Cas no 27492-84-8 (Methyl 4-amino-2-methoxybenzoate)

Methyl 4-amino-2-methoxybenzoate is a benzoate ester derivative featuring both amino and methoxy functional groups, making it a versatile intermediate in organic synthesis. Its molecular structure (C9H11NO3) offers reactivity at multiple sites, enabling applications in pharmaceuticals, agrochemicals, and fine chemical production. The compound’s crystalline solid form and moderate solubility in common organic solvents facilitate handling and purification. Its amino group allows for further functionalization, while the methoxy moiety enhances stability. Typical uses include serving as a precursor in the synthesis of dyes, active pharmaceutical ingredients (APIs), and specialty polymers. High purity grades ensure consistent performance in research and industrial processes.
Methyl 4-amino-2-methoxybenzoate structure
27492-84-8 structure
Product Name:Methyl 4-amino-2-methoxybenzoate
CAS No:27492-84-8
MF:C9H11NO3
MW:181.188542604446
MDL:MFCD00017202
CID:53164
PubChem ID:168705
Update Time:2025-05-20

Methyl 4-amino-2-methoxybenzoate Chemical and Physical Properties

Names and Identifiers

    • Methyl 4-amino-2-methoxybenzoate
    • METHYL 4-AMINO-2-METHOXYBENZENECARBOXYLATE
    • 4-AMINO-2-METHOXYBENZOIC ACID METHYL ESTER
    • methyl 4-amino-o-anisate
    • Methyl 4-Amino-2-met
    • 4-Amino-2-methoxy-benzoesaeure-methylester
    • 4-Amino-o-anisic Acid Methyl Ester
    • Benzoic acid,4-amino-2-methoxy-,methyl ester
    • methyl 2-methoxy-4-aminobenzoate
    • methyl-4-amino-2-methoxybenzoate
    • o-Anisicacid, 4-amino-, methyl ester (8CI)
    • 2-Methoxy-4-aminobenzoic acid methyl ester
    • 3-Methoxy-4-(methoxycarbonyl)aniline
    • Methyl p-amino-o-methoxybenzoate
    • 4-Amino-2-methoxybenzoic acid methylester
    • Benzoic acid, 4-amino-2-methoxy-, methyl ester
    • methyl 4-amino-2-methoxy-benzoate
    • PubChem4712
    • Oprea1_197901
    • KSC205M5F
    • YUPQMVSYNJQULF
    • SY007291
    • AM886
    • CS-M2604
    • EINECS 248-494-9
    • 27492-84-8
    • 3-Methoxy-4-methoxycarbonylaniline
    • Z1255398965
    • BCP34088
    • NS00028313
    • 11P-667
    • Methyl4-amino-2-methoxybenzoate
    • DTXSID70181911
    • FT-0659147
    • J-522288
    • 2-methoxy-4-amino-benzoic acid methyl ester
    • A19953
    • 4-amino-2-methoxy-benzoic acid methyl ester
    • MFCD00017202
    • YUPQMVSYNJQULF-UHFFFAOYSA-N
    • SR-01000527006
    • 4-Amino-2-methoxy benzoic acid methyl ester
    • Methyl 4-amino-2-methoxybenzoate, 97%
    • EN300-180486
    • AKOS005069398
    • Methyl 4-amino-2-(methyloxy)benzoate
    • FT-0628611
    • J-016789
    • SCHEMBL224165
    • SR-01000527006-1
    • M1998
    • methyl-4-amino-2-methoxy benzoate
    • DTXCID10104402
    • DB-047234
    • MDL: MFCD00017202
    • Inchi: 1S/C9H11NO3/c1-12-8-5-6(10)3-4-7(8)9(11)13-2/h3-5H,10H2,1-2H3
    • InChI Key: YUPQMVSYNJQULF-UHFFFAOYSA-N
    • SMILES: O(C)C1C=C(C=CC=1C(=O)OC)N

Computed Properties

  • Exact Mass: 181.07400
  • Monoisotopic Mass: 181.074
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 3
  • Complexity: 184
  • 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: 1.4
  • Topological Polar Surface Area: 61.6
  • Surface Charge: 0
  • Tautomer Count: 3

Experimental Properties

  • Color/Form: Not determined
  • Density: 1.179
  • Melting Point: 155-159?°C (lit.)
  • Boiling Point: 339.2°C at 760 mmHg
  • Flash Point: 181.8℃
  • Refractive Index: 1.55
  • PSA: 61.55000
  • LogP: 1.64520
  • Solubility: Not determined

Methyl 4-amino-2-methoxybenzoate Security Information

  • Symbol: GHS07
  • Prompt:warning
  • Signal Word:Warning
  • Hazard Statement: H302,H315,H319,H335
  • Warning Statement: P261,P305+P351+P338
  • Hazardous Material transportation number:NONH for all modes of transport
  • WGK Germany:2
  • Hazard Category Code: 22-36/37/38
  • Safety Instruction: S26-S36-S36/37/39
  • Hazardous Material Identification: Xn
  • HazardClass:IRRITANT
  • Storage Condition:Keep in dark place,Sealed in dry,2-8°C
  • Safety Term:S26;S36/37/39
  • Risk Phrases:R20/21/22; R36/37/38

Methyl 4-amino-2-methoxybenzoate Customs Data

  • HS CODE:2922509090
  • Customs Data:

    China Customs Code:

    2922509090

    Overview:

    2922509090. Other amino alcohol phenols\Amino acid phenols and other oxygenated amino compounds. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:AB. 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:

    R.Sanitary supervision and inspection of imported food
    S.Sanitary supervision and inspection of exported food

    Summary:

    2922509090. other amino-alcohol-phenols, amino-acid-phenols and other amino-compounds with oxygen function. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%

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Methyl 4-amino-2-methoxybenzoate Suppliers

Suzhou Senfeida Chemical Co., Ltd
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(CAS:27492-84-8)Methyl 4-amino-2-methoxybenzoate
Order Number:sfd9216
Stock Status:in Stock
Quantity:200kg
Purity:99.9%
Pricing Information Last Updated:Friday, 19 July 2024 14:35
Price ($):discuss personally
Tiancheng Chemical (Jiangsu) Co., Ltd
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Audited Supplier Audited Supplier
(CAS:27492-84-8)Methyl 4-amino-2-methoxybenzoate
Order Number:LE7233
Stock Status:in Stock
Quantity:25KG,200KG,1000KG
Purity:99%
Pricing Information Last Updated:Friday, 20 June 2025 11:57
Price ($):discuss personally

Additional information on Methyl 4-amino-2-methoxybenzoate

Recent Advances in the Application of Methyl 4-amino-2-methoxybenzoate (CAS: 27492-84-8) in Chemical Biology and Pharmaceutical Research

Methyl 4-amino-2-methoxybenzoate (CAS: 27492-84-8) is a key chemical intermediate with significant applications in pharmaceutical synthesis and chemical biology research. Recent studies have highlighted its role as a versatile building block for the development of novel bioactive compounds, particularly in the areas of antimicrobial agents, anti-inflammatory drugs, and anticancer therapeutics. This research briefing provides an overview of the latest advancements involving this compound, focusing on its synthetic utility, biological activities, and potential therapeutic applications.

In a 2023 study published in the Journal of Medicinal Chemistry, researchers demonstrated the use of Methyl 4-amino-2-methoxybenzoate as a precursor for the synthesis of novel quinazoline derivatives with potent antimicrobial activity against drug-resistant bacterial strains. The study reported that modifications at the 4-amino position of the benzoate scaffold significantly enhanced the compounds' ability to penetrate bacterial cell walls, leading to improved efficacy against Gram-positive pathogens. These findings suggest promising avenues for addressing the growing challenge of antibiotic resistance.

Another significant development comes from oncology research, where Methyl 4-amino-2-methoxybenzoate has been employed as a starting material for the development of small molecule inhibitors targeting protein kinases involved in cancer cell proliferation. A recent Nature Communications article (2024) detailed the structure-activity relationship studies of derivatives based on this scaffold, revealing selective inhibition of certain tyrosine kinases with minimal off-target effects. The lead compound from this series showed promising results in preclinical models of breast cancer, with improved pharmacokinetic properties compared to existing therapies.

The compound's unique chemical properties have also attracted attention in drug delivery research. A 2024 study in Advanced Drug Delivery Reviews highlighted its potential as a linker molecule in antibody-drug conjugates (ADCs), where its stability under physiological conditions and controlled release characteristics make it particularly valuable for targeted cancer therapies. The researchers emphasized that the methoxy and amino functional groups provide ideal sites for conjugation while maintaining the structural integrity of the therapeutic payload.

From a synthetic chemistry perspective, recent advances in green chemistry have explored more sustainable routes for producing Methyl 4-amino-2-methoxybenzoate. A 2023 publication in Green Chemistry reported an efficient biocatalytic method for its synthesis, reducing the environmental impact compared to traditional chemical processes. This development is particularly relevant as the pharmaceutical industry seeks to adopt more sustainable manufacturing practices without compromising product quality or yield.

Looking forward, the versatility of Methyl 4-amino-2-methoxybenzoate continues to inspire innovative applications across multiple therapeutic areas. Current research directions include its incorporation into PROTAC (proteolysis targeting chimera) molecules for targeted protein degradation and its use as a fluorescent probe in cellular imaging studies. The compound's well-characterized properties and commercial availability make it an attractive starting point for both academic and industrial research programs in chemical biology and drug discovery.

Recommended suppliers
Suzhou Senfeida Chemical Co., Ltd
(CAS:27492-84-8)Methyl 4-amino-2-methoxybenzoate
sfd9216
Purity:99.9%
Quantity:200kg
Price ($):Inquiry
Email
Tiancheng Chemical (Jiangsu) Co., Ltd
(CAS:27492-84-8)Methyl 4-amino-2-methoxybenzoate
LE7233
Purity:99%
Quantity:25KG,200KG,1000KG
Price ($):Inquiry
Email