N,N''-Bis(4-chlorphenyl)-3,12-diimino-2,4,11,13-tetraazatetrade-candiimidamid
Chlorohexidine
Grundinformationen
- CAS
55-56-1- Standard-SMILES
N=C(NCCCCCCNC(=N)NC(=N)Nc1ccc(Cl)cc1)NC(=N)Nc1ccc(Cl)cc1- InChIKey
GHXZTYHSJHQHIJ-UHFFFAOYSA-N- Summenformel
- C22H30Cl2N10
- Durchschnittliche Molmasse
- 505,4 g/mol
- Monoisotopische Masse
- 504,2031964
Namen und Bezeichner
- Bevorzugter Name
- Chlorohexidine
- IUPAC
- 2-[6-[[amino-[[amino-(4-chloroanilino)methylidene]amino]methylidene]amino]hexyl]-1-[amino-(4-chloroanilino)methylidene]guanidine
- Lokaler Name
- N,N''-Bis(4-chlorphenyl)-3,12-diimino-2,4,11,13-tetraazatetrade-candiimidamid
- Englischer Name
- Chlorhexidine
- Summenformel
- C22H30Cl2N10
- Molmasse
- 505.45
Namen und Synonyme
Weitere Namen anzeigen
Datenbank-Bezeichner
- CAS
55-56-1- PubChem CID
- 2713
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- 0,1
- Polarare Oberfläche (TPSA)
- 178 Ų
- H-Brücken-Donoren
- 6
- H-Brücken-Akzeptoren
- 2
- Frei drehbare Bindungen
- 13
- Schwere Atome
- 34
- Formalladung
- 0
- Komplexität
- 648
Experimentelle und physikochemische Eigenschaften
Collision Cross Section
222.4 Ų [M+H]+ [CCS Type: DT; Buffer gas: N2; Ionization: ESI+; Dataset: TOXCAST; Source Identifier: DTXSID2033314];222.9 Ų [M+H]+ [CCS Type: DT; Buffer gas: N2; Ionization: APCI+; Dataset: TOXCAST; Source Identifier: DTXSID2033314];222.8 Ų [M+H]+ [CCS Type: DT; Buffer gas: N2; Ionization: APCI+; Dataset: TOXCAST; Source Identifier: DTXSID7032345];227.5 Ų [M+Na]+ [CCS Type: DT; Buffer gas: N2; Ionization: ESI+; Dataset: TOXCAST; Source Identifier: DTXSID7047144];233.2 Ų [M-H]- [CCS Type: DT; Buffer gas: N2; Ionization: ESI-; Dataset: TOXCAST; Source Identifier: DTXSID7047144];233.6 Ų [M-H]- [CCS Type: DT; Buffer gas: N2; Ionization: ESI-; Dataset: TOXCAST; Source Identifier: DTXSID7032345];224.1 Ų [M+H]+ [CCS Type: DT; Buffer gas: N2; Ionization: ESI+; Dataset: TOXCAST; Source Identifier: DTXSID7032345];228.3 Ų [M+Na]+ [CCS Type: DT; Buffer gas: N2; Ionization: ESI+; Dataset: TOXCAST; Source Identifier: DTXSID7032345];226.5 Ų [M+Na]+ [CCS Type: DT; Buffer gas: N2; Ionization: ESI+; Dataset: TOXCAST; Source Identifier: DTXSID2033314];222.7 Ų [M+H]+ [CCS Type: DT; Buffer gas: N2; Ionization: APCI+; Dataset: TOXCAST; Source Identifier: DTXSID7047144];222.9 Ų [M+H]+ [CCS Type: DT; Buffer gas: N2; Ionization: ESI+; Dataset: TOXCAST; Source Identifier: DTXSID7047144]
222.3 Ų [M+H]+ [CCS Type: TW; Method: Major Mix IMS/Tof Calibration Kit (Waters)]
221.3 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
200.7 Ų [M+H-H2O]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards];215.27 Ų [M+Na]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards];221.04 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
Physikochemische Eigenschaften
- Schmelzpunkt
- 134 · 134-136 °C (lit.)
- Siedepunkt
- 641.45 °C · 641.45°C (rough estimate)
- Dichte
- 1.1555 · 1.1555 (rough estimate)
- Brechungsindex
- 1.63 · 1.6300 (estimate)
- storage temp.
- 2 · 2-8°C
- Löslichkeit
- 0.08 % · water: soluble0.08% at 20°C
- Aggregatzustand
- Solid
- pka
- 10.78 · pKa 10.78 (Uncertain)
- Farbe
- White to off-white
- Wasserlöslichkeit
- 0.08 g/100 · 0.08 g/100 mL (20 ºC)
- Merck
- 13 · 13,2108
- BRN
- 2826432 · 2826432
- Henry's Law Constant
- 9 · 9.0×1024 mol/(m3Pa) at 25℃, HSDB (2015)
- Stabilität
- Stable. Incompatible with strong oxidizing agents.
- Kosmetik-Inhaltsstoffe Funktionen
- PRESERVATIVEORAL CAREANTIMICROBIAL
- InChIKey
- GHXZTYHSJHQHIJ-UHFFFAOYSA-N
- SMILES
- Clc1ccc(NC(=N)NC(=N)NCCCCCCNC(=N)NC(=N)Nc2ccc(Cl)cc2)cc1
- LogP
- 0.08 · 0.080
- CAS Datenbank
- 55 · 55-56-1(CAS DataBase Reference)
- EPA chemische Informationen
- Chlorhexidine (55-56-1)
Sicherheit und Regulatorisches
Sicherheitsdaten
- F
- 10-34
- wgk
- 3
- tsca
- TSCA listed
- ridadr
- UN 3077 9/PG 3
- hs_code
- 29215900
- RTECS-Nr.
- DU1925000
- risk_code
- 36/37/38-43-51/53-50/53
- Toxizität
- LD50 orally in Rabbit: 5000 mg/kg
- hazard_code
- Xi,N
- safety_code
- 26-36/37-60-61
- hazard_class
- 9
- packing_group
- III
- Speicherklasse
- 11 - Combustible Solids
- Giftige Stoffe Daten
- 55-56-1(Hazardous Substances Data)
- Hazard Classifications
- Aquatic Acute 1Aquatic Chronic 1Eye Dam. 1
Chemie und Industrie
Pharmakologische Informationen
Anwendungen
BeschreibungChlorhexidine is a cationic broad-spectrum antimicrobial agent belonging to the bis(biguanide) family. Its mechanism of action involves destabilization of the outer bacterial membrane. It is effective on both Gram-positive and Gram-negative bacteria, although it is less effective with some Gram-negative bacteria. It has both bactericidal and bacteriostatic mechanisms of action. Chlorhexidine's antimicrobial effects are associated with the attractions between chlorhexidine (cation) and negatively charged bacterial cells. After chlorhexidine is absorpted onto the organism's cell wall, it disrupts the integrity of the cell membrane and causes the leakage of intracellular components of the organisms. Aqueous solutions of chlorhexidine are most stable within the pH range of 5-8. Above pH 8.0 chlorhexidine base is precipitated and in more acid conditions there is gradual deterioration of activity because the compound is less stable. 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 a LD-50 orally in mice as a diacetate at 2gm./kg. In digluconate form the LD-50 is 1800 gm./kg.
VerwendenChlorhexidine is an antibacterial used for numerous applications. It is a cationic polybiguanide (bisbiguanide) used primarily as its salts, dihydrochloride, diacetate, and digluconate. Chlorhexidine is one of those drugs which are enlisted/included in the World Health Organization's List of Essential Medicines, a list of the most important drugs needed in a basic health system. Chlorhexidine is used as a germicidal compound in teat dips. Also used as navel treatment, udder and eye wash, surgical scrub and sterilization material. Chlorhexidine is used primarily as a topical antiseptic/disinfectant in wound healing, at catheterization sites, in various dental applications and in surgical scrubs. it is used as an antibacterial agent in humans to control gingivitis and over all plaque control in preventative dentistry. Hydrogenolysis of benzyl-nitrogen bonds. Bacteriostatic;Detergent.
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Ergänzende Hinweise
DefinitionChEBI: A bisbiguanide compound with a structure consisting of two (p-chlorophenyl)guanide units linked by a hexamethylene bridge.
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