Crystalline esters of (+)-(5R, 6S)-6-[(R)-1-hydroxyethyl]-3-(3-p

Details Crystalline esters of (+)-(5R, 6S)-6-[(R)-1-hydroxyethyl]-3-(3-p Crystalline esters of (+)-(5R, 6S)-6-[(R)-1-hydroxyethyl]-3-(3-p

1993-08-26

1996-02-20

Rizzo, Nicholas

Drug, bio-affecting and body treating compositions

Designated organic active ingredient containing

Heterocyclic carbon compounds containing a hetero ring...

514192, 540310, 540312, C07D49900, A61K 31425

Patent

active

054929032

ABSTRACT:
Crystalline acetoxymethyl and pivaloyloxymethyl esters of (+)-(5R, 6S)-6-[(R)-1-hydroxyethyl]-3-(3-pyridyl)-7-oxo-4-thia-1-azabicyclo-[3.2.0] hept-2-ene-carboxylic acid can be obtained by adding a poor solvent to a solution of acetoxymethyl or pivaloyloxymethyl ester of (+)-(5R, 6S)-6-[(R)-1-hydroxyethyl]-3-(3-pyridyl)-7-oxo-4-thia-1-azabicyclo-[3.2.0] hept-2-ene-carboxylic acid in a good solvent. The crystalline penem compounds obtained show improved stability and are useful antibacterial agents.

REFERENCES:
patent: 4006138 (1977-02-01), Yang
patent: 4634556 (1987-01-01), Jenkins et al.
patent: 4748238 (1988-05-01), Shih
patent: 4826832 (1989-05-01), Lang
Bedeschi et al., The Journal of Antibiotics, "Synthesis and Structure-Activity Relations in the Class of 2-(Pyridyl)Penems", vol. XLIII, No. 3, Mar. 1990, pp. 306-313.
Chemical Abstracts, vol. 97, No. 5, Aug. 1982, No. 97:38753p.
Pikal et al., Journal of Pharmaceutical Sciences, "Thermal Decomposition of Amorphous .beta.-Lactam Antibacterials," vol. 66, No. 9, Sep. 1977, pp. 1312-1316.

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