3-Methyl-5-hydroxy-5-trichloromethyl-1H-1-pyrazolcarboxyamide induces antinociception

Souza, Fabiane R; Fighera, Michele Rechia; Lima, Telmo Tiburcio Fortes; Bastiani, Juliano de; Barcellos, Isadora Bitencourt; Almeida, Cybele Esteves; Oliveira, Marli R.; Bonacorso, Hélio G.; Flores, Ariane Ethur; Mello, Carlos Fernando

doi:10.1016/s0091-3057(01)00453-1

Cited by 35 publications

(14 citation statements)

References 24 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…However, other mechanisms of action have been proposed for the antinociception induced by pyrazolederived compounds, such as decrease of on/ off cell firing in the periaqueductal gray (11) and activation of opioid mechanisms (12). It is worth noting, however, that the pharmacological profile of pyrazole-derived compounds is not homogeneous, since lack of anti-inflammatory activity has also been described for different pyrazole-derived compounds, as well as independence of opioid mechanisms (13).…”

Section: Introductionmentioning

confidence: 99%

“…Moreover, naloxone (at doses capable of preventing morphine-induced analgesia) prevents the increase of locomotor behavior induced by morphine (13). In this respect, Pz 3 seems to be similar to κ agonists and different from µ agonists such as morphine, since instead of increasing, Pz 3 decreases locomotor activity.…”

mentioning

confidence: 98%

“…On the other hand, Pz 3-induced antinociception was prevented by the injection of naloxone at a dose that had no effect per se ( Figure 4A). Naloxone, a nonselective opioid antagonist, has been widely used to demonstrate the involvement of opioid mechanisms of selected compounds in various behavioral tasks, including exploratory behavior and antinociceptive tests (13,(28)(29)(30)(31)(32). The prevention of Pz 3-induced antinociception by naloxone supports the involvement of opioid mechanisms in this effect.…”

mentioning

confidence: 99%

“…Nevertheless, it is fairly well known that while naloxone decreases, morphine increases motor activity (13,(28)(29)(30)(31)(32). Moreover, naloxone (at doses capable of preventing morphine-induced analgesia) prevents the increase of locomotor behavior induced by morphine (13).…”

mentioning

confidence: 99%

“…We have described an interesting interaction of the effects of naloxone and another pyrazoline derivative, 3-methyl-5-hydroxy-5-trichlomethyl-1H-1-pyrazolcarboxyamide (MPCA) (13). In that study we showed that naloxone (at a dose that has no effect on locomotion or antinociception per se) does not alter MPCA-induced antinociception but causes, in the presence of MPCA, a para-doxical increase in the locomotor behavior of mice.…”

mentioning

confidence: 99%

See 4 more Smart Citations

Antinociceptive effect of novel pyrazolines in mice

Tabarelli

Rubin

Berlese

et al. 2004

Braz J Med Biol Res

View full text Add to dashboard Cite

The antinociceptive effect of six novel synthetic pyrazolines (3-ethoxymethyl-5-ethoxycarbonyl-1H-pyrazole (Pz 1) and its corresponding 1-substituted methyl (Pz 2) and phenyl (Pz 3) analogues, and 3-(1-ethoxyethyl)-5-ethoxycarbonyl-1H-pyrazole (Pz 4) and its corresponding 1-substituted methyl (Pz 5) and phenyl (Pz 6) analogues) was evaluated by the tail immersion test in adult male albino mice. The animals (N = 11-12 in each group) received vehicle (5% Tween 80, 10 ml/kg, sc) or 1.5 mmol/kg of each of the pyrazolines (Pz 1-Pz 6), sc. Fifteen, thirty and sixty minutes after drug administration, the mice were subjected to the tail immersion test. Thirty minutes after drug administration Pz 2 and Pz 3 increased tail withdrawal latency (vehicle = 3.4 ± 0.2; Pz 2 = 5.2 ± 0.4; Pz 3 = 5.9 ± 0.4 s; mean ± SEM), whereas the other pyrazolines did not present antinociceptive activity. Doseeffect curves (0.15 to 1.5 mmol/kg) were constructed for the bioactive pyrazolines. Pz 2 (1.5 mmol/kg, sc) impaired motor coordination in the rotarod and increased immobility in the open-field test. Pz 3 did not alter rotarod performance and spontaneous locomotion, but increased immobility in the open field at the dose of 1.5 mmol/kg. The involvement of opioid mechanisms in the pyrazoline-induced antinociception was investigated by pretreating the animals with naloxone (2.75 µmol/kg, sc). Naloxone prevented Pz 3-but not Pz 2-induced antinociception. Moreover, naloxone pretreatment did not alter Pz 3-induced immobility. We conclude that Pz 3-induced antinociception involves opioid mechanisms but this is not the case for Pz 2.

show abstract

Section: Introductionmentioning

confidence: 99%

mentioning

confidence: 98%

mentioning

confidence: 99%

mentioning

confidence: 99%

mentioning

confidence: 99%

See 3 more Smart Citations

Antinociceptive effect of novel pyrazolines in mice

Tabarelli

Rubin

Berlese

et al. 2004

Braz J Med Biol Res

View full text Add to dashboard Cite

show abstract

Efficient Synthesis of Chiral Trisubstituted 1,2‐Allenyl Ketones by Catalytic Asymmetric Conjugate Addition of Malonic Esters to Enynes

et al. 2015

View full text Add to dashboard Cite

An N,N'-dioxide/scandium(III) complex catalyzed, highly efficient conjugate addition of malonic esters to enynes is described. Arange of trisubstituted 1,2-allenyl ketones were obtained in high yields (up to 99 %) with good d.r.(up to 95/5) and excellent ee values (97 %-99 %). Moreover,t he products could be easily transformed into chiral furan and 5-hydroxypyrazoline derivatives,b oth of which are important skeletons of many biologically active compounds and pharmacologicals.

show abstract

Efficient Synthesis of Chiral Trisubstituted 1,2‐Allenyl Ketones by Catalytic Asymmetric Conjugate Addition of Malonic Esters to Enynes

et al. 2015

View full text Add to dashboard Cite

An N,N′‐dioxide/scandium(III) complex catalyzed, highly efficient conjugate addition of malonic esters to enynes is described. A range of trisubstituted 1,2‐allenyl ketones were obtained in high yields (up to 99 %) with good d.r. (up to 95/5) and excellent ee values (97 %–99 %). Moreover, the products could be easily transformed into chiral furan and 5‐hydroxypyrazoline derivatives, both of which are important skeletons of many biologically active compounds and pharmacologicals.

show abstract

3-Methyl-5-hydroxy-5-trichloromethyl-1H-1-pyrazolcarboxyamide induces antinociception

Cited by 35 publications

References 24 publications

Antinociceptive effect of novel pyrazolines in mice

Antinociceptive effect of novel pyrazolines in mice

Efficient Synthesis of Chiral Trisubstituted 1,2‐Allenyl Ketones by Catalytic Asymmetric Conjugate Addition of Malonic Esters to Enynes

Efficient Synthesis of Chiral Trisubstituted 1,2‐Allenyl Ketones by Catalytic Asymmetric Conjugate Addition of Malonic Esters to Enynes

Contact Info

Product

Resources

About