Physicochemical Properties
| Molecular Formula | C7H5CLF3NO2S2 |
| Molecular Weight | 291.6872 |
| Exact Mass | 290.94 |
| Elemental Analysis | C, 28.82; H, 1.73; Cl, 12.15; F, 19.54; N, 4.80; O, 10.97; S, 21.98 |
| CAS # | 318290-98-1 |
| PubChem CID | 11534927 |
| Appearance | Yellow to brown oil |
| Density | 1.6±0.1 g/cm3 |
| Boiling Point | 375.5±52.0 °C at 760 mmHg |
| Flash Point | 180.9±30.7 °C |
| Vapour Pressure | 0.0±0.8 mmHg at 25°C |
| Index of Refraction | 1.503 |
| LogP | 3.34 |
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 7 |
| Rotatable Bond Count | 4 |
| Heavy Atom Count | 16 |
| Complexity | 378 |
| Defined Atom Stereocenter Count | 0 |
| SMILES | F/C(F)=C(F)\CCS(=O)(C1=NC=C(Cl)S1)=O |
| InChi Key | XSNMWAPKHUGZGQ-UHFFFAOYSA-N |
| InChi Code | InChI=1S/C7H5ClF3NO2S2/c8-5-3-12-7(15-5)16(13,14)2-1-4(9)6(10)11/h3H,1-2H2 |
| Chemical Name | 5-chloro-2-(3,4,4-trifluorobut-3-ene-1-sulfonyl)-1,3-thiazole |
| HS Tariff Code | 2934.99.9001 |
| Storage |
Powder-20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month |
| Shipping Condition | Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs) |
Biological Activity
| ln Vitro | Fluensulfone at lower concentrations slows down development: 100 μM A small delay is caused by fluensulfone because at 66 hours, fewer worms have reached the adult stage. At 300 μM, however, at 66 hours, no worms have reached the adult stage and some have not reached L4. Egg lay is reduced in adult hermaphrodites when 1 mM fluensulfone is present. It has also been discovered that fluensulfone lowers egg viability.After 3 h incubation with 100 μM to 1 mM Fluensulfone the thrashing rate is significantly inhibited, with maximal inhibition occurring with 1 mM. After 1 h both 300 μM and 1 mM Fluensulfone cause a significant and reversible inhibition of pharyngeal pumping relative to the vehicle control. Fluensulfone (500 μM) inhibits the frequency of body bends in one day old adult hermaphrodites off food after 2 h exposure[1]. |
| ln Vivo | Fluensulfone (or isoniazid as a positive control) is administered to female mice for three or seven days as part of an in vivo study. A four-fold increase in cell proliferation was observed following treatment with fluensulfone and the positive control drug isoniazid, compared to control, according to a manual count of BrdU-positive and BrdU-negative cells in the bronchiolar epithelium. Three days later, there is an increase in cell proliferation, but by day seven, it has returned to the control level [2]. |
| References |
[1]. Fluensulfone is a nematicide with a mode of action distinct from anticholinesterases and macrocyclic lactones. Pestic Biochem Physiol. 2014 Feb;109:44-57. [2]. Relationship of metabolism and cell proliferation to the mode of action of fluensulfone-induced mouse lung tumors: analysis of their human relevance using the IPCS framework. Toxicol Sci. 2012 Jul;128(1):284-94. |
| Additional Infomation | Fluensulfone is a member of the class of 1,3-thiazoles carrying 3,4,4-trifluorobut-3-ene-1-sulfonyl and chloro substituents at positions 2 and 5 respectively. A nematicide that is effective against a number of plant parasitic nematodes in a range of agricultural and horticultural crops. It has a role as a nematicide and an agrochemical. It is a member of 1,3-thiazoles, an organochlorine pesticide, a sulfone, an organofluorine pesticide and an olefinic compound. |
Solubility Data
| Solubility (In Vitro) |
DMSO : ~100 mg/mL (~342.82 mM) H2O : ~0.73 mg/mL (~2.50 mM) |
| Solubility (In Vivo) |
Solubility in Formulation 1: ≥ 2.5 mg/mL (8.57 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL. Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution. Solubility in Formulation 2: ≥ 2.5 mg/mL (8.57 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly. Preparation of 20% SBE-β-CD in Saline (4°C，1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution. Solubility in Formulation 3: ≥ 2.5 mg/mL (8.57 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly. Solubility in Formulation 4: 10% DMSO+40% PEG300+5% Tween-80+45% Saline: ≥ 2.5 mg/mL (8.57 mM) (Please use freshly prepared in vivo formulations for optimal results.) |
| Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
| 1 mM | 3.4283 mL | 17.1415 mL | 34.2830 mL | |
| 5 mM | 0.6857 mL | 3.4283 mL | 6.8566 mL | |
| 10 mM | 0.3428 mL | 1.7141 mL | 3.4283 mL |