Iodoacetamide
Athanor · official
C2H4INO · 184.96 g/mol
IUPAC name: 2-iodoacetamide
Also called alkylating agent, cysteine blocking
DangerToxic if swallowed · May cause an allergic skin reaction · May cause allergy or asthma symptoms or breathing difficulties if inhaled · May cause long lasting harmful effects to aquatic lifeNames and identifiers
- IUPAC name
- 2-iodoacetamide
- Synonyms
- alkylating agent, cysteine blocking, 2-Iodoacetamide
+ 37 more
Surauto, ACETAMIDE, 2-IODO-, Monoiodoacetamide, DTXSID9020742, N-(3-Methoxy-4-butoxybenzyl)thiobarbituric acid, ZRH8M27S79, NSC-9581, DTXCID10742, RefChem:389075, 205-630-1, USAF D-1, alpha-Iodoacetamide, MFCD00008028, CCRIS 7710, .alpha.-Iodoacetamide, AI3-51841, 2-Iodo-acetamide, C2H4INO, NSC 9581, EINECS 205-630-1, BRN 1739080, deltop, iodacetamide, iodoacetoamide, UNII-ZRH8M27S79, a-iodoacetamide, iodo acetamide, 2-iodo-acetamid, Iodoacetamide acid, Deltop; Iodoacetamide; Monoiodoacetamide; NSC 9581; Surauto; alpha-Iodoacetamide, Alpha-iodo acetamide, Iodoacetamide;IA;IAM, Iodoacetamide, BioUltra, 2-Iodoacetamide, 98%, Lopac-I-1149, WLN: ZV1I, Acetamide, iodo- (6CI)
- Molecular formula
- C2H4INO
- Empirical formula
- C2H4INO
- Molecular weight
- 184.96 g/mol
- Exact mass
- 184.93376
- CAS number
- 144-48-9
- PubChem CID
- 3727
- Canonical SMILES
- C(C(=O)N)I
- Isomeric SMILES
- C(C(=O)N)I
- InChI
- InChI=1S/C2H4INO/c3-1-2(4)5/h1H2,(H2,4,5)
- InChIKey
- PGLTVOMIXTUURA-UHFFFAOYSA-N
- Molfile
Names, InChI and the identifiers from PubChem, retrieved 2026-10-14.
Calculated
- Heavy atoms
- 5
- Rings
- 0
- Aromatic rings
- 0
- Fraction sp³ carbons (Fsp3)
- 0.5
- H-bond donors
- 1
- H-bond acceptors
- 1
- Rotatable bonds
- 1
- TPSA (Ų)
- 43.1
- Formal charge
- 0
- XLogP3
- -0.2 PubChem
- Complexity
- 44 PubChem
- Stereocenters
- None
- Double-bond geometry
- None specified
- Point group
- C1 of one 3D conformer with its hydrogens, by Athanor’s engine (as in the app)
Elemental analysis
- C12.99%
- H2.18%
- I68.61%
- N7.57%
- O8.65%
Isotope pattern
Each peak is a nominal mass with its abundance-weighted exact mass, as a percentage of the tallest, from IUPAC natural isotope abundances.
Computed from the structure with RDKit 2026.09 when this page was built, beside PubChem's own computed values from its record; where the two differ, both are shown.
Predicted
- log P
- -0.09 Crippen (Wildman and Crippen 1999)
- log S (water solubility)
- -0.86 ESOL (Delaney 2004), log mol/L
- Synthetic accessibility
- 2.76 SA score, 1 easy to 10 hard (Ertl and Schuffenhauer 2009)
Drug-likeness: Lipinski’s rule of five
- Molecular weight ≤ 500: 184.96
- log P ≤ 5 (Crippen): -0.09
- H-bond donors ≤ 5: 1
- H-bond acceptors ≤ 10: 1
Passes all four rules.
¹³C NMR shifts, predicted
Predictions, not measurements; each names its method. A measured log P, where a source reports one, is under Physical properties.
Safety
Danger
Most widely reported: 192 company reports to ECHA. Source [1].
- Acute toxicity
- Harmful or irritant
- Health hazard
- H301Toxic if swallowed (99% of reports)
- H317May cause an allergic skin reaction (93.8% of reports)
- H334May cause allergy or asthma symptoms or breathing difficulties if inhaled (89.6% of reports)
- H413May cause long lasting harmful effects to aquatic life (61.5% of reports)
Precautionary statements: P233, P260, P261, P264, P270, P271, P272, P273, P280, P284, P301+P316, P302+P352, P304+P340, P321, P330, P333+P317, P342+P316, P362+P364, P403, P405, P501
Safety data sheets on the supplier’s page: abcr GmbH, Thermo Fisher Scientific, Mcule.
Always read the supplier’s safety data sheet before working with it.
Spectra
- NMRNMRShiftDB
- 1H NMRSpectraBase (Varian A-60)
- 13C NMRSpectraBase
- GC-MSNIST Mass Spectrometry Data Center · NIST Mass Spectrometry Data Center · NIST Mass Spectrometry Data Center · SpectraBase
- FTIRSpectraBase (KBr WAFER)
- ATR-IRSpectraBase (Bruker Tensor 27 FT-IR · ATR-Neat (DuraSamplIR II))
- Vapor Phase IRSpectraBase (DIGILAB FTS-14 · Vapor Phase)
- RamanSpectraBase (Bruker MultiRAM Stand Alone FT-Raman Spectrometer · FT-Raman)
Experimental spectra held by these sources; each link opens the source's own record.
Literature
Reading PubChem, OpenAlex and GSRS…
Bioactivity
Reading ChEMBL…
References
- [1]European Chemicals Agency (ECHA) · ECHA legal notice: reuse with acknowledgement · via PubChem · retrieved 2026-10-14
- [2]NMRShiftDB · Linked only · via PubChem · retrieved 2026-10-14
- [3]SpectraBase · Linked only · via PubChem · retrieved 2026-10-14
- [4]NIST Mass Spectrometry Data Center · Linked only · via PubChem · retrieved 2026-10-14
- ·Calculated values: computed by Athanor with RDKit 2026.09 from the structure.
- ·Literature on PubChem
Data last updated 2026-10-14.