I6256

2-Iminothiolane hydrochloride

≥98% (TLC), powder

• Synonyme(s) : 2-Thiolanimine hydrochloride, 2IT, Dihydro-2(3H)-thiophenimine hydrochloride, Traut’s reagent
• Formule empirique (notation de Hill) : C₄H₇NS · HCl
• CAS Number: 4781-83-3
• Poids moléculaire : 137.63
• Beilstein: 3620079
• Numéro MDL: MFCD00039013
• Code UNSPSC : 12352100
• ID de substance PubChem : 24896086
• Nomenclature NACRES : NA.21

Propriétés

• Niveau de qualité: 200
• Essai: ≥98% (TLC)
• Forme: powder
• Impuretés: ≤5% Free sulfhydryl groups
• Pf: 198-201 °C (lit.)
• Solubilité: H₂O: 100 mg/mL
• Groupe fonctionnel: thioether
• Température de stockage: 2-8°C
• Chaîne SMILES: N=C1SCCC1.Cl
• InChI: 1S/C4H7NS.ClH/c5-4-2-1-3-6-4;/h5H,1-3H2;1H
• Clé InChI: ATGUDZODTABURZ-UHFFFAOYSA-N

Description

Description générale

2-Iminothiolane hydrochloride (2-IT.HCl), a protein modification reagent, is commonly employed to attach thiol groups to proteins and peptides. Raman spectroscopic analysis of hair keratin fibers modified with 2-IT.HCl showed the formation of new disulfide groups.

Application

2-Iminothiolane hydrochloride has been used in the synthesis of thiolated PEG (poly(ethylene glycol). It may be used to synthesize PLA-SH (polyethylene glycol-thiol) and PLA-PEG-SH (polyethylene glycol–polylactic acid-thiol).

Thiolating reagent for primary amines. Reacts at pH 7-10 by amidine bond to present free sulfhydryl. Useful in preparation of disulfide and/or thioether linked conjugates.

Autres remarques

Note that the amidine linkage preserves original primary amine positive charge. Incorporates a five atom linker.

Informations sur la sécurité

• Pictogrammes: GHS06
• Mention d'avertissement: Danger
• Mentions de danger: H301
• Conseils de prudence: P264 - P270 - P301 + P310 - P405 - P501
• Classification des risques: Acute Tox. 3 Oral
• Code de la classe de stockage: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• Classe de danger pour l'eau (WGK): WGK 3
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable
• Équipement de protection individuelle: Eyeshields, Gloves, type N95 (US)