Iodoacetamide

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Iodoacetamide
IUPAC name	Iodoacetamide
Identifiers
CAS number	[144-48-9]
EINECS number	205-630-1
RTECS number	AC4200000
SMILES	ICC(=O)N
Properties
Molecular formula	C2H4INO
Molar mass	184.96 g/mol
Appearance	yellow-brown crystals
Melting point	94 °C
Hazards
MSDS	brief MSDS, extended MSDS
NFPA 704	0 3 1
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) Infobox disclaimer and references

2-Iodoacetamide is an alkylating sulfhydryl reagent used for peptide mapping purposes. Its actions are similar to those of iodoacetate. It is commonly used to bind covalently with cysteine, so the protein cannot form disulfide bonds. After that reducing agents are added to react any excess alkylating agent. Like many other alklating agents, iodoacetamide is highly toxic. In laboratory mice it has been shown to cause skin tumors and negatively affect reproductive ability. It may act as a human carcinogen, and may cause reproductive damage.

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