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Patent · US5122520A · A · US

Acid addition salts of amidated taurine or glycine, their preparation and use

(11) Publication number
US5122520A
(21) Application number
US-65978891-A
(22) Filing date
1991-02-22
(30) Priority date
1988-04-30
(43) Publication date
1992-06-16
(45) Date of grant
1992-06-16
(52) CPC
  • A61K Preparations for medical, dental or toiletry purposes: 47/28
  • C07J Steroids: 41/0061
(73) Assignee
SANDOZ LTD
(54) Title
Acid addition salts of amidated taurine or glycine, their preparation and use
(57) Abstract

Acid addition salt of taurine or glycine, their amino group being amidated with a carboxylic acid residue which contains the structure of a 3 alpha, 7 alpha, 12 alpha -trihydroxysteroid, their acid group being neutralized with the amino group of an aliphatic amine or neutralized with the amino group of a basic alpha -amino carboxylic acid which group is connected over an alkylene bridge with the alpha -amino acid group, may be used e.g. as transmucuous resorption promoter of drug compounds.

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Claims (15)

  1. An acid addition salt of an anion (i) of taurine or glycine wherein the amino group thereof is substituted by an acyl group of a 3α,7α,12α-trihydroxy steroid carboxylic acid and a cation (ii) of either (a) an aliphatic amine any substituents of which are other than carboxyl groups or (b) a basic alpha amino acid having an alkylene bridge between the alpha amino acid group and another amino group.
  2. A salt of claim 1 wherein the anion is derived from taurocholic or glycocholic acid.
  3. A salt of claim 1 wherein the cation is derived from a basic alpha amino acid having an alkylene bridge between the alpha amino acid group and another amino group.
  4. A salt of claim 3 wherein the cation is derived from lysine.
  5. An acid addition salt of an anion of formula II ##STR7## in which R 1 =H or OH and R 2 =--CH 2 --COO - or --CH 2 --CH 2 --SO 3 - and a cation having the formula ##STR8##
  6. A salt of claim 5 wherein R 1 is hydrogen.
  7. A salt of claim 6 wherein R 2 is --CH 2 --CH 2 --SO 3 -.
  8. A pharmaceutical composition comprising at least one pharmacologically active agent and an acid addition salt of claim 1.
  9. A composition according to claim 8 wherein the pharmacologically active agent is a calcitonin.
  10. A composition according to claim 8 wherein the ratio of acid addition salt to pharmacologically active agent is from 1:1 to 5000:1.
  11. A composition according to claim 8 in unit dosage form containing from about 0.1 to 100 mg of the acid addition salt.
  12. A composition according to claim 8 in nasal form.
  13. A composition according to claim 8 comprising an acid addition salt of an anion of formula II ##STR9## wherein R 1 is hydrogen or hydroxy, and R 2 is --CH 2 --COO - or --CH 2 --CH 2 --SO 3 -, and a cation having the formula ##STR10##
  14. A composition according to claim 13 wherein R 1 is hydrogen.
  15. A composition according to claim 14 wherein R 2 is --CH 2 --CH 2 --SO 3 -.

Citations (5)

  • US3580936A
  • US3839565A
  • US3856953A
  • US4104285A
  • US4746508A
Record as JSON
{
  "publication_number": "US5122520A",
  "country": "US",
  "kind": "A",
  "title": "Acid addition salts of amidated taurine or glycine, their preparation and use",
  "abstract": "Acid addition salt of taurine or glycine, their amino group being amidated with a carboxylic acid residue which contains the structure of a 3 alpha, 7 alpha, 12 alpha -trihydroxysteroid, their acid group being neutralized with the amino group of an aliphatic amine or neutralized with the amino group of a basic alpha -amino carboxylic acid which group is connected over an alkylene bridge with the alpha -amino acid group, may be used e.g. as transmucuous resorption promoter of drug compounds.",
  "claims": [
    "1. An acid addition salt of an anion (i) of taurine or glycine wherein the amino group thereof is substituted by an acyl group of a 3α,7α,12α-trihydroxy steroid carboxylic acid and a cation (ii) of either (a) an aliphatic amine any substituents of which are other than carboxyl groups or (b) a basic alpha amino acid having an alkylene bridge between the alpha amino acid group and another amino group.",
    "2. A salt of claim 1 wherein the anion is derived from taurocholic or glycocholic acid.",
    "3. A salt of claim 1 wherein the cation is derived from a basic alpha amino acid having an alkylene bridge between the alpha amino acid group and another amino group.",
    "4. A salt of claim 3 wherein the cation is derived from lysine.",
    "5. An acid addition salt of an anion of formula II ##STR7## in which R 1 =H or OH and R 2 =--CH 2 --COO - or --CH 2 --CH 2 --SO 3 - and a cation having the formula ##STR8##",
    "6. A salt of claim 5 wherein R 1 is hydrogen.",
    "7. A salt of claim 6 wherein R 2 is --CH 2 --CH 2 --SO 3 -.",
    "8. A pharmaceutical composition comprising at least one pharmacologically active agent and an acid addition salt of claim 1.",
    "9. A composition according to claim 8 wherein the pharmacologically active agent is a calcitonin.",
    "10. A composition according to claim 8 wherein the ratio of acid addition salt to pharmacologically active agent is from 1:1 to 5000:1.",
    "11. A composition according to claim 8 in unit dosage form containing from about 0.1 to 100 mg of the acid addition salt.",
    "12. A composition according to claim 8 in nasal form.",
    "13. A composition according to claim 8 comprising an acid addition salt of an anion of formula II ##STR9## wherein R 1 is hydrogen or hydroxy, and R 2 is --CH 2 --COO - or --CH 2 --CH 2 --SO 3 -, and a cation having the formula ##STR10##",
    "14. A composition according to claim 13 wherein R 1 is hydrogen.",
    "15. A composition according to claim 14 wherein R 2 is --CH 2 --CH 2 --SO 3 -."
  ],
  "cpc": [
    "A61K 47/28",
    "C07J 41/0061"
  ],
  "assignees": [
    "SANDOZ LTD"
  ],
  "filing_date": "1991-02-22",
  "publication_date": "1992-06-16",
  "grant_date": "1992-06-16",
  "priority_date": "1988-04-30",
  "application_number": "US-65978891-A",
  "family_id": "6353289",
  "citations": [
    "US3580936A",
    "US3839565A",
    "US3856953A",
    "US4104285A",
    "US4746508A"
  ]
}

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