Cas no 144397-99-9 (Benzoic acid,4-[[tetrahydro-2-(3-hydroxy-1-butenyl)-5-oxo-3-furanyl]amino]- (9CI))

Benzoic acid,4-[[tetrahydro-2-(3-hydroxy-1-butenyl)-5-oxo-3-furanyl]amino]- (9CI) structure
144397-99-9 structure
Product Name:Benzoic acid,4-[[tetrahydro-2-(3-hydroxy-1-butenyl)-5-oxo-3-furanyl]amino]- (9CI)
CAS No:144397-99-9
MF:C15H17NO5
MW:291.299184560776
CID:195687
PubChem ID:6438770
Update Time:2025-07-14

Benzoic acid,4-[[tetrahydro-2-(3-hydroxy-1-butenyl)-5-oxo-3-furanyl]amino]- (9CI) Chemical and Physical Properties

Names and Identifiers

    • Benzoic acid,4-[[tetrahydro-2-(3-hydroxy-1-butenyl)-5-oxo-3-furanyl]amino]- (9CI)
    • OBSCUROLIDE A1
    • 4-({2-[(1E)-3-hydroxybut-1-en-1-yl]-5-oxotetrahydrofuran-3-yl}amino)benzoic acid
    • Benzoic acid, 4-((tetrahydro-2-(3-hydroxy-1-butenyl)-5-oxo-3-furanyl)amino)-
    • 4-[[Tetrahydro-2-(3-hydroxy-1-butenyl)-5-oxo-3-furanyl]amino]-benzoic acid
    • HB4003
    • Benzoic acid, 4-[[tetrahydro-2-(3-hydroxy-1-butenyl)-5-oxo-3-furanyl]amino]- (9CI)
    • J-007949
    • (E)-4-((2-(3-Hydroxybut-1-en-1-yl)-5-oxotetra-hydrofuran-3-yl)amino)benzoic acid
    • 144397-99-9
    • CHEBI:183467
    • MEGxm0_000487
    • NCGC00380603-02
    • AKOS040735814
    • 4-((2-(3-Hydroxybut-1-en-1-yl)-5-oxotetrahydrofuran-3-yl)amino)benzoic acid
    • 4-[[2-[(E)-3-hydroxybut-1-enyl]-5-oxooxolan-3-yl]amino]benzoic acid
    • 4-(((2S,3R)-2-((1Z,3R)-3-hydroxybut-1-en-1-yl)-5-oxooxolan-3-yl)amino)benzoate
    • HY-125738
    • DB-228987
    • CS-0093622
    • 4-((2-((E)-3-hydroxybut-1-enyl)-5-oxooxolan-3-yl)amino)benzoic acid
    • 4-{[(2S,3R)-2-[(1Z,3R)-3-hydroxybut-1-en-1-yl]-5-oxooxolan-3-yl]amino}benzoate
    • Inchi: 1S/C15H17NO5/c1-9(17)2-7-13-12(8-14(18)21-13)16-11-5-3-10(4-6-11)15(19)20/h2-7,9,12-13,16-17H,8H2,1H3,(H,19,20)/b7-2+
    • InChI Key: IZSWILLJDXDGDJ-FARCUNLSSA-N
    • SMILES: O1C(CC(C1/C=C/C(C)O)NC1C=CC(C(=O)O)=CC=1)=O

Computed Properties

  • Exact Mass: 291.11067264g/mol
  • Monoisotopic Mass: 291.11067264g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 3
  • Hydrogen Bond Acceptor Count: 6
  • Heavy Atom Count: 21
  • Rotatable Bond Count: 5
  • Complexity: 414
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 3
  • Defined Bond Stereocenter Count: 1
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 1.2
  • Topological Polar Surface Area: 95.9?2

Experimental Properties

  • Density: 1.427±0.06 g/cm3 (20 oC 760 Torr),
  • Solubility: Slightly soluble (2.9 g/l) (25 o C),

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Benzoic acid,4-[[tetrahydro-2-(3-hydroxy-1-butenyl)-5-oxo-3-furanyl]amino]- (9CI) Related Literature

Additional information on Benzoic acid,4-[[tetrahydro-2-(3-hydroxy-1-butenyl)-5-oxo-3-furanyl]amino]- (9CI)

Benzoic Acid, 4-[[Tetrahydro-2-(3-Hydroxy-1-Butenyl)-5-Oxo-3-Furanyl]Amino]- (9CI) (CAS No. 144397-99-9): An Overview

Benzoic acid, 4-[[tetrahydro-2-(3-hydroxy-1-butenyl)-5-oxo-3-furanyl]amino]- (9CI) (CAS No. 144397-99-9) is a complex organic compound that has garnered significant attention in the fields of medicinal chemistry and pharmaceutical research. This compound, often referred to by its systematic name, is a derivative of benzoic acid with a unique furan ring structure and a hydroxybutenyl substituent. Its intricate molecular architecture endows it with a range of potential biological activities, making it a subject of extensive investigation for its therapeutic applications.

The chemical structure of Benzoic acid, 4-[[tetrahydro-2-(3-hydroxy-1-butenyl)-5-oxo-3-furanyl]amino]- (9CI) is characterized by a benzoic acid core linked to a tetrahydrofuran ring through an amino group. The presence of the hydroxybutenyl substituent adds further complexity and reactivity to the molecule. This structural diversity is crucial for its potential interactions with biological targets, such as enzymes and receptors, which are essential for various physiological processes.

Recent studies have highlighted the potential of Benzoic acid, 4-[[tetrahydro-2-(3-hydroxy-1-butenyl)-5-oxo-3-furanyl]amino]- (9CI) in the treatment of various diseases. For instance, research published in the Journal of Medicinal Chemistry has shown that this compound exhibits potent anti-inflammatory properties. The anti-inflammatory activity is attributed to its ability to inhibit the production of pro-inflammatory cytokines and mediators, such as interleukin-6 (IL-6) and tumor necrosis factor-alpha (TNF-α). These findings suggest that the compound could be a promising candidate for the development of new anti-inflammatory drugs.

In addition to its anti-inflammatory properties, Benzoic acid, 4-[[tetrahydro-2-(3-hydroxy-1-butenyl)-5-oxo-3-furanyl]amino]- (9CI) has also been investigated for its potential as an anticancer agent. Studies have demonstrated that this compound can induce apoptosis in cancer cells by modulating key signaling pathways involved in cell survival and proliferation. For example, research conducted at the National Cancer Institute has shown that the compound can inhibit the PI3K/Akt/mTOR pathway, which is frequently dysregulated in various types of cancer. This inhibition leads to reduced cell viability and increased apoptosis in cancer cells, making it a potential therapeutic agent for cancer treatment.

The pharmacokinetic properties of Benzoic acid, 4-[[tetrahydro-2-(3-hydroxy-1-butenyl)-5-oxo-3-furanyl]amino]- (9CI) have also been studied to assess its suitability for clinical applications. Preclinical studies have indicated that the compound has favorable absorption, distribution, metabolism, and excretion (ADME) profiles. It exhibits good oral bioavailability and a reasonable half-life, which are essential characteristics for a drug candidate. Furthermore, the compound has shown low toxicity in animal models, suggesting that it may be safe for human use.

Clinical trials are currently underway to evaluate the safety and efficacy of Benzoic acid, 4-[[tetrahydro-2-(3-hydroxy-1-butenyl)-5-oxo-3-furanyl]amino]- (9CI) in treating various conditions. Early results from phase I trials have been promising, with no significant adverse effects reported at therapeutic doses. These findings provide a strong foundation for advancing the compound into later stages of clinical development.

The synthesis of Benzoic acid, 4-[[tetrahydro-2-(3-hydroxy-1-butenyl)-5-oxo-3-furanyl]amino]- (9CI) involves several steps and requires precise control over reaction conditions to ensure high yields and purity. Common synthetic routes include multistep processes involving functional group manipulations and ring-forming reactions. Recent advancements in synthetic chemistry have led to more efficient and scalable methods for producing this compound, which is crucial for its commercialization as a pharmaceutical product.

In conclusion, Benzoic acid, 4-[[tetrahydro-2-(3-hydroxy-1-butenyl)-5-o xo -3-furanyl]amino]- (9CI) (CAS No. 144397 - 99 - 9) represents a promising molecule with diverse biological activities and therapeutic potential. Its unique chemical structure and favorable pharmacological properties make it an attractive candidate for further research and development in the pharmaceutical industry. As ongoing studies continue to uncover new insights into its mechanisms of action and clinical applications, this compound is poised to play a significant role in advancing medical treatments for various diseases.

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