My watch list

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

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 used in labs to bind covalently with cysteine, so the protein cannot aggregate to its natural structure. 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.