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Lauramine oxide

Alias: Dimethylaurylamine oxide; Refan; Lauramine oxide
Cat No.:V23792 Purity: ≥98%
N,N-Dimethyldodecylamine N-oxide is a biochemical compound that can be used as a biomaterial or organic/chemical reagent for biomedical research.
Lauramine oxide
Lauramine oxide Chemical Structure CAS No.: 1643-20-5
Product category: New1
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
5g
Other Sizes
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Product Description
N,N-Dimethyldodecylamine N-oxide is a biochemical compound that can be used as a biomaterial or organic/chemical reagent for biomedical research.
Biological Activity I Assay Protocols (From Reference)
ADME/Pharmacokinetics
Absorption, Distribution and Excretion
(1-Dodecyl-14C) laurylamine oxide (10 mg, containing 100 μCi 14C) was applied to the skin of two human subjects to investigate skin absorption and metabolism of laurylamine oxide. Eight hours after administration, 92% of the radioactive material was recovered from the subjects' skin, and 0.1% and 0.23% of the radioactive material were recovered from their excrement, respectively. The radioactive material content in the stratum corneum was less than 0.2%. Oral administration of a solution containing 50 mg of (1-Dodecyl-14C) laurylamine oxide (containing 100 μCi 14C) to two subjects showed that the excretion pattern of the radioactive material was similar to that of other study species. Within 24 hours after administration, 50% to 37% of the radioactive material was detected in urine, while 18% to 22% of the administered radioactive material was found in exhaled CO2. Four Sprague-Dawley rats were intraperitoneally injected with 22 mg/kg of (methyl-14C) laurylamine oxide (specific activity 1.3 mCi/g). Within 24 hours, 67% of the total radioactive material was excreted in the urine, 8% in the form of 14C CO2, and 6% in the feces. The radioactive distribution was essentially the same as that in rats orally administered laurylamine oxide. The conclusion was: "...the microbial metabolism of the gastrointestinal flora does not play a major role in the absorption and excretion of [laurylamine oxide] in rats." An aqueous solution of (methyl-14C) laurylamine oxide (10 mg, containing 1.3 mCi/g) was applied to the skin of four Sprague-Dawley rats to test the metabolism and absorption of this compound. After 72 hours, 14.2% of the total radioactivity was detected in the urine, 2.5% in the carbon dioxide, and 1.8% in the feces. Radioactivity was detected in the liver, kidneys, testes, blood, and exhaled carbon dioxide. For more complete data on the absorption, distribution, and excretion of laurylamine oxides (7 in total), please visit the HSDB record page. Metabolites/Metabolites: Metabolic profiles across different species (rats, humans, mice, rabbits) showed no significant differences in metabolites, but the extent of absorption, particularly with transdermal administration, varied by species. Characterization of laurylamine oxide metabolites identified only one metabolite, N-dimethyl-4-aminobutyric acid N-oxide. Laurylamine oxides have multiple metabolic pathways: ω,β-oxidation of alkyl chains (the most common pathway in surfactant metabolism), hydroxylation of alkyl chains, and reduction of amine oxide groups. Urinary metabolites from rats, rabbits, and humans indicate that the metabolic pathway includes ω,β-oxidation of adipose chains, reduction of amine oxides, and hydroxylation of the mid-chain of adipose chains. The contents of N,N-dimethyl-4-aminobutyric acid and its N-oxide in humans, rats and rabbits were 28%, 28% and 23%, respectively.
Additional Infomation
Dimethyldodecylamine-N-oxide is a crystalline solid. Dodecyl dimethylamine-N-oxide is a tertiary amine oxide, formed by the oxidation of the amino group of dodecyl dimethylamine. It is a plant metabolite and surfactant. It is derived from the hydride of dodecane. Laurylamine oxide has been reportedly found in Euglena gracilis, and relevant data are available.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C14H31NO
Molecular Weight
229.408
Exact Mass
229.24
CAS #
1643-20-5
PubChem CID
15433
Appearance
Very hygroscopic needles from dry toluene.
Density
0.996 g/mL at 20ºC
Boiling Point
100ºC
Melting Point
132-133ºC
Flash Point
94ºC
Vapour Pressure
6.88E-05mmHg at 25°C
Index of Refraction
n20/D 1.378
LogP
3.27
Hydrogen Bond Donor Count
0
Hydrogen Bond Acceptor Count
1
Rotatable Bond Count
11
Heavy Atom Count
16
Complexity
146
Defined Atom Stereocenter Count
0
SMILES
CCCCCCCCCCCC[N+](C)(C)[O-]
InChi Key
SYELZBGXAIXKHU-UHFFFAOYSA-N
InChi Code
InChI=1S/C14H31NO/c1-4-5-6-7-8-9-10-11-12-13-14-15(2,3)16/h4-14H2,1-3H3
Chemical Name
N,N-dimethyldodecan-1-amine oxide
Synonyms
Dimethylaurylamine oxide; Refan; Lauramine oxide
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Note: Please store this product in a sealed and protected environment, avoid exposure to moisture.
Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
DMSO : ~100 mg/mL (~435.92 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (10.90 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL.
Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution.

Solubility in Formulation 2: ≥ 2.5 mg/mL (10.90 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly.
Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.

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Solubility in Formulation 3: ≥ 2.5 mg/mL (10.90 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.


 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 4.3590 mL 21.7950 mL 43.5901 mL
5 mM 0.8718 mL 4.3590 mL 8.7180 mL
10 mM 0.4359 mL 2.1795 mL 4.3590 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

Calculator

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An example of molarity calculation using the molarity calculator is shown below:
What is the mass of compound required to make a 10 mM stock solution in 5 ml of DMSO given that the molecular weight of the compound is 350.26 g/mol?
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  • Enter 10 in the Concentration box and choose the correct unit (mM)
  • Enter 5 in the Volume box and choose the correct unit (mL)
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  • The answer of 17.513 mg appears in the Mass box. In a similar way, you may calculate the volume and concentration.

Dilution Calculator allows you to calculate how to dilute a stock solution of known concentrations. For example, you may Enter C1, C2 & V2 to calculate V1, as detailed below:

What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:
  • Enter 10 into the Concentration (Start) box and choose the correct unit (mM)
  • Enter 25 into the Concentration (End) box and select the correct unit (mM)
  • Enter 25 into the Volume (End) box and choose the correct unit (mL)
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  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
g/mol

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Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
Instructions to calculate molar mass (molecular weight) of a chemical compound:
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Definitions of molecular mass, molecular weight, molar mass and molar weight:
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  • Molar mass (molar weight) is the mass of one mole of a substance and is expressed in g/mol.
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In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

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