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Azedra

Azedra

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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 Formula	C₈H₁₀IN₃
Molecular Weight	279.09 g/mol
XLogP3	1
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	1
Rotatable Bond Count	2
Exact Mass	278.993599 g/mol
Monoisotopic Mass	278.993599 g/mol
Topological Polar Surface Area	64.4 Å²
Heavy Atom Count	12
Formal Charge	0
Complexity	166
Isotope Atom Count	1
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1

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