SOLID FORMS OF AN ANTIVIRAL COMPOUND
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Accused Products
Abstract
Crystalline solid forms of methyl {(2S)-1-[(2S,5S)-2-(9-{2-[(2S,4S)-1-{(2R)-2-[(methoxycarbonyl)amino]-2-phenylacetyl}-4-(methoxymethyl)pyrrolidin-2-yl]-1H-imidazol-5-yl}-1,11-dihydroisochromeno[4′,3′:6,7]naphtho[1,2-d]imidazol-2-yl)-5-methylpyrrolidin-1-yl]-3-methyl-1-oxobutan-2-yl}carbamate (Compound I) were prepared and characterized in the solid state:
Also provided are processes of manufacture and methods of using these crystalline forms.
0 Citations
57 Claims
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1-33. -33. (canceled)
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34. Crystalline methyl {(2S)-1-[(2S,5S)-2-(9-{2-[(2S,4S)-1-{(2R)-2-[(methoxycarbonyl)amino]-2-phenylacetyl}-4-(methoxymethyl)pyrrolidin-2-yl]-1H-imidazol-5-yl}-1,11-dihydroisochromeno[4′
- ,3′
;
6,7]naphtho[1,2-d]imidazol-2-yl)-5-methylpyrrolidin-1-yl]-3-methyl-1-oxobutan-2-yl}carbamate phosphate (Compound I Phosphate Form VIII) characterized by an X-ray powder diffractogram comprising the following peaks;
4.2, 8.3, and 16.0°
2θ
±
0.2°
2θ
, as determined on a diffractometer using Cu—
Kα
radiation at a wavelength of 1.5406 Å
. - View Dependent Claims (35, 36, 37, 38)
- ,3′
-
39. Crystalline methyl {(2S)-1-[(2S,5S)-2-(9-{2-[(2S,4S)-1-{(2R)-2-[(methoxycarbonyl)amino]-2-phenylacetyl}-4-(methoxymethyl)pyrrolidin-2-yl]-1H-imidazol-5-yl}-1,11-dihydroisochromeno[4′
- ,3′
;
6,7]naphtho[1,2-d]imidazol-2-yl)-5-methylpyrrolidin-1-yl]-3-methyl-1-oxobutan-2-yl}carbamate phosphate (Compound I Phosphate Form IX) characterized by an X-ray powder diffractogram comprising the following peaks;
8.4, 16.1, and 16.3°
2θ
±
0.2°
2θ
, as determined on a diffractometer using Cu—
Kα
radiation at a wavelength of 1.5406 Å
. - View Dependent Claims (40, 41, 42, 43)
- ,3′
-
44-46. -46. (canceled)
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47. Crystalline methyl {(2S)-1-[(2S,5S)-2-(9-{2-[(2S,4S)-1-{(2R)-2-[(methoxycarbonyl)amino]-2-phenylacetyl}-4-(methoxymethyl)pyrrolidin-2-yl]-1H-imidazol-5-yl}-1,11-dihydroisochromeno[4′
- ,3′
;
6,7]naphtho[1,2-d]imidazol-2-yl)-5-methylpyrrolidin-1-yl]-3-methyl-1-oxobutan-2-yl}carbamate phosphate (Compound I Phosphate Form XI) characterized by an X-ray powder diffractogram comprising the following peaks;
8.9, 13.1, and 18.1°
2θ
±
0.2°
2θ
, as determined on a diffractometer using Cu—
Kα
radiation at a wavelength of 1.5406 Å
. - View Dependent Claims (48, 49, 50, 51)
- ,3′
-
52. Crystalline methyl {(2S)-1-[(2S,5S)-2-(9-{2-[(2S,4S)-1-{(2R)-2-[(methoxycarbonyl)amino]-2-phenylacetyl}-4-(methoxymethyl)pyrrolidin-2-yl]-1H-imidazol-5-yl}-1,11-dihydroisochromeno[4′
- ,3′
;
6,7]naphtho[1,2-d]imidazol-2-yl)-5-methylpyrrolidin-1-yl]-3-methyl-1-oxobutan-2-yl}carbamate phosphate (Compound I Phosphate Form XII) characterized by an X-ray powder diffractogram comprising the following peaks;
3.8, 7.5, and 16.9°
2θ
±
0.2°
2θ
, as determined on a diffractometer using Cu—
Kα
radiation at a wavelength of 1.5406 Å
. - View Dependent Claims (53, 54, 55, 56)
- ,3′
-
57-80. -80. (canceled)
Specification