2-Iodacetamid

Iodoacetamide

HCID 3727CAS 144-48-9

Grundinformationen

Standard-SMILES
NC(=O)CI
InChIKey
PGLTVOMIXTUURA-UHFFFAOYSA-N
Summenformel
C2H4INO
Durchschnittliche Molmasse
184,96 g/mol
Monoisotopische Masse
184,93376175

Überblick

Iodoacetamide is a sulfhydryl alkylating reagent that forms covalent bonds with the thiol group of cysteines so the protein or peptide no longer forms disulfide bonds.

Namen und Bezeichner

Bevorzugter Name
Iodoacetamide
IUPAC
2-iodoacetamide
Lokaler Name
2-Iodacetamid
Englischer Name
2-Iodoacetamide
Summenformel
C2H4INO
Molmasse
184.96

Namen und Synonyme

2-Iodoacetamideiodoacetamide144-48-9SurautoACETAMIDE, 2-IODO-MonoiodoacetamideDTXSID9020742N-(3-Methoxy-4-butoxybenzyl)thiobarbituric acidZRH8M27S79NSC-9581DTXCID10742RefChem:389075
Weitere Namen anzeigen
IAMIODACETAMIDEusafd-12-IodacetamidIodoethanamide2-iodo-acetamid
205-630-1USAF D-1MFCD00008028CCRIS 7710.alpha.-IodoacetamideAI3-518412-Iodo-acetamidealpha-Iodoacetamide

Datenbank-Bezeichner

CAS
144-48-9
PubChem CID
3727
DTXSID
DTXSID9020742
ChEMBL
CHEMBL276727
UNII
ZRH8M27S79
EC Number
205-630-1
Nikkaji
J3.270K

Eigenschaften

Berechnete Struktureigenschaften

XLogP
-0,2
Polarare Oberfläche (TPSA)
43,1 Ų
H-Brücken-Donoren
1
H-Brücken-Akzeptoren
1
Frei drehbare Bindungen
1
Schwere Atome
5

Experimentelle und physikochemische Eigenschaften

Chemical ClassesNitrogen Compounds -> Other Nitrogen Compounds
SpringerMaterials PropertiesSchoenflies notation
LogP-0.19
Vapor Pressure0.00506 [mmHg]
Physical DescriptionCrystalline solid; [Sigma-Aldrich MSDS]

Physikochemische Eigenschaften

Schmelzpunkt
92 · 92-95 °C(lit.)
Siedepunkt
297.1 · 297.1±23.0 °C(Predicted)
Dichte
2.1103 · 2.1103 (estimate)
storage temp.
2 · 2-8°C
Löslichkeit
Soluble in water, dimethyl formamide and ethanol. Slightly soluble in methanol.
Aggregatzustand
crystalline

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 4 Einträge

Danger

H301 (99%): Toxic if swallowed [Danger Acute toxicity, oral]

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, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 192 reports by companies from 14 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Gefahrenhinweise

Regulatory Information · 2 Einträge

Chemical: Acetamide, 2-iodo-

2-Iodoacetamide: Does not have an individual approval but may be used under an appropriate group standard

Hazards Summary · 1 Eintrag

Causes ulceration or bleeding from the stomach and other GI changes in 74-week intermittent oral studies of rats; [RTECS] May cause irritation; May cause skin and respiratory sensitization; Toxic by ingestion; [Sigma-Aldrich MSDS] See Chloroacetamide.

Hazard Classes and CategoriesAcute Tox. 3 (99%)

Toxikologische Informationen

Adverse EffectsSkin Sensitizer - An agent that can induce an allergic reaction in the skin.

Sicherheitsdaten

F
8-10-21
wgk
3
tsca
TSCA listed
ridadr
UN 2811 6.1/PG 3
hs_code
29241900
RTECS-Nr.
AC4200000

Chemie und Industrie

Pharmakologische Informationen

MeSH Pharmacological Classification · 2 Einträge

Highly reactive chemicals that introduce alkyl radicals into biologically active molecules and thereby prevent their proper functioning. Many are used as antineoplastic agents, but most are very toxic, with carcinogenic, mutagenic, teratogenic, and immunosuppressant actions. They have also been used as components in poison gases.

Compounds or agents that combine with an enzyme in such a manner as to prevent the normal substrate-enzyme combination and the catalytic reaction.

Verwendung und Herstellung

UsesAn alkylating sulfhydryl reagent with action similar to iodoacetate; [ChemIDplus]
General Manufacturing InformationAcetamide, 2-iodo-: ACTIVE
Anwendungen · 1 Eintrag

Verwenden2-Iodoacetamide is an alkylating reagent for cysteine residues in peptide sequencing. Its actions are similar to those of iodoacetate. By virtue of reaction with cysteine, it is an irreversible inhibitor of enzymes with cysteine at the active site. It reacts much more slowly with histidine residues, but that activity is responsible for inhibition of ribonuclease.

Anbieter50 Anbieter

国药集团化学试剂有限公司86-21-63210123 · [email protected]
北京华美互利生物化工010-56205725 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
衢州润东化工有限公司0570-8789886 18892685668 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]

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