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    Sodium Arsanilate

    ACTIVE PHARMA INGREDIENTS

    MARKET PLACE

    REF. STANDARDS & IMPURITIES

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    2D Structure
    Also known as: Atoxyl, 127-85-5, Sodium aminarsonate, Sodium anilarsonate, Arsamin, Soamin
    Molecular Formula
    C6H7AsNNaO3
    Molecular Weight
    239.04  g/mol
    InChI Key
    OUFRIWNNMFWZTM-UHFFFAOYSA-M
    FDA UNII
    UC2409302Q
    An arsenical which has been used as a feed additive for enteric conditions in pigs and poultry. It causes blindness and is ototoxic and nephrotoxic in animals.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    sodium;(4-aminophenyl)-hydroxyarsinate
    2.1.2 InChI
    InChI=1S/C6H8AsNO3.Na/c8-6-3-1-5(2-4-6)7(9,10)11;/h1-4H,8H2,(H2,9,10,11);/q;+1/p-1
    2.1.3 InChI Key
    OUFRIWNNMFWZTM-UHFFFAOYSA-M
    2.1.4 Canonical SMILES
    C1=CC(=CC=C1N)[As](=O)(O)[O-].[Na+]
    2.2 Other Identifiers
    2.2.1 UNII
    UC2409302Q
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. 4 Aminobenzenearsonic Acid

    2. 4-aminobenzenearsonic Acid

    3. Acid, 4-aminobenzenearsonic

    4. Acid, Arsanilic

    5. Acid, P-aminophenylarsonic

    6. Arsanilate, Sodium

    7. Arsanilic Acid

    8. Arsenilate, Sodium

    9. Atoxyl

    10. P Aminophenylarsonic Acid

    11. P-aminophenylarsonic Acid

    12. Sodium Arsenilate

    2.3.2 Depositor-Supplied Synonyms

    1. Atoxyl

    2. 127-85-5

    3. Sodium Aminarsonate

    4. Sodium Anilarsonate

    5. Arsamin

    6. Soamin

    7. Sodium Hydrogen 4-aminophenylarsonate

    8. Arsanilic Acid Sodium Salt

    9. Sodium P-aminophenylarsonate

    10. Monosodium (4-aminophenyl)arsonate

    11. Sodium 4-aminophenylarsonate

    12. 4-aminophenylarsonic Acid Sodium Salt

    13. (4-aminophenyl)arsonic Acid Sodium Salt

    14. Sodium;(4-aminophenyl)-hydroxyarsinate

    15. Chebi:36049

    16. Uc2409302q

    17. 4-aminobenzenearsonic Acid Sodium Salt

    18. Arsinosolvin

    19. Nuarsol

    20. Protoxyl

    21. Trypoxyl

    22. Sonate

    23. Pro-gen Sodium

    24. Sodium Arsonilate

    25. Piglet Pro-gen V

    26. Sodium P-arsanilate

    27. Sodium Aniline-arsonate

    28. Sodium-analine Arsonate

    29. Sodium Aminophenylarsonate

    30. Sodium Arsenilate

    31. Anhydrous Sodium Arsanilate

    32. Sodium Aminophenol Arsonate

    33. Sodium P-aminobenzenearsonate

    34. Ccris 4715

    35. Hsdb 5189

    36. Nci-c61176

    37. Einecs 204-869-9

    38. Nci-61176

    39. Un2473

    40. Ai3-29289-x

    41. Natriumarsanilat

    42. Unii-uc2409302q

    43. Arsonic Acid, (4-aminophenyl)-, Monosodium Salt

    44. Dsstox_cid_6022

    45. Dsstox_rid_77986

    46. Dsstox_gsid_26022

    47. P-arsanilic Acid Sodium Salt

    48. Sodium Arsanilate [mi]

    49. Schembl1649934

    50. Chembl3188525

    51. Dtxsid2026022

    52. Sodium Arsanilate [hsdb]

    53. Sodium Arsanilate [mart.]

    54. Sodium Arsanilate [who-dd]

    55. Tox21_202893

    56. Mfcd00067431

    57. Sodium Hydrogen (4-aminophenyl)arsonate

    58. Ncgc00260439-01

    59. Sodium Arsanilate [un2473] [poison]

    60. Cas-127-85-5

    61. A0531

    62. D88275

    63. As-(4-aminophenyl)arsonic Acid Sodium Salt

    64. Q2864363

    65. 10361-33-8

    2.4 Create Date
    2008-02-05
    3 Chemical and Physical Properties
    Molecular Weight 239.04 g/mol
    Molecular Formula C6H7AsNNaO3
    Hydrogen Bond Donor Count2
    Hydrogen Bond Acceptor Count4
    Rotatable Bond Count1
    Exact Mass238.953957 g/mol
    Monoisotopic Mass238.953957 g/mol
    Topological Polar Surface Area86.4 Ų
    Heavy Atom Count12
    Formal Charge0
    Complexity182
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count2
    4 Drug and Medication Information
    4.1 Therapeutic Uses

    MEDICATION (VET): ALTHOUGH ONE OF THE MOST EFFECTIVE AGENTS FOR BLOODY ENTERITIS IN SWINE, ITS USE IS OFTEN ASSOCIATED WITH NUMEROUS RELAPSES AND STUNTING WHICH CAN LARGELY BE AVOIDED BY CONCURRENT USE AND FOLLOW UP USE OF BACITRACIN METHYLENE DISALICYLATE (QV). HERD BENEFITS SHOULD BE NOTICED WITHIN TWO-THREE DAYS.

    Rossoff, I.S. Handbook of Veterinary Drugs. New York: Springer Publishing Company, 1974., p. 531

    MEDICATION (VET): LITTLE BENEFIT HAS BEEN NOTED IN CATTLE TRIALS EXCEPT WITH SCOURING CALVES.

    Rossoff, I.S. Handbook of Veterinary Drugs. New York: Springer Publishing Company, 1974., p. 531

    MEDICATION (VET): HAS BEEN USED AS ANTHELMINTIC IN SWINE DYSENTERY & OTHER ENTERIC CONDITIONS OF PIGS & POULTRY

    The Merck Index. 10th ed. Rahway, New Jersey: Merck Co., Inc., 1983., p. 1230

    MEDICATION (VET): PROTOZOASTAT, GROWTH PROMOTER, ALTERATIVE

    Rossoff, I.S. Handbook of Veterinary Drugs. New York: Springer Publishing Company, 1974., p. 530

    MEDICATION (VET): GROWTH PROMOTION AGENT, ESP FOR SWINE & POULTRY; VET ANTIINFECTIVE, ESP FOR SWINE & POULTRY; CHEM INT FOR MELARSEN & CARBARSONE, ANTIPROTOZOAL DRUGS; ANTHELMINTIC & ANTISYPHILITIC FOR HUMANS (POSSIBLE USE)

    SRI

    4.2 Drug Warning

    SODIUM ARSANILATE WAS FORMERLY USED IN TREATMENT OF SYPHILIS AND TRYPANOSOMIASIS ... THERE HAVE BEEN AT LEAST 50 REPORTS IN THE LITERATURE ON DISTURBANCES OF VISION. BY 1932 SODIUM ARSANILATE WAS KNOWN TO HAVE CAUSED MORE THAN 80 CASES OF BLINDNESS AND WAS NO LONGER USED.

    Grant, W.M. Toxicology of the Eye. 3rd ed. Springfield, IL: Charles C. Thomas Publisher, 1986., p. 114

    VET: POISON. BE CERTAIN THAT NO OTHER FEED OR WATER SOURCE OF ARSENIC IS GIVEN AT THE SAME TIME. DO NOT FEED TO EGG LAYING BIRDS OR ADMINISTER TO DUCKS OR GEESE. AVOID CONTAMINATION WITH ANY OTHER LIVESTOCK OR HUMAN FEEDS.

    Rossoff, I.S. Handbook of Veterinary Drugs. New York: Springer Publishing Company, 1974., p. 531

    5 Pharmacology and Biochemistry
    5.1 Absorption, Distribution and Excretion

    ATOXYL (100 MG/KG) ADMIN SC TO GUINEA PIGS WAS ELIMINATED MUCH MORE SLOWLY BY THE COCHLEAE THAN BY BLOOD & MUSCLE. ATOXYL WAS EXCRETED VIA KIDNEYS. BLOOD ATOXYL CONCN REACHED A MAXIMUM WITHIN 1/2 HR AFTER INJECTION & THEN DECREASED RAPIDLY.

    ANNIKO M, PLANTIN LO; ARCH OTO-RHINO-LARYNGOL 215 (1): 81 (1977)

    /Arsanilic/ acid and its sodium salt, both poorly absorbed from the digestive tract ... Sodium arsanilate may be absorbed through intact skin.

    Gosselin, R.E., R.P. Smith, H.C. Hodge. Clinical Toxicology of Commercial Products. 5th ed. Baltimore: Williams and Wilkins, 1984., p. II-130

    5.2 Metabolism/Metabolites

    QUAL & QUANT ANALYSIS OF 24-HR URINE AFTER PARENTERAL ADMIN OF SODIUM P-ARSANILATE (15 MG ARSENIC/KG) TO RATS & GUINEA PIGS FAILED TO DETECT THE PRESENCE OF ANY ARSENIC-CONTAINING MATERIAL OTHER THAN UNCHANGED SODIUM P-ARSANILATE.

    PMID:1147529 CRISTAU B ET AL; ANN PHARM FR 33 (1): 37 (1975)