CAS 66148-78-5

Temocillin

Description:

Temocillin is a beta-lactam antibiotic that belongs to the penicillin class, specifically designed to combat infections caused by certain Gram-negative bacteria. Its structure is characterized by a modified penicillin backbone, which enhances its stability against hydrolysis by beta-lactamases, enzymes produced by some bacteria to confer resistance to antibiotics. Temocillin exhibits a broad spectrum of activity, particularly effective against Enterobacteriaceae, including Escherichia coli and Klebsiella species, making it a valuable option for treating urinary tract infections and other infections caused by these organisms. The drug is typically administered intravenously or intramuscularly, and its pharmacokinetics allow for effective tissue penetration. Temocillin is generally well-tolerated, with a side effect profile similar to other beta-lactam antibiotics, including potential allergic reactions. Its use is particularly significant in clinical settings where antibiotic resistance is a concern, as it provides an alternative treatment option for infections that may not respond to other antibiotics.

Formula: C₁₆H₁₈N₂O₇S₂

InChI: InChI=1S/C16H18N2O7S2/c1-15(2)9(12(22)23)18-13(24)16(25-3,14(18)27-15)17-10(19)8(11(20)21)7-4-5-26-6-7/h4-6,8-9,14H,1-3H3,(H,17,19)(H,20,21)(H,22,23)/t8?,9-,14+,16-/m0/s1

InChI key: InChIKey=BVCKFLJARNKCSS-DWPRYXJFSA-N

SMILES: N(C(C(C(O)=O)C=1C=CSC1)=O)[C@@]2(OC)[C@@]3(N(C2=O)[C@@H](C(O)=O)C(C)(C)S3)[H]

Synonyms:

• (2S,5R,6S)-6-[[2-Carboxy-2-(3-thienyl)acetyl]amino]-6-methoxy-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
• (2S,5R,6S)-6-{[Carboxy(3-thienyl)acetyl]amino}-6-methoxy-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylato
• (2S,5R,6S)-6-{[Carboxy(3-thienyl)acetyl]amino}-6-methoxy-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
• (2S,5R,6S)-6-{[carboxy(thiophen-3-yl)acetyl]amino}-6-methoxy-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
• (6S)-6-[2-Carboxy-2-(3-thienyl)acetamido]-6-methoxypenicillanic Acid
• 266-184-1
• 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-[(carboxy-3-thienylacetyl)amino]-6-methoxy-3,3-dimethyl-7-oxo-, (2S,5R,6S)-
• 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-[(carboxy-3-thienylacetyl)amino]-6-methoxy-3,3-dimethyl-7-oxo-, [2S-(2α,5α,6α)]-
• 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-[[2-carboxy-2-(3-thienyl)acetyl]amino]-6-methoxy-3,3-dimethyl-7-oxo-, (2S,5R,6S)-
• 66148-78-5
• Ab 17421
• Negaban

Temocillin

CAS: 66148-78-5

Temocillin, a semi-synthetic 6-alpha-methoxy penicillin, targets aerobic Gram-negative bacteria.

Formula: C₁₆H₁₈N₂O₇S₂

Color and Shape: Solid

Molecular weight: 414.45

Ref: TM-T74378