Phosphonocephem compound

• US 20040023943A1
• Filed: 01/29/2003
• Published: 02/05/2004
• Est. Priority Date: 08/10/2000
• Status: Active Grant

• Current Assignee: Takeda Pharmaceutical Company Limited
• Original Assignee: Takeda Pharmaceutical Company Limited
• Inventors: Ishikawa, Tomoyasu, Iizawa, Yuji, Hashiguchi, Shohei
• Granted Patent: US 6,906,055 B2
• Time in Patent Office: Days
• US Class Current: 514/206
• CPC Class Codes: A61K 31/675 having nitrogen as a ring hetero atom, e.g. pyridoxal phosphate
• CPC Class Codes: A61P 31/04 Antibacterial agents
• CPC Class Codes: C07F 9/65613 containing the ring system (X = CH2, O, S, NH) optionally with an additional double bond and/or substituents, e.g. cephalosporins and analogs

Abstract

A cephem compound (particularly its crystal) represented by the formula [I], wherein X is CH₃COOH, CH₃CH₂COOH or CH₃CN, and n is 0 to 5, is useful as an antibacterial agent (particularly anti-MRSA agent) and shows superior quality such as high solid stability, possible long-term stable preservation and the like.

Claims

1. A compound of the formula:

2. The compound of claim 1, which is in the form of a crystal.

3. The compound of claim 1, wherein n is 1.

4. The compound of claim 1 or 2, wherein X is CH₃COOH.

5. The compound of claim 4, having peaks near diffraction angles of 16.32, 19.06, 19.90, 20.98 and 23.24°

in powder X-ray diffraction.

6. The compound of claim 4, having peaks near diffraction angles of 11.82, 17.16, 17.80, 19.32, 20.00, 21.20, 21.78, 22.94, 24.10 and 27.02°

in powder X-ray diffraction.

7. The compound of claim 1 or 2, wherein X is CH₃CH₂COOH.

8. The compound of claim 7, having peaks near diffraction angles of 16.30, 18.84, 19.70, 21.80 and 23.18°

in powder X-ray diffraction.

9. A pharmaceutical composition, comprising the compound of claim 1 or 2.

10. The pharmaceutical composition of claim 9, which is an antibacterial agent.

11. A production method of a crystal of a compound represented by the formula:

12. The production method of claim 11, wherein the proportion (volume ratio) to be used of CH₃COOH, CH₃CH₂COOH or CH₃CN:

water is 1;

0.1-10.

13. A crystal obtained by mixing [i] a compound represented by the formula:

14. A disodium salt of a compound represented by the formula:

15. The disodium salt of claim 14, which is in the form of a crystal.

16. The disodium salt of claim 14 or 15, having peaks near diffraction angles of 17.02, 18.94, 22.86, 23.36 and 26.48°

in powder X-ray diffraction.