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| | 2-Iminothiolane Basic information |
| | 2-Iminothiolane Chemical Properties |
| Melting point | 198-201 °C(lit.) | | storage temp. | 2-8°C | | solubility | H2O: 100 mg/mL | | form | powder | | color | White to Off-White | | Water Solubility | Freely soluble in water | | BRN | 3620079 | | InChI | InChI=1S/C4H7NS.ClH/c5-4-2-1-3-6-4;/h5H,1-3H2;1H | | InChIKey | ATGUDZODTABURZ-UHFFFAOYSA-N | | SMILES | C1(=N)SCCC1.Cl | | CAS DataBase Reference | 4781-83-3(CAS DataBase Reference) |
| Safety Statements | 22-24/25 | | WGK Germany | 3 | | F | 1-3-10 | | HS Code | 29349990 | | Storage Class | 6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects | | Hazard Classifications | Acute Tox. 3 Oral |
| | 2-Iminothiolane Usage And Synthesis |
| Chemical Properties | White Crystalline Solid | | Uses | 2-Iminothiolane hydrochloride is a valuable tool in studies of cellular organelles and oligomeric enzymes, using the techniques of protein-protein cross-linking. It may also be used to introduce reactive sulfhydryl groups into proteins for subsequent reaction with alkylating agents or heavy metal compounds. | | Uses | Cross-linking reagent cleavable by thiols. | | Uses | 2-Iminothiolane hydrochloride is predominantly used as an amine reactive at pH 7-10 and is also an effective thiolation reagent for polysaccharides. It is also used as a RNA-protein crosslinking reagent as well as useful in cross-linking proteins.. | | General Description | 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. | | Purification Methods | Recrystallise the hydrochloride from MeOH/Et2O (m 187-192o) or (MeOH/Me2CO), but after sublimation at ~180o/0.2mm the melting point rises to 202-203o. It has 1HNMR with 2.27 (2H, t), 3.25 (2H, t) and 3.52 (2H, t) in (CD3)2SO. [King et al. Biochemistry 17 1499 1978.] The free base is purifed by vacuum distillation (b 71-72o/6mm) with IR (film) with 1700 (C=N)cm-1 and 1HNMR (CDCl3) with at 3.58 (2H, t) and max 2.10-2.8 (4H, m). The free base is stable on storage but slowly hydrolyses in aqueous solutions with half-lives at 25o of 390hours at pH 9.1, 210hours at pH 10 and 18hours at pH 11. [Traut et al. Biochemistry 12 3266 1973, Biochemistry 17 399 1978, Alagon & King Biochemistry 19 4343 1980, Beilstein 17/9 V 12.] |
| | 2-Iminothiolane Preparation Products And Raw materials |
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