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Chemistry

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Also known as: 23696-28-8, Bayernox, Bisergon, Bayonox, 2-((2-hydroxyethyl)carbamoyl)-3-methylquinoxaline 1,4-dioxide, Bay va 9391
Molecular Formula
C12H13N3O4
Molecular Weight
263.25  g/mol
InChI Key
TURHTASYUMWZCC-UHFFFAOYSA-N
FDA UNII
G3LAW9U88T

Olaquindox
1 2D Structure

Olaquindox

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
N-(2-hydroxyethyl)-3-methyl-4-oxido-1-oxoquinoxalin-1-ium-2-carboxamide
2.1.2 InChI
InChI=1S/C12H13N3O4/c1-8-11(12(17)13-6-7-16)15(19)10-5-3-2-4-9(10)14(8)18/h2-5,16H,6-7H2,1H3,(H,13,17)
2.1.3 InChI Key
TURHTASYUMWZCC-UHFFFAOYSA-N
2.1.4 Canonical SMILES
CC1=C([N+](=O)C2=CC=CC=C2N1[O-])C(=O)NCCO
2.2 Other Identifiers
2.2.1 UNII
G3LAW9U88T
2.3 Synonyms
2.3.1 MeSH Synonyms

1. 2-(n-2'-hydroxyethylcarbamoyl)-3-methylquinoxaline- Di-n-oxide

2. Bay Va 9391

3. Bayo-n-ox

4. Bisergon

5. Olanquindox

2.3.2 Depositor-Supplied Synonyms

1. 23696-28-8

2. Bayernox

3. Bisergon

4. Bayonox

5. 2-((2-hydroxyethyl)carbamoyl)-3-methylquinoxaline 1,4-dioxide

6. Bay Va 9391

7. N-(2-hydroxyethyl)-3-methyl-2-quinoxalinecarboxamide 1,4-dioxide

8. 2-quinoxalinecarboxamide, N-(2-hydroxyethyl)-3-methyl-, 1,4-dioxide

9. Olachindox

10. Bay-va-9391

11. Olaquindox (inn)

12. Nsc634933

13. Ncgc00164265-01

14. Olaquindox [inn]

15. N-(2-hydroxyethyl)-3-methyl-4-oxido-1-oxoquinoxalin-1-ium-2-carboxamide

16. Dsstox_cid_20726

17. Dsstox_rid_79573

18. Dsstox_gsid_40726

19. Olaquindox [ban:inn]

20. Cas-23696-28-8

21. N-(2-hydroxyethyl)-3-methyl-1,4-dioxidoquinoxaline-1,4-diium-2-carboxamide

22. Olaquindox [mi]

23. Olaquindox [hsdb]

24. Olaquindox-(ethylene-d4)

25. Olaquindox [mart.]

26. G3law9u88t

27. Schembl557579

28. Olaquindox [veterinary] (tn)

29. Chembl1649716

30. Dtxsid3040726

31. Chebi:177538

32. Act06680

33. Hy-n0465

34. Zinc1624227

35. Tox21_112095

36. Mfcd00210341

37. Akos015895584

38. Akos037514759

39. Olaquindox 100 Microg/ml In Methanol

40. Tox21_112095_1

41. Nsc-634933

42. Ncgc00164265-02

43. Ac-13888

44. As-12544

45. Olaquindox 100 Microg/ml In Acetonitrile

46. Db-046225

47. Cs-0008992

48. Ft-0630505

49. Ft-0673254

50. N2086

51. A14807

52. D08292

53. Olaquindox, Vetranal(tm), Analytical Standard

54. J-015187

55. Q27278699

56. 2-(2-hydroxyethylcarbamoyl)-3-methylquinoxaline 1,4-dioxide

57. 2-(n-(2-hydroxyethyl)carbamoyl)-3-methylquinoxaline1,4-dioxide

58. 2-[(2-hydroxyethyl)carbamoyl]-3-methyl-1-oxo-1,4-dihydro-1

59. E?-quinoxalin-1-ylium-4-olate

60. N-(2-hydroxyethyl)-3-methyl-1,4-dioxido-quinoxaline-1,4-diium-2-carboxamide

61. 1,4-dihydroxy-n-(2-hydroxyethyl)-3-methyl-1.lambda.~5~,4.lambda.~5~-quinoxaline-2-carboxamide

2.4 Create Date
2005-03-26
3 Chemical and Physical Properties
Molecular Weight 263.25 g/mol
Molecular Formula C12H13N3O4
XLogP3-0.2
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count5
Rotatable Bond Count3
Exact Mass263.09060590 g/mol
Monoisotopic Mass263.09060590 g/mol
Topological Polar Surface Area95.7 Ų
Heavy Atom Count19
Formal Charge0
Complexity421
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 Therapeutic Uses

The compound /olaquindox/ is used as a growth promoter in pigs.

WHO/FAO; Joint Meeting on Food Additives; Toxicological Evaluation of Certain Veterinary Drug Residues in Food, WHO Food Additive Series 27: Olaquindox (1991). Available from, as of November 5, 2015: https://www.inchem.org/pages/jecfa.html


5 Pharmacology and Biochemistry
5.1 Absorption, Distribution and Excretion

Experiments with (3-1)4C-olaquindox intraduodenally administered to rats with bile duct fistulas suggested that around 18% of the dose was excreted in the bile. Similar findings were made after intravenous dosing. Distribution occurred in a generalized manner throughout the body after oral dosing and most of the radioactivity had disappeared by 24 hours. Autoradiography revealed the highest amount in the rat kidney at 4 hours, indicative of the extent of urinary excretion already noted. Slightly elevated concentrations were also observed in liver, testes, adrenals and hair follicles.

WHO/FAO; Joint Meeting on Food Additives; Toxicological Evaluation of Certain Veterinary Drug Residues in Food, WHO Food Additive Series 27: Olaquindox (1991). Available from, as of November 5, 2015: https://www.inchem.org/pages/jecfa.html


After pigs were given diets containing up to 45 ppm olaquindox for the duration of the fattening period, the highest levels were found in the liver (0.14 ppm) and kidney (0.28 ppm) 6 hours after withdrawal. By 24 hours the levels were below the limit of detection (0.1 ppm). Similar results were noted when pigs were given diets containing 10 ppm olaquindox.

WHO/FAO; Joint Meeting on Food Additives; Toxicological Evaluation of Certain Veterinary Drug Residues in Food, WHO Food Additive Series 27: Olaquindox (1991). Available from, as of November 5, 2015: https://www.inchem.org/pages/jecfa.html


When pigs were dosed at levels in the range of those recommended in use (up to 100 ppm in the diet) for up to 20 weeks, relatively high levels were found in the kidney (around 2000 ppb) with relatively moderate levels in the liver (300 ppb) when the animals were killed six hours after drug withdrawal. When killed 2 days after withdrawal, levels had fallen to below the limits of detection (50 ppb) in liver, kidney and muscle. Pigs given diets containing olaquindox at levels in excess of those recommended (160 or 250 ppm) for up to 4 weeks also had high initial levels in kidney, liver and muscle but these had fallen to below the limits of detection by day 2 after withdrawal.

WHO/FAO; Joint Meeting on Food Additives; Toxicological Evaluation of Certain Veterinary Drug Residues in Food, WHO Food Additive Series 27: Olaquindox (1991). Available from, as of November 5, 2015: https://www.inchem.org/pages/jecfa.html


Olaquindox was rapidly absorbed when given orally to pigs. Over 90% of an oral dose of 2 mg/kg bw was eliminated in the urine within 24 hours, which is indicative of rapid and extensive absorption. The remainder was excreted in the feces. Maximum plasma levels were attained within 1-2 hours of dosing (1-2 ppm). This was followed by a rapid decline in plasma levels reaching around 0.03 ppm by 24 hours and 0.005-0.01 ppm by 48 hours. Radioactivity was present in all tissues when examined 2 days after dosing, but the levels were extremely low. In the kidney and liver, levels of 110 and 52 ppb were found, while levels in muscle were only 9 ppb. After 8 days, levels in liver and kidney had fallen to 27 and 12 ppb, respectively, while those in muscle were in the range of 2.5 ppb. By 28 days after dosing only low levels were found in kidney and muscle (0.9 and 0.5-0.8 ppb, respectively) with slightly higher concentrations in the liver (2 ppb).

WHO/FAO; Joint Meeting on Food Additives; Toxicological Evaluation of Certain Veterinary Drug Residues in Food, WHO Food Additive Series 27: Olaquindox (1991). Available from, as of November 5, 2015: https://www.inchem.org/pages/jecfa.html


For more Absorption, Distribution and Excretion (Complete) data for OLAQUINDOX (6 total), please visit the HSDB record page.


5.2 Metabolism/Metabolites

The biotransformation of olaquindox has been investigated only in the pig. The majority of an oral dose of olaquindox (70%) was excreted in the urine unchanged. The major metabolites appeared to be the reduced compounds, the 1- or 4-mono-N-oxides (16%). Three other compounds thought to be carboxylic acid derivatives made up the remainder. Later work led to the elucidation of the structures of these metabolites in the pig. Again the major urinary component after oral dosing was olaquindox with about 7% present as the 4-mono-N-oxide. Omega oxidation produced the 2-carboxymethylaminocarbonyl compound and its 4-mono-N-oxide derivative (6%). Some of the corresponding 1-mono-N-oxide moiety of the 2-carboxymethylaminocarbonyl was also noted (1%). The remaining metabolite was the di-desoxy derivative of 2-carboxymethylaminocarbonyl compound, 2-carboxymethylaminocarbonyl-3- methyl quinoxaline (>1%).

WHO/FAO; Joint Meeting on Food Additives; Toxicological Evaluation of Certain Veterinary Drug Residues in Food, WHO Food Additive Series 27: Olaquindox (1991). Available from, as of November 5, 2015: https://www.inchem.org/pages/jecfa.html


ABOUT THIS PAGE

Olaquindox Manufacturers

A Olaquindox manufacturer is defined as any person or entity involved in the manufacture, preparation, processing, compounding or propagation of Olaquindox, including repackagers and relabelers. The FDA regulates Olaquindox manufacturers to ensure that their products comply with relevant laws and regulations and are safe and effective to use. Olaquindox 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 Olaquindox manufacturers with USDMF, JDMF, KDMF, CEP, GMP, COA and API Price related information on PhamaCompass.

Olaquindox Suppliers

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

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

Olaquindox GMP

Olaquindox 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 Olaquindox 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 Olaquindox GMP manufacturer or Olaquindox GMP API supplier for your needs.

Olaquindox CoA

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

Olaquindox CoA mostly includes findings from lab analyses of a specific batch. For each Olaquindox 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.

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