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Details

Stereochemistry ACHIRAL
Molecular Formula C18H35NO
Molecular Weight 281.4766
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of LAUROCAPRAM

SMILES

CCCCCCCCCCCCN1CCCCCC1=O

InChI

InChIKey=AXTGDCSMTYGJND-UHFFFAOYSA-N
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

HIDE SMILES / InChI
Molecular Formula C18H35NO
Molecular Weight 281.4766
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description

LAUROCAPRAM is a percutaneous permeation enhancer facilitating absorption of different chemicals upon their application to the skin. Its enhancing effect is associated with different mechanisms: incorporation of its dodecyl group into the lipid bilayer, an increase of the motion of the alkylic chains of lipids, and lipid fluidization.

Approval Year

2015
471
PubMed

PubMed

TitleDatePubMed
A clinical study to determine the efficacy and safety of 1% methotrexate/Azone (MAZ) gel applied topically once daily in patients with psoriasis vulgaris.
2001 Jul
A new colorimetric assay for studying and rapid screening of membrane penetration enhancers.
2001 Jul
Evaluation of in vitro percutaneous absorption of lorazepam and clonazepam from hydro-alcoholic gel formulations.
2001 Oct 9
Passive skin penetration enhancement and its quantification in vitro.
2001 Sep
[Promotion of ferulic acid transdermal absorption by water-soluble azone in Shengfaling tincture].
2002 Jan
[Effects of Azone of different concentrations on percutaneous absorption of baicalin in vitro].
2002 Nov
Experimental study of in vitro buprenorphine hydrochloride transdermal permeation through hairless mouse skin.
2002 Oct
In vitro and in vivo evaluations of the efficacy and safety of skin permeation enhancers using flurbiprofen as a model drug.
2003 Apr 14
L-Serine and glycine based ceramide analogues as transdermal permeation enhancers: polar head size and hydrogen bonding.
2003 Jul 21
Effect of Azone upon the in vivo antiviral efficacy of cidofovir or acyclovir topical formulations in treatment/prevention of cutaneous HSV-1 infections and its correlation with skin target site free drug concentration in hairless mice.
2003 Mar 6
Gateways to clinical trials.
2003 Nov
Enhanced iontophoretic delivery of buspirone hydrochloride across human skin using chemical enhancers.
2003 Oct 2
Amphiphilic transdermal permeation enhancers: structure-activity relationships.
2005
Interaction of 1-dodecyl-azacycloheptan-2-one with mouse stratum corneum.
2005
In vivo skin permeation of sodium naproxen formulated in pluronic F-127 gels: effect of Azone and Transcutol.
2005 May
[Effects of different penetration enhancers on percutaneous absorption of lappaconitine gel in vitro].
2005 May
Pretreatment of plantar warts with azone enhances the effect of 5-aminolevulinic acid photodynamic therapy.
2006
[Corneal permeability of topically applied pirenzepine solution].
2006 Jun
Chemical enhancers for the absorption of substances through the skin: Laurocapram and its derivatives.
2006 Mar
Combination strategies for enhancing transdermal absorption of sumatriptan through skin.
2006 Oct 12
Effect of ion-pairing and enhancers on scutellarin skin permeability.
2008 Apr
Percutaneous penetration modifiers and formulation effects.
2010 Feb 15
The buccal mucosa as an alternative route for the systemic delivery of risperidone.
2010 Nov
Combined strategies for enhancing the transdermal absorption of midazolam through human skin.
2010 Sep
Percutaneous penetration modifiers and formulation effects: thermal and spectral analyses.
2010 Sep
Patents

Patents

JP2002513753A
1
JP2007525429A
28
JPH0331217A
1
JPH06219947A
1
JPS61204125A
1
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:32:01 GMT 2023
Edited
by admin
on Fri Dec 15 15:32:01 GMT 2023
Record UNII
1F3X9DRV9X
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
LAUROCAPRAM
HSDB   INCI   INN   MART.   MI   USAN  
INCI   USAN   INN  
Official Name English
LAUROCAPRAM [MI]
Common Name English
LAUROCAPRAM [HSDB]
Common Name English
LAUROCAPRAM [USAN]
Common Name English
1-N-DODECYLAZACYCLOHEPTAN-2-ONE
Common Name English
laurocapram [INN]
Common Name English
1-Dodecylhexahydro-2H-azepin-2-one
Systematic Name English
LAUROCAPRAM [INCI]
Common Name English
1-DODECYLAZACYCLOHEPTAN-2-ONE
Systematic Name English
N-DODECYL-.EPSILON.-CAPROLACTAM
Common Name English
2H-AZEPIN-2-ONE, 1-DODECYLHEXAHYDRO-
Systematic Name English
LAUROCAPRAM [MART.]
Common Name English
N-0252
Code English
AZONE
Brand Name English
Classification Tree Code System Code
FDA ORPHAN DRUG 43389
Created by admin on Fri Dec 15 15:32:01 GMT 2023 , Edited by admin on Fri Dec 15 15:32:01 GMT 2023
NCI_THESAURUS C2140
Created by admin on Fri Dec 15 15:32:01 GMT 2023 , Edited by admin on Fri Dec 15 15:32:01 GMT 2023
Code System Code Type Description
ECHA (EC/EINECS)
261-668-9
Created by admin on Fri Dec 15 15:32:01 GMT 2023 , Edited by admin on Fri Dec 15 15:32:01 GMT 2023
PRIMARY
FDA UNII
1F3X9DRV9X
Created by admin on Fri Dec 15 15:32:01 GMT 2023 , Edited by admin on Fri Dec 15 15:32:01 GMT 2023
PRIMARY
SMS_ID
100000082561
Created by admin on Fri Dec 15 15:32:01 GMT 2023 , Edited by admin on Fri Dec 15 15:32:01 GMT 2023
PRIMARY
PUBCHEM
42981
Created by admin on Fri Dec 15 15:32:01 GMT 2023 , Edited by admin on Fri Dec 15 15:32:01 GMT 2023
PRIMARY
INN
5422
Created by admin on Fri Dec 15 15:32:01 GMT 2023 , Edited by admin on Fri Dec 15 15:32:01 GMT 2023
PRIMARY
MERCK INDEX
m6710
Created by admin on Fri Dec 15 15:32:01 GMT 2023 , Edited by admin on Fri Dec 15 15:32:01 GMT 2023
PRIMARY Merck Index
MESH
C035229
Created by admin on Fri Dec 15 15:32:01 GMT 2023 , Edited by admin on Fri Dec 15 15:32:01 GMT 2023
PRIMARY
EPA CompTox
DTXSID0042086
Created by admin on Fri Dec 15 15:32:01 GMT 2023 , Edited by admin on Fri Dec 15 15:32:01 GMT 2023
PRIMARY
USAN
U-20
Created by admin on Fri Dec 15 15:32:01 GMT 2023 , Edited by admin on Fri Dec 15 15:32:01 GMT 2023
PRIMARY
EVMPD
SUB08414MIG
Created by admin on Fri Dec 15 15:32:01 GMT 2023 , Edited by admin on Fri Dec 15 15:32:01 GMT 2023
PRIMARY
DAILYMED
1F3X9DRV9X
Created by admin on Fri Dec 15 15:32:01 GMT 2023 , Edited by admin on Fri Dec 15 15:32:01 GMT 2023
PRIMARY
HSDB
7660
Created by admin on Fri Dec 15 15:32:01 GMT 2023 , Edited by admin on Fri Dec 15 15:32:01 GMT 2023
PRIMARY
ChEMBL
CHEMBL76591
Created by admin on Fri Dec 15 15:32:01 GMT 2023 , Edited by admin on Fri Dec 15 15:32:01 GMT 2023
PRIMARY
NCI_THESAURUS
C74344
Created by admin on Fri Dec 15 15:32:01 GMT 2023 , Edited by admin on Fri Dec 15 15:32:01 GMT 2023
PRIMARY
CAS
59227-89-3
Created by admin on Fri Dec 15 15:32:01 GMT 2023 , Edited by admin on Fri Dec 15 15:32:01 GMT 2023
PRIMARY
RXCUI
1603852
Created by admin on Fri Dec 15 15:32:01 GMT 2023 , Edited by admin on Fri Dec 15 15:32:01 GMT 2023
PRIMARY RxNorm
Related Record Type Details
Structure of LAUROCAPRAM
ACTIVE MOIETY
NIH
NCATS
PRIVACY ACT
ACCESSIBILITY
DISCLAIMER
HHS VULNERABILITY DISCLOSURE
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