| Size | Price | Stock | Qty |
|---|---|---|---|
| 5mg |
|
||
| 10mg |
|
||
| 50mg |
|
||
| 100mg |
|
||
| 250mg | |||
| Other Sizes |
| Targets |
Benzobicyclon targets the enzyme p-hydroxyphenylpyruvate dioxygenase (HPPD), which plays a crucial role in the tyrosine catabolism pathway. HPPD is essential for the biosynthesis of plastoquinones and tocopherols, compounds vital for photosynthesis and photoprotection in plants. By inhibiting HPPD, benzobicyclon disrupts photosynthesis, causing bleaching and death of weeds.
|
|---|---|
| ln Vitro |
Against S, benzodicyclones (100–300 g ai/ha; 1 L or 2 L) exhibited good herbicidal action. juncoides, irrespective of the depth of emergence, ranging from 0 to 3 cm (200-300 g ai/ha; 1 L or 2 L). The type of soil has essentially no effect on pre-emergence (1 L) [1]. At 25°C, 20°C, and 15°C, benzobicyclo (300 g ai/ha; 1 leaf and 1 L stage) completely controlled purple mustard; at lower temperatures, it took longer to obtain 90% control [1]. Against all SU-R biotypes of Bauhinia redbud, M., benzodicyclic ketones (200, 300 g ai/ha; pre-emergence and 1 L stages) shown excellent herbicidal efficacy. vaginalis as well as L. biotypes of SU-S and dubia. (SU-S: herbicide-sensitive sulfonylurea; SU-R: herbicide-resistant sulfonylurea) [1]. Against E. coli, benzodicyclones (200–600 g ai/ha; pre-emergence and 1 L stage) exhibit good herbicidal activity. crus-galli, S. juncoides, M. vaginalis, L. Var. dubia in addition to C. serotinus, demonstrating a safe rice crop [1].
In vitro, benzobicyclon is a pro-herbicide that is converted to its active form, which inhibits 4-HPPD. It inhibits HPPD activity in plant extracts. It leads to bleaching in susceptible weed species. It shows efficacy against both wild-type and herbicide-resistant weed biotypes. |
| ln Vivo |
In vivo, benzobicyclon is effective against grass, sedge, and broadleaf weeds in agricultural settings. It is used as a herbicide in rice paddies. It is applied at rates of 100-300 g a.i./ha. It causes bleaching and death of weeds. It effectively targets sulfonylurea-resistant weed biotypes.
|
| Enzyme Assay |
In vitro enzyme assays for benzobicyclon typically involve measuring the inhibition of 4-HPPD activity in plant extracts or recombinant enzyme preparations. The enzyme is incubated with a substrate (e.g., p-hydroxyphenylpyruvate) and varying concentrations of the compound. Activity is measured by monitoring the production of homogentisate or by coupled enzyme assays. IC50 values are calculated from dose-response curves.
|
| Cell Assay |
Cell viability assay [1]
Cell Types: S. juncoides Tested Concentrations: 200, 300 g ai/ha Incubation Duration: pre-emergence and 1 L stage Experimental Results: Complete control of S. juncoides in 5 types of rice soil, namely clay loam, clay loam , loam, light clay, sandy loam and heavy clay. Cell viability assay[1] Cell Types: S. juncoides Tested Concentrations: 300 g ai/ha Incubation Duration: 1 leaf and 1 L Stage Experimental Results: 90% control shown at 25°C, 20°C and 15°C, 14 hrs (hours) respectively at 22 and 32 days post-application. Cell viability assay[1] Cell Types: S. juncoides, M. vaginalis, L. dubia Tested Concentrations: 200, 300 g ai/ha Incubation Duration: pre-emergence and 1 L stage Experimental Results: demonstrated good results for all SU-R Biotypes tested for herbicidal activity as well as SU-sensitive biotypes. Cell viability assay [1] Cell Types: Transplanted rice (3 cm) Tested Concentrations: 200-600 g ai/ha Incubation Duration: Pre-emergence and 1 L stage Experimental Results: demonstrated excellent herbicidal activity and broad herbicidal spectrum, will not Causes damage to transplant Cell-based assays for benzobicyclon involve culturing plant cells or protoplasts in appropriate media. Cells are treated with benzobicyclon at concentrations ranging from 0.1 µM to 100 µM for 24-72 hours. Cell viability is assessed by vital staining or chlorophyll content measurements. Photosynthetic activity is evaluated by measuring oxygen evolution or chlorophyll fluorescence. |
| Animal Protocol |
In vivo plant experiments for benzobicyclon typically involve application to potted plants or field trials. The compound is applied as a foliar spray or soil application. Weed control efficacy is assessed by visual rating of bleaching and mortality. Crop selectivity is evaluated by measuring crop injury. The compound is applied at 100-300 g a.i./ha.
|
| ADME/Pharmacokinetics |
Benzobicyclon (molecular weight 446.97, formula C22H19ClO4S2) is a pro-herbicide. It is absorbed by plant roots and foliage and translocated to growing points. It is converted to its active form in plants. It has residual activity in soil. Detailed environmental fate and toxicology data are available in regulatory submissions.
|
| Toxicity/Toxicokinetics |
Benzobicyclon has low acute toxicity to mammals. It is toxic to aquatic organisms. It is classified as a herbicide and should be handled with appropriate safety precautions. Comprehensive toxicological and environmental fate studies have been conducted for regulatory approval. It is not a drug; it is an agricultural herbicide.
|
| References | |
| Additional Infomation |
3-[2-chloro-4-(methanesulfonyl)benzoyl]-4-(phenylthio)bicyclo[3.2.1]oct-3-en-2-one is a carbon-bicyclic compound in which 2-chloro-4-(methanesulfonyl)benzoyl and phenylthio groups are substituted at the 3 and 4 positions of the bicyclic [3.2.1]oct-3-en-2-one, respectively. It is a carbon-bicyclic compound, a cyclic ketone, an organosulfur compound, a sulfone, a monochlorobenzene compound, and an aromatic ketone.
Benzobicyclon (CAS#: 156963-66-5) is a pro-herbicide and 4-HPPD inhibitor. It is effective against grass, sedge, and broadleaf weeds. It targets sulfonylurea-resistant weeds. Molecular weight: 446.97, formula: C22H19ClO4S2. It is used in rice paddies. |
| Molecular Formula |
C22H19O4S2CL
|
|---|---|
| Molecular Weight |
446.96686
|
| Exact Mass |
446.041
|
| CAS # |
156963-66-5
|
| PubChem CID |
11236201
|
| Appearance |
Light yellow to brown solid powder
|
| Density |
1.45 g/cm3
|
| Boiling Point |
651.1ºC at 760 mmHg
|
| Flash Point |
347.6ºC
|
| Vapour Pressure |
7.81E-17mmHg at 25°C
|
| Index of Refraction |
1.67
|
| LogP |
6.052
|
| Hydrogen Bond Donor Count |
0
|
| Hydrogen Bond Acceptor Count |
5
|
| Rotatable Bond Count |
5
|
| Heavy Atom Count |
29
|
| Complexity |
807
|
| Defined Atom Stereocenter Count |
0
|
| InChi Key |
VIXCLRUCUMWJFF-UHFFFAOYSA-N
|
| InChi Code |
InChI=1S/C22H19ClO4S2/c1-29(26,27)16-9-10-17(18(23)12-16)21(25)19-20(24)13-7-8-14(11-13)22(19)28-15-5-3-2-4-6-15/h2-6,9-10,12-14H,7-8,11H2,1H3
|
| Chemical Name |
3-(2-chloro-4-methylsulfonylbenzoyl)-4-phenylsulfanylbicyclo[3.2.1]oct-3-en-2-one
|
| 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)
|
| Solubility (In Vitro) |
DMSO : ~16.67 mg/mL (~37.30 mM)
|
|---|---|
| Solubility (In Vivo) |
Solubility in Formulation 1: ≥ 2.08 mg/mL (4.65 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 20.8 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 2: ≥ 1.67 mg/mL (3.74 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 16.7 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. View More
Solubility in Formulation 3: ≥ 1.67 mg/mL (3.74 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution. |
| Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
| 1 mM | 2.2373 mL | 11.1864 mL | 22.3729 mL | |
| 5 mM | 0.4475 mL | 2.2373 mL | 4.4746 mL | |
| 10 mM | 0.2237 mL | 1.1186 mL | 2.2373 mL |
*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.
Calculation results
Working concentration： mg/mL；
Method for preparing DMSO stock solution： mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.
Method for preparing in vivo formulation:：Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O，mix and clarify.
(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
(2) Be sure to add the solvent(s) in order.
Products are for research use only; We do not sell to patients
Copyright 2020 InvivoChem LLC | All Rights Reserved
