N-(4-chlorophenyl)-1-3-(6-{N-[3-(4-chlorophenyl)carbamimidamidomethanimidoyl]amino}hexyl)carbamimidamidomethanimidamide; bis(acetic acid)

• ChemBase ID: 105566
• Molecular Formular: C26H38Cl2N10O4
• Molecular Mass: 625.55052
• Monoisotopic Mass: 624.24545511
• SMILES: CC(=O)O.CC(=O)O.Clc1ccc(NC(=N)NC(=N)NCCCCCCNC(=N)NC(=N)Nc2ccc(Cl)cc2)cc1
• Canonical SMILES: N=C(NC(=N)Nc1ccc(cc1)Cl)NCCCCCCNC(=N)NC(=N)Nc1ccc(cc1)Cl.CC(=O)O.CC(=O)O
• InChI: InChI=1S/C22H30Cl2N10.2C2H4O2/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;2*1-2(3)4/h5-12H,1-4,13-14H2,(H5,25,27,29,31,33)(H5,26,28,30,32,34);2*1H3,(H,3,4)
• InChIKey: WDRFFJWBUDTUCA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-(4-chlorophenyl)-1-3-(6-{N-[3-(4-chlorophenyl)carbamimidamidomethanimidoyl]amino}hexyl)carbamimidamidomethanimidamide; bis(acetic acid)
• IUPAC Traditional name: bis(acetic acid); chlorhexidine hydrochloride; bis(acetic acid); chlorhexidine
• Synonyms: 1,6-Di(N-p-chlorophenyl-diguanido) hexane diacetate; CHLORHEXIDINE DIACETATE; 1,6-Bis(N5-[p-chlorophenyl]-N1-biguanido)hexane; 1,1′-Hexamethylenebis(5-[p-chlorophenyl]biguanide); Chlorhexidine diacetate salt hydrate; 氯己定 二乙酸盐 水合物

Database IDs

• CAS Number: 56-95-1; 206986-79-0
• EC Number: 200-302-4
• MDL Number: MFCD00012532
• PubChem SID: 24892838; 162092892
• PubChem CID: 9562059

CALCULATED PROPERTIES

• H Acceptors: 10
• H Donor: 10
• LogD (pH = 5.5): -4.561288
• LogD (pH = 7.4): -1.3018613
• Log P: 4.5103693
• Molar Refractivity: 181.7146 cm^3
• Polarizability: 51.81197 Å^3
• Polar Surface Area: 167.58 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 154-155

Safety Information

• Storage Condition: Room Temperature (15-30°C)
• RTECS: DU1930000
• European Hazard Symbols: Nature polluting (N)
• German water hazard class: 3
• Risk Statements: 50/53
• Safety Statements: 60-61
• GHS Pictograms: GHS07; GHS09
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H410
• GHS Precautionary statements: P273-P501
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: 95+%
• Empirical Formula (Hill Notation): C22H30Cl2N10 · 2C2H4O2

DETAILS

MP Biomedicals - 02191361

Antiseptic and disinfectant agent.
Crystalline Powder

Sigma Aldrich - C6143

Biochem/physiol Actions
Cationic broad-spectrum antimicrobial agent belonging to the bis(biguanide) family. It′s mechanism of action involves destabilization of the outer bacterial membrane.
Cationic broad-spectrum antimicrobial agent belonging to the bis(biguanide) family. Its mechanism of action involves destabilization of the outer bacterial membrane. It is used primarily as a topical antiseptic/disinfectant in wound healing, at catheterization sites, in various dental applications and in surgical scrubs.
Application
Chlorhexidine is used primarily as a topical antiseptic/disinfectant in wound healing, at catheterization sites, in various dental applications and in surgical scrubs. It has been used to study the inactivation of HIV and the immobilization of sperm 1. It is used to study effective skin antisepsis and disinfection of medical devices 2 as well as the effects of antimicrobials on dental plaque3.