Inositol triphosphates

• US 4,851,560 A
• Filed: 02/17/1987
• Issued: 07/25/1989
• Est. Priority Date: 10/23/1984
• Status: Expired due to Fees

• Current Assignee: Perstorp AB
• Original Assignee: Matti Siren
• Inventors: Siren, Matti
• Primary Examiner(s): Wiseman, Thomas G.
• Assistant Examiner(s): Patterson, Jr., Charles L.
• Application Number:
  US07/015,699
• Time in Patent Office: 889 Days
• Field of Search: 435/155, 558/155, 252/400.2
• US Class Current: 558/155
• CPC Class Codes: A21D 2/30 Organic phosphorus compounds
• CPC Class Codes: A23B 7/154 Organic compounds; Microorganisms; Enzymes
• CPC Class Codes: A23L 29/05 containing phosphorus as heteroatom
• CPC Class Codes: A23L 3/3553 Organic compounds containing phosphorus
• CPC Class Codes: A61K 31/66 Phosphorus compounds
• CPC Class Codes: A61K 47/24 containing atoms other than carbon, hydrogen, oxygen, halogen, nitrogen or sulfur, e.g. cyclomethicone or phospholipids
• CPC Class Codes: A61P 29/00 Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
• 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 3/06 Antihyperlipidemics
• CPC Class Codes: A61P 3/08 for glucose homeostasis pancreatic hormones A61P5/48
• CPC Class Codes: A61P 39/02 Antidotes
• CPC Class Codes: A61P 7/02 Antithrombotic agents; Anticoagulants; Platelet aggregation inhibitors
• CPC Class Codes: A61P 9/00 Drugs for disorders of the cardiovascular system
• CPC Class Codes: A61P 9/10 for treating ischaemic or atherosclerotic diseases, e.g. antianginal drugs, coronary vasodilators, drugs for myocardial infarction, retinopathy, cerebrovascula insufficiency, renal arteriosclerosis
• CPC Class Codes: C07F 9/117 with cycloaliphatic alcohols
• CPC Class Codes: C12P 9/00 Preparation of organic compounds containing a metal or atom other than H, N, C, O, S or halogen phosphoglycerides, C12P7/6481

Abstract

The disclosure of the present invention is directed to an inositol triphosphate compound, useful as a pharmaceutical agent, having the structural formula ##STR1## where (a) three of R₁, R₃, R₅, R₇, R₁₀ and R₁₁ are hydroxyl and the remaining three are phosphate and R₂, R₄, R₆, R₈, R₉ and R₁₂ are hydrogen;

(b) three of R₁, R₃, R₆, R₇, R₉ and R₁₂ are hydroxyl and the remaining three are phosphate and R₂, R₄, R₅, R₈, R₁₀ and R₁₁ are hydrogen;

(c) three of R₁, R₃, R₅, R₈, R₁₀ and R₁₂ are hydroxyl and the remaining three are phosphate and R₂, R₄, R₆, R₇, R₉ and R₁₁ are hydrogen;

(d) three or R₁, R₄, R₅, R₈, R₉ and R₁₂ are hydroxyl and the remaining three are phosphate and R₂, R₃, R₆, R₇, R₁₀ and R₁₁ are hydrogen;

(e) three of R₁, R₃, R₆, R₈, R₉ and R₁₂ are hydroxyl and the remaining three are phosphate and R₂, R₄, R₅, R₇, R₁₀ and R₁₁ are hydrogen;

(f) three of R₁, R₃, R₆, R₇, R₁₀ and R₁₂ are hydroxyl and the remaining three are phosphate and R₂, R₄, R₅, R₈, R₉ and R₁₁ are hydrogen;

(g) three of R₁, R₃, R₅, R₈, R₁₀ and R₁₁ are hydroxyl and the remaining three are phosphate and R₂, R₄, R₆, R₇, R₉ and R₁₂ are hydrogen; or

(h) three of R₁, R₃, R₅, R₇, R₉ and R₁₁ are hydroxyl and the remaining three are phosphate and R₂, R₄, R₆, R₈, R₁₀ and R₁₂ are hydrogen.

Claims

1. A product selected from the group consisting of a compound, a salt thereof and an acid thereof of an inositol triphosphate having the structural formula ##STR17## where (a) three of R₁, R₃, R₅, R₇, R₁₀ and R₁₁ are hydroxyl and the remaining three are phosphate and R₂, R₄, R₆, R₈, R₉ and R₁₂ are hydrogen;

(b) three of R₁, R₃, R₆, R₇, R₉ and R₁₂ are hydroxyl and the remaining three are phosphate and R₂, R₄, R₅, R₈, R₁₀ and R₁₁ are hydrogen;

(c) three of R₁, R₃, R₅, R₈, R₁₀ and R₁₂ are hydroxyl and the remaining three are phosphate and R₂, R₄, R₆, R₇, R₉ and R₁₁ are hydrogen;

(d) three of R₁, R₄, R₅, R₈, R₉ and R₁₂ are hydroxyl and the remaining three are phosphate and R₂, R₃, R₆, R₇, R₁₀ and R₁₁ are hydrogen;

(e) three of R₁, R₃, R₆, R₈, R₉ and R₁₂ are hydroxyl and the remaining three are phosphate and R₂, R₄, R₅, R₇, R₁₀ and R₁₁ are hydrogen;

(f) three of R₁, R₃, R₆, R₇, R₁₀ and R₁₂ are hydroxyl and the remaining three are phosphate and R₂, R₄, R₅, R₈, R₉ and R₁₁ are hydrogen;

(g) three of R₁, R₃, R₅, R₈, R₁₀ and R₁₁ hydroxyl and the remaining three are phosphate and R₂, R₄, R₆, R₇, R₉ and R₁₂ are hydrogen;

or

(h) three of R₁, R₃, R₅, R₇, R₉ and R₁₁ are hydroxyl and the remaining three are phosphate and R₂, R₄, R₆, R₈, R₁₀ and R₁₂ are hydrogen.

2. A product according to claim 1 wherein R₅, R₇ and R₁₀ are phosphate, R₁, R₃ and R₁₁ and hydroxyl and R₂, R₄, R₆, R₈, R₉ and R₁₂ are hydrogen.

3. A product according to claim 1 wherein R₁, R₁₀ and R₁₁ are phosphate, R₃, R₅ and R₇ are hydroxyl and R₂, R₄, R₆, R₈, ]and R₁₂ are hydrogen.

4. A product according to claim 1 wherein R₁, R₃ and R₁₁ are phosphate, R₅, R₇ and R₁₀ are hydroxyl and R₂, R₄, R₆, R₈, R₉ and R₁₂ are hydrogen.

5. A product according to claim 1 wherein R₃, R₅ and R₇ are phosphate, R₁, R₁₀ and R₁₁ are hydroxyl and R₂, R₄, R₆, R₈, R₉ and R₁₂ are hydrogen.

6. Aproduct according to claim 1 wherein R₃, R₇ and R₁₀ are phosphate, R₁, R₅ and R₁₁ are hydroxyl and R₂, R₄, R₆, R₈, R₉ and R₁₂ are hydrogen.

7. A product according to claim 1 wherein R₃, R₁₀ and R₁₁ are phosphate, R₁, R₅ and R₇ are hydroxyl and R₂, R₄, R₆, R₈, R₉ and R₁₂ are hydrogen.

8. A product according to claim 1 wherein R₁, R₃ and R₆ are phosphate, R₇, R₉ and R₁₂ are hydroxyl and R₂, R₄, R₅, R₈, R₁₀ and R₁₁ are hydrogen.

9. A product according to claim 1 wherein R₆, R₇ and R₉ are phosphate, R₁, R₃ and R₁₂ are hydroxyl and R₂, R₄, R₅, R₈, R₁₀ and R₁₁ are hydrogen.

10. A product according to claim 1 wherein R₃, R₅ and R₈ are phosphate, R₁, R₁₀ and R₁₂ are hydroxyl and R₂, R₄, R₆, R₇, R₉ and R₁₁ are hydrogen.

11. A product according to claim 1 wherein R₁, R₃ and R₁₂ are phosphate, R₅, R₈ and R₁₀ are hydroxyl and R₂, R₄, R₆, R₇, R₉ and R₁₁ are hydrogen.

12. A product according to claim 1 wherein R₁, R₃ and R₅ are phosphate, R₈, R₁₀ and R₁₂ are hydroxyl and R₂, R₄, R₆, R₇, R₉ and R₁₁ are hydrogen.

13. A product according to claim 1 wherein R₁, R₅ and R₈ are phosphate, R₃, R₁₀ and R₁₂ are hydroxyl and R₂, R₄, R₆, R₇, R₉ and R₁₁ are hydrogen.

14. A product according to claim 1 wherein R₁, R₅ and R₁₂ are phosphate, R₃, R₈ and R₁₀ are hydroxyl and R₂, R₄, R₆, R₇, R₉ and R₁₁ are hydrogen.

15. A product according to claim 1 wherein R₁, R₃ and R₁₂ are phosphate, R₆, R₈ and R₉ are hydroxyl and R₂, R₄, R₅, R₇, R₁₀ and R₁₁ are hydrogen.

16. A product according to claim 1 wherein R₁, R₃ and R₆ are phosphate, R₇, R₁₀ and R₁₂ are hydroxyl and R₂, R₄, R₅, R₈, R₉ and R₁₁ are hydrogen.

17. A product according to claim 1 wherein R₄, R₅ and R₈ are phosphate, R₁, R₉ and R₁₂ are hydroxyl and R₂, R₃, R₆, R₇, R₁₀ and R₁₁ are hydrogen.

18. A product according to claim 1 wherein R₃, R₅ and R₈ are phosphate, R₁, R₁₀ and R₁₁ are hydroxyl and R₂, R₄, R₆, R₇, R₉ and R₁₂ are hydrogen.

19. A product according to claim 1 wherein R₁, R₃ and R₅ are phosphate, R₈, R₁₀ and R₁₁ are hydroxyl and R₂, R₄, R₆, R₇, R₉ and R₁₂ are hydrogen.

20. A product according to claim 1 wherein R₁, R₃ and R₅ are phosphate, R₇, R₉ and R₁₁ are hydroscyl and R₂, R₄, R₆, R₈, R₁₀ and R₁₂ are hydrogen.

21. A product selected from the group consisting of a compound, a salt thereof and an acid thereof of an inositol triphosphate having the structural formula ##STR18## where (a) R₁, R₃ and R₁₂ are phosphate;

R₅, R₈ and R₉ are hydroxyl; and

R₂, R₄, R₆, R₇, R₁₀ and R₁₁ are hydrogen;

(b) R₁, R₃ and R₈ are phosphate;

R₅, R₉ and R₁₂ are hydroxyl; and

R₂, R₄, R₆, R₇ and R₁₀ and R₁₁ are hydrogen;

(c) R₃, R₅ and R₁₂ are phosphate;

R₁, R₈, and R₉ are hydroxyl; and

R₂, R₄, R₆, R₇, R₁₀ and R₁₁ are hydrogen;

(d) R₁, R₅ and R₉ are phosphate;

R₃, R₈ and R₁₂ are hydroxyl; and

R₂, R₄, R₆, R₇, R₁₀ and R₁₁ are hydrogen;

(e) R₁, R₃ and R₉ are phosphate;

R₅, R₈ and R₁₂ are hydroxyl; and

R₂, R₄, R₆, R₇, R₁₀ and R₁₁ are hydrogen;

(f) R₁, R₈ and R₉ are phosphate;

R₃, R₅, and R₁₂ are hydroxyl; and

R₂, R₄, R₆, R₇, R₁₀ and R₁₁ are hydrogen;

(g) R₁, R₈ and R₁₂ are phosphate;

R₃, R₅ and R₉ are hydroxyl; and

R₂, R₄, R₆, R₇, R₁₀ and R₁₁ are hydrogen;

(h) R₅, R₈ and R₁₂ are phosphate;

R₁, R₃ and R₉ are hydroxyl; and

R₂, R₄, R₆, R₇, R₁₀ and R₁₁ are hydrogen;

(i) R₁, R₉ and R₁₂ are phosphate;

R₃, ≡

and R₈ are hydroxyl; and

R₂, R₄, R₆, R₇, R₁₀ and R₁₁ are hydrogen;

(j) R₅, R₈ and R₉ are phosphate;

R₁, R₃ and R₁₂ are hydroxyl;

R₂, R₄, R₆, R₇, R₁₀ and R₁₁ are hydroge;

(k) R₃, R₈ and R₉ are phosphate;

R₁, R₅ and R₁₂ are hydroxyl; and

R₂, R₄, R₆, R₇, R₁₀ and R₁₁ are hydrogen;

(l) R₃, R₈ and R₁₂ are phosphate;

R₁, R₅ and R₉ are hydroxyl; and

R₂, R₄, R₆, R₇, R₁₀, and R₁₁ are hydrogen;

or

(m) R₈, R₉ and R₁₂ are phosphate;

R₁, R₃ and R₅ are hydroxyl; and

R₂, R₄, R₆, R₇, R₁₀ and R₁₁ are hydrogen.