N,N''-Bis(4-chlorphenyl)-3,12-diimino-2,4,11,13-tetraazatetrade-candiimidamid

Chlorohexidine

HCID 178512157

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

ChlorohexidineMFCD00009673Chlorhexidine BaseChlorhexidine CRSSCHEMBL3984SCHEMBL158796SCHEMBL828638orb1224678orb1310088orb3139421SCHEMBL1735342SCHEMBL1735345
Weitere Namen anzeigen
chlorhexidinsterilonfimeilhexadolsoretolnolvasanrotersepttubulicid
SCHEMBL4012204SCHEMBL9931995C22H30Cl2N10SCHEMBL21496944SCHEMBL21496945SCHEMBL21496967SCHEMBL23671985GTPL14052

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

Experimentelle und physikochemische Eigenschaften

LogP3
Solubility2.61e-02 g/L
Melting Point134 °C
Physical DescriptionSolid
Collision Cross Section · 4 Einträge

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

Sicherheit und Regulatorisches

Sicherheitsdaten

F
10-34
wgk
3
tsca
TSCA listed
ridadr
UN 3077 9/PG 3
hs_code
29215900
RTECS-Nr.
DU1925000

Chemie und Industrie

Pharmakologische Informationen

ATC CodeD08AC02
Cellular LocationsCytoplasm
Anwendungen · 2 Einträge

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.

Vor- und nachgelagerte Produkte

Anbieter100 Anbieter

国药集团化学试剂有限公司86-21-63210123 · [email protected]
北京华美互利生物化工010-56205725 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
河北展药生物科技有限公司15369953316 +8615369953316 · [email protected]
Hebei Yanxi Chemical Co., Ltd.+86-17531190177 · [email protected]

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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