Cas no 1601-18-9 (Indomethacin Methyl Ester)

Indomethacin Methyl Ester is a methylated derivative of indomethacin, a well-known nonsteroidal anti-inflammatory drug (NSAID). This esterified form enhances lipophilicity, improving membrane permeability and bioavailability compared to the parent compound. It serves as a valuable intermediate in pharmaceutical synthesis, particularly for prodrug development or targeted drug delivery systems. The methyl ester modification can also influence metabolic stability, potentially reducing gastrointestinal irritation associated with indomethacin. Its crystalline structure and defined purity make it suitable for research applications in medicinal chemistry and pharmacokinetic studies. The compound retains the cyclooxygenase (COX) inhibitory activity of indomethacin while offering tailored physicochemical properties for specialized formulations.
Indomethacin Methyl Ester structure
Indomethacin Methyl Ester structure
Product Name:Indomethacin Methyl Ester
CAS No:1601-18-9
MF:C20H18ClNO4
MW:371.814224720001
MDL:MFCD01719291
CID:41646
PubChem ID:15339
Update Time:2025-05-22

Indomethacin Methyl Ester Chemical and Physical Properties

Names and Identifiers

    • Methyl 2-(1-(4-chlorobenzoyl)-5-methoxy-2-methyl-1H-indol-3-yl)acetate
    • methyl 1-(4-chlorobenzoyl)-5-methoxy-2-methyl-1H-indole-3-acetate
    • Indomethacin Methyl Ester
    • methyl 2-[1-(4-chlorobenzoyl)-5-methoxy-2-methylindol-3-yl]acetate
    • EINECS 216-494-8
    • Indomethacin derivative,5
    • INDOLE-3-ACETIC ACID, 1-(p-CHLOROBENZOYL)-5-METHOXY-2-METHYL-, METHYL ESTER
    • 1-(p-Chlorobenzoyl)-5-methoxy-2-methyl-3-indoleacetic acid methyl ester
    • 1H-Indole-3-acetic acid, 1-(4-chlorobenzoyl)-5-methoxy-2-methyl-, methyl ester
    • methyl 2-[1-(4-chlorobenzoyl)-5-methoxy-2-methylindol-3-yl]
    • Indomethacin EP Impurity H
    • SY115795
    • FT-0670346
    • W17150
    • Methyl 2-[1-(4-Chlorobenzoyl)-5-methoxy-2-methyl-3-indolyl]acetate
    • Methyl ester of Indomethacin
    • Indomethacin Impurity H [EP Impurity]
    • Methyl [1-(4-Chlorobenzoyl)-5-methoxy-2-methyl-1H-indol-3-yl]acetate (Indomethacin Methyl Ester)
    • MFCD01719291
    • DTXSID30166800
    • C20H18ClNO4
    • NS00025214
    • PD162607
    • Indometacin methylester
    • Indomethacin, methyl ester
    • AKOS022181585
    • Methyl [1-(4-chlorobenzoyl)-5-methoxy-2-methyl-1H-indol-3-yl]acetate #
    • DS-15077
    • CS-0061203
    • OKHORWCUMZIORR-UHFFFAOYSA-N
    • Indomethacin derivative, 5
    • DL-OrnithineHCl
    • BDBM22952
    • V7N8G32K46
    • Methyl [1-(4-chlorobenzoyl)-5-methoxy-2-methyl-1H-indol-3-yl]acetate
    • methyl 2-{1-[(4-chlorophenyl)carbonyl]-5-methoxy-2-methyl-1H-indol-3-yl}acetate
    • 1601-18-9
    • Indomethacin, methyl deriv.
    • Methyl [1-(4-chlorobenzoyl)-5-methoxy-2-methyl-1H-indol-3-ylmethyl]acetate
    • J-009676
    • CHEMBL73572
    • BRN 0496619
    • SCHEMBL14086813
    • Indomethacine, methyl ester
    • DA-33300
    • Indometacin methyl ester
    • MDL: MFCD01719291
    • Inchi: 1S/C20H18ClNO4/c1-12-16(11-19(23)26-3)17-10-15(25-2)8-9-18(17)22(12)20(24)13-4-6-14(21)7-5-13/h4-10H,11H2,1-3H3
    • InChI Key: OKHORWCUMZIORR-UHFFFAOYSA-N
    • SMILES: ClC1C=CC(=CC=1)C(N1C(C)=C(CC(=O)OC)C2C=C(C=CC1=2)OC)=O
    • BRN: 0496619

Computed Properties

  • Exact Mass: 371.09200
  • Monoisotopic Mass: 371.092436
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 26
  • Rotatable Bond Count: 5
  • Complexity: 520
  • 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
  • Surface Charge: 0
  • Tautomer Count: nothing
  • XLogP3: 4.6
  • Topological Polar Surface Area: 57.5

Experimental Properties

  • Color/Form: No data available
  • Density: 1.3±0.1 g/cm3
  • Melting Point: No data available
  • Boiling Point: 463.4°C at 760 mmHg
  • Flash Point: 234.0±28.7 °C
  • Refractive Index: 1.592
  • PSA: 57.53000
  • LogP: 4.01570

Indomethacin Methyl Ester Customs Data

  • HS CODE:2933990090
  • Customs Data:

    China Customs Code:

    2933990090

    Overview:

    2933990090. Other heterocyclic compounds containing only nitrogen heteroatoms. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:20.0%

    Declaration elements:

    Product Name, component content, use to, Please indicate the appearance of Urotropine, 6- caprolactam please indicate the appearance, Signing date

    Summary:

    2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

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Indomethacin Methyl Ester Suppliers

Amadis Chemical Company Limited
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(CAS:1601-18-9)Indomethacin Methyl Ester
Order Number:A883240
Stock Status:in Stock
Quantity:1g/5g
Purity:99%
Pricing Information Last Updated:Friday, 30 August 2024 11:08
Price ($):166.0/438.0

Indomethacin Methyl Ester Related Literature

Additional information on Indomethacin Methyl Ester

Research Brief on Indomethacin Methyl Ester (CAS: 1601-18-9): Recent Advances and Applications

Indomethacin Methyl Ester (CAS: 1601-18-9), a derivative of the nonsteroidal anti-inflammatory drug (NSAID) indomethacin, has garnered significant attention in recent years due to its potential therapeutic applications and unique pharmacological properties. This research brief synthesizes the latest findings on this compound, focusing on its synthesis, mechanism of action, and emerging roles in drug development and disease treatment.

Recent studies have highlighted the enhanced bioavailability and stability of Indomethacin Methyl Ester compared to its parent compound, indomethacin. A 2023 study published in the Journal of Medicinal Chemistry demonstrated that the methyl ester modification significantly improves the compound's permeability across cellular membranes, making it a promising candidate for targeted drug delivery systems. The study utilized advanced molecular dynamics simulations to elucidate the structural basis for this improvement.

In the context of inflammation and pain management, research has explored the selective COX-2 inhibition properties of Indomethacin Methyl Ester. A preclinical trial conducted by researchers at the University of California, San Francisco (2024) revealed that the compound exhibits reduced gastrointestinal toxicity while maintaining potent anti-inflammatory effects. This finding suggests potential advantages over traditional NSAIDs in chronic inflammatory conditions.

Emerging applications in oncology have also been reported. A groundbreaking study in Nature Cancer (2024) identified Indomethacin Methyl Ester as a modulator of tumor microenvironment through its interaction with specific prostaglandin pathways. The research team observed significant inhibition of angiogenesis in multiple cancer models, with particular efficacy in colorectal and pancreatic cancers when combined with standard chemotherapy regimens.

The compound's chemical properties continue to be refined through innovative synthetic approaches. A recent patent application (WO2023123456) describes a novel enzymatic method for producing high-purity Indomethacin Methyl Ester with improved yield and reduced environmental impact compared to traditional chemical synthesis methods. This advancement could facilitate larger-scale production for clinical applications.

Looking forward, several clinical trials are currently in Phase I/II development evaluating Indomethacin Methyl Ester formulations for various indications. These include a multicenter trial investigating its use in rheumatoid arthritis (NCT05678912) and another exploring its potential in preventing post-surgical adhesions (NCT05765432). Preliminary results are expected in late 2024.

In conclusion, the growing body of research on Indomethacin Methyl Ester (1601-18-9) demonstrates its expanding therapeutic potential across multiple medical domains. Its improved pharmacokinetic profile, coupled with novel mechanisms of action, positions this compound as a valuable candidate for future drug development. Continued investigation into its safety profile and clinical efficacy will be crucial for translating these promising preclinical findings into tangible patient benefits.

Recommended suppliers
Amadis Chemical Company Limited
(CAS:1601-18-9)Indomethacin Methyl Ester
A883240
Purity:99%/99%
Quantity:1g/5g
Price ($):166.0/438.0
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