64519-71-7

Upstream product

• 87106-41-0 C₁₃H₁₈N₂O₅S*C₆H₁₅N 
• 20425-27-8 (2S,5R,6R)-6-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid 
• 65102-83-2 benzyl (2S,5R,6R)-3,3-dimethyl-7-oxo-6-phthalisoimido-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate 
• 551-16-6 6-Aminopenicillanic Acid 
• 59034-26-3 (2S,5R,6R)-benzyl 6-(1,3-dioxoisoindolin-2-yl)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate 
• 65102-82-1 2-[(2S,5R,6R)-2-(benzyloxycarbonyl)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-6-ylcarbamoyl]benzoic acid 
• 36273-76-4 6ξ-(4-nitro-benzylideneamino)-penicillanic acid benzyl ester 
• 100-39-0 benzyl bromide 

Downstream Products

• 85208-17-9 6-{2-(2-Benzyloxycarbonylamino-thiazol-4-yl)-2-[(4-ethyl-2,3-dioxo-piperazine-1-carbonyl)-amino]-acetylamino}-3,3-dimethyl-7-oxo-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid benzyl ester 
• 85208-17-9 6-{2-(2-Benzyloxycarbonylamino-thiazol-4-yl)-2-[(4-ethyl-2,3-dioxo-piperazine-1-carbonyl)-amino]-acetylamino}-3,3-dimethyl-7-oxo-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid benzyl ester 
• 53628-26-5 6β-formylamino-penicillanic acid benzyl ester 
• 15058-70-5 6-diazopenicillanic acid benzyl ester 
• 36273-76-4 6β-(4-nitro-benzylideneamino)-penicillanic acid benzyl ester 
• 67471-83-4 6β-(4-oxo-pentanoylamino)-penicillanic acid benzyl ester 
• 82954-45-8 benzyl 6β-(N-trifluoromethylsulphonylamino)penicillanate 
• 81482-49-7 benzyl 6-β-amidopenicillanate 
• 93553-03-8 benzyl 6β-(nonafluorobutylsulphonylamino)penicillanate 
• 121002-91-3 benzyl 6β-(N,N-bisnonafluorobutylsulphonylamino)penicillanate 
• 54149-02-9 (3S,5R,6R)-benzyl 6-(D-α-benzyloxycarbonylaminophenylacetamido)penicillanate 
• 147490-51-5 benzyl 6β-<(1R*,2S*,3R*,4R*)-2',3'-dibenzoyloxy-4'-(benzoyloxymethyl)cyclopentane-1'-carboxamido>penicillanate 
• 112711-40-7 benzyl (2S,5R,6R)-6-amino-(E)-7-methoxycarbonylmethylene-3,3-dimethyl-4-thia-1-azabicyclo<3.2.0>heptane-2-carboxylate 
• 95361-52-7 C₂₁H₂₀N₂O₃S₂ 

Relevant academic research and scientific papers

Novel penicillin-type analogues bearing a variable substituted 2-azetidinone ring at position 6: Synthesis and biological evaluation

The synthesis and the biological activity of novel semi-synthetic β-Lactam compounds containing an azetidinone moiety joined to the amino-nitrogen of the (+)-6-aminopenicillanic acid (6-APA) as new antibacterial agents is reported. The synthesized compounds were screened for their in vitro antimicrobial activity against a panel of Gram positive and Gram negative pathogens and environmental bacteria. Tested compounds displayed good antimicrobial activity against all tested Gram positive bacteria and for Staphylococcus aureus and Staphylococcus epidermidis antimicrobial activity resulted higher than that of the reference antibiotic. Additionally, in vitro cytotoxic screening was also carried out indicating that the compounds do not cause a cell vitality reduction effective at concentration next to and above those shown to be antimicrobial.

Asymmetric synthesis of new β-lactam lipopeptides as bacterial signal peptidase i inhibitors

The transmembrane bacterial enzyme, signal peptidase I, is recognized as being a promising target for reducing the emergence of drug resistance. The asymmetric synthesis and the biological evaluation of original β-lactam lipopeptides have been performed t

Synthesis of new β-lactam analogs and evaluation of their histone deacetylase (HDAC) activity

A simple synthesis of the β-lactams 11-13 and 16-17 as novel histone deacetylase (HDAC) inhibitors is described. The key synthetic strategies involved the O-alkylation of 6-APA and the coupling reactions of freshly prepared N-carbobenzyloxy-L-prolines 5 and 6 and 6-aminopenicillanates 8-10 and 15 in high yields. It was found that all compounds show potent growth inhibitory activity on human tumor cell lines, the most potent compound 16 exhibiting an IC50 = 2.1 μM in vitro.

Contrasting fates for 6-α-methylpenicillin N upon oxidation by deacetoxycephalosporin C synthase (DAOCS) and deacetoxy/deacetylcephalosporin C synthase (DAOC/DACS)

6-α-Methylpenicillin N was synthesised via known routes from 6-aminopenicillanic acid, and tested as a substrate for recombinant DAOCS and DAOC/DACS. Incubation with DAOCS resulted in conversion of 2-oxoglutarate without oxidation of the penicillin substrate ('uncoupled turnover'). Incubation with DAOC/DACS resulted in oxidation to the cephem aldehyde. This is the first example of substrate-induced 'uncoupled turnover', which has been proposed to be an editing mechanism for these enzymes. Elsevier Science Ltd. All rights reserved.

6-(2-Aryl-2-(1,1-dioxopenicillanoyloxy-methoxycarbonyl)acetamido penicillanic acids

6-[2-(1,1-Dioxopenicillanoyloxymethoxycarbonyl)-2-phenylacetamido]penicillanic acid, 6-[2-(1,1-dioxopenicillanoyl=oxymethoxycarbonyl)-2-(3-thienyl)acetamido]-penicillanic acid and salts thereof with pharmaceutically acceptable bases; their use as antibact