1-Hydroxy-3-amino-alkane-1,1-diphosphonic acids and salts

• US 4,054,598 A
• Filed: 07/16/1976
• Issued: 10/18/1977
• Est. Priority Date: 08/01/1975
• Status: Expired due to Term

• Current Assignee: Henkel & CIE GmbH (Henkel AG & Co KGaA)
• Original Assignee: Henkel & CIE GmbH (Henkel AG & Co KGaA)
• Inventors: Blum, Helmut, Worms, Karl-Heinz
• Primary Examiner(s): Evans, Joseph E.
• Application Number:
  US05/705,792
• Time in Patent Office: 459 Days
• Field of Search: 260/502.5, 260/501.12
• US Class Current: 562/13
• CPC Class Codes: A61K 8/55 Phosphorus compounds
• CPC Class Codes: A61P 3/00 Drugs for disorders of the metabolism of the blood or the extracellular fluid A61P7/00
• CPC Class Codes: A61P 3/14 for calcium homeostasis vitamin D A61P3/02; parathyroid hormones A61P5/18; calcitonin A61P5/22; osteoporosis A61P19/10; bone metastasis A61P35/04
• CPC Class Codes: A61Q 11/00 Preparations for care of the teeth, of the oral cavity or of dentures; Dentifrices, e.g. toothpastes; Mouth rinses
• CPC Class Codes: C02F 5/14 containing phosphorus
• CPC Class Codes: C07F 9/3873 containing nitrogen substituent, e.g. N.....H or N-hydrocarbon group which can be substituted by halogen or nitro(so), N.....O, N.....S, N.....C(=X)- (X =O, S), N.....N, N...C(=X)...N (X =O, S)
• CPC Class Codes: C11D 3/364 containing nitrogen
• CPC Class Codes: C23F 11/1676 Phosphonic acids

Abstract

1-Hydroxy-3-amino-alkane-1,1-diphosphonic acids having the formula ##STR1## wherein X is a member selected from the group consisting of ##STR2## and ##STR3## wherein R₁ is a member selected from the group consisting of hydrogen and alkyl having 1 to 3 carbon atoms and R₂ is alkyl having 1 to 3 carbon atoms; as well as their water-soluble salts. The 1-hydroxy-3-amino-alkane-1,1-diphosphonic acids are excellent sequestering agents especially for alkaline earth metal ions. The compounds are useful in pharmaceutical preparations for treatment of disturbances of calcium or phosphate metabolism or cosmetic preparations such as toothpastes or mouthwashes for the prevention of tartar and plaque depositions.

Claims

1. A 1-hydroxy-3-amino-alkane-1,1-diphosphonic acid compound of the formula ##STR18## wherein X is a member selected from the group consisting of ##STR19## and ##STR20## wherein R₂ is alkyl having from 1 to 3 carbon atoms, and R₁ is a member selected from the group consisting of hydrogen and R₂, and a non-toxic, pharmaceutically-acceptable water-soluble salt thereof.

2. The 1-hydroxy-3-amino-alkane-1,1-diphosphonic acid compound of claim 1 wherein X is ##STR21##

3. The 1-hydroxy-3-amino-alkane-1,1-diphosphonic acid compound of claim 1 wherein X is ##STR22##

4. The 1-hydroxy-3-amino-alkane-1,1-diphosphonic acid compound of claim 1 wherein X is ##STR23##