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Adelmidrol

CAT: 0013-GTR19159996-05Size: 100 mgDry Ice: NoHazardous: No
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CAT#:0013-GTR19159996-05Size:100 mg
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Description
Adelmidrol is the semisynthetic diethanolamide derivative of azelaic acid, and has a symmetrical chemical structure. It classed as an ALIAmide, and is similar to palmitoylethanolamide, the parent molecule in the ALIAmide class of drugs. It is used extensively in Italy in veterinary medicine, to treat skin inflammation. In 2015 it was found the compound also exerts anti-inflammatory action given systemically in 10 mg per kg bodyweigh (In Vitro) :Adelmidrol is a palmitoylethanolamide analogue. Adelmidrol reduces NF-κB translocation, COX-2, and p-ERK expression; proinflammatory cytokine release; and the incidence of nitrotyrosine and poly (ADP) ribose in the colon. (In Vivo) :Adelmidrol (10 mg/kg, o.s.) reduces significantly the degree and severity of the macroscopic and histologic signs of colon injury. Moreover, 4 days after colitis induced by dinitrobenzene sulfonic acid (DNBS) treatment, all mice have diarrhea and a reduction in body weight (compared with the sham groups) . Adelmidrol (10 mg/kg, o.s.) treatment significantly reduces the loss of body weight. The inflammatory bowel disease (IBD) induced by DNBS intrarectally administered is also characterized by an augmentation in myeloperoxidase (MPO) activity, an indicator of neutrophil accumulating in the colon. This is consistent with light microscopic observations showing the colon of vehicle-treated DNBS mice to contain a large number of neutrophils. In contrast, Adelmidrol (10 mg/kg, o.s.) significantly reduces the degree of polymorphonuclear cell infiltration (determined as reduction in MPO activity) in inflamed colon.
CAS Number
1675-66-7
Product Name Alternative
Adelmidrol
Purity
>98% (HPLC)
Solubility
DMSO : ≥ 34 mg/mL; 123.92 mM
Smiles
C (CCCC (=O) NCCO) CCCC (=O) NCCO
Molecular Formula
C13H26N2O4
Molecular Weight
274.36
Storage Conditions
Storage temperature: -20°C. Stability: ≥ 2 years
Notes
For research use only.
Other Product Names
N, N'-bis (2-Hydroxyethyl) nonanediamide

Chemical Information

Adelmidrol

Adelmidrol is under investigation in clinical trial NCT01420510 (Saginil in vs. Placebo for Gynecologic Oncology Patients Affected by Vaginitis).

CAS Number1675-66-7
PubChem CID176874
IUPAC NameN,N'-bis(2-hydroxyethyl)nonanediamide
Molecular FormulaC13H26N2O4
Molecular Weight274.36
XLogP-0.3
Topological Polar Surface Area98.7
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count4
Rotatable Bond Count12
Heavy Atom Count19
Formal Charge0
Complexity223
SMILES
C(CCCC(=O)NCCO)CCCC(=O)NCCO
InChI
InChI=1S/C13H26N2O4/c16-10-8-14-12(18)6-4-2-1-3-5-7-13(19)15-9-11-17/h16-17H,1-11H2,(H,14,18)(H,15,19)
InChIKey
PAHZPHDAJQIETD-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of Adelmidrol
CAS: 1675-66-7
CID: 176874
Formula: C13H26N2O4
MW: 274.36
Interactive 3D Structure
Loading 3D structure...
Computed Properties
PropertyValue
Molecular Weight274.36
XLogP3-0.3
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count4
Rotatable Bond Count12
Exact Mass274.18925731
Monoisotopic Mass274.18925731
Topological Polar Surface Area98.7 Ų
Heavy Atom Count19
Formal Charge0
Complexity223
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes