WARNING: This product is for research use only, not for human or veterinary use.
MedKoo CAT#: 563159
CAS#: 313981-55-4
Description: o-3M3FBS is a negative control for m-3M3FBS, an activator of phospholipase C (PLC).
MedKoo Cat#: 563159
Name: o-3M3FBS
CAS#: 313981-55-4
Chemical Formula: C16H16F3NO2S
Exact Mass: 343.0854
Molecular Weight: 343.3642
Elemental Analysis: C, 55.97; H, 4.70; F, 16.60; N, 4.08; O, 9.32; S, 9.34
Synonym: o-3M3FBS; o 3M3FBS; o3M3FBS;
IUPAC/Chemical Name: 2,4,6-Trimethyl-N-[2-(trifluoromethyl)phenyl]benzenesulfonamide
InChi Key: SKJJIFRWCCSXGL-UHFFFAOYSA-N
InChi Code: InChI=1S/C16H16F3NO2S/c1-10-8-11(2)15(12(3)9-10)23(21,22)20-14-7-5-4-6-13(14)16(17,18)19/h4-9,20H,1-3H3
SMILES Code: O=S(C1=C(C)C=C(C)C=C1C)(NC2=CC=CC=C2C(F)(F)F)=O
Appearance: Solid powder
Purity: >98% (or refer to the Certificate of Analysis)
Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility: Soluble in DMSO
Shelf Life: >3 years if stored properly
Drug Formulation: This drug may be formulated in DMSO
Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code: 2934.99.03.00
| Biological target: | o-3M3FBS is the negative control of m-3M3FBS. o-3M3FBS inhibits inward and outward currents via mechanisms independent of PLC acting in an antagonistic manner. |
| In vitro activity: | The active compound 2,4,6-trimethyl-N-(meta-3-trifluoromethyl-phenyl)-benzenesulfonamide (m-3M3FBS) stimulated a transient intracellular calcium concentration ([Ca(2+)](i)) increase in neutrophils. Moreover, m-3M3FBS stimulated the formation of inositol phosphates in U937 cells, indicating that it stimulates PLC activity. This study also observed that m-3M3FBS stimulated PLC activity in vitro. Reference: Mol Pharmacol. 2003 May;63(5):1043-50. https://pubmed.ncbi.nlm.nih.gov/12695532/ |
| In vivo activity: | This study examined the effects of m-3M3FBS and 2, 4, 6-trimethyl-N-(ortho-3-trifluoromethyl-phenyl)-benzenesulfonamide (o-3M3FBS), on murine colonic smooth muscle tissue and cells by performing conventional microelectrode recordings, isometric force measurements and patch clamp experiments. Application of m-3M3FBS decreased spontaneous contractility in murine colonic smooth muscle without affecting the resting membrane potential. Patch clamp studies revealed that delayed rectifier K(+) channels were reversibly inhibited by m-3M3FBS and o-3M3FBS. Reference: Eur J Pharmacol. 2010 Feb 25;628(1-3):187-94. https://pubmed.ncbi.nlm.nih.gov/19931239/ |
| Solvent | Max Conc. mg/mL | Max Conc. mM | |
|---|---|---|---|
| Solubility | |||
| DMF | 30.0 | 87.37 | |
| DMSO | 51.45 | 149.83 | |
| Ethanol | 34.34 | 100.0 | |
| Ethanol:PBS (pH 7.2) (1:3) | 0.25 | 0.73 |
The following data is based on the product molecular weight 343.3642 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass | 1 mg | 5 mg | 10 mg |
|---|---|---|---|
| 1 mM | 1.15 mL | 5.76 mL | 11.51 mL |
| 5 mM | 0.23 mL | 1.15 mL | 2.3 mL |
| 10 mM | 0.12 mL | 0.58 mL | 1.15 mL |
| 50 mM | 0.02 mL | 0.12 mL | 0.23 mL |
| Formulation protocol: | 1. Chen WC, Chou CT, Liou WC, Liu SI, Lin KL, Lu T, Lu YC, Hsu SS, Tsai JY, Liao WC, Liang WZ, Jan CR. Rise of [Ca²⁺]i and apoptosis induced by M-3M3FBS in SCM1 human gastric cancer cells. Chin J Physiol. 2014 Feb 28;57(1):31-40. doi: 10.4077/CJP.2014.BAB141. PMID: 24621336. 2. Bae YS, Lee TG, Park JC, Hur JH, Kim Y, Heo K, Kwak JY, Suh PG, Ryu SH. Identification of a compound that directly stimulates phospholipase C activity. Mol Pharmacol. 2003 May;63(5):1043-50. doi: 10.1124/mol.63.5.1043. PMID: 12695532. 3. Kim SD, Kim HJ, Shim JW, Lee HY, Lee SK, Kwon S, Jung YS, Baek SH, Park JS, Zabel BA, Bae YS. Phospholipase C activator m-3M3FBS protects against morbidity and mortality associated with sepsis. J Immunol. 2012 Aug 15;189(4):2000-5. doi: 10.4049/jimmunol.1200635. Epub 2012 Jul 13. PMID: 22798676. 4. Dwyer L, Kim HJ, Koh BH, Koh SD. Phospholipase C-independent effects of 3M3FBS in murine colon. Eur J Pharmacol. 2010 Feb 25;628(1-3):187-94. doi: 10.1016/j.ejphar.2009.11.029. Epub 2009 Nov 18. PMID: 19931239; PMCID: PMC3152466. |
| In vitro protocol: | 1. Chen WC, Chou CT, Liou WC, Liu SI, Lin KL, Lu T, Lu YC, Hsu SS, Tsai JY, Liao WC, Liang WZ, Jan CR. Rise of [Ca²⁺]i and apoptosis induced by M-3M3FBS in SCM1 human gastric cancer cells. Chin J Physiol. 2014 Feb 28;57(1):31-40. doi: 10.4077/CJP.2014.BAB141. PMID: 24621336. 2. Bae YS, Lee TG, Park JC, Hur JH, Kim Y, Heo K, Kwak JY, Suh PG, Ryu SH. Identification of a compound that directly stimulates phospholipase C activity. Mol Pharmacol. 2003 May;63(5):1043-50. doi: 10.1124/mol.63.5.1043. PMID: 12695532. |
| In vivo protocol: | 1. Kim SD, Kim HJ, Shim JW, Lee HY, Lee SK, Kwon S, Jung YS, Baek SH, Park JS, Zabel BA, Bae YS. Phospholipase C activator m-3M3FBS protects against morbidity and mortality associated with sepsis. J Immunol. 2012 Aug 15;189(4):2000-5. doi: 10.4049/jimmunol.1200635. Epub 2012 Jul 13. PMID: 22798676. 2. Dwyer L, Kim HJ, Koh BH, Koh SD. Phospholipase C-independent effects of 3M3FBS in murine colon. Eur J Pharmacol. 2010 Feb 25;628(1-3):187-94. doi: 10.1016/j.ejphar.2009.11.029. Epub 2009 Nov 18. PMID: 19931239; PMCID: PMC3152466. |
1: Szebenyi SA, Ogura T, Sathyanesan A, AlMatrouk AK, Chang J, Lin W. Increases in intracellular calcium via activation of potentially multiple phospholipase C isozymes in mouse olfactory neurons. Front Cell Neurosci. 2014 Oct 21;8:336. doi: 10.3389/fncel.2014.00336. eCollection 2014. PubMed PMID: 25374507; PubMed Central PMCID: PMC4204526.
2: Dwyer L, Kim HJ, Koh BH, Koh SD. Phospholipase C-independent effects of 3M3FBS in murine colon. Eur J Pharmacol. 2010 Feb 25;628(1-3):187-94. doi: 10.1016/j.ejphar.2009.11.029. Epub 2009 Nov 18. PubMed PMID: 19931239; PubMed Central PMCID: PMC3152466.
