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Chemistry

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Also known as: 28094-15-7, 6-hydroxydopamine hydrochloride, 5-(2-aminoethyl)benzene-1,2,4-triol hydrochloride, 6-hydroxydopamine chloride, Oxidopamine (hydrochloride), 2,4,5-trihydroxyphenethylamine hydrochloride

Molecular Formula

C₈H₁₂ClNO₃

Molecular Weight

205.64 g/mol

InChI Key

QLMRJHFAGVFUAC-UHFFFAOYSA-N

FDA UNII

9WBV30HXTL

A neurotransmitter analogue that depletes noradrenergic stores in nerve endings and induces a reduction of dopamine levels in the brain. Its mechanism of action is related to the production of cytolytic free-radicals.

1 2D Structure

Oxidopamine Hydrobromide

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

5-(2-aminoethyl)benzene-1,2,4-triol;hydrochloride

2.1.2 InChI

InChI=1S/C8H11NO3.ClH/c9-2-1-5-3-7(11)8(12)4-6(5)10;/h3-4,10-12H,1-2,9H2;1H

2.1.3 InChI Key

QLMRJHFAGVFUAC-UHFFFAOYSA-N

2.1.4 Canonical SMILES

C1=C(C(=CC(=C1O)O)O)CCN.Cl

2.2 Other Identifiers

2.2.1 UNII

9WBV30HXTL

2.3 Synonyms

2.3.1 MeSH Synonyms

1. 6 Hydroxydopamine

2. 6-hydroxydopamine

3. 6-ohda

4. Hydrobromide, Oxidopamine

5. Hydrochloride, Oxidopamine

6. Oxidopamine

7. Oxidopamine Hydrobromide

2.3.2 Depositor-Supplied Synonyms

1. 28094-15-7

2. 6-hydroxydopamine Hydrochloride

3. 5-(2-aminoethyl)benzene-1,2,4-triol Hydrochloride

4. 6-hydroxydopamine Chloride

5. Oxidopamine (hydrochloride)

6. 2,4,5-trihydroxyphenethylamine Hydrochloride

7. 6-hydroxydopamine Hcl

8. 9wbv30hxtl

9. 1,2,4-benzenetriol, 5-(2-aminoethyl)-, Hydrochloride

10. 5-(2-aminoethyl)benzene-1,2,4-triol;hydrochloride

11. 6-hydroxydopamine Hydrochloride;6-ohda Hydrochloride

12. Nsc-233898

13. Ncgc00094747-01

14. Dsstox_cid_25838

15. Dsstox_rid_81164

16. Dsstox_gsid_45838

17. 2-(2,4,5-trihydroxyphenyl)ethan-1-aminium Chloride

18. Oxidopamine Hcl

19. Cas-28094-15-7

20. 2,5-dihydroxytyramine Hydrochloride

21. Einecs 248-837-2

22. Unii-9wbv30hxtl

23. Nsc 233898

24. 5-(2-aminoethyl)-1,2,4-benzenetriol Hydrochloride

25. 5-(2-aminoethyl)-4-hydroxypyrocatechol Hydrochloride

26. 6-hydroxy Dopamine Hydrochloride

27. 4-(2-aminoethyl)-1,2,3-benzenetriol Hydrochloride

28. 6-hydroxydopaminehydrochloride

29. Mfcd00012895

30. 1,2,3-benzenetriol, 4-(2-aminoethyl)-, Hydrochloride

31. 6-ohda Hydrochloride

32. 6-hd Hcl

33. Mls002207273

34. Schembl718426

35. Spectrum1500450

36. Chembl451197

37. Dtxsid0045838

38. Wln: Z2r Cq Dq Eq &gh

39. Hms1920d14

40. Pharmakon1600-01500450

41. Bcp18603

42. Hy-b1081

43. Tox21_111324

44. Ccg-40236

45. Nsc233898

46. Nsc757259

47. Akos015894730

48. Tox21_111324_1

49. Cs-4648

50. Nsc-757259

51. Ncgc00094747-02

52. Ncgc00167769-04

53. 3,5-trihydroxyphenethylamine Hydrochloride

54. As-60772

55. Smr001306794

56. Db-047336

57. Ft-0638757

58. D87854

59. 4-(2-aminoethyl)-1,3-benzenetriol Hydrochloride

60. A876787

61. 6-ohda Hydrochloride6-hydroxydopamine Hydrochloride

62. J-016968

63. 1,3-benzenetriol, 4-(2-aminoethyl)-, Hydrochloride

64. 1,4-benzenetriol, 5-(2-aminoethyl)-, Hydrochloride

65. 6-hydroxydopamine Hydrochloride; 6-ohda Hydrochloride

66. Q27273318

67. 1,2,4-benzenetriol,5-(2-aminoethyl)-,hydrochloride(1:1)

68. 6-hydroxydopamine Hydrochloride, >=97% (titration), Powder

69. 1,2,4-benzenetriol,5-(2-aminoethyl)-, Hydrochloride (1:1)

70. 1,2,4-benzenetriol, 5-(2-aminoethyl)-, Hydrochloride (1:1)

2.4 Create Date

2005-08-08

3 Chemical and Physical Properties

Molecular Formula	C₈H₁₂ClNO₃
Molecular Weight	205.64 g/mol
Hydrogen Bond Donor Count	5
Hydrogen Bond Acceptor Count	4
Rotatable Bond Count	2
Exact Mass	205.0505709 g/mol
Monoisotopic Mass	205.0505709 g/mol
Topological Polar Surface Area	86.7 Å²
Heavy Atom Count	13
Formal Charge	0
Complexity	142
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	2

4 Pharmacology and Biochemistry

4.1 MeSH Pharmacological Classification

Sympatholytics

Drugs that inhibit the actions of the sympathetic nervous system by any mechanism. The most common of these are the ADRENERGIC ANTAGONISTS and drugs that deplete norepinephrine or reduce the release of transmitters from adrenergic postganglionic terminals (see ADRENERGIC AGENTS). Drugs that act in the central nervous system to reduce sympathetic activity (e.g., centrally acting alpha-2 adrenergic agonists, see ADRENERGIC ALPHA-AGONISTS) are included here. (See all compounds classified as Sympatholytics.)

Adrenergic Agents

Drugs that act on adrenergic receptors or affect the life cycle of adrenergic transmitters. Included here are adrenergic agonists and antagonists and agents that affect the synthesis, storage, uptake, metabolism, or release of adrenergic transmitters. (See all compounds classified as Adrenergic Agents.)

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