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Azedra
Also known as: Iobenguane i 131, 77679-27-7, 131i-mibg, Azedra, Iobenguane i-131, I-131 metaiodobenzylguanidine
Molecular Formula
C8H10IN3
Molecular Weight
279.09  g/mol
InChI Key
PDWUPXJEEYOOTR-JRGAVVOBSA-N
FDA UNII
Q461L7AK4R

A guanidine analog with specific affinity for tissues of the sympathetic nervous system and related tumors. The radiolabeled forms are used as antineoplastic agents and radioactive imaging agents. (Merck Index, 12th ed) MIBG serves as a neuron-blocking agent which has a strong affinity for, and retention in, the adrenal medulla and also inhibits ADP-ribosyltransferase.
Iobenguane i-131 is a Radioactive Diagnostic Agent. The mechanism of action of iobenguane i-131 is as a Radiopharmaceutical Activity.
1 2D Structure

Azedra

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
2-[(3-(131I)iodanylphenyl)methyl]guanidine
2.1.2 InChI
InChI=1S/C8H10IN3/c9-7-3-1-2-6(4-7)5-12-8(10)11/h1-4H,5H2,(H4,10,11,12)/i9+4
2.1.3 InChI Key
PDWUPXJEEYOOTR-JRGAVVOBSA-N
2.1.4 Canonical SMILES
C1=CC(=CC(=C1)I)CN=C(N)N
2.1.5 Isomeric SMILES
C1=CC(=CC(=C1)[131I])CN=C(N)N
2.2 Other Identifiers
2.2.1 UNII
Q461L7AK4R
2.3 Synonyms
2.3.1 MeSH Synonyms

1. (3-iodo-(131i)benzyl)guanidine

2. 123i Labeled 3-iodobenzylguanidine

3. 125i Labeled 3-iodobenzylguanidine

4. 3 Iodobenzylguanidine

5. 3 Iodobenzylguanidine, 123i Labeled

6. 3 Iodobenzylguanidine, 125i Labeled

7. 3-iodobenzylguanidine

8. 3-iodobenzylguanidine, 123i Labeled

9. 3-iodobenzylguanidine, 125i Labeled

10. Iobenguane

11. M Iodobenzylguanidine

12. M-iodobenzylguanidine

13. Meta Iodobenzylguanidine

14. Meta-iodobenzylguanidine

15. Mibg

2.3.2 Depositor-Supplied Synonyms

1. Iobenguane I 131

2. 77679-27-7

3. 131i-mibg

4. Azedra

5. Iobenguane I-131

6. I-131 Metaiodobenzylguanidine

7. Metaiodobenzylguanidine I-131

8. I-131 Mibg

9. 3-iodobenzylguanidine (131i)

10. Iobenguane, I-131

11. 131 I-mibg

12. Iobenguane (131 I)

13. Mibg I-131

14. (131i)-mibg

15. Iodine (131i) Iobenguane

16. (m-((sup 131)i)iodobenzyl)guanidine

17. (m-iodo-(sup 131)i-benzyl)guanidine

18. Iobenguane (131i) [inn]

19. 3-iodobenzylguanidine, I-131

20. Q461l7ak4r

21. Guanidine, ((3-(iodo-(sup 131)i)phenyl)methyl)-

22. 1-(3-(iodo-131i)benzyl)guanidine

23. Iobeguane I 131

24. M131ibg

25. 3-iodobenzylguanidine (131i) (jan)

26. Iobenguane I131

27. Azedra (tn)

28. 3-iodobenzylguanidine (131i) [jan]

29. Iobenguano (131 I) [spanish]

30. Iobenguano (131 I)

31. Iobenguanum (131 I)

32. Ultratrace Iobenguane I131

33. Unii-q461l7ak4r

34. Iobenguane I 131 [usan]

35. Ultratrace Mibg

36. Iobenguanum (131 I) [latin]

37. Mibg-(131 I)

38. Iobenguane I 131 [usan:usp]

39. Iobenguane[131i]

40. Mibg[radioiodinated]

41. Starbld0007052

42. Myomibg-123i Injection

43. 131i-m-iodobenzylguanidine

44. Ultratrace Iobenguane 131i

45. Pheo Mibg-131i Injection

46. [131i]mibg

47. Iobenguane I 131 (usp)

48. Iobenguane ((sup 131)i)

49. Pheomibg-i 131 (tn)

50. Pheomibg-i(131) Injection

51. Chembl1615779

52. Meta-iodobenzylguanidine (mibg) Labeled With Iodine-131

53. Schembl13092741

54. Dtxsid30228311

55. I-131 Meta-iodobenzyl Guanidine

56. Chebi:135997

57. Moli000967

58. Iobenguane (131 I) [who-dd]

59. Iobenguane I-131 [orange Book]

60. Iobenguane I 131 [usp Impurity]

61. M-[123i/125i/131i]mibg

62. Guanidine, ((3-iodo-131i)phenyl)methyl)-

63. 2-[(3-(131i)iodanylphenyl)methyl]guanidine

64. Cold Contaminant-free Iobenguane I-131

65. D03308

66. Q27286979

67. Ultratrace Iodine I 131 Metaiodobenzylguanidine

2.4 Create Date
2005-03-27
3 Chemical and Physical Properties
Molecular Weight 279.09 g/mol
Molecular Formula C8H10IN3
XLogP31
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count1
Rotatable Bond Count2
Exact Mass278.993599 g/mol
Monoisotopic Mass278.993599 g/mol
Topological Polar Surface Area64.4 Ų
Heavy Atom Count12
Formal Charge0
Complexity166
Isotope Atom Count1
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Pharmacology and Biochemistry
4.1 MeSH Pharmacological Classification

Antineoplastic Agents

Substances that inhibit or prevent the proliferation of NEOPLASMS. (See all compounds classified as Antineoplastic Agents.)


Enzyme Inhibitors

Compounds or agents that combine with an enzyme in such a manner as to prevent the normal substrate-enzyme combination and the catalytic reaction. (See all compounds classified as Enzyme Inhibitors.)


Radiopharmaceuticals

Compounds that are used in medicine as sources of radiation for radiotherapy and for diagnostic purposes. They have numerous uses in research and industry. (Martindale, The Extra Pharmacopoeia, 30th ed, p1161) (See all compounds classified as Radiopharmaceuticals.)


4.2 FDA Pharmacological Classification
4.2.1 Active Moiety
IOBENGUANE I-131
4.2.2 FDA UNII
Q461L7AK4R
4.2.3 Pharmacological Classes
Radiopharmaceutical Activity [MoA]; Radioactive Diagnostic Agent [EPC]
4.3 ATC Code

V - Various

V09 - Diagnostic radiopharmaceuticals

V09I - Tumour detection

V09IX - Other diagnostic radiopharmaceuticals for tumour detection

V09IX02 - Iobenguane (131I)


V - Various

V10 - Therapeutic radiopharmaceuticals

V10X - Other therapeutic radiopharmaceuticals

V10XA - Iodine (131i) compounds

V10XA02 - Iobenguane (131I)


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