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ACTIVE PHARMA INGREDIENTS

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Synopsis

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Chemistry

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Also known as: Chlorhexidine gluconate, 1308292-96-7, Cid 9939931, Chembl1628, Schembl34467, Amy32023

Molecular Formula

C₂₈H₄₂Cl₂N₁₀O₇

Molecular Weight

701.6 g/mol

InChI Key

KUXUALPOSMRJSW-IFWQJVLJSA-N

Chlorhexidine Gluconate is the gluconate salt form of chlorhexidine, a biguanide compound used as an antiseptic agent with topical antibacterial activity. Chlorhexidine gluconate is positively charged and reacts with the negatively charged microbial cell surface, thereby destroying the integrity of the cell membrane. Subsequently, chlorhexidine gluconate penetrates into the cell and causes leakage of intracellular components leading to cell death. Since gram positive bacteria are more negatively charged, they are more sensitive to this agent.

1 2D Structure

Chlohexidine Gluconate

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;(2R,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanoic acid

2.1.2 InChI

InChI=1S/C22H30Cl2N10.C6H12O7/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;7-1-2(8)3(9)4(10)5(11)6(12)13/h5-12H,1-4,13-14H2,(H5,25,27,29,31,33)(H5,26,28,30,32,34);2-5,7-11H,1H2,(H,12,13)/t;2-,3-,4+,5-/m.1/s1

2.1.3 InChI Key

KUXUALPOSMRJSW-IFWQJVLJSA-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.C(C(C(C(C(C(=O)O)O)O)O)O)O

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.C(O)[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C(=O)O

2.2 Synonyms

2.2.1 MeSH Synonyms

1. 1,1'-hbcb

2. Avagard

3. Chlorhexamed

4. Chlorhexidine Bigluconate

5. Chlorhexidine Digluconate

6. Chlorhexidine Gluconate

7. Corsodyl Ici

8. Curasept Ads 220

9. Dyna-hex

10. Eludril

11. Gibitan

12. Hexidine

13. Hibiclens

14. Hibident

15. Hibiscrub

16. Hibisol

17. Hibitane

18. Peridex

19. Perio Chip

2.2.2 Depositor-Supplied Synonyms

1. Chlorhexidine Gluconate

2. 1308292-96-7

3. Cid 9939931

4. Chembl1628

5. Schembl34467

6. Amy32023

7. (1e)-2-[6-[[amino-[(e)-[amino-(4-chloroanilino)methylidene]amino]methylidene]amino]hexyl]-1-[amino-(4-chloroanilino)methylidene]guanidine;(2r,3s,4r,5r)-2,3,4,5,6-pentahydroxyhexanoic Acid

2.3 Create Date

2006-10-25

3 Chemical and Physical Properties

Molecular Formula	C₂₈H₄₂Cl₂N₁₀O₇
Molecular Weight	701.6 g/mol
Hydrogen Bond Donor Count	12
Hydrogen Bond Acceptor Count	9
Rotatable Bond Count	18
Exact Mass	700.2614991 g/mol
Monoisotopic Mass	700.2614991 g/mol
Topological Polar Surface Area	316 Å²
Heavy Atom Count	47
Formal Charge	0
Complexity	819
Isotope Atom Count	0
Defined Atom Stereocenter Count	4
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	2
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	2

4 Drug and Medication Information

4.1 Drug Information

1 of 3
Drug Name	PAROEX
Active Ingredient	CHLORHEXIDINE GLUCONATE
Company	SUNSTAR AMERICAS (Application Number: A076434)

2 of 3
Drug Name	PERIDEX
Active Ingredient	CHLORHEXIDINE GLUCONATE
Company	3M (Application Number: N019028)

3 of 3
Drug Name	PERIOCHIP
Active Ingredient	CHLORHEXIDINE GLUCONATE
Company	DEXCEL PHARMA (Application Number: N020774)

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.)

Dermatologic Agents

Drugs used to treat or prevent skin disorders or for the routine care of skin. (See all compounds classified as Dermatologic Agents.)

5.2 FDA Pharmacological Classification

5.2.1 Pharmacological Classes

Decreased Cell Wall Integrity [PE]

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Chlohexidine Gluconate

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