IR dyes for fluorescence imaging
A method for organ imaging, comprising: administering to a subject a diagnostic effective amount of 2-((E)-2-((E)-3-(2-((E)-3,3-dimethyl-5-sulfonato-1-(4-sulfonatobutyl)indolin-2-ylidene)ethylidene)-2-phenoxycyclohex-1-en-1-yl)vinyl)-3,3-dimethyl-1-(4-sulfonatobutyl)-3H-indol-1-ium-5-sulfonate or 2-((E)-2-((E)-3-(2-((E)-3,3-dimethyl-5-sulfonato-1-(4-sulfonatobutyl)indolin-2-ylidene)ethylidene)-2-(4-sulfonatophenoxy)cyclohex-1-en-1-yl)vinyl)-3,3-dimethyl-1-(4-sulfonatobutyl)-3H-indol-1-ium-5-sulfonate. In one embodiment, the organ includes one or more of kidney, bladder, liver, gall bladder, spleen, intestine, heart, lungs and muscle.
1. A solid form, which is a Form A polymorph of a compound of Formula 1:
having an X-ray powder diffraction pattern comprising peaks at 2-theta at 4.3°±0.2°, 9.6°±0.2° and 12.9°±0.2°.
2. The solid form of claim 1 , further comprising peaks at 2-theta at about 18.3°±0.2° and about 20.8°±0.2°.
3. The solid form of claim 1 , wherein the X-ray powder diffraction pattern for the Form A polymorph is as shown in FIG. 1E .
4. The solid form of claim 1 , wherein the Form A polymorph is substantially pure.
5. A solid form, which is a Form B polymorph of a compound of Formula 1:
having an X-ray powder diffraction pattern comprising peaks at 2-theta at 5.3°±0.2°, 14.2°±0.2° and 21.2°±0.2°.
6. The solid form of claim 5 , further comprising peaks at 2-theta at about 4.3°±0.2° and about 20.7°±0.2°.
7. The solid form of claim 5 , wherein the X-ray powder diffraction pattern for the Form B polymorph is as shown in FIG. 1H .
8. The solid form of claim 5 , wherein the Form B polymorph is substantially pure.
9. A method for making a polymorphic compound of Formula 1, the method comprising:
dissolving a compound of Formula 1 in a mixture of water and isopropanol with heating to form a dissolution, wherein the compound of Formula 1 has the formula:
cooling the dissolution to ambient temperature to form a solid crystalline material; and
drying the solid crystalline material to form a Form A polymorph, which has an X-ray powder diffraction pattern comprising peaks at 2-theta at 4.3°±0.2°, 9.6°±0.2° and 12.9°±0.2°.
10. The method of claim 9 , further comprising subjecting the Form A polymorph to a relative humidity of about 75% while heating to change the Form A polymorph to a Form B polymorph, wherein the Form B polymorph has an X-ray powder diffraction pattern comprising peaks at 2-theta at 5.3°±0.2°, 14.2°±0.2° and 21.2°±0.2°.