IP Library Granted Patent US 8,026,279
Granted Patent B2
US 8,026,279 · App. 10/966,507 · Granted Sep 27, 2011

Crystalline form of γ-aminobutyric acid analog

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Quick Facts
Patent No.
US 8,026,279
App. No.
10/966,507
Granted
Sep 27, 2011
Kind
B2
Abstract

A crystalline form of a γ-aminobutyric acid analog, and methods of preparing same, are provided.

Claims (17)

1. Crystalline 1-{[(α-isobutanoyloxyethoxy)carbonyl]aminomethyl}-1-cyclohexane acetic acid having characteristic absorption peaks at 7.0°±0.3°, 8.2°±0.3°, 10.5°±0.3°, 12.8°±0.3°, 14.9°±0.3°, and 16.4°±0.3° in an X-ray powder diffractogram using Cu Kα radiation.

2. Crystalline 1-{[(α-isobutanoyloxyethoxy)carbonyl]aminomethyl}-1-cyclohexane acetic acid having an X-ray powder diffractogram using Cu Kα radiation illustrated in FIG. 1 .

3. Crystalline 1-{[(α-isobutanoyloxyethoxy)carbonyl]aminomethyl}-1-cyclohexane acetic acid having a melting point range of between about 63° C. and about 64° C. as determined by differential scanning calorimetry at a scan rate of 5° C./minute.

4. Crystalline 1-{[(α-isobutanoyloxyethoxy)carbonyl]aminomethyl}-1-cyclohexane acetic acid having the characteristic absorption peaks recited in claim 1 and having a characteristic absorption peak at 17.9°±0.3° in the X-ray powder diffractogram using Cu Kα radiation.

5. Crystalline 1-{[(α-isobutanoyloxyethoxy)carbonyl]aminomethyl}-1-cyclohexane acetic acid having the characteristic absorption peaks recited in claim 1 and having a characteristic absorption peak at 18.1°±0.3° in the X-ray powder diffractogram using Cu Kα radiation.

6. Crystalline 1-{[(α-isobutanoyloxyethoxy)carbonyl]aminomethyl}-1-cyclohexane acetic acid having the characteristic absorption peaks recited in claim 1 and having a characteristic absorption peak at 18.9°±0.3° in the X-ray powder diffractogram using Cu Kα radiation.

7. Crystalline 1-{[(α-isobutanoyloxyethoxy)carbonyl]aminomethyl}-1-cyclohexane acetic acid having the characteristic absorption peaks recited in claim 1 and having a characteristic absorption peak at 20.9°±0.3° in the X-ray powder diffractogram using Cu Kα radiation.

8. Crystalline 1-{[(α-isobutanoyloxyethoxy)carbonyl]aminomethyl}-1-cyclohexane acetic acid having the characteristic absorption peaks recited in claim 1 and having a characteristic absorption peak at 23.3°±0.3° in the X-ray powder diffractogram using Cu Kα radiation.

9. Crystalline 1-{[(α-isobutanoyloxyethoxy)carbonyl]aminomethyl}-1-cyclohexane acetic acid having the characteristic absorption peaks recited in claim 1 and having a characteristic absorption peak at 25.3°±0.3° in the X-ray powder diffractogram using Cu Kα radiation.

10. Crystalline 1-{[(α-isobutanoyloxyethoxy)carbonyl]aminomethyl}-1-cyclohexane acetic acid having the characteristic absorption peaks recited in claim 1 and having a characteristic absorption peak at 26.6°±0.3° in the X-ray powder diffractogram using Cu Kα radiation.

11. Crystalline 1-{[(α-isobutanoyloxyethoxy)carbonyl]aminomethyl}-1-cyclohexane acetic acid having the characteristic absorption peaks recited in claim 1 and having characteristic absorption peaks at 17.9°±0.3°, 18.9°±0.3°, 20.9°±0.3°, 23.3°±0.3°, 25.3°±0.3° and 26.6°±0.3° in the X-ray powder diffractogram using Cu Kα radiation.

12. Crystalline 1-{[(α-isobutanoyloxyethoxy)carbonyl]aminomethyl}-1-cyclohexane acetic acid having the characteristic absorption peaks recited in claim 1 and having characteristic absorption peaks at 18.1°±0.3°, 18.9°±0.3°, 20.9°±0.3°, 23.3°±0.3°, 25.3°±0.3° and 26.6°±0.3° in the X-ray powder diffractogram using Cu Kα radiation.

13. Crystalline 1-{[(α-isobutanoyloxyethoxy)carbonyl]aminomethyl}-1-cyclohexane acetic acid having the characteristic absorption peaks recited in claim 1 and having characteristic absorption peaks at 17.9°±0.3°, 18.1°±0.3°, 18.9°±0.3°, 20.9°±0.3°, 23.3°±0.3°, 25.3°±0.3° and 26.6°±0.3° in the X-ray powder diffractogram using Cu Kα radiation.

14. Crystalline 1-{[(α-isobutanoyloxyethoxy)carbonyl]aminomethyl}-1-cyclohexane acetic acid according to claim 1 , having a melting point range of between about 63° C. and about 64° C. as determined by differential scanning calorimetry at a scan rate of 5° C./minute.

15. Crystalline 1-{[(α-isobutanoyloxyethoxy)carbonyl]aminomethyl}-1-cyclohexane acetic acid according to claim 11 , having a melting point range of between about 63° C. and about 64° C. as determined by differential scanning calorimetry at a scan rate of 5° C./minute.

16. Crystalline 1-{[(α-isobutanoyloxyethoxy)carbonyl]aminomethyl}-1-cyclohexane acetic acid according to claim 11 , having a melting point range of between about 63° C. and about 64° C. as determined by differential scanning calorimetry at a scan rate of 5° C./minute.

17. Crystalline 1-{[(α-isobutanoyloxyethoxy)carbonyl]aminomethyl}-1-cyclohexane acetic acid according to claim 13 , having a melting point range of between about 63° C. and about 64° C. as determined by differential scanning calorimetry at a scan rate of 5° C./minute.

Assignments (8)
CONFIRMATORY GRANT OF SECURITY INTEREST IN UNITED STATES PATENTS Recorded Mar 17, 2025
From: ARBOR PHARMACEUTICALS, LLC; AZURITY PHARMACEUTICALS, INC.; AZURITY PHARMACEUTICALS IRELAND LIMITED; SILVERGATE PHARMACEUTICALS, INC.
To: HPS INVESTMENT PARTNERS, LLC, AS ADMINISTRATIVE AGENT
Reel/Frame 070531/0487 →
RELEASE OF SECURITY INTEREST Recorded Mar 14, 2025
From: JPMORGAN CHASE BANK, N.A., AS ADMINISTRATIVE AGENT
To: AZURITY PHARMACEUTICALS, INC.; SILVERGATE PHARMACEUTICALS, INC.; ARBOR PHARMACEUTICALS, LLC; SLAYBACK PHARMA LIMITED LIABILITY COMPANY
Reel/Frame 070521/0299 →
RELEASE OF SECURITY INTEREST Recorded Oct 20, 2021
From: DEUTSCHE BANK AG NEW YORK BRANCH
To: ARBOR PHARMACEUTICALS, LLC; WILSHIRE PHARMACEUTICALS, INC.; XENOPORT, INC.
Reel/Frame 057880/0174 →
SECURITY INTEREST Recorded Sep 20, 2021
From: ARBOR PHARMACEUTICALS, LLC
To: JPMORGAN CHASE BANK, N.A., AS ADMINISTRATIVE AGENT
Reel/Frame 057544/0803 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 25, 2018
From: XENOPORT, INC.
To: ARBOR PHARMACEUTICALS, LLC
Reel/Frame 046633/0753 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 20, 2018
From: ARBOR PHARMACEUTICALS, LLC
To: XENOPORT, INC.
Reel/Frame 046449/0306 →
SECURITY INTEREST Recorded Jul 6, 2016
From: ARBOR PHARMACEUTICALS, LLC; XENOPORT, INC.
To: DEUTSCHE BANK AG NEW YORK BRANCH
Reel/Frame 039266/0345 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 24, 2005
From: ESTRADA, TONO; RAILLARD, STEPHEN P.; FRAUENFELDER, CHRISTINE; ZACHER, UWE
To: XENOPORT INC.
Reel/Frame 016389/0594 →