189449-52-3

Upstream product

• 128438-01-7 (Z)-2-(2-aminothiazol-4-yl)-2-(triphenylmethoxyimino)acetic acid 
• 76-83-5 trityl chloride 
• 128438-00-6 ethyl (2-aminothiazol-4-yl)-2-(Z)-(trityloxyimino)acetate 
• 64485-82-1 (Z)-ethyl 2-(2-aminothiazol-4-yl)-2-hydroxyiminoacetate 

Downstream Products

• 253160-40-6 (Z)-2-(5-chloro-2-tritylaminothiazol-4-yl)-2-trityloxyiminoacetic acid 
• 189449-54-5 (7R)-7-[(Z)-2-(2-amino-5-chlorothiazol-4-yl)-2-(triphenylmethoxyimino)acetamido]-3-chloro-3-cephem-4-carboxylate diphenylmethyl ester 
• 189449-55-6 (7R)-7-[(Z)-2-(2-amino-5-chlorothiazol-4-yl)-2-(triphenylmethoxyimino)acetamido]-3-mercapto-3-cephem-4-carboxylate diphenylmethyl ester 
• 189449-58-9 (7R)-7-[(Z)-2-(2-amino-5-chlorothiazol-4-yl)-2-(triphenylmethoxyimino)acetamido]-3-[3-(N-tert-butoxycarbonylaminoethylthiomethyl)pyrid-4-ylthio]-3-cephem-4-carboxylate diphenylmethyl ester 
• 300767-72-0 p-methoxybenzyl (6R,7R)-7(Z)-[2-(5-chloro-2-tritylaminothiazol-4-yl)-2-trityloxyiminoacetamido]-3-chloromethyl-3-cephem-4-carboxylate 

Relevant academic research and scientific papers

Discovery of RWJ-54428 (MC-02,479), a new cephalosporin active against resistant gram-positive bacteria

The discovery of RWJ-54428 (MC-02,479), a new cephalosporin displaying promising activity against sensitive and resistant Gram-positive bacteria, is described. Progressive structural modification from the previously reported 3-phenylthiocephem MC-02,331 afforded an overall increase in potency against MRSA while retaining other key properties such as acceptable solubility and serum binding. Evaluation of the in vitro potency and in vivo efficacy of a series of closely related compounds resulted in selection of RWJ-54428 (MC-02,479) for further studies.

Cephalosporin antibiotics

The present invention includes novel compounds of formula where R99 is selected from the group consisting of sulfur, SO, SO2, NH, N-alkyl, oxygen, C=C (cis or trans), and C 3BOND C, and R12 is The invention also includes the pharmacologically acceptable salts which exhibit antibiotic activity against a wide spectrum of organisms including organisms which are resistant to beta -lactam antibiotics and are useful as antibacterial agents. The invention also relates to novel intermediates useful for making the novel compounds of the present invention and to novel methods for producing the novel compounds and intermediate compounds.

Cephalosporin antibiotics

The present invention includes novel compounds of formula STR1 where A, B, D, and E are selected from the group consisting of carbon, nitrogen and sulfur, R99 is selected from the group consisting of sulfur, SO, SO2, NH, N-alkyl, oxygen, C=C (cis or trans), and C C, and R12 is NR13 R14, STR2 The invention also includes the pharmacologically acceptable salts which exhibit antibiotic activity against a wide spectrum of organisms including organisms which are resistant to β-lactam antibiotics and are useful as antibacterial agents. The invention also relates to novel intermediates useful for making the novel compounds of the present invention and to novel methods for producing the novel compounds and intermediate compounds.

Novel amino chlorothiazole compounds

The invention relates to novel amino chlorothiazole compounds and to novel methods for producing the novel compounds. The compounds are useful in the production of cephalosporin antiobiotics.

Cephalosporin antibiotics

The present invention includes novel compounds of formula where G, H, J, L and M are carbon or nitrogen, R99 is selected from the group consisting of sulfur, SO, SO2, NH, N-alkyl, oxygen, C 3BOND C (cis or trans), and C 3BOND C, and R12 is NR13R14, The invention also includes the pharmacologically acceptable salts which exhibit antibiotic activity against a wide spectrum of organisms including organisms which are resistant to beta -lactam antibiotics and are useful as antibacterial agents. The invention also relates to novel intermediates useful for making the novel compounds of the present invention and to novel methods for producing the novel compounds and intermediate compounds.

Cephalosporin antibiotics

The present invention includes novel compounds of formula where A, B, D, and E are selected from the group consisting of carbon, nitrogen and sulfur, R99 is selected from the group consisting of sulfur, SO, S02, NH, N-alkyl, oxygen, C=C (cis or trans), and C 3BOND C, and R12 is NR13R14, The invention also includes the pharmacologically acceptable salts which exhibit antibiotic activity against a wide spectrum of organisms including organisms which are resistant to beta -lactam antibiotics and are useful as antibacterial agents. The invention also relates to novel intermediates useful for making the novel compounds of the present invention and to novel methods for producing the novel compounds and intermediate compounds.

Cephalosporin antibiotics

The present invention includes novel (7R)-7-(acylamino)-3-(arylthio)-3-cephem-4-carboxylic acids or their pharmacologically acceptable salts which exhibit antibiotic activity against a wide spectrum of organisms including organisms which are resistant to β-lactam antibiotics and are useful as antibacterial agents. The invention also relates to novel intermediates useful for making the novel compounde of the present invention and to novel methods for producing the novel compounds and intermediate compounds.