MIDA, CAS No. 4408-64-4

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4408-64-4

Catalog No. EBD2204424

CAS 4408-64-4

Name MIDA

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Basic Information

Synonyms: (methylimino)diaceticacid MIDA N-Methyliminodiaceticacid Strombine Methylimidodiaceticacid NSC11773 Aceticacid,(methylimino)di- Glycine,N-(carboxymethyl)-N-methyl- Methyliminodiaceticacid 2,2'-(methylimino)diaceticacid 2,2'-(methylammonio)diacetate n-methylaminodiaceticacid aceticacid,(methylimino)di-(6ci,7ci,8ci)

Molecular Formula: C5H9NO4

Molecular Weight: 147.13

MDL Number: MFCD00004284

Categories: Medicinal Chemistry > Biochemicals and Life Science Reagents > Amino Acids and Derivatives

Product Description:

MIDA (N-Methyliminodiacetic acid, CAS 4408-64-4) is a versatile bidentate ligand and organic building block featuring a tertiary amine core flanked by two carboxylic acid groups. Its structure allows for strong chelation with boronic acids, forming stable MIDA boronate esters that are widely used in Suzuki-Miyaura cross-coupling reactions. This property makes MIDA a critical tool in organic synthesis for the controlled release of boronic acid partners, enabling iterative and complex molecule construction. In medicinal chemistry, MIDA serves as a key fragment for designing small-molecule drug candidates, particularly as a scaffold for metal-binding pharmacophores or as a solubilizing group. It is also employed in the synthesis of peptide mimetics and enzyme inhibitors due to its ability to coordinate transition metals. Additionally, MIDA is utilized in materials science for the preparation of functional polymers and as a chelating agent in analytical chemistry. Its high purity and stability under standard conditions make it a reliable reagent for both research and industrial applications.

Physical Properties

Melting Point: 220 °C (dec.)(lit.)

Boiling Point: 332.772 °C at 760 mmHg

Flash Point: 155.055 °C

Density: 1.367 g/cm3

Analytical Data

Appearance: white to light yellow crystal powder