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Chemistry

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Also known as: Ethanedioic acid, 144-62-7, Aktisal, Aquisal, Oxalate, Oxiric acid
Molecular Formula
C2H2O4
Molecular Weight
90.03  g/mol
InChI Key
MUBZPKHOEPUJKR-UHFFFAOYSA-N
FDA UNII
9E7R5L6H31

Oxalic Acid
A strong dicarboxylic acid occurring in many plants and vegetables. It is produced in the body by metabolism of glyoxylic acid or ascorbic acid. It is not metabolized but excreted in the urine. It is used as an analytical reagent and general reducing agent.
1 2D Structure

Oxalic Acid

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
oxalic acid
2.1.2 InChI
InChI=1S/C2H2O4/c3-1(4)2(5)6/h(H,3,4)(H,5,6)
2.1.3 InChI Key
MUBZPKHOEPUJKR-UHFFFAOYSA-N
2.1.4 Canonical SMILES
C(=O)(C(=O)O)O
2.2 Other Identifiers
2.2.1 UNII
9E7R5L6H31
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Acid, Oxalic

2. Aluminum Oxalate

3. Ammonium Oxalate

4. Chromium (2+) Oxalate

5. Chromium (3+) Oxalate (3:2)

6. Chromium Oxalate

7. Diammonium Oxalate

8. Dilithium Oxalate

9. Dipotassium Oxalate

10. Disodium Oxalate

11. Ferric Oxalate

12. Iron (2+) Oxalate (1:1)

13. Iron (3+) Oxalate

14. Iron Oxalate

15. Magnesium Oxalate

16. Magnesium Oxalate (1:1)

17. Manganese (2+) Oxalate (1:1)

18. Monoammonium Oxalate

19. Monohydrogen Monopotassium Oxalate

20. Monopotassium Oxalate

21. Monosodium Oxalate

22. Oxalate, Aluminum

23. Oxalate, Chromium

24. Oxalate, Diammonium

25. Oxalate, Dilithium

26. Oxalate, Dipotassium

27. Oxalate, Disodium

28. Oxalate, Ferric

29. Oxalate, Iron

30. Oxalate, Magnesium

31. Oxalate, Monoammonium

32. Oxalate, Monohydrogen Monopotassium

33. Oxalate, Monopotassium

34. Oxalate, Monosodium

35. Oxalate, Potassium

36. Oxalate, Potassium Chromium

37. Oxalate, Sodium

38. Potassium Chromium Oxalate

39. Potassium Oxalate

40. Potassium Oxalate (2:1)

41. Sodium Oxalate

2.3.2 Depositor-Supplied Synonyms

1. Ethanedioic Acid

2. 144-62-7

3. Aktisal

4. Aquisal

5. Oxalate

6. Oxiric Acid

7. Oxalsaeure

8. Oxaalzuur

9. Kyselina Stavelova

10. Acide Oxalique

11. Acido Ossalico

12. Acidum Oxalicum

13. Caswell No. 625

14. Oxaalzuur [dutch]

15. Oxalsaeure [german]

16. Oxalicacid

17. Nci-c55209

18. Ethanedionic Acid

19. Acide Oxalique [french]

20. Ethane-1,2-dioic Acid

21. Acido Ossalico [italian]

22. Kyselina Stavelova [czech]

23. Ccris 1454

24. Epa Pesticide Chemical Code 009601

25. Hsdb 1100

26. Ai3-26463

27. Nsc 62774

28. Brn 0385686

29. Hooccooh

30. Oxalic Acid Anhydrous

31. Mfcd00002573

32. Chebi:16995

33. 9e7r5l6h31

34. C2-beta-polymorph

35. Nsc-62774

36. Ethanedioic Acid Dihydrate

37. Ethanedioic Acid-d2

38. Oxalic Acid Dianion

39. Dsstox_cid_5816

40. C00209

41. Dsstox_rid_77935

42. Dsstox_gsid_25816

43. Oxalic Acid Diammonium Salt

44. Wood Bleach

45. Oxaliplatin Related Compound A

46. Cas-144-62-7

47. Oxd

48. C2h2o4

49. Nsc115893

50. Einecs 205-634-3

51. Ethandisaeure

52. Ethanedionate

53. Oxagel

54. Unii-9e7r5l6h31

55. 2dua

56. 2hwg

57. H2ox

58. Anhydrous Oxalic Acid

59. Ethane-1,2-dioate

60. Oxalic Acid, 98%

61. Oxalic Acid (8ci)

62. Oxalic Acid 2 Hydrate

63. Oxalic Acid, Anhydrous

64. Oxalic Acid 2-hydrate

65. 1o4n

66. 1t5a

67. Oxalate Standard For Ic

68. Wln: Qvvq

69. Ethanedioic Acid (9ci)

70. Oxalic Acid [mi]

71. Oxalic Acid Dihydrate Acs

72. Ultraplast Activate S 52

73. Bmse000106

74. Ec 205-634-3

75. Oxalic Acid Low Ash Grade

76. Oxalic Acid [hsdb]

77. Oxalic Acid [inci]

78. Nciopen2_000770

79. Nciopen2_001022

80. Nciopen2_001042

81. Nciopen2_001202

82. Nciopen2_008831

83. Oxalic Acid [vandf]

84. Tetradecanoic-d27acid

85. 4-02-00-01819 (beilstein Handbook Reference)

86. Oxalic Acid [who-dd]

87. Oxalic Acid Solution, 0.5 M

88. Oxalic Acid, Ar, >=99%

89. Oxalic Acid, Lr, >=98%

90. Chembl146755

91. Dtxsid0025816

92. Oxalic Acid Solution, 0.05 M

93. Oxalic Acid, Analytical Standard

94. Bdbm14674

95. Bis(5-azaspiro[2.5]octan-8-ol)

96. Hy-y0262

97. Nsc62774

98. Oxalicacid,0.1nstandardizedsolution

99. Str01359

100. Zinc6021239

101. Tox21_202122

102. Tox21_303346

103. Bbl003000

104. Bis((2r)-azetidine-2-carbonitrile)

105. S9354

106. Stk379550

107. Akos005449445

108. Oxalic Acid, 5% W/v Aqueous Solution

109. Ccg-266020

110. Db03902

111. Sb40938

112. Sb40959

113. Sb40985

114. Oxalic Acid, 10% W/v Aqueous Solution

115. Oxalic Acid, Reagentplus(r), >=99%

116. Ncgc00249170-01

117. Ncgc00257376-01

118. Ncgc00259671-01

119. Bp-21133

120. Oxalic Acid 10 Microg/ml In Acetonitrile

121. Oxalic Acid, 0.1n Standardized Solution

122. Oxalic Acid, Saj First Grade, >=97.0%

123. Bis(1-(3-methyloxetan-3-yl)ethan-1-amine)

124. Cs-0013716

125. Ft-0657506

126. Oxalic Acid, Vetec(tm) Reagent Grade, 98%

127. Oxaliplatin Impurity A [ep Impurity]

128. Oxaliplatin Related Compound A [usp-rs]

129. Oxalic Acid, Purum, Anhydrous, >=97.0% (rt)

130. Q184832

131. J-007978

132. Oxaliplatin Related Compound A [usp Impurity]

133. F1b1b2d7-c290-4ce6-8550-f25b202afade

134. F2191-0257

135. Oxalic Acid, Puriss. P.a., Anhydrous, >=99.0% (rt)

136. Oxalic Acid, Purified Grade, 99.999% Trace Metals Basis

137. Oxalate Standard For Ic, 1.000 G/l In H2o, Analytical Standard

138. Oxalic Acid Concentrate, 0.1 M (cooh)2 (0.2n), Eluent Concentrate For Ic

139. 48j

2.3.3 Other Synonyms

1. 6153-56-6

2. Ethanedioic Acid, Dihydrate

3. Oxalic Acid Dihydrate

2.4 Create Date
2004-09-16
3 Chemical and Physical Properties
Molecular Weight 90.03 g/mol
Molecular Formula C2H2O4
XLogP3-0.3
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count4
Rotatable Bond Count1
Exact Mass89.99530854 g/mol
Monoisotopic Mass89.99530854 g/mol
Topological Polar Surface Area74.6 Ų
Heavy Atom Count6
Formal Charge0
Complexity71.5
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Drug and Medication Information
4.1 Drug Warning

Ascorbic acid ingestion in high doses is associated with oxalate deposition in tissue in dialysis patients. /Oxalates/

Haddad, L.M., Clinical Management of Poisoning and Drug Overdose. 2nd ed. Philadelphia, PA: W.B. Saunders Co., 1990., p. 702


5 Pharmacology and Biochemistry
5.1 MeSH Pharmacological Classification

Reducing Agents

Materials that add an electron to an element or compound, that is, decrease the positiveness of its valence. (From McGraw-Hill Dictionary of Scientific and Technical Terms, 5th ed) (See all compounds classified as Reducing Agents.)


5.2 Absorption, Distribution and Excretion

TARTARIC & OXALIC ACIDS ARE EXCRETED IN URINE UNCHANGED.

Parke, D. V. The Biochemistry of Foreign Compounds. Oxford: Pergamon Press, 1968., p. 141


The absorption of (14)C-labelled oxalic acid was studied in Wistar rats, CD-1 mice and NMRI mice. Oxalic acid in solution was given to the animals by gavage either with water alone or with 0.625 g/kg body wt of xylitol. Both xylitol adapted animals and animals not previously exposed to xylitol were used. Adaptation to xylitol diets enhanced the absorption and urinary excretion of the label (oxalic acid) in both strains of mice but not in rats. Earlier studies have indicated a high incidence of bladder calculi in mice but not in rats fed high amounts of xylitol. The results of the present study offer one likely explanation for the increased formation of bladder calculi as a result of over saturation of urine with oxalate.

PMID:3188068 Salminen S et al; Toxicol Lett 44 (1-2): 113-20 (1988)


5.3 Metabolism/Metabolites

IN RABBIT, MAJOR END-PRODUCT OF METAB OF (14)C-ETHYLENE GLYCOL IS RESP CARBON DIOXIDE (60% OF DOSE IN 3 DAYS), & METABOLITES EXCRETED IN URINE ARE UNCHANGED ETHYLENE GLYCOL (10%) & OXALIC ACID (0.1%). ... GLYCOLALDEHYDE, GLYCOLLIC ACID & GLYOXYLIC ACID ARE INTERMEDIATES IN CONVERSION TO CARBON DIOXIDE.

Parke, D. V. The Biochemistry of Foreign Compounds. Oxford: Pergamon Press, 1968., p. 214


IN OXIDATIVE METAB OF ETHYLENE GLYCOL IN MAMMALS, SPECIES VARIATIONS OCCUR WHICH EXPLAIN ... DIFFERENCES IN TOXICITY. GLYCOL IS OXIDIZED BY MAJOR PATHWAY INTO CARBON DIOXIDE, & BY MINOR PATHWAY TO ... OXALIC ACID. EXTENT OF FORMATION OF OXALIC ACID IS DEPENDENT ON DOSE LEVEL, BUT HAS ... BEEN SHOWN TO VARY WITH SPECIES ...

Parke, D. V. The Biochemistry of Foreign Compounds. Oxford: Pergamon Press, 1968., p. 118


INITIAL STEPS IN OXIDATION OF ETHYLENE GLYCOL TO DIALDEHYDE (GLYOXAL) & TO GLYOXYLIC ACID SEEM TO BE MEDIATED BY ALC DEHYDROGENASE; DECARBOXYLATION OF GLYOXYLIC ACID YIELDS CARBON DIOXIDE & FORMIC ACID. GLYOXYLIC ACID IS ALSO OXIDIZED TO OXALIC ACID.

Gilman, A.G., L.S.Goodman, and A. Gilman. (eds.). Goodman and Gilman's The Pharmacological Basis of Therapeutics. 7th ed. New York: Macmillan Publishing Co., Inc., 1985., p. 1637


Piridoxilate is an association of glyoxylic acid and pyridoxine in which pyridoxine is supposed to facilitate in vivo transformation of glyoxylic acid to glycine rather than to oxalic acid. However, it has recently been shown that long term treatment with piridoxilate may result in over production of oxalic acid and in calcium oxalate nephrolithiasis. A patient in whom piridoxilate induced both oxalate nephrolithiasis and chronic oxalate nephropathy with renal insufficiency, an association that has not been previously described, was reported. Therefore, piridoxilate should be added to the list of chemicals responsible for chronic oxalate nephropathy.

PMID:3118272 Vigeral P et al; Nephrol Dial Transplant 2 (4): 275-8 (1987)


Cyclosporin A interferes with oxalate metabolism and, therefore, should be given with utmost caution in patients with primary hyperoxaluria.

PMID:3075154 Drachman R et al; Child Nephrol Urol 9 (1-2): 90-2 (1988)


5.4 Mechanism of Action

Metabolically its toxicity is believed due to the capacity of oxalic acid to immobilize calcium and thus upset the calcium-potassium ratio in critical tissues.

American Conference of Governmental Industrial Hygienists. Documentation of the Threshold Limit Values and Biological Exposure Indices. 5th ed. Cincinnati, OH: American Conference of Governmental Industrial Hygienists, 1986., p. 451


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XIAN DIST. MUDANJIANG HEILON G CHINA","customerAddress":"46,B.B.GANGULY STREET,"}]
12-Jan-2022
29-Apr-2025
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ABOUT THIS PAGE

Looking for 144-62-7 / Oxalic Acid API manufacturers, exporters & distributors?

Oxalic Acid manufacturers, exporters & distributors 1

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PharmaCompass offers a list of Oxalic Acid API manufacturers, exporters & distributors, which can be sorted by GMP, USDMF, JDMF, KDMF, CEP (COS), WC, Price,and more, enabling you to easily find the right Oxalic Acid manufacturer or Oxalic Acid supplier for your needs.

Send us enquiries for free, and we will assist you in establishing a direct connection with your preferred Oxalic Acid manufacturer or Oxalic Acid supplier.

PharmaCompass also assists you with knowing the Oxalic Acid API Price utilized in the formulation of products. Oxalic Acid API Price is not always fixed or binding as the Oxalic Acid Price is obtained through a variety of data sources. The Oxalic Acid Price can also vary due to multiple factors, including market conditions, regulatory modifications, or negotiated pricing deals.

API | Excipient name

Oxalic Acid

Synonyms

Ethanedioic acid, 144-62-7, Aktisal, Aquisal, Oxalate, Oxiric acid

Cas Number

144-62-7

Unique Ingredient Identifier (UNII)

9E7R5L6H31

About Oxalic Acid

A strong dicarboxylic acid occurring in many plants and vegetables. It is produced in the body by metabolism of glyoxylic acid or ascorbic acid. It is not metabolized but excreted in the urine. It is used as an analytical reagent and general reducing agent.

Oxalic Acid Manufacturers

A Oxalic Acid manufacturer is defined as any person or entity involved in the manufacture, preparation, processing, compounding or propagation of Oxalic Acid, including repackagers and relabelers. The FDA regulates Oxalic Acid manufacturers to ensure that their products comply with relevant laws and regulations and are safe and effective to use. Oxalic Acid API Manufacturers are required to adhere to Good Manufacturing Practices (GMP) to ensure that their products are consistently manufactured to meet established quality criteria.

click here to find a list of Oxalic Acid manufacturers with USDMF, JDMF, KDMF, CEP, GMP, COA and API Price related information on PhamaCompass.

Oxalic Acid Suppliers

A Oxalic Acid supplier is an individual or a company that provides Oxalic Acid active pharmaceutical ingredient (API) or Oxalic Acid finished formulations upon request. The Oxalic Acid suppliers may include Oxalic Acid API manufacturers, exporters, distributors and traders.

click here to find a list of Oxalic Acid suppliers with USDMF, JDMF, KDMF, CEP, GMP, COA and API Price related information on PharmaCompass.

Oxalic Acid GMP

Oxalic Acid Active pharmaceutical ingredient (API) is produced in GMP-certified manufacturing facility.

GMP stands for Good Manufacturing Practices, which is a system used in the pharmaceutical industry to make sure that goods are regularly produced and monitored in accordance with quality standards. The FDA’s current Good Manufacturing Practices requirements are referred to as cGMP or current GMP which indicates that the company follows the most recent GMP specifications. The World Health Organization (WHO) has its own set of GMP guidelines, called the WHO GMP. Different countries can also set their own guidelines for GMP like China (Chinese GMP) or the EU (EU GMP).

PharmaCompass offers a list of Oxalic Acid GMP manufacturers, exporters & distributors, which can be sorted by USDMF, JDMF, KDMF, CEP (COS), WC, API price, and more, enabling you to easily find the right Oxalic Acid GMP manufacturer or Oxalic Acid GMP API supplier for your needs.

Oxalic Acid CoA

A Oxalic Acid CoA (Certificate of Analysis) is a formal document that attests to Oxalic Acid's compliance with Oxalic Acid specifications and serves as a tool for batch-level quality control.

Oxalic Acid CoA mostly includes findings from lab analyses of a specific batch. For each Oxalic Acid CoA document that a company creates, the USFDA specifies specific requirements, such as supplier information, material identification, transportation data, evidence of conformity and signature data.

Oxalic Acid may be tested according to a variety of international standards, such as European Pharmacopoeia (Oxalic Acid EP), Oxalic Acid JP (Japanese Pharmacopeia) and the US Pharmacopoeia (Oxalic Acid USP).

Inform the supplier about your product requirements, specifying if you need a product with particular monograph like EP (Ph. Eur.), USP, JP, BP, or any other quality. In addition, clarify whether you need hydrochloride (HCl), anhydricum, base, micronisatum or a specific level of purity. To find reputable suppliers, utilize the filters and select those certified by GMP, FDA, or any other certification as per your requirement.
For your convenience, we have listed synonyms and CAS numbers to help you find the best supplier. The use of synonyms and CAS numbers can be helpful in identifying potential suppliers, but it is crucial to note that they might not always indicate the exact same product. It is important to confirm the product details with the supplier before making a purchase to ensure that it meets your requirements.
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