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Chemical Structure| 472981-92-3 Chemical Structure| 472981-92-3

Structure of SB-366791
CAS No.: 472981-92-3

Chemical Structure| 472981-92-3

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SB-366791 is an antagonist of vanilloid receptor VR1 or TRPV1 with IC50 of 5.7±1.2 nM.

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Product Details of SB-366791

CAS No. :472981-92-3
Formula : C16H14ClNO2
M.W : 287.74
SMILES Code : O=C(NC1=CC=CC(OC)=C1)/C=C/C2=CC=C(Cl)C=C2
MDL No. :MFCD01033818
InChI Key :RYAMDQKWNKKFHD-JXMROGBWSA-N
Pubchem ID :667594

Safety of SB-366791

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Isoform Comparison

Biological Activity

In Vitro:

Cell Line
Concentration Treated Time Description References
Epi 4 cells 1 µM 30 min Inhibited capsaicin-induced cell proliferation J Dent Res. 2014 Nov;93(11):1141-7
Mouse skeletal muscle fibers 5 µM 20 minutes To evaluate the effect of TRPV1 channel blockade on acetylcholine release, results showed that SB 366791 eliminated the inhibitory effect of capsaicin on acetylcholine release Cell Mol Neurobiol. 2023 Nov;43(8):4157-4172
Human induced-pluripotent stem cell-derived brain-like endothelial cells (iBECs) 10 µM 24 hours SB-366791 significantly reduced CVB3 infection in iBECs, suggesting that this drug could potentially limit viral entry into the brain. Front Cell Infect Microbiol. 2023 Apr 17;13:1171275
Mouse CD4+ T cells 1 µM 30 minutes SB366791 inhibited TRPV1 channel activity and reduced CAP-induced calcium influx Nat Immunol. 2014 Nov;15(11):1055-1063
Dorsal root ganglion neurons 10 µM 4 minutes SB 366791, as a TRPV1 antagonist, was used to study the effect of PAR2 activation on mEPSC frequency. Results showed that SB 366791 pretreatment and co-application prevented the PAR2-activating peptide-induced increase in mEPSC frequency. Int J Mol Sci. 2021 Jan 20;22(3):991
Mouse rod bipolar cells 20 µM 5 minutes SB366791 dramatically reduced the size of the transduction current to an average of 28.7 ±14.1% of control. J Neurosci. 2009 May 13;29(19):6088-93

In Vivo:

Species
Animal Model
Administration Dosage Frequency Description References
Rats Carrageenan-induced peripheral inflammation model Intrathecal injection 0.43 μg Single injection, observed for 4 hours To study the effect of SB 366791 on PAR2-activating peptide-induced thermal hyperalgesia. Results showed that SB 366791 pretreatment prevented the PAR2-activating peptide-induced thermal hyperalgesia. Int J Mol Sci. 2021 Jan 20;22(3):991
Mice Healthy mice Intraperitoneal injection 0.5 mg/kg Single injection SB-366791 attenuated capsaicin- and RTX-induced musculoskeletal hyperalgesia in the grip force assay, indicating that TRPV1 receptors initiate but do not maintain hyperalgesia. J Pain. 2013 Dec;14(12):1629-41
Mice Forced swim-induced musculoskeletal hyperalgesia model Intraperitoneal, intrathecal, or intracerebroventricular injection 0.5 mg/kg (i.p.) or 30 µg/mouse (i.t. or i.c.v.) Single administration, 30 min before swim (i.p.) or 15 min before swim (i.t. or i.c.v.) To evaluate the effect of SB-366791 on forced swim-induced musculoskeletal hyperalgesia. Results showed that SB-366791 failed to influence swim-induced hyperalgesia. Neuropharmacology. 2013 Sep;72:29-37
Sprague-Dawley rats Chorda tympani nerve recording model Lingual surface stimulation 1 µM 2-minute stimulation SB-366791, as a VR-1 antagonist, completely blocked the effects of temperature and vanilloids on the Bz-insensitive NaCl chorda tympani response J Physiol. 2004 Jul 1;558(Pt 1):147-59
Rat Inflammatory pain model Intraperitoneal or intrathecal injection 1 mg/kg (i.p.) or 30 μg/site (i.t.) Single dose, 1 h pre-treatment SB-366791 prevented capsaicin-induced B1 receptor upregulation and its functional manifestation (thermal hyperalgesia). J Neuroinflammation. 2012 Jan 20;9:16
Rat Duodenal longitudinal muscle strips In vitro administration 1 μM Single dose SB-366791 pretreatment attenuated the excitatory effect of NaHS on the contraction of duodenal muscle strips. Br J Pharmacol. 2014 Mar;171(6):1534-50
Sprague-Dawley rats Wild-type (WT) and vanilloid receptor-1 (VR-1) knockout mice (KO) Lingual surface stimulation 1 μM Stimulus solutions typically remained on the tongue for 2 min. SB-366791 inhibited the effect of ethanol, resiniferatoxin, and elevated temperature on the CT responses to mineral salts. J Gen Physiol. 2005 Jun;125(6):587-600
Rat Peripheral inflammation model Application to spinal cord slices 10 μM 6 min pretreatment followed by 4 min co-application with 20:4-NAPE Under inflammatory conditions, SB-366791 blocked the inhibitory effect of 20:4-NAPE on mEPSC frequency, indicating that TRPV1 receptors mediate the inhibitory effect of 20:4-NAPE under inflammatory conditions. Front Mol Neurosci. 2023 Jun 22;16:1188503
Mice Il10−/− mouse colitis model Intraperitoneal injection 3 mg/kg Daily for 14 days SB366791 attenuated colonic inflammation and T cell-derived inflammatory cytokine production Nat Immunol. 2014 Nov;15(11):1055-1063
BALB/C mice Mouse Levator Auris Longus muscle preparation Perfused solution 5 μM 20 minutes To evaluate the effect of TRPV1 channel blockade on muscle contractility, results showed that SB 366791 eliminated the contraction-enhancing effect of capsaicin Cell Mol Neurobiol. 2023 Nov;43(8):4157-4172
Wistar rats Hot-plate pain model Intra-vlPAG microinjection 50 nmol Single injection SB-366791 completely abolished the anti-nociceptive effect of capsaicin in the ventrolateral periaqueductal gray, indicating that the effect of capsaicin is mediated by TRPV1 channels. Br J Pharmacol. 2011 May;163(2):330-45
Male albino Swiss (CD-1) mice Capsaicin-induced neurogenic pain model Injected into the dorsal surface of the hind paw 8 µg/20 µL and 16 µg/20 µL Single administration, observed for 5 minutes To evaluate the antinociceptive effect of SB-366791 in a capsaicin-induced neurogenic pain model. Results showed 37% (P<0.05) antinociceptive effect at 8 μg/20 μl and 49.7% (P<0.001) at 16 μg/20 μl. J Zhejiang Univ Sci B. 2015 Mar;16(3):167-78

Protocol

Bio Calculators
Preparing Stock Solutions 1mg 5mg 10mg

1 mM

5 mM

10 mM

3.48mL

0.70mL

0.35mL

17.38mL

3.48mL

1.74mL

34.75mL

6.95mL

3.48mL

Dissolving Methods
Please choose the appropriate dissolution scheme according to your animal administration guide.For the following dissolution schemes, clear stock solution should be prepared according to in vitro experiments, and then cosolvent should be added in turn:

in order to ensure the reliability of the experimental results, the clarified stock solution can be properly preserved according to the storage conditions; The working fluid for in vivo experiment is recommended to be prepared now and used on the same day;

The percentage shown in front of the following solvent refers to the volume ratio of the solvent in the final solution; If precipitation or precipitation occurs in the preparation process, it can be assisted by heating and/or ultrasound.
Protocol 1
Protocol 2

References

 

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