Chemical properties Penetration enhancer Application References
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Laurocapram

Chemical properties Penetration enhancer Application References
Product Name
Laurocapram
CAS No.
59227-89-3
Chemical Name
Laurocapram
Synonyms
AZONE;azon;n-dodecylcaprolactam;n0252;tranzone;NSC11340;usafnd-72;NSC 11340;NSC-11340;USAF NO-72
CBNumber
CB9414646
Molecular Formula
C18H35NO
Formula Weight
281.48
MOL File
59227-89-3.mol
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Laurocapram Property

Melting point:
-7°
Boiling point:
bp50m 160°
Density 
0.906-0.926
refractive index 
1.470-1.473
storage temp. 
Sealed in dry,Room Temperature
solubility 
Chloroform (Slightly), Ethanol (Slightly), Methanol (Slightly)
form 
Oil
pka
-0.43±0.20(Predicted)
color 
Colourless
Merck 
14,5385
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
InChIKey
AXTGDCSMTYGJND-UHFFFAOYSA-N
SMILES
N1(CCCCCCCCCCCC)CCCCCC1=O
LogP
6.570 (est)
CAS DataBase Reference
59227-89-3(CAS DataBase Reference)
EPA Substance Registry System
Laurocapram (59227-89-3)
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Safety

Safety Statements 
24/25
RTECS 
CM3995000
HS Code 
29339900
Hazardous Substances Data
59227-89-3(Hazardous Substances Data)
Toxicity
LD50 rats, mice (g/kg): 8 i.v., i.p. (Stoughton)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

TCI Chemical
Product number
L0317
Product name
Laurocapram
Purity
>96.0%(GC)
Packaging
5mL
Price
$44
Updated
2025/07/31
TCI Chemical
Product number
L0317
Product name
Laurocapram
Purity
>96.0%(GC)
Packaging
25mL
Price
$148
Updated
2025/07/31
TRC
Product number
L185003
Product name
Laurocapram
Packaging
500mg
Price
$75
Updated
2021/12/16
Chem-Impex
Product number
38019
Product name
Laurocapram,96%(GC)
Purity
96%(GC)
Packaging
5ML
Price
$36.96
Updated
2021/12/16
AK Scientific
Product number
J90231
Product name
Laurocapram
Packaging
100mL
Price
$40
Updated
2021/12/16
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Laurocapram Chemical Properties,Usage,Production

Chemical properties

Colorless or slightly yellow transparent liquid, insoluble in water, it can form emulsion with water, soluble in various organic solvents.

Penetration enhancer

Laurocapram, also known as azone, lauric Lun, N-lauryl caprolactam, quinacridone, nitrogen ketone. Its chemical name is 1-n-dodecyl azetidin-2-one, which is a new high security penetration enhancer. It is colorless transparent liquid at room temperature, slightly viscous, odorless. It can form emulsion with water, soluble in various organic solvents, and it has good lubricity, which promote the hydrophilic and lipophilic drug product activity or cosmetics nutrients to penetrate into the skin, greatly reducing the drug remain time in the stratum corneum, significantly enhancing drug efficacy and cosmetic results. Thus, we can reduce the amount of primary medical and reduce costs. Azone transdermal absorption enhancing effect lags behind.
Laurocapram on hydrophilic and lipophilic drugs have significantly transdermal Aided role.  It has good aided effect on many kinds of plant extracts in emulsion state or colloidal state, and alkaloids effect is particularly evident. Transdermal penetration is stronger than dimethyl sulfoxide. 8-bromo cyclic nucleotide containing 1% azone permeability effect is equivalent to 12 times the 50% dimethyl sulfoxide. Often in combination with propylene glycol, synergy, the best use of transdermal concentration of 0.1% to 5%, safe and low toxic, non-irritating. The chemical property is stable, and it is kept up to four years at the room temperature.
It can be considered a decyl methyl sulfoxide with pyrrolidone composite for good novel penetration enhancers, skin irritation. It can promote the drug through the skin barrier corticosteroids, indomethacin, fluorouracil, hydroquinone and many other drugs transdermal absorption, improving local and systemic blood concentration, and improving the bioavailability of the drug. Lipophilic, they have transdermal effect for hydrophilic drugs. It can soften the skin and enhance its permeability. They have anti-inflammatory, analgesic and anti-itching effect. Low toxicity, oral LD50> 7g/kg, it is not compatible with strong acids or Vaseline to avoid reduce the effect.

Application

Laurocapram is used as the penetration enhancer in cosmetic preparations and personal-care products. Laurocapram is combined as an excipient (an inert substance) not an active ingredient. Excipients are added to ensure that the shelf-life of the active ingredients can be long enough to be active until internal use. It can be used as a topical smear, massage penetration enhancers; pesticides, as a pro-absorbing agent and sterilization plant growth regulators, pesticides pro penetration; in addition, can be used for coloring and dyeing leather and other areas of accelerator.

References

http://www.chemicalland21.com/lifescience/foco/LAUROCAPRAM.htm

Uses

antifungal lipopeptide

Uses

Laurocapram is a useful intermediate.

Uses

Pharmaceutic aid (excipient).

Synthesis

105-60-2

143-15-7

59227-89-3

Example 1: To a 1 liter reactor were sequentially added 34 g (0.3 mol) of caprolactam, 112 g (0.45 mol) of dodecyl bromide, 300 g of toluene, 3.4 g (3.3 mol %, based on caprolactam) of crystalline tetrabutylammonium hydrogensulphate (TBAHS), and 90 g (2.25 mol) of flaked sodium hydroxide. The resulting non-homogeneous mixture was stirred and reacted at 50°C for 10 hours. Upon completion of the reaction, the mixture was cooled to 40 °C, followed by addition of 135 g of water and continued stirring at the same temperature for 30 min. After the reaction solution was layered, the oil layer was separated and purified by distillation, and the fractions with boiling points ranging from 195°C to 200°C/3mmHg were collected to give 84.0 g of 1-dodecyl azepan-2-one (99.6% yield, based on caprolactam), with a by-production of 0.8 g of dodecyl ether (1.0% yield, based on bromododecane).

References

[1] Patent: US4812566, 1989, A
[2] Patent: US4812566, 1989, A
[3] Patent: US4973688, 1990, A
[4] JAOCS, Journal of the American Oil Chemists' Society, 1996, vol. 73, # 7, p. 847 - 850
[5] Journal of Pharmaceutical Sciences, 1993, vol. 82, # 2, p. 214 - 219

Laurocapram Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Laurocapram manufacturers

WUHAN FORTUNA CHEMICAL CO., LTD
Product
Laurocapram 59227-89-3
Price
US $0.00/KG
Min. Order
25KG
Purity
98%min
Supply Ability
30tons/month
Release date
2023-02-08
Hebei Chuanghai Biotechnology Co., Ltd
Product
Laurocapram 59227-89-3
Price
US $10.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
10 mt
Release date
2024-11-13
Hebei Zhuanglai Chemical Trading Co.,Ltd
Product
Laurocapram 59227-89-3
Price
US $10.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
20ton
Release date
2024-05-21

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