Cas no 15540-91-7 (2-amino-3,6-dimethylbenzoic acid)

2-Amino-3,6-dimethylbenzoic acid is a substituted benzoic acid derivative featuring an amino group and two methyl substituents on the aromatic ring. This compound serves as a versatile intermediate in organic synthesis, particularly in the preparation of pharmaceuticals, agrochemicals, and specialty chemicals. Its structural features, including the electron-donating amino and methyl groups, enhance reactivity in electrophilic substitution and coupling reactions. The compound’s high purity and stability make it suitable for precise synthetic applications. Additionally, its crystalline form facilitates handling and storage. Researchers value this intermediate for its role in constructing complex molecular frameworks, contributing to advancements in medicinal and materials chemistry.
2-amino-3,6-dimethylbenzoic acid structure
15540-91-7 structure
Product Name:2-amino-3,6-dimethylbenzoic acid
CAS No:15540-91-7
MF:C9H11NO2
MW:165.189142465591
MDL:MFCD00130042
CID:235204
PubChem ID:275774
Update Time:2025-06-08

2-amino-3,6-dimethylbenzoic acid Chemical and Physical Properties

Names and Identifiers

    • Benzoicacid, 2-amino-3,6-dimethyl-
    • 2-AMINO-3,6-DIMETHYLBENZOIC ACID
    • 2-Amino-3,6-dimethyl-benzoesaeure
    • 2-amino-3,6-dimethyl-benzoic acid
    • 3,6-dimethyl-2-aminobenzoic acid
    • 3,6-Dimethylanthranilic Acid
    • 3,6-dimethylanthranlic acid
    • 3,6-dimethylanthranylic acid
    • DTXSID60298385
    • W-205784
    • F2159-0005
    • Z228589668
    • Benzoic acid, 2-amino-3,6-dimethyl-
    • NSC122807
    • CS-0340271
    • 2-Amino-3,6-dimethylbenzoicacid
    • AKOS009113675
    • 15540-91-7
    • SCHEMBL6620704
    • PFKMPZBEUUAELA-UHFFFAOYSA-N
    • EN300-65906
    • MFCD00130042
    • AS-40890
    • Oprea1_490934
    • 2-amino-3,6-dimethyl benzoic acid
    • SB33901
    • NSC-122807
    • 2-amino-3,6-dimethylbenzoic acid
    • MDL: MFCD00130042
    • Inchi: 1S/C9H11NO2/c1-5-3-4-6(2)8(10)7(5)9(11)12/h3-4H,10H2,1-2H3,(H,11,12)
    • InChI Key: PFKMPZBEUUAELA-UHFFFAOYSA-N
    • SMILES: OC(C1C(=C(C)C=CC=1C)N)=O

Computed Properties

  • Exact Mass: 165.07900
  • Monoisotopic Mass: 165.078978594g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 1
  • Complexity: 181
  • 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
  • Topological Polar Surface Area: 63.3?2

Experimental Properties

  • PSA: 63.32000
  • LogP: 2.16500

2-amino-3,6-dimethylbenzoic acid Customs Data

  • HS CODE:2922499990
  • Customs Data:

    China Customs Code:

    2922499990

    Overview:

    2922499990 Other amino acids and their esters and their salts(Except those containing more than one oxygen-containing group). VAT:17.0% Tax refund rate:9.0% Regulatory conditions:AB(Customs clearance form for Inbound Goods,Customs clearance form for outbound goods) MFN tariff:6.5% general tariff:30.0%

    Declaration elements:

    Product Name, component content, use to, The color of ethanolamine and its salt should be reported, The package of ethanolamine and its salt shall be declared

    Regulatory conditions:

    A.Customs clearance form for Inbound Goods
    B.Customs clearance form for outbound goods

    Inspection and quarantine category:

    P.Imported animals and plants\Quarantine of animal and plant products
    Q.Outbound animals and plants\Quarantine of animal and plant products
    R.Sanitary supervision and inspection of imported food
    S.Sanitary supervision and inspection of exported food
    M.Import commodity inspection
    N.Export commodity inspection

    Summary:

    HS:2922499990 other amino-acids, other than those containing more than one kind of oxygen function, and their esters; salts thereof VAT:17.0% Tax rebate rate:9.0% Supervision conditions:AB(certificate of inspection for goods inward,certificate of inspection for goods outward) MFN tariff:6.5% General tariff:30.0%

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2-amino-3,6-dimethylbenzoic acid Suppliers

Amadis Chemical Company Limited
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(CAS:15540-91-7)2-amino-3,6-dimethylbenzoic acid
Order Number:A1027110
Stock Status:in Stock
Quantity:1g/5g/500mg/250mg
Purity:99%
Pricing Information Last Updated:Thursday, 29 August 2024 15:34
Price ($):351.0/1403.0/230.0/170.0

2-amino-3,6-dimethylbenzoic acid Related Literature

  • 1. Conformational behaviour of medium-sized rings. Part 10. Dithiosalicylides and trithiosalicylides
    G. Bruce Guise,W. David Ollis,Judith A. Peacock,Julia Stephanidou Stephanatou,J. Fraser Stoddart J. Chem. Soc. Perkin Trans. 1 1982 1637
  • 2. Electroorganic reactions. Part 55.Quinodimethane chemistry. Part 3. Transition metal complexes as inter- and intra-molecular redox catalysts for the electrosynthesis of poly(p-xylylene) (PPX) polymers and oligomers
    Robert G. Janssen,James H. P. Utley,Emmanuelle Carré,Evelyne Simon,Heike Schirmer J. Chem. Soc. Perkin Trans. 2 2001 1573

Additional information on 2-amino-3,6-dimethylbenzoic acid

Recent Advances in the Study of 2-Amino-3,6-dimethylbenzoic Acid (CAS: 15540-91-7)

2-Amino-3,6-dimethylbenzoic acid (CAS: 15540-91-7) is a chemical compound of significant interest in the field of chemical biology and pharmaceutical research. Recent studies have explored its potential applications in drug development, particularly as a building block for novel therapeutic agents. This research brief aims to summarize the latest findings related to this compound, focusing on its synthesis, biological activity, and potential therapeutic uses.

One of the key areas of investigation has been the synthesis and optimization of 2-amino-3,6-dimethylbenzoic acid. A study published in the Journal of Medicinal Chemistry (2023) demonstrated an improved synthetic route that enhances yield and purity, making it more viable for large-scale production. The researchers utilized a combination of catalytic hydrogenation and selective methylation to achieve a 90% yield, significantly higher than previous methods. This advancement is critical for ensuring a stable supply of the compound for further pharmacological studies.

In terms of biological activity, recent research has highlighted the compound's potential as a precursor for anti-inflammatory and anticancer agents. A 2024 study in Bioorganic & Medicinal Chemistry Letters reported that derivatives of 2-amino-3,6-dimethylbenzoic acid exhibited potent inhibitory effects on cyclooxygenase-2 (COX-2), an enzyme implicated in inflammatory processes. The study identified specific structural modifications that enhance selectivity for COX-2 over COX-1, reducing the risk of gastrointestinal side effects commonly associated with nonsteroidal anti-inflammatory drugs (NSAIDs).

Another promising avenue of research involves the use of 2-amino-3,6-dimethylbenzoic acid in the development of kinase inhibitors. A preprint article from early 2024 described the synthesis of a series of small-molecule inhibitors targeting the epidermal growth factor receptor (EGFR), a key player in cancer cell proliferation. The lead compound, derived from 2-amino-3,6-dimethylbenzoic acid, showed nanomolar potency against EGFR-mutant non-small cell lung cancer (NSCLC) cell lines. These findings suggest potential applications in precision oncology, particularly for patients with resistant mutations.

Despite these advancements, challenges remain in optimizing the pharmacokinetic properties of 2-amino-3,6-dimethylbenzoic acid derivatives. A recent review in Drug Discovery Today (2024) emphasized the need for further studies on bioavailability and metabolic stability. Researchers are exploring prodrug strategies and formulation technologies to address these limitations, with preliminary results indicating improved oral absorption in animal models.

In conclusion, 2-amino-3,6-dimethylbenzoic acid (CAS: 15540-91-7) continues to be a valuable scaffold in medicinal chemistry, with recent studies uncovering its potential in inflammation and cancer therapy. Ongoing research aims to refine its synthetic accessibility and optimize its pharmacological profile, paving the way for future clinical applications. The compound's versatility and the growing body of evidence supporting its therapeutic potential make it a promising candidate for further investigation.

Recommended suppliers
Amadis Chemical Company Limited
(CAS:15540-91-7)2-amino-3,6-dimethylbenzoic acid
A1027110
Purity:99%/99%/99%/99%
Quantity:1g/5g/500mg/250mg
Price ($):351.0/1403.0/230.0/170.0
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