CAS 22818-40-2

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Also known as: 22818-40-2, D(-)-4-hydroxyphenylglycine, 4-hydroxy-d-phenylglycine, H-d-phg(4-oh)-oh, D-n-(4-hydroxyphenyl)glycine, D-(-)-4-hydroxyphenylglycine

Molecular Formula

C₈H₉NO₃

Molecular Weight

167.16 g/mol

InChI Key

LJCWONGJFPCTTL-SSDOTTSWSA-N

FDA UNII

PCM9OIX717

1 2D Structure

CAS 22818-40-2

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

(2R)-2-amino-2-(4-hydroxyphenyl)acetic acid

2.1.2 InChI

InChI=1S/C8H9NO3/c9-7(8(11)12)5-1-3-6(10)4-2-5/h1-4,7,10H,9H2,(H,11,12)/t7-/m1/s1

2.1.3 InChI Key

LJCWONGJFPCTTL-SSDOTTSWSA-N

2.1.4 Canonical SMILES

C1=CC(=CC=C1C(C(=O)O)N)O

2.1.5 Isomeric SMILES

C1=CC(=CC=C1[C@H](C(=O)O)N)O

2.2 Other Identifiers

2.2.1 UNII

PCM9OIX717

2.3 Synonyms

2.3.1 MeSH Synonyms

1. (r,s)-3hpg

2. 4-hydroxyphenylglycine

3. 4-hydroxyphenylglycine Hydrobromide, (+-)-isomer

4. 4-hydroxyphenylglycine Hydrochloride, (r)-isomer

5. 4-hydroxyphenylglycine Perchlorate, (+-)-isomer

6. 4-hydroxyphenylglycine, (+-)-isomer

7. 4-hydroxyphenylglycine, (r)-isomer

8. 4-hydroxyphenylglycine, (s)-isomer

9. 4-hydroxyphenylglycine, 2,4-dimethylbenzenesulfonate, (+-)-isomer

10. 4-hydroxyphenylglycine, 2,4-dimethylbenzenesulfonate, (r)-isomer

11. 4-hydroxyphenylglycine, 4-methylbenzenesulfonate, (+-)-isomer

12. 4-hydroxyphenylglycine, 4-methylbenzenesulfonate, (s)-isomer

13. 4-hydroxyphenylglycine, Monosodium Salt

14. 4-hydroxyphenylglycine, Monosodium Salt, (r)-isomer

15. D-p-hydroxyphenylglycine

16. L-4-hydroxyphenylglycine

17. Oxfenicine

18. P-hydroxyphenylglycine

19. Uk 25842

20. Uk-25842

2.3.2 Depositor-Supplied Synonyms

1. 22818-40-2

2. D(-)-4-hydroxyphenylglycine

3. 4-hydroxy-d-phenylglycine

4. H-d-phg(4-oh)-oh

5. D-n-(4-hydroxyphenyl)glycine

6. D-(-)-4-hydroxyphenylglycine

7. (r)-2-amino-2-(4-hydroxyphenyl)acetic Acid

8. (2r)-2-amino-2-(4-hydroxyphenyl)acetic Acid

9. (r)-alpha-amino-4-hydroxybenzeneacetic Acid

10. 4-hydroxyphenylglycine, D-(-)-

11. (r)-2-(4-hydroxyphenyl)glycine

12. D-p-hydroxyphenylglycine

13. P-hydroxy-d-phenylglycine

14. Pcm9oix717

15. (2r)-amino(4-hydroxyphenyl)acetic Acid

16. P-hydroxy-(r)-phenylglycine

17. D-(-)-p-hydroxyphenylglycine

18. Amoxicillin Related Compound I

19. Chebi:15695

20. Benzeneacetic Acid, A-amino-4-hydroxy-, (ar)-

21. (r)-(4-hydroxyphenyl)glycine

22. 4-hydroxyphenylglycine

23. D-(-)-amino(4-hydroxyphenyl)acetic Acid

24. (2r)-amino(4-hydroxyphenyl)ethanoic Acid

25. D-2-amino-2-(p-hydroxyphenyl)acetic Acid

26. D-(-)-2-(p-hydroxyphenyl)glycine

27. (r)-ethyl 2-amino-2-(4-hydroxyphenyl)acetate

28. Mfcd00004262

29. Unii-pcm9oix717

30. Benzeneacetic Acid, .alpha.-amino-4-hydroxy-, (.alpha.r)-

31. Einecs 245-247-7

32. Cefprozil Impurity A

33. 4-hydroxy-d-(-)-2-phenylglycine

34. D-4-hydroxyphenylglicyne

35. Cefprozil Ep Impurity A

36. Epitope Id:117718

37. Ec 245-247-7

38. Schembl124861

39. D-?-(4-hydroxyphenyl)glycine

40. Benzeneacetic Acid, Alpha-amino-4-hydroxy-, (alphar)-

41. D-alpha-(4-hydroxyphenyl)glycine

42. Dtxsid401014840

43. Zinc157101

44. 4-hydroxy-d-phenylglycine, >=98%

45. D-(-)-2-(4-hydroxyphenyl)glycine

46. Akos006281607

47. Akos015924172

48. Ac-1085

49. Db04308

50. D-.alpha.-p-hydroxyphenylglycine

51. Ncgc00164509-02

52. (-)-4-hydroxy-d-phenylglycine, 98+%

53. As-12542

54. Hy-34588

55. Cefprozil Impurity A [ep Impurity]

56. Cefadroxil Impurity A [ep Impurity]

57. Amoxicillin Impurity I [ep Impurity]

58. Cs-0020117

59. Glycine, 2-(p-hydroxyphenyl)-, D-

60. H0758

61. Amoxicillin Related Compound I [usp-rs]

62. C03493

63. D71081

64. D-(-)-.alpha.-(4-hydroxyphenyl)glycine

65. 818h402

66. A816374

67. D-.alpha.-amino-4-hydroxyphenylacetic Acid

68. Amoxicillin Trihydrate Impurity I [ep Impurity]

69. Cefadroxil Monohydrate Impurity A [ep Impurity]

70. Cefprozil Monohydrate Impurity A [ep Impurity]

71. Q27095129

72. D-(-)-.alpha.-amino-4-hydroxyphenylacetic Acid

73. Z1762997255

74. (r)-(-)-2-amino-2-(4-hydroxyphenyl)acetic Acid

75. (.alpha.r)-.alpha.-amino-4-hydroxybenzeneacetic Acid

76. Cefprozil Impurity A, European Pharmacopoeia (ep) Reference Standard

77. (2r)-2-azaniumyl-2-(4-hydroxyphenyl)acetate;(r)-2-amino-2-(4-hydroxyphenyl)acetic Acid

78. Amoxicillin Related Compound I, United States Pharmacopeia (usp) Reference Standard

79. D-alpha-(4-hydroxy-phenyl)glycine, European Pharmacopoeia (ep) Reference Standard

80. Amoxicillin Ep Impurity I; (2r)-2-amino-2-(4-hydroxyphenyl)acetic Acid; (r)-(4-hydroxyphenyl)glycine; (r)-ethyl 2-amino-2-(4-hydroxyphenyl)acetate

2.4 Create Date

2004-09-16

3 Chemical and Physical Properties

Molecular Formula	C₈H₉NO₃
Molecular Weight	167.16 g/mol
XLogP3	-2.1
Hydrogen Bond Donor Count	3
Hydrogen Bond Acceptor Count	4
Rotatable Bond Count	2
Exact Mass	167.058243149 g/mol
Monoisotopic Mass	167.058243149 g/mol
Topological Polar Surface Area	83.6 Å²
Heavy Atom Count	12
Formal Charge	0
Complexity	164
Isotope Atom Count	0
Defined Atom Stereocenter Count	1
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

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.)

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