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Chemistry

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Also known as: 123-03-5, Hexadecylpyridinium chloride, 1-hexadecylpyridin-1-ium chloride, 1-hexadecylpyridinium chloride, Pristacin, Cetamium
Molecular Formula
C21H38ClN
Molecular Weight
340.0  g/mol
InChI Key
YMKDRGPMQRFJGP-UHFFFAOYSA-M
FDA UNII
6BR7T22E2S

Cetylpyridinium Chloride
1 2D Structure

Cetylpyridinium Chloride

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
1-hexadecylpyridin-1-ium;chloride
2.1.2 InChI
InChI=1S/C21H38N.ClH/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-16-19-22-20-17-15-18-21-22;/h15,17-18,20-21H,2-14,16,19H2,1H3;1H/q+1;/p-1
2.1.3 InChI Key
YMKDRGPMQRFJGP-UHFFFAOYSA-M
2.1.4 Canonical SMILES
CCCCCCCCCCCCCCCC[N+]1=CC=CC=C1.[Cl-]
2.2 Other Identifiers
2.2.1 UNII
6BR7T22E2S
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Cerigel

2. Tserigel

2.3.2 Depositor-Supplied Synonyms

1. 123-03-5

2. Hexadecylpyridinium Chloride

3. 1-hexadecylpyridin-1-ium Chloride

4. 1-hexadecylpyridinium Chloride

5. Pristacin

6. Cetamium

7. Ceprim

8. Dobendan

9. Pyrisept

10. Tserigel

11. Aktivex

12. Biosept

13. Cepacol

14. 1-cetylpyridinium Chloride

15. Ceepryn Chloride

16. Cepacol Chloride

17. Quaternario Cpc

18. Acetoquat Cpc

19. Intexsan Cpc

20. Swabettes Hoechst

21. Ammonyx Cpc

22. N-hexadecylpyridinium Chloride

23. Cetyl Pyridinium Chloride

24. Pyridinium, 1-hexadecyl-, Chloride

25. N-cetylpyridinium Chloride

26. Cetylpyridinium Chloride Anhydrous

27. Hexadecyl Pyridinium Chloride

28. 1-palmitylpyridinium Chloride

29. Cetylpyridinii Chloridum

30. Cloruro De Cetilpiridinio

31. Chlorure De Cetylpyridinium

32. Cetylpyridinium Chloride [inn]

33. Cetylpyridinium (chloride)

34. 6br7t22e2s

35. Chebi:32915

36. Nsc-14864

37. Medilave

38. Merocet

39. 1-hexadecylpyridin-1-ium;chloride

40. Ceeprin Chloride

41. Cetylpyridini Chloridum

42. Caswell No. 166a

43. Hsdb 38

44. Cetilpiridinio Cloruro [dcit]

45. Cetilpiridinio Cloruro

46. Einecs 204-593-9

47. Cetylpyridinii Chloridum [inn-latin]

48. Nsc 14864

49. Epa Pesticide Chemical Code 069160

50. Unii-6br7t22e2s

51. Cloruro De Cetilpiridinio [inn-spanish]

52. Chlorure De Cetylpyridinium [inn-french]

53. Ai3-15070

54. Cetyl Pyridinium Chlorine

55. Nb 002

56. 1-hexadecylpyridinium Chloride (1:1)

57. Cetyl-pyridinium Chloride

58. Schembl4763

59. Dsstox_cid_21761

60. Dsstox_rid_79838

61. Dsstox_gsid_41761

62. Chembl34833

63. Spectrum1500169

64. 1-hexadecyl-pyridinium Chloride

65. Dtxsid6041761

66. 1-hexadecylpyridin-1-iumchloride

67. Hms501b08

68. Hms1920m13

69. Hms2091a20

70. Hms3652f05

71. Pharmakon1600-01500169

72. 1-hexadecylpyridine Chloride Hydrate

73. Act02661

74. Hy-b1464

75. Nsc14864

76. Tox21_301296

77. 1-cetylpyridinium Chloride 1-hydrate

78. Ccg-39719

79. Cetylpyridinium Chloride [mi]

80. Mfcd00011731

81. Nsc756673

82. S4172

83. Akos005267197

84. Cetylpyridinium Chloride [hsdb]

85. Ks-5309

86. Wln: T6kj A16 & Q & G

87. Cetylpyridinium Chloride [who-dd]

88. Ncgc00094618-01

89. Ncgc00094618-02

90. Ncgc00257543-01

91. Ac-32490

92. Cas-123-03-5

93. Db-041704

94. Pyridinium, 1-hexadecyl-, Chloride (1:1)

95. Cs-0013168

96. Ft-0602586

97. H0078

98. Sw222237-1

99. A16439

100. F20369

101. A832584

102. A890863

103. Q418318

104. Sr-05000001582

105. Sr-05000001582-1

106. W-105282

2.4 Create Date
2004-09-16
3 Chemical and Physical Properties
Molecular Weight 340.0 g/mol
Molecular Formula C21H38ClN
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count1
Rotatable Bond Count15
Exact Mass339.2692779 g/mol
Monoisotopic Mass339.2692779 g/mol
Topological Polar Surface Area3.9 Ų
Heavy Atom Count23
Formal Charge0
Complexity208
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

Anti-infective Agents, Local

National Library of Medicine's Medical Subject Headings online file (MeSH, 1999)


A LOCAL ANTI-INFECTIVE WHICH POSSESSES SURFACE-ACTIVE AS WELL AS ANTISEPTIC PROPERTIES AGAINST SENSITIVE NONSPORULATING BACTERIA ... USED FOR PREOPERATIVE PREPN OF SKIN FOR PROPHYLACTIC ANTISEPSIS OF MINOR WOUNDS & ... IRRIGATION OF OR TOPICAL APPLICATION TO MUCOUS MEMBRANES. ... ALSO INCORPORATED INTO MOUTHWASHES.

Osol, A. and J.E. Hoover, et al. (eds.). Remington's Pharmaceutical Sciences. 15th ed. Easton, Pennsylvania: Mack Publishing Co., 1975., p. 1090


A CATIONIC SURFACE-AGENT ... BACTERICIDAL OR BACTERIOSTATIC AGAINST MANY GRAM-POSITIVE & GRAM-NEG ORGANISMS. ... ALSO ACTIVE AGAINST SOME FUNGI, INCL CANDIDA ALBICANS, & AGAINST TRICHOMONAS VAGINALIS, BUT IS NOT AN EFFECTIVE ANTI-INFECTIVE ... FOR SPORES OR MOST VIRUSES.

American Hospital Formulary Service. Volumes I and II. Washington, DC: American Society of Hospital Pharmacists, to 1984., p. 84:4:16


DOSAGE: TOPICAL, AS A 1:100 TO 1:1000 SOLN TO INTACT SKIN; 1:1000 FOR MINOR LACERATIONS; 1:2000 TO 1:10,000 TO MUCOUS MEMBRANES; 0.33 TO 3 MG IN LOZENGES OR TROCHES; FOR INSERTION INTO RECTUM, 0.05%. DOSAGE FORMS- LOZENGES NF: 1.5 MG IN 1:1500 CONCN; SOLN NF: 1:1000.

Osol, A. and J.E. Hoover, et al. (eds.). Remington's Pharmaceutical Sciences. 15th ed. Easton, Pennsylvania: Mack Publishing Co., 1975., p. 1090


For more Therapeutic Uses (Complete) data for CETYLPYRIDINIUM CHLORIDE (16 total), please visit the HSDB record page.


4.2 Drug Warning

QUATERNARY AMMONIUM ANTISEPTICS ... APPLIED TO SKIN ... FORM FILM UNDER WHICH BACTERIA MAY REMAIN VIABLE EVEN THOUGH OUTER SURFACE OF FILM IS BACTERICIDAL. SINCE CETYLPYRIDINIUM CHLORIDE IS INACTIVATED BY SOAPS, SOAP USED IN PRE-OPERATIVE TREATMENT OF SKIN MUST BE THOROUGHLY REMOVED ... BEFORE APPLICATION OF ANTISEPTIC.

American Hospital Formulary Service. Volumes I and II. Washington, DC: American Society of Hospital Pharmacists, to 1984., p. 84:4:16


GRAM NEGATIVE ORGANISMS, INCL STRAINS OF PSEUDOMONAS AERUGINOSA, ARE MORE RESISTANT /THAN GRAM POS/ & REQUIRE LONGER EXPOSURE /TO QUATERNARY AMMONIUM CMPD/. /QUATERNARY AMMONIUM CMPD/

American Medical Association, AMA Department of Drugs, AMA Drug Evaluations. 3rd ed. Littleton, Massachusetts: PSG Publishing Co., Inc., 1977., p. 890


ABSORBED AND INACTIVATED BY COTTON FABRICS, CELLULOSE SPONGES, CERTAIN PLASTICS (PARTICULARLY POLYVINYL CHLORIDE) OR OTHER POROUS MATERIALS. FOR THIS REASON, THESE AGENTS SHOULD NOT BE USED FOR COLD STERILIZATION OF CATHETERS, FLEXIBLE ENDOSCOPES OR OTHER INSTRUMENTS. /QUATERNARY AMMONIUM CMPD/

American Medical Association. AMA Drug Evaluations Annual 1991. Chicago, IL: American Medical Association, 1991., p. 1439


CAN CAUSE OCCASIONAL ALLERGIC RESPONSES WITH CHRONIC USE, AS WITH CERTAIN DEODORANT PREPN & DIAPER WASHES. /CATIONIC SURFACTANTS/

Goodman, L.S., and A. Gilman. (eds.) The Pharmacological Basis of Therapeutics. 5th ed. New York: Macmillan Publishing Co., Inc., 1975., p. 1002


/DUE TO ADSORPTION TENDENCY/ ... REPEATED USE OF SAME SOLN FOR DISINFECTION OF POROUS MATERIALS CAN REDUCE THE CONCN OF THE AGENT BELOW THE BACTERICIDAL LIMIT. /CATIONIC SURFACTANTS/

Goodman, L.S., and A. Gilman. (eds.) The Pharmacological Basis of Therapeutics. 5th ed. New York: Macmillan Publishing Co., Inc., 1975., p. 1002


5 Pharmacology and Biochemistry
5.1 Absorption, Distribution and Excretion

ORAL RETENTION OF CETYLPYRIDINIUM CHLORIDE GIVEN AS 1 MIN MOUTH RINSE OF 10 ML OF 2.2 MMOL SOLN WAS 65% OF ADMIN DOSE.

BONESVOLL P, GJERMO P; ARCH ORAL BIOL 23 (4) 289-94 (1978)


5.2 Mechanism of Action

MODE OF ACTION ... NOT YET FULLY UNDERSTOOD BUT HAS BEEN ASCRIBED TO ... THE DENATURING OF LIPOPROTEIN COMPLEXES, & POSSIBLY OTHER ACTIONS. /QUATERNARY AMMONIUM COMPD/

American Medical Association, AMA Department of Drugs, AMA Drug Evaluations. 3rd ed. Littleton, Massachusetts: PSG Publishing Co., Inc., 1977., p. 890


EVIDENCE HAS BEEN PRESENTED THAT THE MAJOR SITE OF ACTION ... MAY BE THE CELL MEMBRANE, WHERE THE AGENTS MAY CAUSE CHANGES IN PERMEABILITY THAT PERMIT ESCAPE OF ENZYMES, COENZYMES, & METABOLIC INTERMEDIATES. /CATIONIC SURFACTANTS/

Goodman, L.S., and A. Gilman. (eds.) The Pharmacological Basis of Therapeutics. 5th ed. New York: Macmillan Publishing Co., Inc., 1975., p. 1001


EMULSIFY SEBACEOUS MATERIAL, WHICH IS THEN REMOVED TOGETHER WITH DIRT & BACTERIA. THE MILD DESQUAMATING EFFECT OF THE QUATERNARY AMMONIUM COMPOUNDS AIDS IN CLEANING. /QUATERNARY AMMONIUM COMPD/

American Medical Association. AMA Drug Evaluations Annual 1991. Chicago, IL: American Medical Association, 1991., p. 1439


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API Reference Price

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26-Feb-2021
28-Aug-2024
KGS
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