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Literature DB >> 8682725

Synthesis and modification of a novel 1 beta-methyl carbapenem antibiotic, S-4661.

Y Iso¹, T Irie, T Iwaki, M Kii, Y Sendo, K Motokawa, Y Nishitani.

Abstract

We describe an efficient method for introducing a sulfamoylamino group into the C-2' position of pyrrolidine using the Mitsunobu reaction. S-4661, its N-methyl analogues and stereoisomers were synthesized using this method and their structure-activity relationships were investigated.

Entities: Chemical Gene

Mesh：

Substances：

Year: 1996 PMID： 8682725 DOI： 10.7164/antibiotics.49.478

Source DB: PubMed Journal: J Antibiot (Tokyo) ISSN： 0021-8820 Impact factor: 2.649

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Cited

8 in total

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Authors: J W Mouton; D J Touzw; A M Horrevorts; A A Vinks
Journal: Clin Pharmacokinet Date: 2000-09 Impact factor: 6.447

2. Photochemically Mediated Nickel-Catalyzed Synthesis of N-(Hetero)aryl Sulfamides.

Authors: R Thomas Simons; Georgia E Scott; Anastasia Gant Kanegusuku; Jennifer L Roizen
Journal: J Org Chem Date: 2020-05-04 Impact factor: 4.354

3. Fluoroquinolone enhances the mutation frequency for meropenem-selected carbapenem resistance in Pseudomonas aeruginosa, but use of the high-potency drug doripenem inhibits mutant formation.

Authors: Koichi Tanimoto; Haruyoshi Tomita; Shuhei Fujimoto; Katsuko Okuzumi; Yasuyoshi Ike
Journal: Antimicrob Agents Chemother Date: 2008-08-11 Impact factor: 5.191

4. In vitro activities of doripenem and six comparator drugs against 423 aerobic and anaerobic bacterial isolates from infected diabetic foot wounds.

Authors: Ellie J C Goldstein; Diane M Citron; C Vreni Merriam; Yumi A Warren; Kerin L Tyrrell; Helen T Fernandez
Journal: Antimicrob Agents Chemother Date: 2007-12-10 Impact factor: 5.191

Synthesis and modification of a novel 1 beta-methyl carbapenem antibiotic, S-4661.

Review 1. Comparative pharmacokinetics of the carbapenems: clinical implications.

2. Photochemically Mediated Nickel-Catalyzed Synthesis of N-(Hetero)aryl Sulfamides.

3. Fluoroquinolone enhances the mutation frequency for meropenem-selected carbapenem resistance in Pseudomonas aeruginosa, but use of the high-potency drug doripenem inhibits mutant formation.

4. In vitro activities of doripenem and six comparator drugs against 423 aerobic and anaerobic bacterial isolates from infected diabetic foot wounds.

5. Synthesis of 1,3-diamines through rhodium-catalyzed C-H insertion.

6. Sulfamides direct radical-mediated chlorination of aliphatic C-H bonds.

7. Synthesis of unsymmetrical sulfamides and polysulfamides via SuFEx click chemistry.

8. Arginine Modulates Carbapenem Deactivation by OXA-24/40 in Acinetobacter baumannii.