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[ CAS No. 59227-89-3 ] {[proInfo.proName]}

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Chemical Structure| 59227-89-3
Chemical Structure| 59227-89-3
Structure of 59227-89-3 * Storage: {[proInfo.prStorage]}

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Product Citations

Bednarczyk, Paulina ; Nowak, Anna ; Duchnik, Wiktoria , et al. DOI: PubMed ID:

Abstract: This study investigated the impact of various enhancers on permeation through the skin and accumulation in the skin from acrylic pressure-sensitive adhesive-based drug-in-adhesives matrix-type transdermal patches. Eleven patches, each containing a 5% enhancer of permeation, encompassing compounds such as salicylic acid, menthol, urea, glycolic acid, allantoin, oleic acid, Tween 80, linolenic acid, camphor, N-dodecylcaprolactam, and glycerin, were developed. Ibuprofen (IBU) was the model active substance, a widely-used non-steroidal anti-inflammatory drug. The results were compared to patches without enhancers and commercial preparations. The study aimed to assess the effect of enhancers on IBU permeability. The adhesive properties of the patches were characterised, and active substance permeability was tested. The findings revealed that patches with 5% allantoin exhibited the highest IBU permeability, approximately 2.8 times greater than patches without enhancers after 24 h. These patches present a potential alternative to commercial preparations, highlighting the significant impact of enhancers on transdermal drug delivery efficiency.

Keywords: acrylic pressure-sensitive adhesives ; adhesion ; enhancers ; ibuprofen ; shear strength ; tack ; transdermal patch

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Product Details of [ 59227-89-3 ]

CAS No. :59227-89-3 MDL No. :MFCD00190580
Formula : C18H35NO Boiling Point : -
Linear Structure Formula :CH2(CH2)4CONC12H25 InChI Key :AXTGDCSMTYGJND-UHFFFAOYSA-N
M.W : 281.48 Pubchem ID :42981
Synonyms :
Chemical Name :1-Dodecylazepan-2-one

Calculated chemistry of [ 59227-89-3 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 20
Num. arom. heavy atoms : 0
Fraction Csp3 : 0.94
Num. rotatable bonds : 11
Num. H-bond acceptors : 1.0
Num. H-bond donors : 0.0
Molar Refractivity : 93.54
TPSA : 20.31 ?2

Pharmacokinetics

GI absorption : High
BBB permeant : Yes
P-gp substrate : No
CYP1A2 inhibitor : Yes
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : Yes
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -4.53 cm/s

Lipophilicity

Log Po/w (iLOGP) : 4.25
Log Po/w (XLOGP3) : 4.91
Log Po/w (WLOGP) : 4.93
Log Po/w (MLOGP) : 3.88
Log Po/w (SILICOS-IT) : 5.39
Consensus Log Po/w : 4.67

Druglikeness

Lipinski : 0.0
Ghose : None
Veber : 1.0
Egan : 0.0
Muegge : 0.0
Bioavailability Score : 0.55

Water Solubility

Log S (ESOL) : -3.95
Solubility : 0.0314 mg/ml ; 0.000112 mol/l
Class : Soluble
Log S (Ali) : -5.07
Solubility : 0.00238 mg/ml ; 0.00000846 mol/l
Class : Moderately soluble
Log S (SILICOS-IT) : -5.61
Solubility : 0.000693 mg/ml ; 0.00000246 mol/l
Class : Moderately soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 2.0
Synthetic accessibility : 2.32

Safety of [ 59227-89-3 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P264-P270-P271-P280-P301+P312+P330-P302+P352-P304+P340+P312-P305+P351+P338-P332+P313-P337+P313-P362-P403+P233-P405-P501 UN#:N/A
Hazard Statements:H302-H315-H319-H335 Packing Group:N/A
GHS Pictogram:
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