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Chemistry

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Also known as: 3337-71-1, Asulox, Asilan, Jonnix, Asulox f, Plakin
Molecular Formula
C8H10N2O4S
Molecular Weight
230.24  g/mol
InChI Key
VGPYEHKOIGNJKV-UHFFFAOYSA-N
FDA UNII
0Y5ASM7P5S

Asulam
1 2D Structure

Asulam

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
methyl N-(4-aminophenyl)sulfonylcarbamate
2.1.2 InChI
InChI=1S/C8H10N2O4S/c1-14-8(11)10-15(12,13)7-4-2-6(9)3-5-7/h2-5H,9H2,1H3,(H,10,11)
2.1.3 InChI Key
VGPYEHKOIGNJKV-UHFFFAOYSA-N
2.1.4 Canonical SMILES
COC(=O)NS(=O)(=O)C1=CC=C(C=C1)N
2.2 Other Identifiers
2.2.1 UNII
0Y5ASM7P5S
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Asulam Monohydrobromide

2. Asulam Monohydrochloride

3. Asulam, Calcium Salt

4. Asulam, Magnesium Salt

5. Asulam, Monoacetate

6. Asulam, Mononitrate

7. Asulam, Monosodium Salt

8. Asulam, Monosulfamate

9. Asulam, Oxalate (1:1)

10. Asulam, Phosphate (1:1)

11. Asulam, Potassium Salt

12. Asulam, Sulfate (1:1)

13. Methyl N-(4-aminobenzenesulfonyl)carbamate

2.3.2 Depositor-Supplied Synonyms

1. 3337-71-1

2. Asulox

3. Asilan

4. Jonnix

5. Asulox F

6. Plakin

7. Asulox 40

8. Methyl Sulphanilylcarbamate

9. Methyl Sulfanilylcarbamate

10. M And B 9057

11. Mb 9057

12. Methyl N-(4-aminobenzenesulfonyl)carbamate

13. Methyl Sulfanilyl Carbamate

14. Asulame

15. Asulame [iso-french]

16. Carbamic Acid, [(4-aminophenyl)sulfonyl]-, Methyl Ester

17. Carbamic Acid, Sulfanilyl-, Methyl Ester

18. Methyl ((4-aminophenyl)sulfonyl)carbamate

19. Methyl 4-aminobenzenesulphonyl Carbamate

20. Methyl N-(4-aminophenyl)sulfonylcarbamate

21. 4-amino-benzolsulfonyl-methylcarbamat

22. Methyl 4-aminophenylsulphonylcarbamate

23. Methyl 4-aminobenzenesulphonylcarbamate

24. Methyl 4-aminophenylsulphonyl Carbamate

25. Ai3-52723

26. Methyl P-aminobenzenesulfonylcarbamate

27. Methyl 4-aminobenzenesulfonyl Carbamate

28. 0y5asm7p5s

29. Methyl [(4-aminophenyl)sulfonyl]carbamate

30. Methyl N-(4-aminophenylsulfonyl)carbamate

31. Chebi:81696

32. Methyl 4-aminophenylsulfonylcarbamate

33. Carbamic Acid, ((4-aminophenyl)sulfonyl)-, Methyl Ester

34. Dsstox_cid_3890

35. Dsstox_rid_77220

36. Dsstox_gsid_23890

37. Caswell No. 062a

38. Asulox F; M And B 9057; Mb 9057;methyl P-aminobenzenesulfonylcarbamate;

39. Asulam [ansi:bsi:iso]

40. Cas-3337-71-1

41. Asulam [iso]

42. N1-methoxycarbonylsulfanilamide

43. Einecs 222-077-1

44. N(sup 1)-methoxycarbonylsulfanilamide

45. Unii-0y5asm7p5s

46. Epa Pesticide Chemical Code 106901

47. Brn 2697523

48. Asulfox F

49. 4-amino-benzolsulfonyl-methylcarbamat [german]

50. Sodium [(4-aminophenyl)sulfonyl](methoxycarbonyl)azanide

51. Sulfanilylcarbamic Acid Methyl Ester

52. Methyl 4-aminobenzenesulfonylcarbamate

53. Methyl (4-aminophenylsulfonyl)carbamate

54. Carbamicacid, N-[(4-aminophenyl)sulfonyl]-, Methyl Ester

55. Asulam [mi]

56. Methyl Sulfanilyl Carbamate.

57. Schembl64856

58. 3-14-00-01967 (beilstein Handbook Reference)

59. Carbamic Acid, Sulfanilyl-, Methyl Ester (7ci)(8ci)

60. Chembl2137678

61. Dtxsid8023890

62. Hsdb 6556

63. N(1)-methoxycarbonylsulfanilamide

64. Act03339

65. Zinc2019346

66. Tox21_201642

67. Tox21_300851

68. Asulam 10 Microg/ml In Acetonitrile

69. C1263

70. Mfcd00055534

71. Akos015891065

72. Methyl 4-aminophenyl Sulphonylcarbamate

73. Ks-5377

74. Cid 6433598

75. Ncgc00160637-01

76. Ncgc00160637-02

77. Ncgc00160637-03

78. Ncgc00160637-04

79. Ncgc00160637-05

80. Ncgc00160637-06

81. Ncgc00254754-01

82. Ncgc00259191-01

83. Ac-12057

84. Asulam, Pestanal(r), Analytical Standard

85. Ft-0603635

86. M & B 9057

87. C18350

88. 337a711

89. Carbamic Acid, 4-aminobenzenesulfonyl-, Methyl Ester

90. J-019170

91. Methyl N-((4-aminophenyl)sulfonyl)carbamate

92. Q2868667

93. N-((4-aminophenyl)sulfonyl)carbamic Acid Methyl Ester

2.4 Create Date
2005-03-27
3 Chemical and Physical Properties
Molecular Weight 230.24 g/mol
Molecular Formula C8H10N2O4S
XLogP3-0.3
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count5
Rotatable Bond Count3
Exact Mass230.03612798 g/mol
Monoisotopic Mass230.03612798 g/mol
Topological Polar Surface Area107 Ų
Heavy Atom Count15
Formal Charge0
Complexity314
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

... Two goats were dosed with ring-labeled (14)C-asulam at 20 ppm in the diet for 7 consecutive days. The total radioactive residues were nondetectable (<0.005 ppm) in fat and muscle, 0.162 ppm in kidneys, 0.090 ppm in liver, and up to 0.021 ppm in milk. The parent compound, asulam, constituted the majority of the residues in milk (81% of total reactive reside (TRR)) and kidneys (100% of TRR) and its metabolite N4-acetylsulfanilamide constitutes the majority of residues in liver (58% of TRR). The parent was not identified in liver samples. In a previous study, sulfanilamide was found in ruminant liver and muscle, and N4-acetylasulam was found in liver, kidney, milk, muscle, and fat.

USEPA/Office of Pesticide Programs; Reregistration Eligibility Decision Document - Asulam p.14-5 EPA 738-R-95-024 (September 1995). Available from, as of June 25, 2018: https://www.epa.gov/pesticides/reregistration/status.htm


... Laying hens were dosed with ring-labeled (14)C-asulam at 22.5 ppm in the diet for 7 consecutive days. The maximum total radioactive residues were 0.027 ppm in egg yolks, 0.062 ppm in egg whites, 0.011 ppm in fat, 0.074 ppm in muscle, 0.444 ppm in kidneys, and 0.086 ppm in liver. The parent compound asulam, and its metabolite N4-acetylsulfanilamide constituted the majority of the residues in poultry, comprising 63 and 44% of the total reactive reside (TRR), respectively, in egg yolks, 21 and 52% of the TRR, respectively, in egg whites, 35 and 51% of the TRR, respectively, in muscle, and 83 and 14% of the TRR, respectively, in kidney. The parent was not identified in liver samples; N4-acetyl sulfanilamide represented 81% of the TRR in liver samples.

USEPA/Office of Pesticide Programs; Reregistration Eligibility Decision Document - Asulam p.14 EPA 738-R-95-024 (September 1995). Available from, as of June 25, 2018: https://www.epa.gov/pesticides/reregistration/status.htm


Metabolism studies were conducted in male and female Sprague- Dawley rats. The tests used a single oral or iv dose, or repeated i.v. doses for 14 days. The pharmacokinetics of asulam were similar after all dose regimens in both sexes. Peak blood levels were attained at 0.5 hours. No unusual localization of asulam occurred in tissues and all tissue levels were low at 72 hours. Asulam was rapidly eliminated, mostly within 24 hours. 76.5% to 101.5% of the administered dose was eliminated in the urine, and 1.4% to 25.3% of the dose in feces. The major excretory product was unchanged parent compound (70% to 80%), with acetylasulam (3% to 8%) and acetylsulphanilamide (<3%) being the two major metabolites.

USEPA/Office of Pesticide Programs; Reregistration Eligibility Decision Document - Asulam p.10 EPA 738-R-95-024 (September 1995). Available from, as of June 25, 2018: https://www.epa.gov/pesticides/reregistration/status.htm


The metabolism of [ring-(14)C]asulam, a systemic herbicide highly effective against bracken, has been studied in rats. Most of the radioactivity (76-100% dose) administered orally or intravenously is excreted in the urine in 24 hr as unchanged asulam (61-74% dose), N4-acetylasulam (8-14%) and N4-acetylsulphanilamide (0.1-2.6%). Small amounts of radioactivity (0.3-7.4% dose) were present in the feces, only traces (0.2-0.3%) were excreted in the bile, and no significant (14)CO2 was detected. Perfusion of rat liver with (14)C-asulam resulted in more extensive metabolism. Total amounts present in perfusate (81% total), bile (1%) plus liver (14%) were 23.1% for unchanged asulam, 25.7% for acetylasulam, less than 1% for acetylsulphanilamide, and 4.5% as conjugates of asulam and acetylasulam, together with several other unidentified metabolites. Asulam is acetylated more readily than sulphanilamide, by rat-liver homogenate, and the highest enzyme activity was associated with the mitochondrial fraction (2.4 pmol/mg protein per min). Although not hydroxylated by rats in vivo, evidence was obtained for the hydroxylation of asulam by rat-liver microsomal preparations in vitro.

PMID:6711013 Heijbroek WM et al; Xenobiotica 14 (3): 235-47 (1984)


4.2 Metabolism/Metabolites

... Two goats were dosed with ring-labeled (14)C-asulam at 20 ppm in the diet for 7 consecutive days. The total radioactive residues were nondetectable (<0.005 ppm) in fat and muscle, 0.162 ppm in kidneys, 0.090 ppm in liver, and up to 0.021 ppm in milk. The parent compound, asulam, constituted the majority of the residues in milk (81% of total reactive reside (TRR)) and kidneys (100% of TRR) and its metabolite N4-acetylsulfanilamide constitutes the majority of residues in liver (58% of TRR). The parent was not identified in liver samples. In a previous study, sulfanilamide was found in ruminant liver and muscle, and N4-acetylasulam was found in liver, kidney, milk, muscle, and fat.

USEPA/Office of Pesticide Programs; Reregistration Eligibility Decision Document - Asulam p.14-5 EPA 738-R-95-024 (September 1995). Available from, as of June 25, 2018: https://www.epa.gov/pesticides/reregistration/status.htm


... Laying hens were dosed with ring-labeled (14)C-asulam at 22.5 ppm in the diet for 7 consecutive days. The maximum total radioactive residues were 0.027 ppm in egg yolks, 0.062 ppm in egg whites, 0.011 ppm in fat, 0.074 ppm in muscle, 0.444 ppm in kidneys, and 0.086 ppm in liver. The parent compound asulam, and its metabolite N4-acetylsulfanilamide constituted the majority of the residues in poultry, comprising 63 and 44% of the total reactive reside (TRR), respectively, in egg yolks, 21 and 52% of the TRR, respectively, in egg whites, 35 and 51% of the TRR, respectively, in muscle, and 83 and 14% of the TRR, respectively, in kidney. The parent was not identified in liver samples; N4-acetyl sulfanilamide represented 81% of the TRR in liver samples.

USEPA/Office of Pesticide Programs; Reregistration Eligibility Decision Document - Asulam p.14 EPA 738-R-95-024 (September 1995). Available from, as of June 25, 2018: https://www.epa.gov/pesticides/reregistration/status.htm


Metabolism studies were conducted in male and female Sprague- Dawley rats. The tests used a single oral or iv dose, or repeated i.v. doses for 14 days. The pharmacokinetics of asulam were similar after all dose regimens in both sexes. Peak blood levels were attained at 0.5 hours. No unusual localization of asulam occurred in tissues and all tissue levels were low at 72 hours. Asulam was rapidly eliminated, mostly within 24 hours. 76.5% to 101.5% of the administered dose was eliminated in the urine, and 1.4% to 25.3% of the dose in feces. The major excretory product was unchanged parent compound (70% to 80%), with acetylasulam (3% to 8%) and acetylsulphanilamide (<3%) being the two major metabolites.

USEPA/Office of Pesticide Programs; Reregistration Eligibility Decision Document - Asulam p.10 EPA 738-R-95-024 (September 1995). Available from, as of June 25, 2018: https://www.epa.gov/pesticides/reregistration/status.htm


The metabolism of [ring-(14)C]asulam, a systemic herbicide highly effective against bracken, has been studied in rats. Most of the radioactivity (76-100% dose) administered orally or intravenously is excreted in the urine in 24 hr as unchanged asulam (61-74% dose), N4-acetylasulam (8-14%) and N4-acetylsulphanilamide (0.1-2.6%). Small amounts of radioactivity (0.3-7.4% dose) were present in the feces, only traces (0.2-0.3%) were excreted in the bile, and no significant (14)CO2 was detected. Perfusion of rat liver with (14)C-asulam resulted in more extensive metabolism. Total amounts present in perfusate (81% total), bile (1%) plus liver (14%) were 23.1% for unchanged asulam, 25.7% for acetylasulam, less than 1% for acetylsulphanilamide, and 4.5% as conjugates of asulam and acetylasulam, together with several other unidentified metabolites. Asulam is acetylated more readily than sulphanilamide, by rat-liver homogenate, and the highest enzyme activity was associated with the mitochondrial fraction (2.4 pmol/mg protein per min). Although not hydroxylated by rats in vivo, evidence was obtained for the hydroxylation of asulam by rat-liver microsomal preparations in vitro.

PMID:6711013 Heijbroek WM et al; Xenobiotica 14 (3): 235-47 (1984)


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API | Excipient name

Asulam

Synonyms

3337-71-1, Asulox, Asilan, Jonnix, Asulox f, Plakin

Cas Number

3337-71-1

Unique Ingredient Identifier (UNII)

0Y5ASM7P5S

Asulox 40 Manufacturers

A Asulox 40 manufacturer is defined as any person or entity involved in the manufacture, preparation, processing, compounding or propagation of Asulox 40, including repackagers and relabelers. The FDA regulates Asulox 40 manufacturers to ensure that their products comply with relevant laws and regulations and are safe and effective to use. Asulox 40 API Manufacturers are required to adhere to Good Manufacturing Practices (GMP) to ensure that their products are consistently manufactured to meet established quality criteria.

Asulox 40 Suppliers

A Asulox 40 supplier is an individual or a company that provides Asulox 40 active pharmaceutical ingredient (API) or Asulox 40 finished formulations upon request. The Asulox 40 suppliers may include Asulox 40 API manufacturers, exporters, distributors and traders.

Asulox 40 GMP

Asulox 40 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 Asulox 40 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 Asulox 40 GMP manufacturer or Asulox 40 GMP API supplier for your needs.

Asulox 40 CoA

A Asulox 40 CoA (Certificate of Analysis) is a formal document that attests to Asulox 40's compliance with Asulox 40 specifications and serves as a tool for batch-level quality control.

Asulox 40 CoA mostly includes findings from lab analyses of a specific batch. For each Asulox 40 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.

Asulox 40 may be tested according to a variety of international standards, such as European Pharmacopoeia (Asulox 40 EP), Asulox 40 JP (Japanese Pharmacopeia) and the US Pharmacopoeia (Asulox 40 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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