Cas no 39506-61-1 (5-Methylsalicylamide)

5-Methylsalicylamide is a synthetic organic compound derived from salicylamide, featuring a methyl group substitution at the 5-position of the aromatic ring. This modification enhances its physicochemical properties, making it a valuable intermediate in pharmaceutical and chemical synthesis. The compound exhibits improved solubility and stability compared to its parent molecule, facilitating its use in formulations requiring precise control over reactivity. Its structural characteristics also make it suitable for applications in analgesic and anti-inflammatory research, where it serves as a precursor for developing more complex active ingredients. The compound’s purity and consistent performance underscore its utility in laboratory and industrial settings.
5-Methylsalicylamide structure
5-Methylsalicylamide structure
Product Name:5-Methylsalicylamide
CAS No:39506-61-1
MF:C8H9NO2
MW:151.162562131882
MDL:MFCD00017124
CID:55025
PubChem ID:10701987
Update Time:2025-10-18

5-Methylsalicylamide Chemical and Physical Properties

Names and Identifiers

    • 2-Hydroxy-5-methylbenzamide
    • 5-Methylsalicylamide
    • 8023 5-METHYL SALICYLAMIDE
    • 5-METHYLSALICYAMIDE
    • Benzamide, 2-hydroxy-5-methyl- (9CI)
    • BS-49088
    • 5-methyl salicylamide
    • 39506-61-1
    • BENZAMIDE, 2-HYDROXY-5-METHYL-
    • AKOS000207076
    • MB00262
    • CS-0179654
    • SCHEMBL552239
    • E75745
    • DTXSID60443636
    • 2-hydroxy-5-methyl-benzamide
    • FT-0639547
    • YNAXKCRTFJQYDT-UHFFFAOYSA-N
    • A824581
    • AC-8706
    • DB-049424
    • MDL: MFCD00017124
    • Inchi: 1S/C8H9NO2/c1-5-2-3-7(10)6(4-5)8(9)11/h2-4,10H,1H3,(H2,9,11)
    • InChI Key: YNAXKCRTFJQYDT-UHFFFAOYSA-N
    • SMILES: OC1C=CC(C)=CC=1C(N)=O

Computed Properties

  • Exact Mass: 151.06300
  • Monoisotopic Mass: 151.063328530g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 1
  • Complexity: 158
  • 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: 2.1
  • Topological Polar Surface Area: 63.3?2

Experimental Properties

  • Color/Form: White powder
  • Density: 1.2±0.1 g/cm3
  • Melting Point: 182 oC
  • Boiling Point: 278.9±33.0 °C at 760 mmHg
  • Flash Point: 122.5±25.4 °C
  • Refractive Index: 1.598
  • PSA: 63.32000
  • LogP: 1.49980
  • Vapor Pressure: 0.0±0.6 mmHg at 25°C

5-Methylsalicylamide Security Information

5-Methylsalicylamide Customs Data

  • HS CODE:2924299090
  • Customs Data:

    China Customs Code:

    2924299090

    Overview:

    2924299090. Other cyclic amides(Including cyclic carbamates)(Including their derivatives as well as their salts). VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:30.0%

    Declaration elements:

    Product Name, component content, use to, packing

    Summary:

    2924299090. other cyclic amides (including cyclic carbamates) and their derivatives; salts thereof. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%

5-Methylsalicylamide Pricemore >>

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5-Methylsalicylamide Related Literature

Additional information on 5-Methylsalicylamide

Professional Introduction to 5-Methylsalicylamide (CAS No. 39506-61-1)

5-Methylsalicylamide, chemically designated as N-(5-methyl-2-hydroxybenzyl)amide, is a significant compound in the field of pharmaceutical chemistry and biochemistry. With the CAS number 39506-61-1, this molecule has garnered attention for its diverse applications and potential in medicinal research. The structural integrity of 5-Methylsalicylamide features a methyl-substituted salicylic acid derivative, which contributes to its unique chemical properties and biological activities. This introduction delves into the compound's synthesis, pharmacological significance, and recent advancements in its application within the pharmaceutical industry.

The synthesis of 5-Methylsalicylamide involves a series of well-established organic reactions that highlight the compound's versatility. Typically, the process begins with the methylation of salicylic acid, followed by amide bond formation. The use of palladium-catalyzed cross-coupling reactions has been reported to enhance yield and purity, underscoring the importance of advanced catalytic methods in modern pharmaceutical synthesis. These techniques not only improve efficiency but also minimize waste, aligning with sustainable chemistry principles.

One of the most compelling aspects of 5-Methylsalicylamide is its pharmacological profile. Studies have demonstrated its potential as an anti-inflammatory agent, with mechanisms that involve modulation of cyclooxygenase (COX) enzymes and inhibition of pro-inflammatory cytokine production. Recent research has focused on its interaction with microsomal prostaglandin E2 synthase-1 (mPGES-1), a key enzyme in the biosynthesis of prostaglandins. This interaction has been shown to reduce inflammation in animal models, suggesting therapeutic potential in conditions such as rheumatoid arthritis and inflammatory bowel disease.

In addition to its anti-inflammatory properties, 5-Methylsalicylamide has been explored for its analgesic effects. Preclinical studies indicate that it may serve as a complementary treatment for pain management, particularly in cases where traditional NSAIDs are contraindicated or ineffective. The compound's ability to interact with central nervous system receptors has been a focal point of investigation, with findings suggesting a synergistic effect when combined with other analgesics. This dual mechanism of action could offer significant advantages in clinical settings.

The role of 5-Methylsalicylamide in drug development extends beyond inflammation and pain management. Emerging research suggests that it may have neuroprotective qualities, making it a candidate for treating neurodegenerative diseases such as Alzheimer's and Parkinson's. The compound's ability to cross the blood-brain barrier and modulate neurotransmitter activity has been hypothesized to contribute to its neuroprotective effects. Further investigation is warranted to fully elucidate these mechanisms and explore potential therapeutic applications.

The chemical stability and bioavailability of 5-Methylsalicylamide are critical factors in its formulation and delivery. Advanced pharmaceutical formulations have been developed to enhance these properties, ensuring optimal therapeutic efficacy. For instance, lipid-based nanoparticles have been utilized to improve solubility and target specificity, while prodrugs have been designed to enhance metabolic stability. These innovations underscore the ongoing efforts to optimize the delivery systems for this promising compound.

The regulatory landscape for 5-Methylsalicylamide is another area of interest. As research continues to uncover new applications, regulatory agencies are closely monitoring its safety and efficacy profiles. Clinical trials are currently underway to evaluate its potential in treating various inflammatory conditions, with preliminary results showing encouraging outcomes. These trials not only aim to validate the therapeutic benefits but also to establish dosing regimens and long-term safety profiles for clinical use.

The environmental impact of synthesizing and utilizing 5-Methylsalicylamide is also a consideration in modern pharmaceutical research. Green chemistry principles have been applied to develop more sustainable synthetic routes, reducing reliance on hazardous reagents and minimizing waste generation. For example, biocatalytic methods have been explored as alternatives to traditional chemical synthesis, offering a more eco-friendly approach without compromising yield or purity.

In conclusion, 5-Methylsalicylamide (CAS No. 39506-61-1) represents a fascinating compound with broad applications in pharmaceutical chemistry and biochemistry. Its unique structural features contribute to its diverse biological activities, including anti-inflammatory, analgesic, and potentially neuroprotective effects. Ongoing research continues to uncover new therapeutic possibilities for this molecule, while advancements in synthetic methods ensure sustainable production practices. As clinical trials progress and regulatory approvals are obtained, 5-Methylsalicylamide is poised to play an increasingly important role in modern medicine.

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