1-(4,5-Dihydro-2-thiazolyl)-3-azetidinethiol Hydrochloride

CAS: 179337-57-6

Ref. TR-D454190

Product Information

• Name: 1-(4,5-Dihydro-2-thiazolyl)-3-azetidinethiol Hydrochloride
• Synonyms: 1-(4,5-Dihydro-2-thiazolyl)-3-azetidinethiol Monohydrochloride, 2-(3-Mercaptoazetidin-1-yl)-2-thiazoline Hydrochloride, 3-Mercapto-1-(1,3-thiazolin-2-yl)azetidine Hydrochloride, 2-(3-Mercaptoazetidin-1-yl)-2-thiazoline hydrochloride, 3-Mercapto-1-(1,3-thiazolin-2-yl)azetidine hydrochloride, 3-Azetidinethiol, 1-(4,5-dihydro-2-thiazolyl)-, monohydrochloride, Tebipenam Side Chain, Taibipeinan side chain

Description

Stability Hygroscopic
Applications 1-(4,5-Dihydro-2-thiazolyl)-3-azetidinethiol Hydrochloride is used as a reagent in the synthesis of Tebipenem Tetrahydrate (T012840); the active metabolite of Tebipenem Pivoxil (T012900) that shows excellent bactericidal activity against β-lactamase-nonproducing, ampicillin-resistant isolates.
References Nakashima, M. et al.: Nip. Kag. Ryo. Gak., 57, 90 (2009); Kishii, K. etal.: Antimicrob. Agents Chemother., 54, 3970 (2010); Xu, Z., et al.: Yaoxue Xuebao, 48, 993 (2013); Hazra, S., et al.: Biochem., 53, 3671 (2014); Li, H., et al.: Int. J. Antimicrob. Ag., 43, 92 (2014)

• Brand: TRC

Chemical properties

• Molecular weight: 210.75
• Formula: C₆H₁₁ClN₂S₂
• Color/Form: Neat
• InChI: InChI=1S/C6H10N2S2.ClH/c9-5-3-8(4-5)6-7-1-2-10-6;/h5,9H,1-4H2;1H
• InChI key: InChIKey=WLQPQHGYHHHITD-UHFFFAOYSA-N
• SMILES: Cl.SC1CN(C2=NCCS2)C1