WO2015031285A1 - Crystalline 2-hydroxy-6-((2-(1-isopropyl-1h-pyrazol-5-yl)pyridin-3-yl)methoxy)benzaldehyde ansolvate salts - Google Patents

Crystalline 2-hydroxy-6-((2-(1-isopropyl-1h-pyrazol-5-yl)pyridin-3-yl)methoxy)benzaldehyde ansolvate salts Download PDF

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Publication number
WO2015031285A1
WO2015031285A1 PCT/US2014/052576 US2014052576W WO2015031285A1 WO 2015031285 A1 WO2015031285 A1 WO 2015031285A1 US 2014052576 W US2014052576 W US 2014052576W WO 2015031285 A1 WO2015031285 A1 WO 2015031285A1
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WIPO (PCT)
Prior art keywords
ansolvate
compound
hydrochloride
crystalline
subject
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PCT/US2014/052576
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French (fr)
Inventor
Zhe Li
Original Assignee
Global Blood Therapeutics, Inc.
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Publication date
Priority to US201361962309P priority Critical
Priority to US61/962,309 priority
Application filed by Global Blood Therapeutics, Inc. filed Critical Global Blood Therapeutics, Inc.
Priority claimed from US14/914,597 external-priority patent/US20160207904A1/en
Publication of WO2015031285A1 publication Critical patent/WO2015031285A1/en

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    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/33Heterocyclic compounds
    • A61K31/395Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/435Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
    • A61K31/44Non condensed pyridines; Hydrogenated derivatives thereof
    • A61K31/4427Non condensed pyridines; Hydrogenated derivatives thereof containing further heterocyclic ring systems
    • A61K31/4439Non condensed pyridines; Hydrogenated derivatives thereof containing further heterocyclic ring systems containing a five-membered ring with nitrogen as a ring hetero atom, e.g. omeprazole
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P7/00Drugs for disorders of the blood or the extracellular fluid
    • A61P7/06Antianaemics
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D401/00Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
    • C07D401/02Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
    • C07D401/04Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings directly linked by a ring-member-to-ring-member bond

Abstract

Disclosed are crystalline ansolvate salts of 2-hydroxy-6-((2-(1-isopropyl-1H-pyrazol-5-yl)pyridin-3-yl)methoxy)benzaldehyde (or Compound 1), such as the hydrochloride Form I.

Description

CRYSTALLINE 2-HYDROXY-6-((2-(l-ISOPROPYL-lH-PYRAZOL-5- YL)PYRIDIN-3-YL)METHOXY)BENZALDEHYDE ANSOLVATE
SALTS
Cross-Reference To Related Applications
[0001] This application claims the benefit under 35 U.S. C. § 119(e) to U.S. provisional application serial no. 61/962,309, which was converted from U.S. nonprovisional application Serial No. 14/011,601, filed August 27, 2013, both of which are incorporated herein by reference in their entirety.
Background
[0002] 2-Hydroxy-6-((2-(l-isopropyl-lH-pyrazol-5-yl)pyridin-3-yl)methoxy)benzaldehyde is a compound having the formula:
Figure imgf000002_0001
[0003] Sickle cell disease is a disorder of the red blood cells, found particularly among those of African and Mediterranean descent. The basis for sickle cell disease is found in sickle hemoglobin (HbS), which contains a point mutation relative to the prevalent peptide sequence of hemoglobin (Hb).
[0004] Hemoglobin (Hb) transports oxygen molecules from the lungs to various tissues and organs throu