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Laurocapram

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Catalog Number CI-SC-0064
Product Name Laurocapram
CAS 59227-89-3
Structure
Synonyms N-Dodecylcaprolactam
Description Laurocapram (1-Dodecylazacycloheptan-2-one) is used as skin conditioner and skin penetration enhancer in various cosmetic preparations and personal care products. It has good ability of penetration and helps other functional additives to penetrate into skin. This product has good stability and has no side-effect as well as stimulation.
IUPAC Name 1-Dodecylazepan-2-one
Molecular Weight 281.5 g/mol
Molecular Formula C18H35NO
Canonical SMILES CCCCCCCCCCCCN1CCCCCC1=O
InChI InChI=1S/C18H35NO/c1-2-3-4-5-6-7-8-9-10-13-16-19-17-14-11-12-15-18(19)20/h2-17H2,1H3
InChI Key AXTGDCSMTYGJND-UHFFFAOYSA-N
Boiling Point 160 °C
Melting Point -7 °C
Density 0.906-0.926 g/mL at 25 °C(lit.)
Solubility Water-insoluble, soluble in alcohol and lipids
Appearance Colorless or pale-yellowish liquid
Application Skin care creams, whitening creams, sunscreen creams, pilatorys, hairdyes.
Storage Store light-protected at a cool and dry place
HS Code 2905310000
INCI Laurocapram
Topological Polar Surface Area 20.3 Ų
Uses Add to oil phase of emulsions. Typical use level: 1 -2%. For external use only.
Case Study

Laurocapram and Its Derivatives Promote Skin Absorption of Substances

López-Cervantes M, et al. Drug development and industrial pharmacy, 2006, 32(3), 267-286.

Laurocapram and its analogues act as absorption enhancers and are used to temporarily increase the permeability of membranes (e.g., skin and mucous membranes) to achieve an enhanced effect on most hydrophilic and lipophilic substances.
Mechanism of action and research on laurazepam formulations
· Laurocapram is known to work through various mechanisms, such as inserting its dodecyl group into the intercellular lipid bilayer, increasing the motion of lipid alkyl chains, and fluidizing the hydrophobic regions of the lamellar structure.
· Numerous studies have been conducted using formulations containing Laurocapram in different vehicles and drugs to assess its enhancing effects. The impact of Laurocapram has been examined through both in vitro studies, using diffusion cells or skin isolation and perfusion, as well as in vivo permeation studies employing techniques like tape-stripping, radioactive markers, drug recovery from the skin's surface, and evaluation of biological or pharmacological effects.
· Studies have shown that Laurocapram enhances the permeation of most drugs, whether they are lipophilic or hydrophilic. Sometimes, the co-application of Laurocapram can even enhance the biological or pharmacological effects of certain drugs. However, recent research has indicated that in some cases, the expected enhancement effect of Laurocapram may not occur. For example, in studies involving drugs like 5-(2-bromovinyl)-2-deoxyuridine and cidofovir, the application of Laurocapram did not lead to the anticipated result. Additionally, with morphine hydrochloride, while iontophoretic transport was not increased with Laurocapram, less electric current was required for transport.

Custom Q&A

What is Laurocapram used for?

Laurocapram is used as a skin penetration enhancer in cosmetic preparations and personal care products.

How does Laurocapram enhance permeation?

Laurocapram enhances the permeation of both hydrophilic and lipophilic molecules.

What are the benefits of using Laurocapram?

Laurocapram increases the moisture content in the stratum corneum, providing moisturizing benefits. It also helps other functional additives penetrate into the skin.

Does Laurocapram have any side-effects?

No, Laurocapram is reported to have no side-effects or stimulation. It is non-toxic in nature.

What is another name for Laurocapram?

Laurocapram is also known as azone oil.

How should Laurocapram be used?

Laurocapram should be added to the oil phase of emulsions and is typically used at a level of 1-2%. It is for external use only.

In what types of products can Laurocapram be found?

Laurocapram can be found in skin care creams, whitening creams, sunscreen creams, pilatories, and hair dyes.

What is the appearance of Laurocapram?

Laurocapram is a colorless or pale-yellowish liquid.

Is Laurocapram soluble in water?

No, Laurocapram is water-insoluble, but it is soluble in alcohol and lipids.

How should Laurocapram be stored?

Laurocapram should be stored in a light-protected, cool, and dry place.

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