CRYSTAL FORMS OF AMINO LIPIDS
First Claim
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1. A salt or cocrystal of heptadecan-9-yl 8-((2-hydroxyethyl)amino)octanoate (“
- Compound 1”
), heptadecan-9-yl 8-((2-hydroxyethyl)(6-oxo-6-(undecyloxy)hexyl)amino)octanoate (“
Compound 2”
), or heptadecan-9-yl 8-((2-hydroxyethyl)(8-(nonyloxy)-8-oxooctyl)amino)octanoate (“
Compound 3”
), the salt or cocrystal of Compound 1, 2, or 3 having a melting point of about 50°
C. or greater.
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Abstract
Provided herein are novel solid forms of each of four compounds: (1) heptadecan-9-yl 8-((2-hydroxyethyl)amino)octanoate (“Compound 1”), (2) heptadecan-9-yl 8-((2-hydroxyethyl)(6-oxo-6-(undecyloxy)hexyl)amino)octanoate (“Compound 2”), (3) heptadecan-9-yl 8-((2-hydroxyethyl)(8-(nonyloxy)-8-oxooctyl)amino)octanoate (“Compound 3”), and (6Z,9Z,28Z,31Z)-heptatriaconta-6,9,28,31-tetraen-19-yl 4-(dimethylamino)butanoate (“MC3”), and related compositions and methods.
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Citations
94 Claims
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1. A salt or cocrystal of heptadecan-9-yl 8-((2-hydroxyethyl)amino)octanoate (“
- Compound 1”
), heptadecan-9-yl 8-((2-hydroxyethyl)(6-oxo-6-(undecyloxy)hexyl)amino)octanoate (“
Compound 2”
), or heptadecan-9-yl 8-((2-hydroxyethyl)(8-(nonyloxy)-8-oxooctyl)amino)octanoate (“
Compound 3”
), the salt or cocrystal of Compound 1, 2, or 3 having a melting point of about 50°
C. or greater. - View Dependent Claims (5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20, 21, 36, 37, 38, 39, 40, 41, 42, 43, 44, 45, 46, 47, 48, 49, 50, 51, 52, 53, 54, 55, 56, 57, 61, 62, 63, 64, 65, 66, 67, 68, 69, 70, 71, 72, 73, 74, 75, 76, 77, 78, 79, 80, 81, 82, 83, 84, 85, 86, 87, 88, 89, 90, 91, 92, 93, 94)
- Compound 1”
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2. A salt or cocrystal of heptadecan-9-yl 8-((2-hydroxyethyl)amino)octanoate (“
- Compound 1”
) and a compound selected from the group consisting of 4-hydroxybenzoic acid, oxalic acid, trimellitic acid, orotic acid, trimesic acid, and sulfuric acid. - View Dependent Claims (3, 4)
- Compound 1”
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22. A salt or cocrystal of heptadecan-9-yl 8-((2-hydroxyethyl)(6-oxo-6-(undecyloxy)hexyl)amino)octanoate (“
- Compound 2”
) and a compound selected from the group consisting of trimesic acid, (−
)-2,3-dibenzoyl-L-tartaric acid, 4-acetamido benzoic acid, (+)-L-tartaric acid, and methanesulfonic acid. - View Dependent Claims (23, 24, 25, 26, 27)
- Compound 2”
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28. A salt or cocrystal of heptadecan-9-yl 8-((2-hydroxyethyl)(8-(nonyloxy)-8-oxooctyl)amino)octanoate (“
- Compound 3”
) and trimesic acid. - View Dependent Claims (29, 30, 31, 32, 33)
- Compound 3”
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34. A salt or cocrystal of heptadecan-9-yl 8-((2-hydroxyethyl)(8-(nonyloxy)-8-oxooctyl)amino)octanoate (“
- Compound 3”
), the salt or cocrystal of Compound 3 having a melting point of about 300°
C. or greater.
- Compound 3”
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35. A salt or cocrystal of heptadecan-9-yl 8-((2-hydroxyethyl)(8-(nonyloxy)-8-oxooctyl)amino)octanoate (“
- Compound 3”
) and trimesic acid.
- Compound 3”
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58. A salt or cocrystal of (6Z,9Z,28Z,31Z)-heptatriaconta-6,9,28,31-tetraen-19-yl 4-(dimethylamino)butanoate (“
- MC3”
), the salt or cocrystal of MC3 having a melting point of about 50°
C. or greater. - View Dependent Claims (59)
- MC3”
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60. A salt or cocrystal of (6Z,9Z,28Z,31Z)-heptatriaconta-6,9,28,31-tetraen-19-yl 4-(dimethylamino)butanoate (“
- MC3”
) and trimesic acid.
- MC3”
Specification