ChemicalBook > CAS DataBase List > 1-[(1-Acetylpiperidin-4-yl)-3-adamantan-1-yl]urea

1-[(1-Acetylpiperidin-4-yl)-3-adamantan-1-yl]urea

Product Name
1-[(1-Acetylpiperidin-4-yl)-3-adamantan-1-yl]urea
CAS No.
913548-29-5
Chemical Name
1-[(1-Acetylpiperidin-4-yl)-3-adamantan-1-yl]urea
Synonyms
APAU;AR-9281;AR-9281, 10 mM in DMSO;Apau (enzyme inhibitor);1-(1-acetylpiperidin-4-yl)-3-(1-adamantyl)urea;1-[(1-Acetylpiperidin-4-yl)-3-adamantan-1-yl]urea;AR-9281; AR 9281; AR9281; APAU (ENZYME INHIBITOR);;Urea, N-(1-acetyl-4-piperidinyl)-N'-tricyclo[3.3.1.13,7]dec-1-yl-;inflammation,AR-9281,AR9281,hypertension,MsEH,HsEH,Epoxide Hydrolase,soluble epoxide hydrolase (s-EH),oral,inhibit,Inhibitor,AR 9281,type 2 diabetes
CBNumber
CB92688623
Molecular Formula
C18H29N3O2
Formula Weight
319.44
MOL File
913548-29-5.mol
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1-[(1-Acetylpiperidin-4-yl)-3-adamantan-1-yl]urea Property

Boiling point:
554.1±39.0 °C(Predicted)
Density 
1.19±0.1 g/cm3(Predicted)
storage temp. 
Store at -20°C
solubility 
DMSO:25.0(Max Conc. mg/mL);78.26(Max Conc. mM)
form 
Solid
pka
13.66±0.20(Predicted)
color 
White to off-white
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

ChemScene
Product number
CS-0034433
Product name
AR-9281
Purity
98.12%
Packaging
5mg
Price
$140
Updated
2021/12/16
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1-[(1-Acetylpiperidin-4-yl)-3-adamantan-1-yl]urea Chemical Properties,Usage,Production

Uses

AR9281 (APAU) is a potent, selective and orally active soluble epoxide hydrolase (s-EH) inhibitor. AR-9281 can inhibits human sEH (HsEH) and murine sEH (MsEH) with IC50 values of 13.8 nM and 1.7 nM, respectively. AR9281 can be used for the research of inflammation, hypertension and type 2 diabetes[1][2].

in vivo

AR-9281 (APAU) (oral, 150-200 mg/dL, for 6 weeks) enhances the therapeutic effects of EETs, slows progression of hyperglycemia, protects the myocyte structure, and reduces Ca2+ dysregulation and SERCA remodeling in hyperglycemic rats[2].

Animal Model:T2DM rat model[2]
Dosage:150-200 mg/dL
Administration:oral(drinking), for 6 weeks
Result:Attenuated the progressive increase of blood glucose concentration and preserved mitochondrial structure and myofibril morphology in cardiac myocytes.
Protected the intracellular Ca2+ effector system.
Had less downregulation of sarco(endo)plasmic reticulum Ca2+ ATPase (SERCA) and lowed expression of hypertrophic markers.

References

[1] Fangyu Du, et al. Discovery of memantyl urea derivatives as potent soluble epoxide hydrolase inhibitors against lipopolysaccharide-induced sepsis. Eur J Med Chem. 2021 Nov 5;223:113678. DOI:10.1016/j.ejmech.2021.113678
[2] Kathleen Guglielmino, et al. Pharmacological inhibition of soluble epoxide hydrolase provides cardioprotection in hyperglycemic rats. Am J Physiol Heart Circ Physiol. 2012 Oct 1;303(7):H853-62. DOI:10.1152/ajpheart.00154.2012

1-[(1-Acetylpiperidin-4-yl)-3-adamantan-1-yl]urea Preparation Products And Raw materials

Raw materials

Preparation Products

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1-[(1-Acetylpiperidin-4-yl)-3-adamantan-1-yl]urea Suppliers

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913548-29-5, 1-[(1-Acetylpiperidin-4-yl)-3-adamantan-1-yl]ureaRelated Search:


  • 1-[(1-Acetylpiperidin-4-yl)-3-adamantan-1-yl]urea
  • 1-(1-acetylpiperidin-4-yl)-3-(1-adamantyl)urea
  • AR-9281
  • Apau (enzyme inhibitor)
  • AR-9281; AR 9281; AR9281; APAU (ENZYME INHIBITOR);
  • APAU
  • Urea, N-(1-acetyl-4-piperidinyl)-N'-tricyclo[3.3.1.13,7]dec-1-yl-
  • inflammation,AR-9281,AR9281,hypertension,MsEH,HsEH,Epoxide Hydrolase,soluble epoxide hydrolase (s-EH),oral,inhibit,Inhibitor,AR 9281,type 2 diabetes
  • AR-9281, 10 mM in DMSO
  • 913548-29-5