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Chemistry

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Also known as: Chloramine t, 127-65-1, Chloralone, Chlorasan, Chlorozone, Tosylchloramide sodium
Molecular Formula
C7H7ClNNaO2S
Molecular Weight
227.64  g/mol
InChI Key
VDQQXEISLMTGAB-UHFFFAOYSA-N
FDA UNII
328AS34YM6

Chloramine-T
1 2D Structure

Chloramine-T

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
sodium;chloro-(4-methylphenyl)sulfonylazanide
2.1.2 InChI
InChI=1S/C7H7ClNO2S.Na/c1-6-2-4-7(5-3-6)12(10,11)9-8;/h2-5H,1H3;/q-1;+1
2.1.3 InChI Key
VDQQXEISLMTGAB-UHFFFAOYSA-N
2.1.4 Canonical SMILES
CC1=CC=C(C=C1)S(=O)(=O)[N-]Cl.[Na+]
2.2 Other Identifiers
2.2.1 UNII
328AS34YM6
2.3 Synonyms
2.3.1 MeSH Synonyms

1. (n-chloro-p-toluenesulfonamide)sodium

2. Chloramine T

3. Chloramine-t Anhydrous

4. Chloramine-t Trihydrate

5. Chloramine-t, 36cl-labeled

6. Clorina

7. Euclorina

8. Hydroclonazone

9. Sodium P-toluenesulfonchloramide

2.3.2 Depositor-Supplied Synonyms

1. Chloramine T

2. 127-65-1

3. Chloralone

4. Chlorasan

5. Chlorozone

6. Tosylchloramide Sodium

7. Acti-chlore

8. Chloraseptine

9. Chlorazone

10. Chlorseptol

11. Multichlor

12. Tochlorine

13. Aktivin

14. Chlorazan

15. Chlorosol

16. Heliogen

17. Mannolite

18. Tampules

19. Tolamine

20. Sodium Chloramine T

21. Chlorina Aktivin

22. Monochloramine T

23. Sodium Chloro(tosyl)amide

24. Sodium Tosylchloramide

25. Sodium P-toluenesulfonchloramide

26. Chlorazene

27. Tosilcloramida Sodica

28. Tosylchloramide Sodique

29. Tosylchloramidum Natricum

30. Berkendyl

31. Clorina

32. Euclorina

33. Anexol

34. (n-chloro-p-toluenesulfonamido)sodium

35. Sodium P-toluenesulfonylchloramide

36. Cloramine T

37. N-chloro-p-toluenesulfonamide Sodium

38. Sodium N-chloro-p-toluenesulfonamide

39. Gyneclorina

40. Clorosan

41. Halamid

42. Mianine

43. Gansil

44. Chloramin Heyden

45. Kloramine-t

46. Tosylchloramide Sodium [inn]

47. Chloramin Dr. Fahlberg

48. Chebi:53767

49. N-chlorotoluenesulfonamide Sodium Salt

50. N-chloro-4-methylbenzylsulfonamide Sodium Salt

51. 328as34ym6

52. [chloro(p-tolylsulfonyl)amino]sodium

53. Aseptoclean

54. Desinfect

55. Tosylchloramid-natrium

56. 149358-73-6

57. Tosylchloramide Sodium (inn)

58. Chloramine-t Anhydrous

59. Caswell No. 170

60. Benzenesulfonamide, N-chloro-4-methyl-, Sodium Salt (1:1)

61. Chloramine-t [nf]

62. Nsc-36959

63. P-toluenesulfonchloramide Sodium Salt

64. Hsdb 4303

65. Sr-01000872612

66. N-chloro-p-toluenesulfonamide Sodium Salt

67. Einecs 204-854-7

68. Tosilcloramida Sodica [inn-spanish]

69. N-chloro-4-methylbenzenesulfonamide Sodium Salt

70. Nsc 36959

71. Tosylchloramide Sodique [inn-french]

72. Tosylchloramidum Natricum [inn-latin]

73. Ai3-18426c

74. Epa Pesticide Chemical Code 076502

75. Unii-328as34ym6

76. Chloramin T

77. P-toluenesulfonamide, N-chloro-, Sodium Salt

78. Sodiumchloro(tosyl)amide

79. Sodium Chloro(4-methylbenzenesulfonyl)azanide

80. Chloramine-t [mi]

81. Epitope Id:116223

82. Chloramine T [inci]

83. Chloramine-t [hsdb]

84. Schembl19335

85. Chembl1697734

86. Dtxsid6040321

87. Hms3264n19

88. Amy37206

89. Bcp12015

90. Hy-b0959

91. S6403

92. Akos015890257

93. Ccg-213937

94. Cs-4435

95. Tosylchloramide Sodium [who-dd]

96. Tosylchloramide Sodium [ep Impurity]

97. Ft-0654742

98. Sodium;chloro-(4-methylphenyl)sulfonylazanide

99. Tosylchloramide Sodium [ep Monograph]

100. En300-75322

101. Sodium Chloro[(4-methylphenyl)sulfonyl]azanide

102. D02445

103. D88065

104. Q420695

105. J-008582

106. Sr-01000872612-2

107. Sr-01000872612-3

108. W-108379

109. Chloramine (t) N-chloro-4-toluenesulfonamide,sodium Salt

2.4 Create Date
2005-09-09
3 Chemical and Physical Properties
Molecular Weight 227.64 g/mol
Molecular Formula C7H7ClNNaO2S
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count3
Rotatable Bond Count1
Exact Mass226.9783716 g/mol
Monoisotopic Mass226.9783716 g/mol
Topological Polar Surface Area43.5 Ų
Heavy Atom Count13
Formal Charge0
Complexity231
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 Minimum/Potential Fatal Human Dose

3(?). 3= MODERATELY TOXIC: PROBABLE ORAL LETHAL DOSE (HUMAN) 0.5-5 G/KG, BETWEEN 1 OZ & 1 PINT (OR 1 LB) FOR 70 KG PERSON (150 LB).

Gosselin, R.E., H.C. Hodge, R.P. Smith, and M.N. Gleason. Clinical Toxicology of Commercial Products. 4th ed. Baltimore: Williams and Wilkins, 1976., p. II-76


5 Pharmacology and Biochemistry
5.1 MeSH Pharmacological Classification

Anti-Infective Agents, Local

Substances used on humans and other animals that destroy harmful microorganisms or inhibit their activity. They are distinguished from DISINFECTANTS, which are used on inanimate objects. (See all compounds classified as Anti-Infective Agents, Local.)


Disinfectants

Substances used on inanimate objects that destroy harmful microorganisms or inhibit their activity. Disinfectants are classed as complete, destroying SPORES as well as vegetative forms of microorganisms, or incomplete, destroying only vegetative forms of the organisms. They are distinguished from ANTISEPTICS, which are local anti-infective agents used on humans and other animals. (From Hawley's Condensed Chemical Dictionary, 11th ed) (See all compounds classified as Disinfectants.)


Indicators and Reagents

Substances used for the detection, identification, analysis, etc. of chemical, biological, or pathologic processes or conditions. Indicators are substances that change in physical appearance, e.g., color, at or approaching the endpoint of a chemical titration, e.g., on the passage between acidity and alkalinity. Reagents are substances used for the detection or determination of another substance by chemical or microscopical means, especially analysis. Types of reagents are precipitants, solvents, oxidizers, reducers, fluxes, and colorimetric reagents. (From Grant and Hackh's Chemical Dictionary, 5th ed, p301, p499) (See all compounds classified as Indicators and Reagents.)


Oxidants

Electron-accepting molecules in chemical reactions in which electrons are transferred from one molecule to another (OXIDATION-REDUCTION). (See all compounds classified as Oxidants.)


5.2 ATC Code

D08AX04

S76 | LUXPHARMA | Pharmaceuticals Marketed in Luxembourg | Pharmaceuticals marketed in Luxembourg, as published by d'Gesondheetskeess (CNS, la caisse nationale de sante, www.cns.lu), mapped by name to structures using CompTox by R. Singh et al. (in prep.). List downloaded from https://cns.public.lu/en/legislations/textes-coordonnes/liste-med-comm.html. Dataset DOI:10.5281/zenodo.4587355


D - Dermatologicals

D08 - Antiseptics and disinfectants

D08A - Antiseptics and disinfectants

D08AX - Other antiseptics and disinfectants

D08AX04 - Tosylchloramide sodium


5.3 Absorption, Distribution and Excretion

Fingerlings and juvenile trout were exposed to 20 mg/L (twice the therapeutic concentration) of ring UL-14C-tosylchloramide sodium (purity 93.7%, specific activity 1.2 uCi/uM) for up to 1 hr and then transferred to fresh water for recovery to assess tissue accumulation and distribution of resulting residues. The temperature of the well water was 11.6 to 12.2 C. The estimated half-life of para-toluenesulfonamide equivalents in fingerlings was 27.3 hours whereas determined by HPLC the half-life of para-toluenesulfonamide residues in whole-body homogenates was 36.3 hours. The estimated half-life of residues in juvenile fish was 32.6 hours, based on radiometric data, while determined by HPLC the half-life for para-toluenesulfonamide residues in whole body samples was 40.3 hours. Elimination of total tosylchloramide sodium residues from fingerlings and juvenile whole-body homogenates, based on radiometric counts, was rapid but significantly faster from fingerlings (t1/2 of 27.3 hours) than from juveniles (t1/2 of 32.5 hours). ...Tosylchloramide sodium was poorly absorbed form the bath by both fingerling and juvenile trout. No residues of tosylchloramide sodium, only of the primary metabolite para-toluenesulfonamide, were found in any of the fish tissues in this study therefore, all tissue residues determined either by radiometric or by HPLC methods were reported on the basis of equivalent concentrations of para-toluenesulfonamide. The para-toluenesulfonamide equivalents concentration in whole body homogenates after 1 hr, based on radiometric analysis, was 980 ug/kg, a value about 5% of that in the exposure water, in fingerlings. In juveniles, this value was 570 ug/kg or about 3% of the concentration ing the exposure bath. The exposure of para-toluenesulfonamide in whole body homogenates, after 1 hr, based on HPLC analyses was 360 ug/kg in fingerlings and 170 ug/kg in juveniles.

European Agency for the Evaluation of Medicinal Products; Tosylchloramide Sodium Summary Report (February 1999) EMEA/MRL/570/99-FINAL. Available from, as of November 12, 2003: https://www.emea.eu.int/pdfs/vet/mrls/057099en.pdf


The percutaneous absorption of tosylchloramide sodium was investigated. Five lactating cows were treated twice daily during milking for 8 days. The teats were cleaned before milking with udder tissues dipped in a solution containing 0.5% tosylchloramide and thereafter dipped after milking into the same solution. The solutions containing 0.5% tosylchloramide were freshly prepared every day. Blood samples were taken from the Vena jugularis during the treatment, immediately before the last treatment and 30 minutes, 1, 2, 4, 8, 16, and 24 hours after the last treatment. The samples were tested with a HPLC method where tosylchloramide is hydrolysed into para-toluenesulfonamide before analyzing of the samples. The detection limit of the method was 5 ug/kg of para-toluenesulfonamide and 8 ug/kg for tosylchloramide. No residues of para-toluenesulfonamide could be detected in any blood samples. It is concluded that the absorption of tosylchloramide in blood in negligible after percutaneous application to the teat.

European Agency for the Evaluation of Medicinal Products; Tosylchloramide Sodium Summary Report (2-Extension to bovine) (March 2001) EMEA/MRL/782/01-FINAL. Available from, as of November 12, 2003: https://www.emea.eu.int/pdfs/vet/mrls/078201en.pdf


5.4 Mechanism of Action

/Immunoglobulin E/ mediation is a possible mechanism of action for induction of environmental or occupational asthma by Chloramine T. /from table/

Rom, W.N. (ed.). Environmental and Occupational Medicine. 2nd ed. Boston, MA: Little, Brown and Company, 1992., p. 78


The major elastase inhibitor of human serum, alpha-1 proteinase inhibitor (A1PI), is susceptible to oxidative inactivation by a variety of agents, including chloramine T. We have examined the effects of chloramine T on the catalytic activity of porcine pancreatic (PPE) and human leukocyte elastase (HLE) and on the elastase inhibitory capacity of hamster, rat, and human serum as well as pure human A1PI. Both PPE and HLE, but not trypsin, were inhibited in a concentration-dependent manner by concentrations of chloramine T >0.1 mM. The abilities of rat and human serum and pure human A1PI to inhibit both PPE and HLE were inhibited in a concentration-dependent manner by chloramine T. In contrast only the ability of hamster serum to inhibit HLE was altered by exposure to chloramine T: inhibition of PPE was not effected. Gel exclusion chromatography disclosed the existence of two major peaks of elastase inhibitory activity in hamster plasma: one, with an approximate molecular weight of 55 K, eluting in the region of A1PI that was sensitive to chloramine T inactivation and one with a molecular weight of approximately 180 K which was chloramine T insensitive. The parenteral administration of chloramine T to hamsters resulted in a modest and transient diminution of the serum HLE inhibitory activity and an equally modest and transient elevation of PPE inhibitory activity.

PMID:3487448 Williams JC et al; Exp Lung Res 10 (4): 357-68 (1986)


Treatment of human erythrocyte membranes with active forms of chlorine (... chloramine T) resulted in a concentration-dependent inhibition of the membrane Na(+), K(+)- and Mg(2+)-ATPases. Membrane protein thiol group oxidation was consistent with inactivation of enzymes and preceded oxidation of tryptophan residues and chloramine formation.

PMID:11182291 Zavodnik IB et al; Free Radic Biol Med 30(4): 363-9 (2001)


The hypothesis that chloramine-T stimulates the basal Na+ efflux in barnacle fibers as the result of the entry of trigger Ca2+ into the myoplasm from the bathing medium was examined in this study. Two reasons for doing so can be given. One is that the oxidant is known to abolish inactivation in sodium and potassium channels. The other is that L-type Ca2+ channels are present in barnacle fibers, and an increase in internal free Ca2+ in these fibers is known to ... (i) Chloramine-T exerts a biphasic effect on the Na+ efflux: inhibition is followed by stimulation, the threshold concentration being 10-5 M. This is also found to be the threshold concentration for shortening of these fibers. ... (vii) The dose-response curve for chloramine-T shows a shift to the left in poisoned fibers. (viii) The magnitude of the rise in light emission depends on the external Ca2+ concentration. A rise fails to take place in the nominal absence of external Ca2+. Taken together, these results support the above hypothesis that chloramine-T causes the entry of trigger Ca2+ into the myoplasm from the outside and provide evidence that stimulation of the Na+ efflux is associated not only with this event but also with a reduced Na+ gradient resulting from inhibition of the membrane Na+/K(+)-ATPase system by the oxidant.

PMID:1329968 Wu JR et al; Biochim Biophys Acta 1112 (1): 99-104 (1992)


... The effect of chloramine-T on the inactivation of IK1 was examined in guinea-pig ventricular myocytes using the patch-clamp technique. Chloramine-T (2 mM) irreversibly inhibited the time-dependent decay of whole-cell IK1 inactivation. As a result, the negative slope region of the current-voltage (I-V) relationship was abolished. In cell-attached single channel recordings, the number of active channels in the patch decreased with time during the voltage-clamp step to the K+ equilibrium potential (EK) of -100 mV. Chloramine-T prevented this time-dependent decrease in channel number, and ensemble averaged currents exhibited abolishment of time-dependent decay of channel activity at EK -100 mV.

PMID:8088362 Koumi S et al; Eur J Pharmacol 258(3): 281-4 (1994)


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24-May-2021
17-Aug-2024
KGS
overview
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Average Price (USD/KGS)

Number of Transactions

Total Quantity (KGS)

Total Value (USD)

Quantity (KGS) & Unit rate (USD/KGS) over time

API Imports and Exports

Importing Country Total Quantity
(KGS)
Average Price
(USD/KGS)
Number of Transactions

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