Meiji Seika Kaisha, Ltd.

Meiji Seika Kabushiki Kaisha

Meiji Seiki Kaisha, Ltd.

Kazuhiro Aihara

Kunio Atsumi

Yuko Kano

Takashi Ida

Toshiro Sasaki

Takahisa Maruyama

Katsuyoshi Iwamatsu

Takashi Ando

Takehiko Sawabe

Eiki Shitara

Yumiko Sambongi

Hiromasa Takizawa

Yumiko Toyooka

Yasuo Yamamoto

Kiyoshi Tanabe

Hideo Kitagawa

Toshiki Fujita

Yoshihisa Akiyama

Takashi Watanabe

Keiichi Ajito

Atsushi Tamura

Kazuko Kobayashi

Kenichi Fushihara

Sohjiro Shiokawa

Hisashi Suzuki

Hiromi Takata

Kazumi Ota

Fumihito Setsu

Toshifumi Hasegawa

Shinichi Kitahara

Nobuyoshi Baba

Kastuyoshi Iwamatsu

Miyuki Ishii

2-Ethenylthio-type carbapenem derivatives of formula (I) or pharmaceutically acceptable salts thereof are provided. The compounds according to the present invention have potent antimicrobial activity and a wide antimicrobial spectrum against pneumococci including penicillin resistant(PRSP),including &#x3b2;-lactamase-negative, ampicillin-resistant(BLNAR), and(). 

2-thioethenyl substituted carbapenem derivatives

An objective of the present invention is to provide compounds that are effective against various resistant bacteria which cause current clinical problems, for example, pneumococci including penicillin resistant(PRSP),including bata-lactamase-nonproducing ampicillin-resistant(BLNAR), and(Branhamella) catarrhalis. The present invention provides 2-ethenylthio-based carbapenem derivatives represented by the formula (I) or pharmaceutically acceptable salts thereof that are effective, for example, against pneumococci including penicillin resistant(PRSP),including beta-lactamase-nonproducing ampicillin-resistant(BLNAR), and(Branhamella) catarrhalis: 

The present invention relates to a compound represented by formula (1) or a salt thereof: wherein R represents a group that is easily removable upon hydrolysis in vivo. This compound is usable in the production of prodrug-type carbapenem antibacterial agents for oral administration. The use of this compound in the process of production of the antibacterial agents can realize enhanced production efficiency and reduced production cost.

Malonic acid monoesters and process for producing the same

This invention relates to crystals of compounds of formula (I), wherein TBS represents t-butyldimethylsilyl, and Ph represents phenyl, or its salt or solvate. Compounds of formula (I) are synthesis intermediates of 2-substituted-1&#x3b2;-methyl carbapenem compounds useful as antimicrobial agents. The crystals of the present invention have excellent handleability and can realize the production of carbapenem compounds having excellent antimicrobial activity in a simpler manner with improved yield and purity. 

Crystalline carbapenem intermediate

An objective of the present invention is to provide carbapenem derivatives which have strong antibiotic activity also against MRSA, PRSP, Influenzavirus, and &#x3b2;-lactamase producing bacteria and are stable to DHP-1. The carbapenem derivatives according to the present invention are compounds represented by formulae (I) and (II) or pharmaceutically acceptable salts thereof:wherein Rrepresents H or methyl, Rand Reach independently represent H; halogen; substituted or unsubstituted alkyl; cycloalkyl; substituted or unsubstituted alkylcarbonyl; carbamoyl; substituted or unsubstituted aryl; substituted or unsubstituted alkylthio; morpholinyl; alkylsulfonyl; or formyl, n is 0 (zero) to 4, and Hy represents a substituted or unsubstituted monocyclic or bicyclic heterocyclic group.

Carbapenem derivatives

Carbapenem derivatives of quarternary salt type

Carbapenum derivatives

Disclosed is a novel carbapenem derivative having a substituted imidazo&lsqb;5,1-b&rsqb;thiazole group at the 2-position on the carbapenem ring have high anti microbial activities against &bgr;-lactamase producing bacteria, MRSA, resistant- , PRSP, enterococci, and influenza, and high stabilities to DHP-1. According to the present invention, there is provided a compound represented by the formula (I), or a pharmacologically acceptable salt thereof or an ester at the 3-position on the carbapenem ring thereof:

Disclosed is a novel carbapenem derivative having a substituted imidazo&lsqb;5,1-b&rsqb;thiazole group at the 2-position on the carbapenem ring have high anti-microbial activities against &bgr;-lactamase producing bacteria, MRSA, resistant- , PRSP, enterococci, and influenza, and high stabilities to DHP-1. According to the present invention, there is provided a compound represented by the formula (I), or a pharmacologically acceptable salt thereof or an ester at the 3-position on the carbapenem ring thereof:

The carbapenem derivatives represented by the following formula (I) is disclosed. These compounds have strong anti-bacterial activities against bacteria including methicillin resistant,, penicillin resistant,, Enterococci, influenza, and &bgr;-lactamase producing bacteria, and have high stabilities to DHP-1

Compounds of formula (I) and compounds of formula (II) which have potent antimicrobial activity against a wide range of bacteria including Gram-positive bacteria and Gram-negative bacteria as well as heve potent antimicrobial activity against various &bgr;-lactamase-producing bacteria, MRSA, and resistant Pseudomonas aeruginosa and are very stable against DHP-1.

Imidazo&lsqb;5,1-b&rsqb;thiazol-3-yl carbapenem antimicrobials

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Yokohama, Japan

Kazuhiro Aihara