ChemicalBook CAS DataBase List 69693-13-6

69693-13-6

Name	Palvanil
CAS	69693-13-6
Molecular Formula	C24H41NO3
Molecular Weight	391.59
MOL File	69693-13-6.mol

Chemical Properties

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 Information

Uses

Palvanil is a 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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