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C9394

Sigma-Aldrich

Chlorhexidine digluconate solution

20% in H2O

Synonym(s):

Bis(p-chlorophenyl)diguanidohexane digluconate, 1,6-Bis(N5-[p-chlorophenyl]-N1-biguanido)hexane; 1,1′-Hexamethylenebis(5-[p-chlorophenyl]biguanide)

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100 ML
₩101,906
500 ML
₩183,106
1 L
₩361,848
4 L
₩729,075

₩101,906

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100 ML
₩101,906
500 ML
₩183,106
1 L
₩361,848
4 L
₩729,075

About This Item

CAS Number:
18472-51-0
MDL number:
MFCD00083599
UNSPSC Code:
51102829
PubChem Substance ID:
329775206
NACRES:
NA.85

₩101,906

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form

liquid

Quality Level

200

concentration

20% in H2O

solubility

water: soluble 50 % (w/v)

density

1.06 g/mL at 25 °C (lit.)

antibiotic activity spectrum

Gram-negative bacteria
Gram-positive bacteria

Mode of action

cell membrane | interferes

storage temp.

2-8°C

SMILES string

OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C(O)=O.OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C(O)=O.Clc1ccc(NC(=N)NC(=N)NCCCCCCNC(=N)NC(=N)Nc2ccc(Cl)cc2)cc1

InChI

1S/C22H30Cl2N10.2C6H12O7/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*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*2-5,7-11H,1H2,(H,12,13)/t;2*2-,3-,4+,5-/m.11/s1

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Show Differences

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This Item
7136322348471345
Sodium carbonate volumetric standard, secondary reference material for acidimetry, traceable to NIST SRM Certipur®

1.02405

Sodium carbonate

Sodium carbonate reference material for titrimetry, certified by BAM, >99.5%

71363

Sodium carbonate

Sodium carbonate ACS reagent (primary standard), anhydrous, 99.95-100.05% dry basis

223484

Sodium carbonate

Sodium carbonate BioUltra, anhydrous, ≥99.5% (calc. on dry substance, T)

71345

Sodium carbonate

technique(s)

titration: suitable

technique(s)

titration: suitable

technique(s)

-

technique(s)

-

agency

ISO 17025

agency

-

agency

-

agency

-

form

solid

form

-

form

powder

form

powder or crystals

potency

4090 mg/kg LD50, oral (Rat)

potency

-

potency

-

potency

-

pH

11.16 (25 °C, 4 g/L in H2O)

pH

-

pH

12 (25 °C, 106 g/L)

pH

~12.0 (25 °C, 1 M in H2O)

mp

851 °C (lit.)

mp

851 °C (lit.)

mp

851 °C (lit.)

mp

851 °C (lit.)

Application

Chlorhexidine has been used to study how essential oils improve skin antisepsis when combined with chlorhexidine digluconate[1] and is used for skin permeation studies[2] . Chronic rinsing with chlorhexidine has been shown to decrease the saltiness of NaCl and the bitterness of quinine[3].
Used to study mechanism of membrane dysruption by bis(biguanide) molecules.

Biochem/physiol Actions

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.

Other Notes

Keep container tightly closed in a dry and well-ventilated place. Containers which are opened must be carefully resealed and kept upright to prevent leakage. Light sensitive.

Pictograms

CorrosionEnvironment
GHS05,GHS09

Signal Word

Danger

Hazard Statements

H318,H410

Hazard Classifications

Aquatic Acute 1 - Aquatic Chronic 2 - Eye Dam. 1

Storage Class Code

12 - Non Combustible Liquids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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    Certificates of Analysis (COA)

    Lot/Batch Number
    BCCF5079
    BCCF0172
    BCCD8075
    BCCC5124
    BCCB6116

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    Synthesis of (S)-Tert-Butyl 3-Hydroxybutyrate by Asymmetric Reduction of Tert-Butyl Acetoacetate with Saccharomyces cerevisiae B5.
    Ou ZM, et al.
    Advanced Materials Research, 704 (2013)
    Enzymatic Synergism in the Synthesis of ?-Keto Esters.
    Wisniewska C, et al.
    European Journal of Organic Chemistry, 24, 5432-5437 (2015)
    Highly enantioselective Mannich reactions of imines with tert-butyl acetoacetate catalyzed by squaramide organocatalyst.
    He HX and Du DM.
    Tetrahedron Asymmetry, 25(8), 637-643 (2014)
    Transacetoacetylation with tert-butyl acetoacetate: synthetic applications.
    Witzeman JS and Nottingham WD.
    The Journal of Organic Chemistry, 56(5), 1713-1718 (1991)
    Transesterification.
    Otera J.
    Chemical Reviews, 93(4), 1449-1470 (1993)
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