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Chlorhexidine Hydrochloride

Synopsis, Chemistry

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Also known as: Chlorhexidine dihydrochloride, 3697-42-5, Chlorhexidine hcl, Ay-5312, Dantroche hibitane, Chlorhexidine (dihydrochloride)

Molecular Formula

C₂₂H₃₂Cl₄N₁₀

Molecular Weight

578.4 g/mol

InChI Key

WJLVQTJZDCGNJN-UHFFFAOYSA-N

FDA UNII

E64XL9U38K

A disinfectant and topical anti-infective agent used also as mouthwash to prevent oral plaque.

1 2D Structure

Chlorhexidine Hydrochloride

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

(1E)-2-[6-[[amino-[(E)-[amino-(4-chloroanilino)methylidene]amino]methylidene]amino]hexyl]-1-[amino-(4-chloroanilino)methylidene]guanidine;dihydrochloride

2.1.2 InChI

InChI=1S/C22H30Cl2N10.2ClH/c23-15-5-9-17(10-6-15)31-21(27)33-19(25)29-13-3-1-2-4-14-30-20(26)34-22(28)32-18-11-7-16(24)8-12-18;;/h5-12H,1-4,13-14H2,(H5,25,27,29,31,33)(H5,26,28,30,32,34);2*1H

2.1.3 InChI Key

WJLVQTJZDCGNJN-UHFFFAOYSA-N

2.1.4 Canonical SMILES

C1=CC(=CC=C1NC(=NC(=NCCCCCCN=C(N)N=C(N)NC2=CC=C(C=C2)Cl)N)N)Cl.Cl.Cl

2.1.5 Isomeric SMILES

C1=CC(=CC=C1N/C(=N/C(=NCCCCCCN=C(/N=C(/NC2=CC=C(C=C2)Cl)\N)N)N)/N)Cl.Cl.Cl

2.2 Other Identifiers

2.2.1 UNII

E64XL9U38K

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Acetate, Chlorhexidine

2. Chlorhexidine

3. Chlorhexidine Acetate

4. Hydrochloride, Chlorhexidine

5. Mk 412a

6. Mk-412a

7. Mk412a

8. Novalsan

9. Sebidin A

10. Tubulicid

2.3.2 Depositor-Supplied Synonyms

1. Chlorhexidine Dihydrochloride

2. 3697-42-5

3. Chlorhexidine Hcl

4. Ay-5312

5. Dantroche Hibitane

6. Chlorhexidine (dihydrochloride)

7. E64xl9u38k

8. Nsc-756679

9. 2,4,11,13-tetraazatetradecanediimidamide, N,n''-bis(4-chlorophenyl)-3,12-diimino-, Dihydrochloride

10. Arlacide H

11. Caswell No. 481f

12. Chlorhexidinium Dichloride

13. N1,n14-bis(4-chlorophenyl)-3,12-diimino-2,4,11,13-tetraazatetradecanediimidamide Dihydrochloride

14. C22h32cl4n10

15. Einecs 223-026-6

16. Epa Pesticide Chemical Code 481700

17. Unii-e64xl9u38k

18. 1-(4-chlorophenyl)-3-[n-[6-[[n-[n-(4-chlorophenyl)carbamimidoyl]carbamimidoyl]amino]hexyl]carbamimidoyl]guanidine;dihydrochloride

19. Dantroche Hibitane (tn)

20. 1,1'-hexamethylenebis(5-(p-chlorophenyl)biguanide) Dihydrochloride

21. Biguanide, 1,1'-hexamethylenebis(5-(p-chlorophenyl)-, Dihydrochloride

22. Schembl3616

23. Chlorhexidine Dihydrochloirde

24. Chlorhexidine Hydrochloride [usan:usp:ban:jan]

25. Dsstox_cid_27144

26. Dsstox_rid_82150

27. Dsstox_gsid_47144

28. Spectrum1500177

29. Chembl1484251

30. Dtxsid7047144

31. Chebi:31393

32. Hms1920m21

33. Hy-b1145

34. Tox21_302689

35. 1,1'-hexamethylene Bis(5-(p-chlorophenyl)biguanide), Dihydrochloride

36. Ccg-38942

37. Mfcd00068998

38. S3067

39. Akos015895378

40. Chlorhexidine Dihydrochloride, >=98%

41. Ac-4684

42. Cs-4749

43. Ks-5084

44. Nsc 756679

45. Chlorhexidine Hydrochloride (jp17/usp)

46. Chlorhexidine Hydrochloride [jan]

47. Ncgc00094621-01

48. Ncgc00094621-02

49. Ncgc00256637-01

50. 2,4,11,13-tetraazatetradecanediimidamide, N,n'-bis(4-chlorophenyl)-3,12-diimino-, Dihydrochloride

51. Chlorhexidine Dihydrochloride [mi]

52. Chlorhexidine Hydrochloride [usan]

53. Cas-3697-42-5

54. Chlorhexidine Hydrochloride [mart.]

55. Chlorhexidine Dihydrochloride [inci]

56. Chlorhexidine Hydrochloride [who-dd]

57. Chlorhexidine Dihydrochloride [who-ip]

58. Chlorhexidine Hydrochloride [green Book]

59. D01345

60. 697c425

61. A823488

62. Chlorhexidine Hydrochloride [usp Impurity]

63. Chlorhexidine Hydrochloride [usp Monograph]

64. Chlorhexidine Dihydrochloride [ep Monograph]

65. W-106576

66. 1,1'-hexamethylenebis[5-(4-chlorophenyl)biguanide] Dihydrochloride

67. 1,1'-hexamethylenebis(5-(p-chlorophenyl)biguanide)dihydrochloride

68. 2,4,11,13-tetraazatetradecanamide,14-[(4-chlorophenyl)amino]-3,12,14-triimino

69. Chlorhexidine Dihydrochloride, European Pharmacopoeia (ep) Reference Standard

70. Chlorhexidine Hydrochloride, Pharmaceutical Secondary Standard; Certified Reference Material

71. (1e)-2-[6-[[amino-[(e)-[amino-(4-chloroanilino)methylidene]amino]methylidene]amino]hexyl]-1-[amino-(4-chloroanilino)methylidene]guanidine;dihydrochloride

72. 2-[amino-[6-[[amino-[(e)-[amino-(4-chloroanilino)methylidene]amino]methylidene]amino]hexylimino]methyl]-1-(4-chlorophenyl)guanidine Dihydrochloride

2.4 Create Date

2006-10-24

3 Chemical and Physical Properties

Molecular Formula	C₂₂H₃₂Cl₄N₁₀
Molecular Weight	578.4 g/mol
Hydrogen Bond Donor Count	8
Hydrogen Bond Acceptor Count	2
Rotatable Bond Count	13
Exact Mass	578.153602 g/mol
Monoisotopic Mass	576.156552 g/mol
Topological Polar Surface Area	178 Å²
Heavy Atom Count	36
Formal Charge	0
Complexity	649
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	2
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	3

4 Pharmacology and Biochemistry

4.1 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.)

Mouthwashes

Solutions for rinsing the mouth, possessing cleansing, germicidal, or palliative properties. (From Boucher's Clinical Dental Terminology, 4th ed) (See all compounds classified as Mouthwashes.)