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ChemicalBook--->CAS DataBase List--->69693-13-6

69693-13-6

69693-13-6 Structure

69693-13-6 Structure
IdentificationBack Directory
[Name]

Palvanil
[CAS]

69693-13-6
[Synonyms]

Palvanil
N-[(4-hydroxy-3-methoxyphenyl)methyl]hexadecanamide
[Molecular Formula]

C24H41NO3
[MOL File]

69693-13-6.mol
[Molecular Weight]

391.59
Chemical PropertiesBack Directory
[Melting point ]

83-85 °C
[Boiling point ]

565.4±40.0 °C(Predicted)
[density ]

0.983±0.06 g/cm3(Predicted)
[pka]

9.76±0.20(Predicted)
[InChI]

InChI=1S/C24H41NO3/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-24(27)25-20-21-17-18-22(26)23(19-21)28-2/h17-19,26H,3-16,20H2,1-2H3,(H,25,27)
[InChIKey]

SGEUEXJZQFSBNX-UHFFFAOYSA-N
[SMILES]

C(NCC1=CC=C(O)C(OC)=C1)(=O)CCCCCCCCCCCCCCC
Hazard InformationBack Directory
[Uses]

Palvanil is a Capsaicin.html" class="link-product" target="_blank">Capsaicin (HY-10448) analogue, shows strong desensitizing capability against the TRPV1 receptor. Palvanil shows anti-nociceptive and anti-inflammation effects[1][2].
[in vivo]

Palvanil (subcutaneous injection; 1 or 10 mg/kg; once) treatment shows hypothermic effect[2].
Palvanil (intraperitoneal injection; 100 μL (15 nM) per mouse; once) treatment reduces Capsaicin-induced bronchoconstriction[2].
Palvanil (intravenous injection; 0.5, 0.75, and 1 mg/kg; once) treatment shows antinociceptive effects on Formalin-induced nocifensive behavior[2].
Palvanil (intravenous injection; 0.5, 0.75, and 1 mg/kg; once) treatment inhibits Carrageenan-induced inflammation[2].
Palvanil (intravenous injection; 0.5 and 1 mg/kg; once daily; 7 days) reduces mechanical allodynia and thermal hyperalgesia in spared nerve injury (SNI) mice[2].

Animal Model:Male CD-1 mice[2]
Dosage:1 or 10 mg/kg
Administration:Subcutaneous injection; 1 or 10 mg/kg; once
Result:Led to a slight and short lasting hypothermic effect, produced late hyperthermia.
Animal Model:Female BALB/C mice[2]
Dosage:100 μL (15 nM) per mouse
Administration:Intraperitoneal injection; 100 μL (15 nM) per mouse; once
Result:Induced a significantly lower bronchoconstriction (from 0.47 to 0.605 cm H2O/L/s).
Animal Model:Male CD-1 mice received formalin[2]
Dosage:0.5, 0.75, and 1 mg/kg
Administration:Intravenous injection; 0.5, 0.75, and 1 mg/kg; once
Result:Reduced the second phase of Formalin-induced nociceptive behaviour in a dose-dependent manner.
Animal Model:Male C57BL/6J mice with acute inflammation induced by Carrageenan[2]
Dosage:2.5 mg/kg
Administration:Intravenous injection; 2.5 mg/kg; once
Result:Reduced the volume of the oedema in the ipsilateral hind paw (64%).
Animal Model:Male CD-1 mice[2]
Dosage:0.5 and 1 mg/kg
Administration:Intravenous injection; 0.5 and 1 mg/kg; once daily; 7 days
Result:Reduced mechanical allodynia and thermal hyperalgesia at 3 and 7 days after nerve injury in a dose-dependent manner.
[References]

[1] Luciano De Petrocellis, et al. N-palmitoyl-vanillamide (palvanil) is a non-pungent analogue of capsaicin with stronger desensitizing capability against the TRPV1 receptor and anti-hyperalgesic activity. Pharmacol Res. 2011 Apr;63(4):294-9. DOI:10.1016/j.phrs.2010.12.019
[2] Livio Luongo, et al. Palvanil, a non-pungent capsaicin analogue, inhibits inflammatory and neuropathic pain with little effects on bronchopulmonary function and body temperature. Pharmacol Res. 2012 Sep;66(3):243-50. DOI:10.1016/j.phrs.2012.05.005
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