Iodoacetamide

Modify Date: 2026-07-02 13:03:37

Iodoacetamide Structure
Iodoacetamide structure
Common Name Iodoacetamide
CAS Number 144-48-9 Molecular Weight 184.964
Density 2.3±0.1 g/cm3 Boiling Point 297.1±23.0 °C at 760 mmHg
Molecular Formula C2H4INO Melting Point 92-95 °C(lit.)
MSDS Chinese USA Flash Point 133.5±22.6 °C
Symbol GHS06 GHS08
GHS06, GHS08
Signal Word Danger

 Use of Iodoacetamide


2-Iodoacetamide (Iodoacetamide), an alkylating agent, is a commonly used agent for alkylation of cysteine during sample preparation for proteomics[1][2].

Summary: 2-Iodoacetamide (Chinese name: 2-碘乙酰胺), CAS: 144-48-9, molecular formula: C2H4INO, molecular weight: 184.964. Appearance: crystalline, melting point: 92-95°C, boiling point: 297.1±23.0°C, density: 2.3±0.1g/cm3. For research-use only, not for medical or clinical usage.


 Names

This table lists Chinese names, IUPAC names and various aliases of this chemical substance.

Name 2-Iodoacetamide
Synonym More Synonyms

 Iodoacetamide Biological Activity

This table contains bioactivity, target information and biological‑assay experimental data of this compound.

Description 2-Iodoacetamide (Iodoacetamide), an alkylating agent, is a commonly used agent for alkylation of cysteine during sample preparation for proteomics[1][2].
Related Catalog
In Vivo 2-Iodoacetamide (2.0-10 mg; drinking; daily; 20-93 days) feeding always produces chronic deep ulcers in the secretory part of the rat stomach[2]. Animal Model: Sprague-Dawley rats[2] Dosage: 2.0-10 mg Administration: Drinking water, daily, for periods of 20 to 93 days Result: Produced gastritis which was further complicated by chronic ulceration in many of the test rats.
References

[1]. Peter G Hains, et al. The Impact of Commonly Used Alkylating Agents on Artifactual Peptide Modification. J Proteome Resq. 2017 Sep 1;16(9):3443-3447.

[2]. J J LALICH. Iodoacetamide induced gastric ulcers in rats. Proc Soc Exp Biol Med. 1962 Apr;109:905-8.

 Chemical & Physical Properties

This table shows physicochemical parameters including melting point, boiling point, density, solubility and optical rotation. Missing data is marked as N/A.

Density 2.3±0.1 g/cm3
Boiling Point 297.1±23.0 °C at 760 mmHg
Melting Point 92-95 °C(lit.)
Molecular Formula C2H4INO
Molecular Weight 184.964
Flash Point 133.5±22.6 °C
Exact Mass 184.933746
PSA 43.09000
LogP -0.19
Vapour Pressure 0.0±0.6 mmHg at 25°C
Index of Refraction 1.602
InChIKey PGLTVOMIXTUURA-UHFFFAOYSA-N
SMILES NC(=O)CI
Storage condition 2-8°C
Stability Stable, but light sensitive. Incompatible with strong oxidizing agents, strong bases, reducing agents, acids.
Water Solubility slightly soluble

 MSDS

This table provides MSDS information including hazard classification, first‑aid, fire‑fighting, spill handling, operation and storage instructions.

 Toxicological Information

This table summarizes toxicological test data, acute & chronic toxicity and ecological hazard parameters for this chemical.

CHEMICAL IDENTIFICATION

RTECS NUMBER :
AC4200000
CHEMICAL NAME :
Acetamide, 2-iodo-
CAS REGISTRY NUMBER :
144-48-9
BEILSTEIN REFERENCE NO. :
1739080
LAST UPDATED :
199701
DATA ITEMS CITED :
9
MOLECULAR FORMULA :
C2-H4-I-N-O
MOLECULAR WEIGHT :
184.97
WISWESSER LINE NOTATION :
ZV1I

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
74 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
50 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
56 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Administration onto the skin
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
1480 mg/kg/20W-I
TOXIC EFFECTS :
Tumorigenic - equivocal tumorigenic agent by RTECS criteria Skin and Appendages - tumors Tumorigenic - tumors at site of application

MUTATION DATA

TYPE OF TEST :
DNA inhibition
TEST SYSTEM :
Human Lymphocyte
DOSE/DURATION :
10 umol/L
REFERENCE :
STBIBN Studia Biophysica. (Akademie-Verlag GmbH, Postfach 1233, Berlin DDR-1086, Ger. Dem. Rep.) V.1- 1966- Volume(issue)/page/year: 50,97,1975 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - X4435 No. of Facilities: 7 (estimated) No. of Industries: 1 No. of Occupations: 1 No. of Employees: 28 (estimated)

 Safety Information

This table covers safety warnings, protective measures, incompatible substances and disposal guidelines for this compound.

Symbol GHS06 GHS08
GHS06, GHS08
Signal Word Danger
Hazard Statements H301-H317-H334-H413
Precautionary Statements P261-P280-P301 + P310-P342 + P311
Personal Protective Equipment Eyeshields;Faceshields;Gloves;type P2 (EN 143) respirator cartridges
Hazard Codes T:Toxic;
Risk Phrases R25;R36/37/38;R43
Safety Phrases S22-S36/37-S45-S37/39-S26-S24
RIDADR UN 2811 6.1/PG 3
WGK Germany 3
RTECS AC4200000
Packaging Group III
Hazard Class 6.1
HS Code 2924199090

 Synthetic Route

This table presents publicly reported synthetic routes, reaction conditions, reactants and product information of the compound.

~66%

Iodoacetamide Structure

Iodoacetamide

CAS#:144-48-9

Learn More
Literature: Molecular Probes, Inc. Patent: US5274113 A1, 1993 ;

~%

Iodoacetamide Structure

Iodoacetamide

CAS#:144-48-9

Learn More
Literature: Zeitschrift fuer Physikalische Chemie, Abteilung A: Chemische Thermodynamik, Kinetik, Elektrochemie, Eigenschaftslehre, , vol. 157, p. 249,254 Zeitschrift fuer Physikalische Chemie, Abteilung A: Chemische Thermodynamik, Kinetik, Elektrochemie, Eigenschaftslehre, , vol. 163, p. 38

~%

Iodoacetamide Structure

Iodoacetamide

CAS#:144-48-9

Learn More
Literature: Synthesis, , p. 574 - 575

~%

Iodoacetamide Structure

Iodoacetamide

CAS#:144-48-9

Learn More
Literature: Chemische Berichte, , vol. 41, p. 2117 Chemische Berichte, , vol. 42, p. 2056

 Customs

This table shows customs‑related data including HS‑code, tariff and regulatory conditions for import and export.

HS Code 2924199090
Summary 2924199090. other acyclic amides (including acyclic carbamates) and their derivatives; salts thereof. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%

 Articles569

More Articles

This table lists relevant public references with title, journal and publication metadata for this compound.

A new enabling proteomics methodology to investigate membrane associated proteins from parasitic nematodes: case study using ivermectin resistant and ivermectin susceptible isolates of Caenorhabditis elegans and Haemonchus contortus.

Vet. Parasitol. 207(3-4) , 266-75, (2015)

The mechanisms involved in anthelmintic resistance (AR) are complex but a greater understanding of AR management is essential for effective and sustainable control of parasitic helminth worms in lives...

Rad23 interaction with the proteasome is regulated by phosphorylation of its ubiquitin-like (UbL) domain.

J. Mol. Biol. 426(24) , 4049-60, (2014)

Rad23 was identified as a DNA repair protein, although a role in protein degradation has been described. The protein degradation function of Rad23 contributes to cell cycle progression, stress respons...

Proteomic analysis of nasal epithelial cells from cystic fibrosis patients.

PLoS ONE 9(9) , e108671, (2014)

The pathophysiology of cystic fibrosis (CF) lung disease remains incompletely understood. New explanations for the pathogenesis of CF lung disease may be discovered by studying the patterns of protein...

 IodoacetamideBioassay

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This table contains target information, in‑vitro & in‑vivo assay data for this compound.

Name: Inhibition of neurosphere proliferation of mouse neural precursor cells by MTT assay
Source: ChEMBL
Target: N/A
External Id: CHEMBL1266185
Name: Primary qHTS assay for inhibitors of alpha-synuclein gene (SNCA) expression
Source: NCGC
External Id: SNCA-p-activity-luciferase
Name: Inactivation of thymidylate synthetase measured as k2 at 7 pH 24 degrees Celsius temp
Source: ChEMBL
Target: Thymidylate synthase
External Id: CHEMBL813875
Name: Inhibition of human PHPT1 expressed in Escherichia coli BL21 (DE3) using pNPP as subs...
Source: ChEMBL
Target: 14 kDa phosphohistidine phosphatase
External Id: CHEMBL5107663
Name: Mouse TRPA1 (Transient Receptor Potential channels)
Source: IUPHAR-DB
Target: TRPA1 (Transient Receptor Potential channels) [Mus musculus]
External Id: 485_Mouse
Name: Dicer-mediated maturation of pre-microRNA
Source: Center for Chemical Genomics, University of Michigan
Target: N/A
External Id: TargetID_659_CEMA
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 Synonyms

This table collects all English aliases, systematic names and CAS‑related synonyms of the compound.

MFCD00008028
carbamoylmethyl iodide
2-Iodo-acetamide
USAF D-1
Monoiodoacetamide
2-iodoacetamido
Iodoacetamide
ACETAMIDE,2-IODO
2-Iodoacetamide
Surauto
EINECS 205-630-1

 Iodoacetamide | FAQ

This section contains frequently‑asked‑questions about this compound, including basic parameters, properties, storage conditions and corresponding answers.

Q: What is the molecular weight of 2-Iodoacetamide?
A: Molecular weight of 2-Iodoacetamide is 184.964.
Q: What is the molecular formula of 2-Iodoacetamide?
A: Molecular formula of 2-Iodoacetamide is C2H4INO.
Q: What is the boiling point of 2-Iodoacetamide?
A: Boiling point of 2-Iodoacetamide is 297.1±23.0 °C at 760 mmHg.
Q: What are the uses of 2-Iodoacetamide?
A: Main uses of 2-Iodoacetamide: 2-Iodoacetamide (Iodoacetamide), an alkylating agent, is a commonly used agent for alkylation of cysteine during sample preparation for proteomics[1][2].
Q: What is the LogP of 2-Iodoacetamide?
A: LogP of 2-Iodoacetamide is -0.19.
Q: What is the polar surface area (PSA) of 2-Iodoacetamide?
A: Polar surface area (PSA) of 2-Iodoacetamide is 43.09000.
Q: What are the downstream products of 2-Iodoacetamide?
A: Related downstream products(CAS) of 2-Iodoacetamide: 122275-78-9;14134-81-7;123-93-3;505-73-7;10034-85-2;64-19-7;7553-56-2;60-35-5;24466-68-0;25077-26-3.
Q: What is the InChIKey of 2-Iodoacetamide?
A: InChIKey of 2-Iodoacetamide is PGLTVOMIXTUURA-UHFFFAOYSA-N.
Q: What is the SMILES notation of 2-Iodoacetamide?
A: SMILES notation of 2-Iodoacetamide is NC(=O)CI.
Q: What is the melting point of 2-Iodoacetamide?
A: Melting point of 2-Iodoacetamide is 92-95 °C(lit.).

 Iodoacetamidefactory

This table lists manufacturers and suppliers of this compound, including vendor names and product supply reference information.

Shanghai Nianxing Industrial Co., Ltd
Dayang Chem (Hangzhou) Co., Ltd.
Henan Tianfu Chemical Co., Ltd.
Zhongshan Xingrui Chemical Co. , Ltd.
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