Cas no 17570-26-2 (3-(3-methoxyphenyl)prop-2-enoic acid)

3-(3-Methoxyphenyl)prop-2-enoic acid is a cinnamic acid derivative characterized by a methoxy substituent at the meta position of the phenyl ring. This compound is of interest in organic synthesis and pharmaceutical research due to its conjugated double bond and carboxylic acid functionality, which make it a versatile intermediate for further chemical modifications. The methoxy group enhances its electronic properties, influencing reactivity in coupling reactions or as a precursor for bioactive molecules. Its crystalline solid form and well-defined structure facilitate purification and characterization. The compound is particularly useful in the development of fine chemicals, agrochemicals, and potential therapeutic agents, owing to its structural adaptability.
3-(3-methoxyphenyl)prop-2-enoic acid structure
17570-26-2 structure
Product Name:3-(3-methoxyphenyl)prop-2-enoic acid
CAS No:17570-26-2
MF:C10H10O3
MW:178.1846
MDL:MFCD00004386
CID:93389
PubChem ID:637668
Update Time:2025-05-20

3-(3-methoxyphenyl)prop-2-enoic acid Chemical and Physical Properties

Names and Identifiers

    • (E)-3-(3-Methoxyphenyl)acrylic acid
    • META-METHOXY CINNAMMIC ACID
    • (2E)-3-(3-METHOXYPHENYL)ACRYLIC ACID
    • AKOS B004084
    • RARECHEM BK HC T256
    • O-METHYL-M-COUMARIC ACID
    • O-METHYL-M-CUMARIC ACID
    • TRANS-3-METHOXYCINNAMIC ACID
    • m-Methoxycinnamic acid
    • trans-3-(3-methoxyphenyl)acrylic acid
    • 3-METHOXYCINNAMIC ACID
    • Albb-006022
    • 3-(3-methoxyphenyl)-(2E)-2-Propenoic acid
    • AKOS BBS-00006455
    • 3-(3-methoxyphenyl)prop-2-enoic acid
    • MFCD00004386
    • CS-W017339
    • SDCCGSBI-0660327.P001
    • 3-Methoxycinnamic Acid, Predominantly trans
    • (E)-3-(3-Methoxy-phenyl)-acrylic acid
    • NS00015849
    • NSC-5234
    • 055FCE22-12AE-47AE-BB4F-BF75F6AECF94
    • PS-5776
    • trans-m-Methoxycinnamic acid
    • AKOS000120394
    • CHEMBL95769
    • 2-Propenoic acid,3-(3-methoxyphenyl)-,(2E)-
    • (E)-3-(3-Methoxyphenyl)acrylicacid
    • 6099-04-3
    • LS-13767
    • NSC 5234
    • EN300-21248
    • 2-Propenoic acid,3-(3-methoxyphenyl)-, (2E)-
    • (2E)-3-(3-Methoxyphenyl)-2-propenoic acid #
    • Cinnamic acid, m-methoxy-, (E)-
    • DTXSID70875904
    • BBL019132
    • BDBM50486904
    • Q63409580
    • Cinnamic acid, 3-methoxy-
    • W-105215
    • 3-Methoxycinnamic acid, 97%
    • NCGC00174293-01
    • Z104494816
    • (E)-3-(3-methoxyphenyl) acrylic acid
    • 3-(3-Methoxyphenyl)acrylic acid
    • (E)-3-methoxycinnamic acid
    • EINECS 228-049-5
    • M0444
    • E-3-(3-methoxyphenyl)propenoic acid
    • SCHEMBL80786
    • trans-3-methoxy-cinnamic acid
    • (2E)-3-(3-methoxyphenyl)prop-2-enoic acid
    • Cinnamic acid, m-methoxy-
    • STK398162
    • Propenoic acid, 3-(3-methoxyphenyl)-, trans-
    • 2-Propenoic acid, 3-(3-methoxyphenyl)-, (2E)-
    • (E)-3-(3-methoxyphenyl)prop-2-enoic acid
    • AE-848/02128047
    • NSC5234
    • HMS1538H06
    • A10219
    • CHEBI:192607
    • EN300-33979
    • 17570-26-2
    • MDL: MFCD00004386
    • Inchi: InChI=1S/C10H10O3/c1-13-9-4-2-3-8(7-9)5-6-10(11)12/h2-7H,1H3,(H,11,12)/b6-5+
    • InChI Key: LZPNXAULYJPXEH-AATRIKPKSA-N
    • SMILES: COC1=CC=CC(=C1)/C=C/C(=O)O

Computed Properties

  • Exact Mass: 178.06300
  • Monoisotopic Mass: 178.063
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 3
  • Complexity: 198
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 1
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 2.1
  • Topological Polar Surface Area: 46.5A^2

Experimental Properties

  • Density: 1.18 g/mL at 25 °C(lit.)
  • Melting Point: 116-119?°C(lit.)
  • Boiling Point: 329.9 °C at 760 mmHg
  • Flash Point: 132.6 °C
  • Refractive Index: 1.591
  • PSA: 46.53000
  • LogP: 1.79300

3-(3-methoxyphenyl)prop-2-enoic acid Security Information

  • WGK Germany:3
  • Hazard Category Code: 36/37/38
  • Safety Instruction: S26; S36
  • Hazardous Material Identification: Xi
  • Risk Phrases:R36/37/38
  • HazardClass:IRRITANT
  • Storage Condition:-196°C

3-(3-methoxyphenyl)prop-2-enoic acid Customs Data

  • HS CODE:2916399090
  • Customs Data:

    China Customs Code:

    2916399090

    Overview:

    2916399090 Other aromatic monocarboxylic acids. VAT:17.0% Tax refund rate:9.0% Regulatory conditions:nothing MFN tariff:6.5% general tariff:30.0%

    Declaration elements:

    Product Name, component content, use to, Acrylic acid\Acrylates or esters shall be packaged clearly

    Summary:

    2916399090 other aromatic monocarboxylic acids, their anhydrides, halides, peroxides, peroxyacids and their derivatives VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:6.5% General tariff:30.0%

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3-(3-methoxyphenyl)prop-2-enoic acid Suppliers

Amadis Chemical Company Limited
Gold Member
Audited Supplier Audited Supplier
(CAS:17570-26-2)3-(3-methoxyphenyl)prop-2-enoic acid
Order Number:A1002802
Stock Status:in Stock
Quantity:100g
Purity:99%
Pricing Information Last Updated:Thursday, 29 August 2024 15:00
Price ($):412.0

3-(3-methoxyphenyl)prop-2-enoic acid Related Literature

Additional information on 3-(3-methoxyphenyl)prop-2-enoic acid

Recent Advances in the Study of 3-(3-Methoxyphenyl)prop-2-enoic Acid (CAS: 17570-26-2) in Chemical Biology and Pharmaceutical Research

3-(3-Methoxyphenyl)prop-2-enoic acid (CAS: 17570-26-2) is a bioactive compound that has garnered significant attention in recent years due to its potential applications in chemical biology and pharmaceutical research. This cinnamic acid derivative, characterized by its methoxy-substituted phenyl ring and α,β-unsaturated carboxylic acid moiety, exhibits a range of biological activities, including anti-inflammatory, antioxidant, and anticancer properties. Recent studies have explored its molecular mechanisms, synthetic pathways, and therapeutic potential, positioning it as a promising candidate for drug development.

One of the key areas of research focuses on the compound's role as a modulator of cellular signaling pathways. A 2023 study published in the Journal of Medicinal Chemistry demonstrated that 3-(3-methoxyphenyl)prop-2-enoic acid inhibits the NF-κB pathway, a critical regulator of inflammation and immune responses. The study utilized in vitro models of human macrophages and showed that the compound significantly reduced the production of pro-inflammatory cytokines such as TNF-α and IL-6. These findings suggest its potential as a lead compound for developing novel anti-inflammatory agents.

In addition to its anti-inflammatory effects, recent investigations have highlighted the compound's antioxidant properties. A 2024 paper in Free Radical Biology and Medicine reported that 3-(3-methoxyphenyl)prop-2-enoic acid scavenges reactive oxygen species (ROS) and enhances the activity of endogenous antioxidant enzymes, such as superoxide dismutase (SOD) and catalase. These effects were observed in both cellular and animal models, indicating its potential for mitigating oxidative stress-related diseases, including neurodegenerative disorders and cardiovascular conditions.

The anticancer potential of 3-(3-methoxyphenyl)prop-2-enoic acid has also been a focal point of recent research. A study published in Cancer Research in early 2024 revealed that the compound induces apoptosis in several cancer cell lines, including breast and colon cancer, by activating the intrinsic mitochondrial pathway. Mechanistic studies identified the compound's ability to upregulate pro-apoptotic proteins such as Bax and downregulate anti-apoptotic proteins like Bcl-2. These findings underscore its potential as a chemotherapeutic agent or adjuvant therapy.

From a synthetic chemistry perspective, advancements have been made in optimizing the production of 3-(3-methoxyphenyl)prop-2-enoic acid. A 2023 study in Organic & Biomolecular Chemistry described a novel catalytic method for its synthesis using palladium-catalyzed cross-coupling reactions, which improved yield and purity compared to traditional methods. This development is critical for scaling up production for preclinical and clinical studies.

Despite these promising findings, challenges remain in the development of 3-(3-methoxyphenyl)prop-2-enoic acid as a therapeutic agent. Issues such as bioavailability, metabolic stability, and potential off-target effects need to be addressed through further pharmacokinetic and pharmacodynamic studies. Ongoing research is exploring structural modifications and formulation strategies to enhance its drug-like properties.

In conclusion, 3-(3-methoxyphenyl)prop-2-enoic acid (CAS: 17570-26-2) represents a versatile compound with significant potential in chemical biology and pharmaceutical applications. Recent studies have elucidated its mechanisms of action, synthetic routes, and therapeutic benefits, paving the way for future drug development efforts. Continued research will be essential to fully realize its clinical potential and overcome existing challenges.

Recommended suppliers
Amadis Chemical Company Limited
(CAS:17570-26-2)3-(3-methoxyphenyl)prop-2-enoic acid
A1002802
Purity:99%
Quantity:100g
Price ($):412.0
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