Cas no 4408-64-4 (N-Methyliminodiacetic acid)

N-Methyliminodiacetic acid (MIDA) is a versatile chelating agent and synthetic intermediate widely used in organic and coordination chemistry. Its key advantages include its ability to form stable complexes with metal ions, making it valuable in catalysis, metal sequestration, and as a protecting group in peptide synthesis. The methyl substitution enhances its solubility in organic solvents, facilitating its use in diverse reaction conditions. MIDA is also employed in the preparation of boronates and as a ligand in cross-coupling reactions. Its robust stability and compatibility with various functional groups make it a preferred choice for applications requiring precise control over metal coordination or selective reactivity.
N-Methyliminodiacetic acid structure
N-Methyliminodiacetic acid structure
Product Name:N-Methyliminodiacetic acid
CAS No:4408-64-4
MF:C5H9NO4
MW:147.129261732101
MDL:MFCD00004284
CID:45013
PubChem ID:20441
Update Time:2025-06-08

N-Methyliminodiacetic acid Chemical and Physical Properties

Names and Identifiers

    • 2,2'-(Methylazanediyl)diacetic acid
    • N-Methyliminodiacetic Acid
    • [(Carboxymethyl)(methyl)amino]acetic acid
    • 2-[carboxymethyl(methyl)amino]acetic acid
    • N-(carboxymethyl)-N-methylGlycine
    • MIDA
    • Aceticacid, (methylimino)di- (6CI,7CI,8CI)
    • (Methylimino)diacetic acid
    • Methylimidodiacetic acid
    • N-Methylaminodiacetic acid
    • NSC 11773
    • NSC11773
    • 2-[carboxylatomethyl(methyl)ammonio]acetate;2,2'-(METHYLAZANEDIYL)DIACETIC ACID
    • AKOS001187242
    • BCP21664
    • (Carboxymethyl-methyl-amino)-acetic acid
    • UNII-SH1YP5H4NA
    • EINECS 224-557-6
    • 2,2'-(methyl azanediyl)diacetic acid
    • NS00031390
    • Acetic acid, (methylimino)di-
    • 2-methyliminodiacetic acid
    • NSC-11773
    • SY011911
    • NCIStruc1_001758
    • CHEMBL1741474
    • NCIStruc2_000172
    • AS-11328
    • CCG-37638
    • N-Methylmnodacetcacd
    • 2-[(carboxymethyl)(methyl)amino]acetic acid
    • FT-0628893
    • A7026
    • NCI11773
    • 2-[carboxymethyl(methyl)amino]essigs?ure
    • SCHEMBL22061
    • AMY25152
    • N-Methyliminodiaceticacid
    • NCGC00013126
    • MFCD00004284
    • Z119894774
    • 4408-64-4
    • Methyliminodiacetic acid, 99%
    • HY-W007872
    • QuadraPure(R) IDA, macroporous, 350-750 mum particle size
    • NCGC00096247-01
    • CS-W007872
    • NCI60_000423
    • Methyliminodiacetic acid
    • NCGC00013126-02
    • Glycine, N-(carboxymethyl)-N-methyl-
    • J-523682
    • SH1YP5H4NA
    • MIDA ligand
    • EN300-21786
    • 2,2'-(methylazanediyl)diacetic acid;Methyliminodiacetic acid
    • DTXSID00196033
    • M2090
    • 3-Azapentanedioic acid, 3-methyl-
    • DB-001063
    • N-Methyliminodiacetic acid
    • MDL: MFCD00004284
    • Inchi: 1S/C5H9NO4/c1-6(2-4(7)8)3-5(9)10/h2-3H2,1H3,(H,7,8)(H,9,10)
    • InChI Key: XWSGEVNYFYKXCP-UHFFFAOYSA-N
    • SMILES: OC(CN(C)CC(=O)O)=O
    • BRN: 1765449

Computed Properties

  • Exact Mass: 147.05300
  • Monoisotopic Mass: 147.053
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 4
  • Complexity: 129
  • 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
  • XLogP3: -3.3
  • Topological Polar Surface Area: 77.8

Experimental Properties

  • Color/Form: Solid
  • Density: 1.4285 (rough estimate)
  • Melting Point: 219°C(dec.)(lit.)
  • Boiling Point: 332.8°C at 760 mmHg
  • Flash Point: 155.1℃
  • Refractive Index: 1.4210 (estimate)
  • Water Partition Coefficient: Soluble in water. Slightly soluble in dimethyl sulfoxide.
  • PSA: 77.84000
  • LogP: -0.91260
  • Solubility: Uncertain

N-Methyliminodiacetic acid Security Information

  • Symbol: GHS07
  • Prompt:warning
  • Signal Word:Warning
  • Hazard Statement: H315,H319,H335
  • Warning Statement: P261,P305+P351+P338
  • Hazardous Material transportation number:NONH for all modes of transport
  • WGK Germany:3
  • Hazard Category Code: 36/37/38
  • Safety Instruction: S26-S37/39-S24/25
  • Hazardous Material Identification: Xi
  • Storage Condition:Store at room temperature
  • Risk Phrases:R36/37/38
  • Safety Term:S24/25

N-Methyliminodiacetic 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%

N-Methyliminodiacetic acid Pricemore >>

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N-Methyliminodiacetic acid Suppliers

Suzhou Senfeida Chemical Co., Ltd
Gold Member
Audited Supplier Audited Supplier
(CAS:4408-64-4)N-Methyliminodiacetic acid
Order Number:sfd19984
Stock Status:in Stock
Quantity:200kg
Purity:99.9%
Pricing Information Last Updated:Friday, 19 July 2024 14:38
Price ($):discuss personally
Amadis Chemical Company Limited
Gold Member
Audited Supplier Audited Supplier
(CAS:4408-64-4)N-Methyliminodiacetic acid
Order Number:A7026
Stock Status:in Stock
Quantity:1kg
Purity:99%
Pricing Information Last Updated:Monday, 2 September 2024 16:04
Price ($):256.0

Additional information on N-Methyliminodiacetic acid

Recent Advances in N-Methyliminodiacetic Acid (CAS: 4408-64-4) Research and Applications

N-Methyliminodiacetic acid (MIDA, CAS: 4408-64-4) is a versatile chelating agent and building block in organic synthesis, particularly in the development of pharmaceuticals and agrochemicals. Recent studies have highlighted its role in facilitating efficient cross-coupling reactions, serving as a protective group for boronates, and enabling the synthesis of complex molecules. This research brief consolidates the latest findings on MIDA's applications, mechanisms, and potential in the chemical and biomedical fields.

A 2023 study published in the Journal of Organic Chemistry demonstrated MIDA's efficacy in iterative cross-coupling (ICC) reactions, which are critical for constructing polyene natural products. Researchers utilized MIDA boronates to achieve high selectivity and yield in multi-step syntheses, underscoring the compound's stability under diverse reaction conditions. This advancement opens new avenues for the streamlined production of bioactive compounds.

In the realm of drug discovery, MIDA has been employed as a key intermediate in the synthesis of protease inhibitors. A recent ACS Medicinal Chemistry Letters article (2024) detailed its use in developing novel inhibitors targeting SARS-CoV-2 main protease (Mpro). The study reported that MIDA-derived compounds exhibited enhanced binding affinity and metabolic stability, suggesting its potential in antiviral therapeutics.

Further, MIDA's chelating properties have been exploited in environmental and analytical chemistry. A 2024 Analytical Chemistry paper described a MIDA-functionalized sensor for detecting heavy metal ions in biological samples. The sensor demonstrated high sensitivity and selectivity for lead(II) and cadmium(II), with applications in toxicology and environmental monitoring.

Despite these advances, challenges remain in optimizing MIDA's scalability and cost-effectiveness for industrial applications. Ongoing research focuses on greener synthetic routes and catalytic systems to enhance its utility. Collaborative efforts between academia and industry are expected to drive innovations in MIDA-based technologies, solidifying its role in next-generation chemical and biomedical solutions.

Recommended suppliers
Suzhou Senfeida Chemical Co., Ltd
(CAS:4408-64-4)N-Methyliminodiacetic acid
sfd19984
Purity:99.9%
Quantity:200kg
Price ($):Inquiry
Email
Amadis Chemical Company Limited
(CAS:4408-64-4)N-Methyliminodiacetic acid
A7026
Purity:99%
Quantity:1kg
Price ($):256.0
Email