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Patent · US6406680B1 · B1 · US

X-ray contrast agents

(11) Publication number
US6406680B1
(21) Application number
US-65567100-A
(22) Filing date
2000-09-06
(30) Priority date
1999-09-17
(43) Publication date
2002-06-18
(45) Date of grant
2002-06-18
(52) CPC
  • A61K Preparations for medical, dental or toiletry purposes: 49/0438
(73) Assignee
NYCOMED IMAGING AS
(54) Title
X-ray contrast agents
(57) Abstract

This invention describes a new type of X-ray contrast agents. It has been found that iodinated alkenes containing one or several C=C double bonds substituted with electronic neutral substituents and iodine can be used as X-ray contrast agents. Also new iodoalkene compounds are described.

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Claims (9)

  1. A method for the generation of an X-ray contrast image of a human being or an animal subject comprising administering an effective amount of a compound having the formula A: wherein Y is (IC═CI) 0-1 and R 1 and R 2 are each iodine or an electronically neutral group (C-group) and R 3 is a C-group, to the subject and generating an X-ray image.
  2. The method of claim 1 wherein the subject is a human being.
  3. The method of claim 1 wherein R 3 has an area for resonance effect R of a magnitude between 0.06 and −0.45, and a field inductive effect F between 0.24 and −0.03.
  4. The method of claim 1 wherein Y=(IC═CI) 0-1 R 1 =H, I, CH 2 OH, R 3 R 2 =H, I, CH 2 OH, R 3 R 3 =H, CH 2 - R 4, CH 2 - R 5, CH(R 4) 2, CHR 4 R 5, R 5 R 4 =O - R 5, O - (CH 2 CH 2 - O) 1-7 - R 6, NH - CO - R 6, NH - CO - O - R 6, O - CO - R 6, O - CO - NH - R 6 R 5 =H, C 1-7 alkyl chain which is unbranched or branched and which is substituted with one or several OH-groups. R 6 =H, C 1-6 alkyl chain, R 5.
  5. A compound having the following formula: wherein Y=(IC═CI) 0-1; R 1 =H, I, CH 2 OH, R 3; R 2 =H, I, R 3; R 3 =CH 2 - R 4, CH 2 - R 5, CH(R 4) 2, CHR 4 R 5, CR 4 (R 5) 2, R 5; R 4 =O - R 5, NH - CO - NH 2; R 5 =C 3-8 alkyl chain which is unbranched or branched and which is substituted with two or more OH-groups.
  6. The compound of claim 5 having the formula 3-[6-(2,3-Dihydroxy-propoxy)-2,3,4,5-tetraiodo-hexa-2,4-dienyloxy]-propane-1,2-diol.
  7. The compound of claim 5 having the formula 3,3′-[2,3-diiodo-2-butene-1,4-diylbis(oxy)]-bis-propane-1,2-diol.
  8. The compound of claim 5 having the formula 3-[(2,3-diiodo-4-hydroxy-2-butenyl)oxy)]-propane-1,2-diol.
  9. A composition comprising the compound of claim 5 admixed with at least one physiological carrier or solvent.

Citations (7)

  • DE2241155A1
  • DE3142654A1
  • EP0316058A1
  • JPS57102849A
  • US3342582A
  • US3376315A
  • US5695742A
Record as JSON
{
  "publication_number": "US6406680B1",
  "country": "US",
  "kind": "B1",
  "title": "X-ray contrast agents",
  "abstract": "This invention describes a new type of X-ray contrast agents. It has been found that iodinated alkenes containing one or several C=C double bonds substituted with electronic neutral substituents and iodine can be used as X-ray contrast agents. Also new iodoalkene compounds are described.",
  "claims": [
    "1. A method for the generation of an X-ray contrast image of a human being or an animal subject comprising administering an effective amount of a compound having the formula A: wherein Y is (IC═CI) 0-1 and R 1 and R 2 are each iodine or an electronically neutral group (C-group) and R 3 is a C-group, to the subject and generating an X-ray image.",
    "2. The method of claim 1 wherein the subject is a human being.",
    "3. The method of claim 1 wherein R 3 has an area for resonance effect R of a magnitude between 0.06 and −0.45, and a field inductive effect F between 0.24 and −0.03.",
    "4. The method of claim 1 wherein Y=(IC═CI) 0-1 R 1 =H, I, CH 2 OH, R 3 R 2 =H, I, CH 2 OH, R 3 R 3 =H, CH 2 - R 4, CH 2 - R 5, CH(R 4) 2, CHR 4 R 5, R 5 R 4 =O - R 5, O - (CH 2 CH 2 - O) 1-7 - R 6, NH - CO - R 6, NH - CO - O - R 6, O - CO - R 6, O - CO - NH - R 6 R 5 =H, C 1-7 alkyl chain which is unbranched or branched and which is substituted with one or several OH-groups. R 6 =H, C 1-6 alkyl chain, R 5.",
    "5. A compound having the following formula: wherein Y=(IC═CI) 0-1; R 1 =H, I, CH 2 OH, R 3; R 2 =H, I, R 3; R 3 =CH 2 - R 4, CH 2 - R 5, CH(R 4) 2, CHR 4 R 5, CR 4 (R 5) 2, R 5; R 4 =O - R 5, NH - CO - NH 2; R 5 =C 3-8 alkyl chain which is unbranched or branched and which is substituted with two or more OH-groups.",
    "6. The compound of claim 5 having the formula 3-[6-(2,3-Dihydroxy-propoxy)-2,3,4,5-tetraiodo-hexa-2,4-dienyloxy]-propane-1,2-diol.",
    "7. The compound of claim 5 having the formula 3,3′-[2,3-diiodo-2-butene-1,4-diylbis(oxy)]-bis-propane-1,2-diol.",
    "8. The compound of claim 5 having the formula 3-[(2,3-diiodo-4-hydroxy-2-butenyl)oxy)]-propane-1,2-diol.",
    "9. A composition comprising the compound of claim 5 admixed with at least one physiological carrier or solvent."
  ],
  "cpc": [
    "A61K 49/0438"
  ],
  "assignees": [
    "NYCOMED IMAGING AS"
  ],
  "filing_date": "2000-09-06",
  "publication_date": "2002-06-18",
  "grant_date": "2002-06-18",
  "priority_date": "1999-09-17",
  "application_number": "US-65567100-A",
  "family_id": "26649001",
  "citations": [
    "DE2241155A1",
    "DE3142654A1",
    "EP0316058A1",
    "JPS57102849A",
    "US3342582A",
    "US3376315A",
    "US5695742A"
  ]
}

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