Pfizer Corporation

Susumu Nakanishi

Wayne E Barth

Hiroshi Kondo

John Adams Lowe, Iii

Fumitaka Ito

Fredric J Vinick

David L Hageman

Dihydropyridine derivatives as bradykinin antagonist

Certain 7-beta-[2-(2-amino-4-thiazolyl)-(Z)-2-(chloromethylene)acetamido]-3-[(subs tituted)methyl]-ceph-3-em-4-carboxylic acids, pharmaceutically-acceptable salts thereof and conventional in vivo hydrolyzable esters thereof are valuable as broad spectrum antibacterial agents, particularly useful for the treatment of bacterial infections in man and other mammals.

Substituted 3-cephem compounds as antibacterial agents

Azetidinyl quinolone carboxylic acids and esters

Certain 6-amino-2,2-dimethyl-3-(1-substituted tetrazol-5-yl)penam and 6-(protected amino)-2,2-dimethyl-3-(1-substituted tetrazolyl-5-yl)penam compounds react with hydrogen fluoride to produce 6-amino-2,2-dimethyl-3-(5-tetrazolyl)penam, a useful intermediate for the synthesis of antibacterial agents.

Process for 6-amino-2,2-dimethyl-3-(5-tetrazolyl)penam

Process for preparing 2-hydroxymethyl-3-hydroxy-6-(1-hydroxy-2-t-butylaminoethyl)pyridine and the acid addition salts thereof which are useful as .beta.-adrenergic agonist bronchodilators in mammals, and the intermediate compounds 2-hydroxymethyl-3-benzyloxypyridine-6-epoxyethane, 2-phenyl-4H-pyrido[3,2-d]-1,3-dioxin-6-epoxyethane and 2,2-disubstituted-4H-pyrido[3,2-d]-1,3-dioxin-6-epoxyethanes.

2-Hydroxymethyl-3-benzyloxypyridine-6-epoxyethane

A novel process is described for the preparation of 6-chloro-2-chloromethyl-4-phenylquinazoline-3-oxide, a key intermediate in the synthesis of the known useful psychotherapeutic agents: chlorodiazepoxide and diazepam. This intermediate is prepared by the cyclization of 2-(1'-chloroimino-2'-chloromethyl)-5-chlorobenzophenone, itself a new compound. This compound in turn is prepared by the chloroacetylation of 2-amino-5-chlorobenzophenone to 2-chloroacetamido-5-chlorobenzophenone, another novel compound, and subsequent iminochloride formation.

Process for preparing

Method of producing N-(guanylureidoacetyl)-.alpha.-aminophenylacetic acid and the utility thereof in the production of N-(guanylureidoacetyl)-.alpha.-aminophenylacetyl chloride and the utility of the latter compound for producing the title penicillanic acid.

D-N-(guanylureidoacetyl)-.alpha.-aminophenyl acetic acid and

A process for the synthesis of 6-(triphenylmethylamino)-2,2-dimethyl-3-(1-[arylmethyl]tetrazol-5-yl)penam s, intermediates useful in the preparation of antibiotic penams, which comprises contacting in a reaction-inert solvent a 6-(triphenylmethylamino)-2,2-dimethyl-3-(alkyl- or arylsulfonyloxy[N-(arylmethyl)imino]methyl)penam with one to three equivalents of hydrazoic acid or with an ammonium, sodium or lithium azide at a reaction temperature of 20.degree.-60.degree. C., in the presence of more than one equivalent of pyridine.

Process for 3-(1-[arylmethyl]tetrazol-5-yl)penams

2-Hydroxymethyl-3-hydroxy-6-(1-hydroxy-2-t-butylaminoethyl)pyridine

A process is described for the preparation of 6-chloro-2-chloromethyl-4-phenylquinazoline-3-oxide, a key intermediate in the synthesis of the known useful psychotherapeutic agents: chlorodiazepoxide and diazepam. This intermediate is prepared by the cyclization of 2-(1'-chloroimino-2'-chloromethyl)-5-chlorobenzophenone, itself a new compound. This compound in turn is prepared by the chloroacetylation of 2-amino-5-chlorobenzophenone to 2-chloroacetamido-5-chlorobenzophenone, another novel compound, and subsequent iminochloride formation.

Growing community of inventors

Niantic, CT, United States of America

Susumu Nakanishi