2-Iodacetamid
Iodoacetamide
Grundinformationen
- CAS
144-48-9- Standard-SMILES
NC(=O)CI- InChIKey
PGLTVOMIXTUURA-UHFFFAOYSA-N- Summenformel
- C2H4INO
- Durchschnittliche Molmasse
- 184,96 g/mol
- Monoisotopische Masse
- 184,93376
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-Iodoacetamideiodoacetamide144-48-9SurautoMonoiodoacetamideACETAMIDE, 2-IODO-DTXSID9020742N-(3-Methoxy-4-butoxybenzyl)thiobarbituric acidZRH8M27S79NSC-9581DTXCID10742RefChem:389075
Weitere Namen anzeigen
IAMusafd-12-IodacetamidIodoethanamide2-iodo-acetamid
205-630-1USAF D-1alpha-IodoacetamidedeltopiodacetamideiodoacetoamideMFCD00008028CCRIS 7710
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
- Formalladung
- 0
- Komplexität
- 44,9
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
- pka
- 15.16 · 15.16±0.40(Predicted)
- Farbe
- White to pale yellow or beige
- Biologische Quelle
- synthetic (organic)
- Wasserlöslichkeit
- 2 O: · H2O: 0.5M at 20°C, clear, colorless
- BRN
- 1739080 · 1739080
- Stabilität
- Stable, but light sensitive. Incompatible with strong oxidizing agents, strong bases, reducing agents, acids.
- InChI
- 1S/C2H4INO/c3-1-2(4)5/h1H2,(H2,4,5)
- InChIKey
- PGLTVOMIXTUURA-UHFFFAOYSA-N
- SMILES
- NC(=O)CI
- CAS Datenbank
- 144 · 144-48-9(CAS DataBase Reference)
- NIST chemische Informationen
- Alpha-iodo acetamide(144-48-9)
- EPA chemische Informationen
- 2 · 2-Iodoacetamide (144-48-9)
Sicherheit und Regulatorisches
Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.
GHS-Klassifizierung
GHS Classification
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
Chemical: Acetamide, 2-iodo-
2-Iodoacetamide: Does not have an individual approval but may be used under an appropriate group standard
Hazards Summary
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
- risk_code
- 25-42/43-43-36/37/38-53
- hazard_code
- T
- safety_code
- 22-36/37-45-37/39-26-24
- hazard_class
- 6.1
- packing_group
- III
- Speicherklasse
- 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
- Hazard Classifications
- Acute Tox. 3 OralAquatic Chronic 4Resp. Sens. 1Skin Sens. 1
Chemie und Industrie
Pharmakologische Informationen
MeSH Pharmacological Classification
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
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.
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