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4 Drugs in Development

4 Drugs in Development

Synopsis

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Chemistry

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Also known as: 52806-53-8, 2-hydroxyflutamide, Hydroxyniphtholide, 2-hydroxy-2-methyl-n-(4-nitro-3-(trifluoromethyl)phenyl)propanamide, Hydroxy-flutamide, 2-hydroxy-2-methyl-n-[4-nitro-3-(trifluoromethyl)phenyl]propanamide

Molecular Formula

C₁₁H₁₁F₃N₂O₄

Molecular Weight

292.21 g/mol

InChI Key

YPQLFJODEKMJEF-UHFFFAOYSA-N

FDA UNII

31D90UKP5Y

1 2D Structure

2-Hydroxyflutamide

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

2-hydroxy-2-methyl-N-[4-nitro-3-(trifluoromethyl)phenyl]propanamide

2.1.2 InChI

InChI=1S/C11H11F3N2O4/c1-10(2,18)9(17)15-6-3-4-8(16(19)20)7(5-6)11(12,13)14/h3-5,18H,1-2H3,(H,15,17)

2.1.3 InChI Key

YPQLFJODEKMJEF-UHFFFAOYSA-N

2.1.4 Canonical SMILES

CC(C)(C(=O)NC1=CC(=C(C=C1)[N+](=O)[O-])C(F)(F)F)O

2.2 Other Identifiers

2.2.1 UNII

31D90UKP5Y

2.3 Synonyms

2.3.1 MeSH Synonyms

1. 2-hydroxyflutamide

2. Oh-flutamide

3. Sch 16423

4. Sch-16423

2.3.2 Depositor-Supplied Synonyms

1. 52806-53-8

2. 2-hydroxyflutamide

3. Hydroxyniphtholide

4. 2-hydroxy-2-methyl-n-(4-nitro-3-(trifluoromethyl)phenyl)propanamide

5. Hydroxy-flutamide

6. 2-hydroxy-2-methyl-n-[4-nitro-3-(trifluoromethyl)phenyl]propanamide

7. Sch 16423

8. Hydroxy Flutamide

9. 2-hydroxy-2-methyl-n-(4-nitro-3-(trifluoromethyl)-phenyl)propanamide

10. .alpha.-hydroxyflutamide

11. Chembl491

12. Propanamide, 2-hydroxy-2-methyl-n-[4-nitro-3-(trifluoromethyl)phenyl]-

13. 31d90ukp5y

14. 2-hydroxy-flutamide

15. Oh-flutamide

16. Propanamide, 2-hydroxy-2-methyl-n-(4-nitro-3-(trifluoromethyl)phenyl)-

17. Dsstox_cid_13562

18. Dsstox_rid_79084

19. Dsstox_gsid_33562

20. Hft

21. Hydroxyflutamid

22. Liproca Depot

23. 2-hydroxy-2-methyl-n-[4-nitro-3-(trifluoromethyl)phenyl]propanamide (2-hydroxyflutamide)

24. Smr001227196

25. Cas-52806-53-8

26. Unii-31d90ukp5y

27. 2-hydroxy Flutamide

28. Mfcd00563126

29. 2ax6

30. Alpha,alpha,alpha-trifluoro-2-methyl-4'-nitro-m-lactotoluidide

31. 2-hof

32. Cid_91649

33. Mls001061267

34. Mls006011954

35. Bidd:er0519

36. Gtpl2862

37. Schembl3079778

38. Dtxsid8033562

39. Schembl19117358

40. Bdbm35909

41. Hms3039a05

42. Bcp12495

43. Hydroxyflutamide, >=98% (hplc)

44. Zinc4655055

45. Tox21_201204

46. Tox21_303659

47. Hydroxyflutamide (hydroxyniphtholide)

48. Akos007930906

49. Cs-w013988

50. Hy-w013272

51. Sb17029

52. S10360

53. Ncgc00091014-01

54. Ncgc00091014-02

55. Ncgc00091014-03

56. Ncgc00091014-04

57. Ncgc00091014-06

58. Ncgc00257382-01

59. Ncgc00258756-01

60. Bs-17460

61. A1728

62. Ft-0627147

63. H1600

64. A21118

65. Q15633976

66. 2-hydroxy-4'-nitro-3'-(trifluoromethyl)isobutyranilide

67. Z1617901126

68. 2-hydroxy-2-methyl-n-[4-nitro-3-(trifluoromethyl)phenyl]propionamide

69. 2-hydroxy-2-methyl-n-(4-nitro-3-trifluoromethyl-phenyl)-propionamide (hydroxy Flutamide)

70. 2-hydroxy-2-methyl-n-(4-nitro-3-trifluoromethyl-phenyl)-propionamide(hydroxyflutamide)

71. 2-hydroxy-2-methyl-n-(4-nitro-3-(trifluoromethyl)phenyl)propanamide; Hydroxyniphtholide

2.4 Create Date

2005-08-08

3 Chemical and Physical Properties

Molecular Formula	C₁₁H₁₁F₃N₂O₄
Molecular Weight	292.21 g/mol
XLogP3	2.2
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	7
Rotatable Bond Count	2
Exact Mass	292.06709132 g/mol
Monoisotopic Mass	292.06709132 g/mol
Topological Polar Surface Area	95.2 Å²
Heavy Atom Count	20
Formal Charge	0
Complexity	392
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	1

4 Pharmacology and Biochemistry

4.1 MeSH Pharmacological Classification

Androgen Antagonists

Compounds which inhibit or antagonize the biosynthesis or actions of androgens. (See all compounds classified as Androgen Antagonists.)

4.2 Metabolism/Metabolites

2-hydroxy-flutamide is a known human metabolite of flutamide.

S73 | METXBIODB | Metabolite Reaction Database from BioTransformer | DOI:10.5281/zenodo.4056560

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