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4-Hydroxybenzoic Acid
Also known as: 99-96-7, P-hydroxybenzoic acid, 4-carboxyphenol, P-salicylic acid, Benzoic acid, 4-hydroxy-, Benzoic acid, p-hydroxy-
Molecular Formula
C7H6O3
Molecular Weight
138.12  g/mol
InChI Key
FJKROLUGYXJWQN-UHFFFAOYSA-N
FDA UNII
JG8Z55Y12H

4-Hydroxybenzoic acid is a metabolite found in the aging mouse brain.
1 2D Structure

4-Hydroxybenzoic Acid

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
4-hydroxybenzoic acid
2.1.2 InChI
InChI=1S/C7H6O3/c8-6-3-1-5(2-4-6)7(9)10/h1-4,8H,(H,9,10)
2.1.3 InChI Key
FJKROLUGYXJWQN-UHFFFAOYSA-N
2.1.4 Canonical SMILES
C1=CC(=CC=C1C(=O)O)O
2.2 Other Identifiers
2.2.1 UNII
JG8Z55Y12H
2.3 Synonyms
2.3.1 MeSH Synonyms

1. 4-hydroxybenzoate

2. 4-hydroxybenzoic Acid, Calcium Salt

3. 4-hydroxybenzoic Acid, Copper(2+)(1:1) Salt

4. 4-hydroxybenzoic Acid, Dilithium Salt

5. 4-hydroxybenzoic Acid, Dipotassium Salt

6. 4-hydroxybenzoic Acid, Disodium Salt

7. 4-hydroxybenzoic Acid, Monopotassium Salt

8. 4-hydroxybenzoic Acid, Monosodium Salt

9. 4-hydroxybenzoic Acid, Monosodium Salt, 11c-labeled

10. P-hydroxybenzoate

11. Para-hydroxybenzoic Acid

12. Sodium P-hydroxybenzoate Tetrahydrate

2.3.2 Depositor-Supplied Synonyms

1. 99-96-7

2. P-hydroxybenzoic Acid

3. 4-carboxyphenol

4. P-salicylic Acid

5. Benzoic Acid, 4-hydroxy-

6. Benzoic Acid, P-hydroxy-

7. Para-hydroxybenzoic Acid

8. P-carboxyphenol

9. 4-hydroxybenzoesaeure

10. Paraben-acid

11. 4-hydroxy Benzoic Acid

12. P-oxybenzoesaure [german]

13. 4-hydroxybenzoicacid

14. Phba

15. 4-hydroxy-benzoic Acid

16. Hydroxybenzoic Acid

17. Acido P-idrossibenzoico [italian]

18. Kyselina 4-hydroxybenzoova

19. Kyselina 4-hydroxybenzoova [czech]

20. Nsc 4961

21. Parahydroxybenzoic Acid

22. Hydroxybenzoic Acid, Para

23. P-hydroxy Benzoic Acid

24. P-hydroxy-benzoic Acid

25. Hydroxybenzenecarboxylic Acid

26. 4-hba

27. Hsdb 7233

28. Chembl441343

29. Jg8z55y12h

30. Einecs 202-804-9

31. Chebi:30763

32. Nsc-4961

33. Mfcd00002547

34. Ai3-01003

35. Benzoic Acid, 4-hydroxy-, Homopolymer

36. 3pcc

37. 3pch

38. 4-hydroxy-benzoate

39. Dsstox_cid_6647

40. Dsstox_rid_78173

41. Dsstox_gsid_26647

42. 30729-36-3

43. Benzoic Acid, P-hydroxy

44. Benzoic Acid, 4-hydroxy

45. Wln: Qvr Dq

46. P-oxybenzoesaure

47. Cas-99-96-7

48. Nsc4961

49. Acido P-idrossibenzoico

50. Db04242

51. Ncgc00166040-01

52. Phb

53. Unii-jg8z55y12h

54. C00156

55. P-salicylate

56. Ae-848/32195059

57. Ccris 8812

58. P-hydroxy-benzoate

59. Para-salicylic Acid

60. 4-hydoxybenzoic Acid

61. 4-hyroxybenzoic Acid

62. Phenol Derivative, 8

63. 4-hydroxylbenzoic Acid

64. 4-hydroxy-benzoesaeure

65. 4-hydroxybenzoi C Acid

66. 4-hydroxyl Benzoic Acid

67. 4-hydroxybenzoate, Iii

68. Para-hydroxy Benzoic Acid

69. Para Hydroxy Benzoic Acid

70. Bmse000092

71. Bmse000583

72. Ec 202-804-9

73. Schembl4110

74. Bidd:er0706

75. 4-hydroxybenzenecarboxylic Acid

76. P-hydroxybenzoic Acid, Reagent

77. Dtxsid3026647

78. Fema No. 3986

79. Bdbm26194

80. Salicylic Acid Related Compound A

81. Lr-68

82. Zinc332752

83. P-hydroxybenzoic Acid [mi]

84. Cs-d1180

85. Hy-y0264

86. Str01287

87. Tox21_202342

88. Tox21_303301

89. Ac-008

90. Bbl011981

91. S3754

92. Stl138745

93. 4-hydroxybenzoic Acid [fhfi]

94. 4-hydroxybenzoic Acid [hsdb]

95. 4-hydroxybenzoic Acid [inci]

96. 4-hydroxybenzoic Acid, >=99%, Fg

97. Akos000119033

98. Am87513

99. Ccg-266143

100. Ncgc00166040-02

101. Ncgc00257058-01

102. Ncgc00259891-01

103. Ft-0618695

104. Ft-0669322

105. H0207

106. 4-hydroxybenzoic Acid, Reagentplus(r), 99%

107. D86505

108. Salicylic Acid Impurity A [ep Impurity]

109. 4-hydroxybenzoic Acid, Reagentplus(r), >=99%

110. 4-hydroxybenzoic Acid, Puriss., >=99.0% (t)

111. A858402

112. Q229970

113. Salicylic Acid Related Compound A [usp-rs]

114. 46dd083d-bfd3-4ce1-b2d9-6c6d5fefd3d9

115. J-660066

116. W-100004

117. 4-hydroxybenzoic Acid, Vetec(tm) Reagent Grade, 99%

118. Acetylsalicylic Acid Impurity A [ep Impurity]

119. Propyl Hydroxybenzoate Impurity A [ep Impurity]

120. F2191-0237

121. Salicylic Acid Related Compound A [usp Impurity]

122. Z1259273385

123. Methyl Parahydroxybenzoate Impurity A [ep Impurity]

124. 4-hydroxybenzoic Acid, Certified Reference Material, Tracecert(r)

125. 4-hydroxybenzoic Acid, Pharmaceutical Secondary Standard; Certified Reference Material

126. Salicylic Acid Related Compound A, United States Pharmacopeia (usp) Reference Standard

2.4 Create Date
2004-09-16
3 Chemical and Physical Properties
Molecular Weight 138.12 g/mol
Molecular Formula C7H6O3
XLogP31.6
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count3
Rotatable Bond Count1
Exact Mass138.031694049 g/mol
Monoisotopic Mass138.031694049 g/mol
Topological Polar Surface Area57.5 Ų
Heavy Atom Count10
Formal Charge0
Complexity125
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Pharmacology and Biochemistry
4.1 Absorption, Distribution and Excretion

...Groups of 4-8 rabbits were given 4-hydroxybenzoic acid at a dose of 100, 250, 500, 1000, or 1500 mg/kg bw by gavage every 3-7 days. Urine was collected continuously and analysed for metabolites. The total urinary recovery of the test material ranged from 84% to 104%. Glucuronic acid and sulfate conjugates were also detected in the urine, at 10-35% and 4-7%, respectively. The concentrations of all the metabolites returned to background values within 24 hr after dosing.

JECFA; WHO Food Additives Series 48: Safety Evaluation of Certain Food Additives and Contaminants: Hydroxy- and Alkoxy-substituted Benzyl Derivatives (2002). Available from, as of July 23, 2004: https://www.inchem.org/documents/jecfa/jecmono/v48je15.htm


4.2 Metabolism/Metabolites

In rabbits, 96% of a single oral dose of 400 mg/kg bw 4-hydroxybenzaldehyde was excreted in the urine within 24 hr as 4-hydroxybenzoic acid and its glycine, glucuronic acid, and sulfate conjugates.

JECFA; WHO Food Additives Series 48: Safety Evaluation of Certain Food Additives and Contaminants: Hydroxy- and Alkoxy-substituted Benzyl Derivatives (2002). Available from, as of July 23, 2004: https://www.inchem.org/documents/jecfa/jecmono/v48je15.htm


...Metabolism in the rat of p-hydroxybenzoic acid and its methyl, ethyl and propyl esters resulted in the appearance in the urine first of free p-hydroxybenzoic acid, followed by the glucuronide and p-hydroxyhippuric acid, the concentration of which increased as that of the free p-hydroxybenzoic acid /decreased/.

JECFA; WHO Food Additives Series 5: Toxicological evaluation of some food additives including anticaking agents, antimicrobials, antioxidants, emulsifiers and thickening agents (1974). Available from, as of July 23, 2004: https://www.inchem.org/documents/jecfa/jecmono/v05je13.htm


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