility in developing treatments for neurological disorders, where nitroaromatic compounds have demonstrated neuroprotective and anti-inflammatory effects. Additionally, the compound's ability to cross the blood-brain barrier makes it an attractive candidate for central nervous system (CNS) drug development.

In addition to its pharmaceutical applications, Benzaldehyde, 5-(4-morpholinyl)-2-nitro- has found utility in agrochemical research. Nitroaromatic compounds are known for their herbicidal and fungicidal properties, and derivatives of this compound may offer novel solutions for crop protection. By modifying the substituents on the benzene ring, researchers can tailor the biological activity of these compounds to target specific pests and pathogens while minimizing environmental impact.

The analytical characterization of Benzaldehyde, 5-(4-morpholinyl)-2-nitro- is crucial for ensuring its purity and quality. Techniques such as nuclear magnetic resonance (NMR) spectroscopy, mass spectrometry (MS), and high-performance liquid chromatography (HPLC) are routinely employed to confirm its molecular structure and identify any impurities. These analytical methods provide valuable data for understanding the compound's behavior in various chemical environments.

The safety profile of Benzaldehyde, 5-(4-morpholinyl)-2-nitro- is another critical aspect that has been thoroughly investigated. While nitroaromatic compounds can exhibit some toxicity upon acute exposure, their potential benefits in drug development outweigh these concerns when proper handling protocols are followed. Chronic toxicity studies are ongoing to assess long-term exposure risks and establish safe dosage ranges for therapeutic applications.

The future prospects of Benzaldehyde, 5-(4-morpholinyl)-2-nitro- are promising as research continues to uncover new synthetic pathways and pharmacological applications. Advances in computational chemistry and artificial intelligence are enabling researchers to predict novel derivatives with enhanced biological activity more efficiently than ever before. This interdisciplinary approach is likely to accelerate the discovery of new drug candidates based on this versatile scaffold.

In conclusion, Benzaldehyde, 5-(4-morpholinyl)-2-nitro- (CAS No. 113259-81-7) is a multifaceted compound with significant potential in pharmaceutical and agrochemical research. Its unique structural features make it an attractive intermediate for synthesizing bioactive molecules with diverse therapeutic applications. As research progresses, this compound is expected to play an increasingly important role in developing next-generation treatments for various diseases.

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