| Identification | More | [Name]
Hexetidine | [CAS]
141-94-6 | [Synonyms]
5-AMINO-1,3-BIS(2-ETHYLHEXYL)HEXAHYDRO-5-METHYLPYRIMIDINE
HEXETIDINE
LABOTEST-BB LT00134693
RARECHEM AB PP 1426
RARECHEM AH CK 0019
TIMTEC-BB SBB001384
1,3-bis(2-ethylhexyl)hexahydro-5-methyl-5-pyrimidinamin
1,3-bis(2-ethylhexyl)hexahydro-5-methyl-5-Pyrimidinamine
hexetidine,5-amino-1,3-bis(2-ethylhexyl)hexahydro-5-methylpyrimidine
hexetidine,mixtureofstereoisomers
5-Amino-1,3-bis(2-ethylhexyl)hexahydro-5-methylpyrimidine, mix of diastereomers
5-Pyrimidinamine, 1,3-bis(2-ethylhexyl)hexahydro-5-methyl-
5-AMINO-1,3-DI(2-ETHYLHEXYL)-HEXAHYDRO-5-METHYLPYRIMIDINE, MIXTURE OF ISOMERS
Glypesin
Hexoral
Hextril
Oraldene
Sterisil
Triocil | [EINECS(EC#)]
205-513-5 | [Molecular Formula]
C21H45N3 | [MDL Number]
MFCD00010428 | [Molecular Weight]
339.6 | [MOL File]
141-94-6.mol |
| Chemical Properties | Back Directory | [Appearance]
Liquid.Soluble in methanol, benzene, and petroleum
ether; insoluble in water. | [Melting point ]
25°C | [Boiling point ]
160 °C/0.4 mmHg (lit.) | [density ]
0.889 g/mL at 25 °C(lit.) | [refractive index ]
1.4649 | [Fp ]
70°C | [storage temp. ]
2-8°C | [solubility ]
acetone: soluble(lit.) | [form ]
neat | [pka]
8.3(at 25℃) | [color ]
Clear Colourless | [Water Solubility ]
Not miscible or difficult to mix in water. | [Merck ]
14,4703 | [BRN ]
161071 | [Cosmetics Ingredients Functions]
PRESERVATIVE
ORAL CARE
ANTIMICROBIAL | [InChI]
1S/C21H45N3/c1-6-10-12-19(8-3)14-23-16-21(5,22)17-24(18-23)15-20(9-4)13-11-7-2/h19-20H,6-18,22H2,1-5H3 | [InChIKey]
DTOUUUZOYKYHEP-UHFFFAOYSA-N | [SMILES]
CCCCC(CC)CN1CN(CC(CC)CCCC)CC(C)(N)C1 | [LogP]
7.150 (est) | [CAS DataBase Reference]
141-94-6(CAS DataBase Reference) | [EPA Substance Registry System]
141-94-6(EPA Substance) |
| Safety Data | Back Directory | [Symbol(GHS) ]
GHS07 | [Signal word ]
Warning | [Hazard statements ]
H315-H319-H335 | [Precautionary statements ]
P261-P264-P280-P280-P304+P340+P312-P337+P313 | [Hazard Codes ]
Xi | [Risk Statements ]
R36/38:Irritating to eyes and skin .
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing . | [WGK Germany ]
3 | [Hazard Note ]
Irritant | [TSCA ]
Yes | [REACH Registrations]
Active | [HS Code ]
2933599590 | [Storage Class]
10 - Combustible liquids | [Hazard Classifications]
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 | [Hazardous Substances Data]
141-94-6(Hazardous Substances Data) |
| Hazard Information | Back Directory | [Hazard]
Combustible. | [Chemical Properties]
Hexetidine is a colorless or faint yellow-colored oily liquid with a
characteristic amine odor. | [Chemical Properties]
Liquid.Soluble in methanol, benzene, and petroleum
ether; insoluble in water. | [Originator]
Sterisil,Warner Lambert,US,1956 | [Uses]
Involved in studies:
- To identify pure liquid salt forms of aspirin
- Of alkyl based selective displacers for protein purification via ion exchange chromatography
- Of the in vivo application of models for testing drugs against nonreplicating Mycobacterium tuberculosis
- Nutrient-sensitized screening for drugs that shift the energy metabolism from mitochondrial respiration to glycolysis
- Inhibition of angiogensis
- Screening antimalarial drugs
| [Uses]
Fungicide, bactericide, algicide, antistatic agent
for synthetics, insect repellent, medicine (antifungal
agent). | [Uses]
Hexetidine, mixture of stereoisomers is an antibacterial and antifungal agent. Used in plant-derived composite antimicrobial agent and application thereof in cosmetic. | [Definition]
ChEBI: 1,3-bis(2-ethylhexyl)-5-methyl-1,3-diazinan-5-amine is an organonitrogen heterocyclic compound and an organic heteromonocyclic compound. | [Production Methods]
Hexetidine is prepared by hydrogenation under pressure of 1,3-
bis(2-ethylhexyl)-5-methyl-4-nitrohexahydropyriminine at 100°C
using Raney nickel as a catalyst. | [Manufacturing Process]
Nitroethane and formaldehyde are first reacted to give 2-methyl-2-nitro-1,3-
propanediol. This is reacted with 2-ethylhexylamine and formaldehyde to give
5-nitro-1,3-bis(2-ethylhexyl)-5-methyl-hexahydropyrimidine.
To a hydrogenation apparatus containing 500 ml of methanol and 10 g of
Raney nickel catalyst were continuously added over a period of one hour, 240
g of 5-nitro-1,3-bis(2-ethylhexyl)-5-methylhexahydropyrimidine. During the
one-hour period, the resulting mixture was hydrogenated at approximately
1,000 pounds per square inch utilizing room temperature as the initial
temperature and gradually increasing the temperature to about 70°C. At the
end of the one-hour period, hydrogenation was stopped. The reaction mixture
was first filtered to remove the catalyst and was then distilled at atmospheric
pressure at a temperature of 70°C to remove methanol. 197.5 g of 5-amino-
1,3-bis(2-ethylhexyl)-5-methylhexahydropyrimidine were collected. | [Therapeutic Function]
Antifungal | [General Description]
The effectiveness of a hexetidine mouthwash in reducing supragingival plaque and gingival inflammation has been examined. | [Pharmaceutical Applications]
Hexetidine is used as an antimicrobial preservative in cosmetics and
nonparenteral pharmaceutical formulations. Therapeutically, hexetidine
is mainly used as a 0.1% w/v solution in mouthwash
formulations for the prevention and treatment of minor local
infections, gingivitis, and mouth ulcers. | [Safety]
Hexetidine is mainly used in mouthwashes as a bactericidal and
fungicidal antiseptic. It is also used as an antimicrobial preservative
and is generally regarded as a relatively nontoxic and nonirritant
material at concentrations up to 0.1% w/v. Allergic contact
dermatitis and altered olfactory and taste perception have
occasionally been reported. Hexetidine is toxic when administered
intravenously.
Solutions of hexetidine in oil at concentrations of 5–10% w/v
cause strong primary irritations without sensitization in humans.
Long-term toxicological studies of up to 0.1% w/w of hexetidine in
food for 1 year do not show any toxic effect. Fetotoxicity,
embryotoxicity, and teratogenicity studies in rats of doses up to
50 mg/kg/day exhibit no sign of toxicity.
LD100 (cat, IV): 5–20 mg/kg
LD50 (dog, oral): 1.60 g/kg
LD50 (mouse, IP): 0.142 g/kg
LD50 (mouse, oral): 1.52 g/kg
LD50 (rat, oral): 0.61–1.43 g/kg | [storage]
Hexetidine is stable and should be stored in a well-closed container
in a cool, dry place. Brass and copper equipment should not be used
for the handling or storage of hexetidine. | [Incompatibilities]
Hexetidine is incompatible with strong oxidizing agents. Salts are
formed with mineral and organic acids; strong acids cause opening
of the hexahydropyrimidine ring, releasing formaldehyde. | [Regulatory Status]
Included in nonparenteral formulations licensed in Europe. |
|
| Company Name: |
J & K SCIENTIFIC LTD.
|
| Telephone: |
18210857532 18210857532 |
| Website: |
https://www.jkchemical.com |
| Company Name: |
Alfa Aesar
|
| Telephone: |
400-6106006 |
| Website: |
http://chemicals.thermofisher.cn |
| Company Name: |
Energy Chemical
|
| Telephone: |
400-0056266 |
| Website: |
www.energy-chemical.com |
| Company Name: |
Sigma-Aldrich
|
| Telephone: |
021-61415566 800-8193336 |
| Website: |
https://www.sigmaaldrich.cn |
|