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CAS 22572-40-3

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1-[3-(Dimethylamino)propyl]-3-ethylcarbodiimide methiodide

Description:
1-[3-(Dimethylamino)propyl]-3-ethylcarbodiimide methiodide, commonly referred to as EDCI, is a chemical compound primarily used as a coupling agent in peptide synthesis and other organic reactions. It facilitates the formation of amide bonds by activating carboxylic acids, making them more reactive towards nucleophiles such as amines. The compound is characterized by its carbodiimide functional group, which is known for its ability to form stable intermediates with carboxylic acids. EDCI is typically a white to off-white solid and is soluble in polar organic solvents like dimethylformamide (DMF) and dimethyl sulfoxide (DMSO). It is important to handle this compound with care, as it can be a skin and respiratory irritant. Additionally, EDCI is often used in conjunction with additives like N-hydroxysuccinimide (NHS) to improve coupling efficiency and reduce side reactions. Its applications extend beyond peptide synthesis to include the modification of biomolecules and the development of drug delivery systems.
Formula:C9H20N3·I
InChI:InChI=1S/C9H20N3.HI/c1-5-10-9-11-7-6-8-12(2,3)4;/h5-8H2,1-4H3;1H/q+1;/p-1
InChI key:InChIKey=AGSKWMRPXWHSPF-UHFFFAOYSA-M
SMILES:C(CCN=C=NCC)[N+](C)(C)C.[I-]
Synonyms:
  • (3-[[(Ethylimino)methylidene]amino]propyl)trimethylazanium iodide
  • 1-(3-Dimethylaminopropyl)-3-Ethylcarbodiimide Methiodide
  • 1-Ethyl-3-(3-dimethylaminopropyl)carbodiimide methiodide
  • 1-Ethyl-3-[3-(trimethylammonio)propyl]carbodiimide iodide
  • 1-Propanaminium, 3-[(ethylcarbonimidoyl)amino]-N,N,N-trimethyl-, iodide
  • 1-Propanaminium, 3-[(ethylcarbonimidoyl)amino]-N,N,N-trimethyl-, iodide (1:1)
  • 1-[3-(Dimethylamino)propyl]-3-ethylcarbodiimide methiodide
  • 3-{[(ethylimino)methylidene]amino}-N,N,N-trimethylpropan-1-aminium
  • 3-{[(ethylimino)methylidene]amino}-N,N,N-trimethylpropan-1-aminium iodide
  • Ammonium, [3-[(ethylimidocarbonyl)amino]propyl]trimethyl-, iodide
  • See more synonyms
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