# US 7,608,621 B2 · N-substituted glycine derivatives: hydroxylase inhibitors

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- Number: US 7,608,621 B2
- Document ID: US7608621B2
- Status: Granted
- Kind: B2
- Application number: 11/972,702
- Filed: 2008-01-11
- Published: 2008-09-04
- Granted: 2009-10-27
- Earliest claimed: 2008-01-11
- Assignees: SmithKline Beecham Corporation
- Inventors: Antony N. Shaw; Kevin J. Duffy; William Henry Miller; Andrea K. Myers; Michael N. Zimmerman
- Web page: https://patentgrep.com/patent/US7608621B2

## CPC

- C07D 237/24: Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
- A61P 7/00: Drugs for disorders of the blood or the extracellular fluid
- A61P 7/06: Antianaemics
- A61P 9/10: for treating ischaemic or atherosclerotic diseases, e.g. antianginal drugs, coronary vasodilators, drugs for myocardial infarction, retinopathy, cerebrovascula insufficiency, renal arteriosclerosis
- A61P 43/00: Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
- C07D: HETEROCYCLIC COMPOUNDS (macromolecular compounds C08)
- A61P: SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS

## Abstract

The invention described herein relates to certain pyridazinedione N-substituted glycine derivatives of formula (I) which are antagonists of HIF prolyl hydroxylases and are useful for treating diseases benefiting from the inhibition of this enzyme, anemia being one example.

## Claims

### Claim 1

A compound which is N-{[2-[(4-bromo-2-fluorophenyl)methyl]-5-hydroxy-6-(1-methylethyl)-3-oxo-2,3-dihydro-4-pyridazinyl]carbonyl}glycine or a salt thereof.

### Claim 2 (depends on 1)

A compound according to claim 1 which is N-{[2-[(4-bromo-2-fluorophenyl)methyl]-5-hydroxy-6-(1-methylethyl)-3-oxo-2,3-dihydro-4-pyridazinyl]carbonyl}glycine.

### Claim 3 (depends on 1)

A compound according to claim 1 which is Na, K, Li, Ca, or Mg salt of N-{[2-[(4-bromo-2-fluorophenyl)methyl]-5-hydroxy-6-(1-methylethyl)-3-oxo-2,3-dihydro-4-pyridazinyl]carbonyl}glycine.

### Claim 4

A method for treating anemia in a mammal, which method comprises administering an effective amount of N-{[2-[(4-bromo-2-fluorophenyl)methyl]-5-hydroxy-6-(1-methylethyl)-3-oxo-2,3-dihydro-4-pyridazinyl]carbonyl}glycine or a salt thereof to a mammal suffering from anemia which can be treated by inhibiting HIF prolyl hydroxylases.

### Claim 5

A pharmaceutical composition comprising N-{[2-[(4-bromo-2-fluorophenyl)methyl]-5-hydroxy-6-(1-methylethyl)-3-oxo-2,3-dihydro-4-pyridazinyl]carbonyl}glycine or a salt thereof and one or more of pharmaceutically acceptable carriers, diluents and excipients.

### Claim 6

A compound which is N-{[2-[(3,4′-difluoro-4-biphenylyl)methyl]-5-hydroxy-6-(1-methylethyl)-3-oxo-2,3-dihydro-4-pyridazinyl]carbonyl}glycine or a pharmaceutically acceptable salt thereof.

### Claim 7 (depends on 6)

A compound according to claim 6 which is N-{[2-[(3,4′-difluoro-4-biphenylyl)methyl]-5-hydroxy-6-(1-methylethyl)-3-oxo-2,3-dihydro-4-pyridazinyl]carbonyl}glycine.

### Claim 8 (depends on 6)

A compound according to claim 6 which is the Na, K, Li, Ca, or Mg salt of N-{[2-[(3,4′-difluoro-4-biphenylyl)methyl]-5-hydroxy-6-(1-methylethyl)-3-oxo-2,3-dihydro-4-pyridazinyl]carbonyl}glycine.

### Claim 9

A method for treating anemia in a mammal, which method comprises administering an effective amount of N-{[2-[(3,4′-difluoro-4-biphenylyl)methyl]-5-hydroxy-6-(1-methylethyl)-3-oxo-2,3-dihydro-4-pyridazinyl]carbonyl}glycine or a salt thereof to a mammal suffering from anemia which can be treated by inhibiting HIF prolyl hydroxylases.

### Claim 10

A pharmaceutical composition comprising N-{[2-[(3,4′-difluoro-4-biphenylyl)methyl]-5-hydroxy-6-(1-methylethyl)-3-oxo-2,3-dihydro-4-pyridazinyl]carbonyl}glycine or a salt thereof and one or more of pharmaceutically acceptable carriers, diluents and excipients.