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Usage

Uses

Used in Pharmaceutical Industry:
[2S-(2alpha,5alpha,6beta)]-3,3-dimethyl-7-oxo-6-(phenoxyacetamido)-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid 4-oxide is used as an antimicrobial agent for the treatment of bacterial infections. Its beta-lactam structure and antibiotic properties make it a promising candidate for combating various bacterial pathogens.
Used in Research and Development:
In the field of pharmaceutical research and development, [2S-(2alpha,5alpha,6beta)]-3,3-dimethyl-7-oxo-6-(phenoxyacetamido)-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid 4-oxide can be used as a starting material or a model for the synthesis of new antibiotics with improved properties, such as enhanced efficacy, reduced side effects, or increased resistance to bacterial resistance mechanisms.
Used in Drug Delivery Systems:
Similar to gallotannin, [2S-(2alpha,5alpha,6beta)]-3,3-dimethyl-7-oxo-6-(phenoxyacetamido)-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid 4-oxide could potentially be incorporated into novel drug delivery systems to enhance its bioavailability, delivery, and therapeutic outcomes. The development of organic and metallic nanoparticles as carriers for [2S-(2alpha,5alpha,6beta)]-3,3-dimethyl-7-oxo-6-(phenoxyacetamido)-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid 4-oxide could improve its overall effectiveness in treating bacterial infections.

Upstream product

• 4052-69-1 penicillin-V β-sulfoxide benzyl ester 
• 65538-81-0 Penicillin-V-sulfoxid-1'-tert-butylaminocarbonyl-2',2',2'-trichlorethylester 
• 3116-76-5 dicloxacillin 
• 36231-31-9 Dicloxacillin S-sulphoxide 
• 54253-12-2 1ξ-oxo-6β-(2-phenoxy-acetylamino)-1λ⁴-penicillanic acid cyanomethyl ester 
• 10213-10-2 sodium tungstate (VI) dihydrate 
• 132-98-9 penicillin V potassium 
• 1256-06-0 (2S,5R,6R)-benzyl-3,3-dimethyl-7-oxo-6-(2-phenoxyacetamido)-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate 

Downstream Products

• 40578-83-4 4-(5-methyl-1,3,4-thiadiazole-2-yl)-dithio-3-(2-phenoxyacetamido)-α-isopropenyl-2-oxoazetidine-1-acetic acid 
• 10209-03-7 methyl 6β-phenoxyacetamidopenicillanate-1β-sulfoxide 
• 65538-81-0 Penicillin-V-sulfoxid-1'-tert-butylaminocarbonyl-2',2',2'-trichlorethylester 
• 19474-21-6 trichloroethyl 6β-phenoxyacetamidopenicillanate-1β-sulfoxide 
• 75261-30-2 dimethyl 2,2'-dithiobis(α-isopropylidene-4-oxo-3-phenoxyacetylaminoazetidine-1-acetate) 
• 115203-90-2 2-[(1R,2R)-1-(Benzothiazol-2-yldisulfanyl)-2-carboxy-2-(2-phenoxy-acetylamino)-ethylamino]-3-methyl-but-2-enoic acid methyl ester 
• 22297-57-0 3-Methyl-2-[3-oxo-4-(2-phenoxy-acetylamino)-3H-isothiazol-2-yl]-but-2-enoic acid methyl ester 
• 64370-26-9 methyl (2R,3R)-2-(2'-benzothiazolylthio)-α-isopropylidene-4-oxo-3-phenoxyacetylaminoazetidine-1-acetate 
• 40578-84-5 methyl (2R,3R)-2-(benzothiazol-2'-yldithio)-α-isopropenyl-4-oxo-3-phenoxyacetylaminoazetidine-1-acetate 
• 64370-14-5 (3R,4R)-4-(benzothiazol-2-yl)dithio-3-phenoxyacetamido-2-oxoazetidine 
• 60779-48-8 acetoxymethyl 7-phenoxyacetamido-3-methyl-3-cephem-4-carboxylate 
• 22252-43-3 3-deacetyloxy-7-aminocephalosporanic acid 
• 65538-84-3 Penicillin-V-sulfoxid-1'-tert-butylaminocarbonyl-2',2'-dibrompropylester 
• 81244-83-9 acetoxymethyl 6-(phenoxyacetamido)-penicillanate 1-oxide 

Relevant academic research and scientific papers

Extremely Selective and Mild Cleavage of β-Haloalkyl Groups by Cobalt(I)phthalocyanine Anion in Semisyntheses of β-Lactam Antibiotics

Cleavage of β-haloalkyl groups can be performed extremely selectively by cobalt(I)phthalocyanine anion under very mild conditions, qualifying it best in the chemistry of highly sensitive β-lactam antibiotics.This is demonstrated in penicillin and cephalosporin semisyntheses.

Structural and Hydrogen Bonding Studies on β-Lactamase Inhibitor Penicillins by PMR Spectroscopy: Part I - Structures of Cloxacillin and Dicloxacillin Sulphoxides

Structural characterization of cloxacillin and dicloxacillin sulphoxides prepared in our laboratory indicates the S-configuration mainly as revealed by Nuclear Overhauser Enhancement (NOE) measurements, hydrogen bonding and aromatic solvent induced shift studies, etc.An interesting method of characterization of S-sulphoxides is based on the association of dimethyl sulphoxide with cloxacillin and dicloxacillin sulphoxides.

Halogenated penam derivatives and the preparation thereof

A penam derivative having the formula: STR1 wherein X represents a halogen atom, and wherein R1 represents an amino or acylamino, and R3 represents a radical selected from the group consisting of carboxy, ester, acid amide, acid anhydride, acid halide, and acid azide.

Process for the ring expansion of penicillins to cephalosporin compounds

A process for producing a 2-cephem or 3-cephem derivative compound of the formula: SPC1 Wherein R1 represents a substituted or unsubstituted amino radical and R4 represents hydrogen or a radical selected from the group consisting of carboxy, protected carboxy, ester, acid amide, acid anhydride, acid halide, acid azide and carboxy salt, and the dotted line indicates the alternate bond structure providing 3-cephem or 2-cephem, which comprises: Reacting a halogenated derivative selected from the group consisting of a halogenated penam derivative having the formula: SPC2 A halogenated cepham derivative of the formula: SPC3 Wherein X represents a halogen atom, R3 represents a radical selected from the group consisting of carboxy, protected carboxy, ester, acid amide, acid anhydride, acid halide, acid azide and carboxy salt, and R1 is as defined above, or mixtures thereof with a dehydrohalogenoic acid reagent.