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P Hydroxyamphetamine

p Hydroxyamphetamine

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Also known as: 306-21-8, Predrolon, Paredrine hydrobromide, 4-(2-aminopropyl)phenol hydrobromide, P-hydroxyamphetamine hydrobromide, Hydroxyamfetamine hydrobromide

Molecular Formula

C₉H₁₄BrNO

Molecular Weight

232.12 g/mol

InChI Key

RZCJLMTXBMNRAD-UHFFFAOYSA-N

FDA UNII

59IG47SZ0E

Amphetamine metabolite with sympathomimetic effects. It is sometimes called alpha-methyltyramine, which may also refer to the meta isomer, gepefrine.

1 2D Structure

P-Hydroxyamphetamine

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

4-(2-aminopropyl)phenol;hydrobromide

2.1.2 InChI

InChI=1S/C9H13NO.BrH/c1-7(10)6-8-2-4-9(11)5-3-8;/h2-5,7,11H,6,10H2,1H3;1H

2.1.3 InChI Key

RZCJLMTXBMNRAD-UHFFFAOYSA-N

2.1.4 Canonical SMILES

CC(CC1=CC=C(C=C1)O)N.Br

2.2 Other Identifiers

2.2.1 UNII

59IG47SZ0E

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Hydrobromide, Hydroxyamphetamine

2. Hydroxyamfetamine

3. Hydroxyamphetamin

4. Hydroxyamphetamine

5. Hydroxyphenylisopropylamine

6. Methyltyramine

7. Norpholedrin

8. Oxyamphetamine

9. P Hydroxyamphetamine

10. P-hydroxyamphetamine

11. Para Hydroxyamphetamine

12. Para-hydroxyamphetamine

13. Paredrine

2.3.2 Depositor-Supplied Synonyms

1. 306-21-8

2. Predrolon

3. Paredrine Hydrobromide

4. 4-(2-aminopropyl)phenol Hydrobromide

5. P-hydroxyamphetamine Hydrobromide

6. Hydroxyamfetamine Hydrobromide

7. Hydroxyamfetamine Hbr

8. Hydroxyamphetamine Hbr

9. Phenol, 4-(2-aminopropyl)-, Hydrobromide

10. 4-(2-aminopropyl)phenol;hydrobromide

11. Nsc-61065

12. 2-amino-1-(4-hydroxyphenyl)propane Hydrobromide

13. 3-(p-hydroxyphenyl)-2-aminopropane Hydrobromide

14. 59ig47sz0e

15. Phenol,4-(2-aminopropyl)-, Hydrobromide (1:1)

16. Phenol, 4-(2-aminopropyl)-, Hbr

17. Hydroxyamphetamine Hydrobromide [usp]

18. 140-36-3

19. Ncgc00095233-01

20. Mycadrine

21. Hydroxyamphetamine Hydrobromide (usp)

22. Hydroxyamfetamin Hydrobromid

23. (+-)-paredrine Hydrobromide

24. Einecs 206-181-4

25. Nsc 61065

26. Dl-p-(2-aminopropyl)phenol Hydrobromide

27. Unii-59ig47sz0e

28. (+-)-p-(2-aminopropyl)phenol Hydrobromide

29. 1-p-hydroxyphenyl-2-aminopropane Hydrobromide

30. Paredrine (tn)

31. Beta-(p-hydroxyphenyl)isopropylamine Hydrobromide

32. Phenol, P-(2-aminopropyl)-, Hydrobromide, (+-)-

33. Phenol, Hydrobromide

34. Component Of Paredrine

35. Phenol, P-(2-aminopropyl)-, Hydrobromide

36. Cid_9377

37. Hyroxyamfetamine Hydrobromide

38. Dsstox_cid_25961

39. Dsstox_rid_81257

40. Dsstox_gsid_45961

41. Spectrum211425

42. Mls002320672

43. Mls002320674

44. Schembl221647

45. Chembl1200705

46. Dtxsid0045961

47. Oxamphetamine Hydrobromide

48. Wln: Zy1&1r Dq &eh

49. Hms1923c15

50. Pharmakon1600-00211425

51. Nsc61065

52. Tox21_111487

53. Nsc760066

54. P-(2-aminopropyl)phenol Hydrobromide

55. P-(2-aminopropyl)phenyl Hydrobromide

56. (+)-4-hydroxyamphetamine Hydrobromide

57. Ccg-213716

58. Nsc-760066

59. (+/-)-4-hydroxyamphetamine Hydrobromide

60. Ncgc00095233-02

61. Cas-306-21-8

62. Smr001338818

63. Smr001338820

64. Hydroxyamphetamine Hydrobromide [mi]

65. (+/-)-p-(2-aminopropyl)phenol Hbr

66. Hydroxyamfetamine Hydrobromide [mart.]

67. Hydroxyamphetamine Hydrobromide [vandf]

68. D04473

69. Hydroxyamfetamine Hydrobromide [who-dd]

70. Hydroxyamphetamine Hydrobromide [usp-rs]

71. (+/-)-p-(2-aminopropyl)phenol Hydrobromide

72. .beta.-(p-hydroxyphenyl)isopropylamine Hydrobromide

73. Hydroxyamphetamine Hydrobromide [orange Book]

74. Hydroxyamphetamine Hydrobromide [usp Monograph]

75. Q27261708

76. Rac. 4-hydroxy-alpha-methylphenethylamine Hydrobromide

77. Paremyd Component Hydroxyamphetamine Hydrobromide

78. Hydroxyamphetamine Hydrobromide Component Of Paremyd

2.4 Create Date

2005-08-08

3 Chemical and Physical Properties

Molecular Formula	C₉H₁₄BrNO
Molecular Weight	232.12 g/mol
Hydrogen Bond Donor Count	3
Hydrogen Bond Acceptor Count	2
Rotatable Bond Count	2
Exact Mass	231.02588 g/mol
Monoisotopic Mass	231.02588 g/mol
Topological Polar Surface Area	46.2 Å²
Heavy Atom Count	12
Formal Charge	0
Complexity	108
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	1
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	2

4 Pharmacology and Biochemistry

4.1 MeSH Pharmacological Classification

Sympathomimetics

Drugs that mimic the effects of stimulating postganglionic adrenergic sympathetic nerves. Included here are drugs that directly stimulate adrenergic receptors and drugs that act indirectly by provoking the release of adrenergic transmitters. (See all compounds classified as Sympathomimetics.)

Mydriatics

Agents that dilate the pupil. They may be either sympathomimetics or parasympatholytics. (See all compounds classified as Mydriatics.)