bisergon
Olaquindox
CAS: 23696-28-8
Molecular Formula: C12H13N3O4
bisergon - Names and Identifiers
| Name | Olaquindox |
| Synonyms | Fedan bayonox bayernox bisergon Bayo-n-ox Olaquindox OLAGUINDOX OLAQUINDOX BAY Va 9391 2-(n-(2-hydroxyethyl)karbamoyl)-3-methylchinoxalin-1,4-dioxid N-(2-HYDROXYETHYL)-3-METHYL-2-QUINOXALINECARBOXAMIDE 1,4-DIOXIDE 2-quinoxalinecarboxamide,n-(2-hydroxyethyl)-3-methyl-,1,4-dioxide N-(2-Hydroxyethyl)-3-methyl-2-quinoxalinecarboxamide 1,4-dioxide 2-[(2-hydroxyethyl)carbamoyl]-3-methyl-1-oxoquinoxalin-1-ium-4(1H)-olate |
| CAS | 23696-28-8 |
| EINECS | 245-832-7 |
| InChI | InChI=1/C12H13N3O4/c1-8-11(12(17)13-6-7-16)15(19)10-5-3-2-4-9(10)14(8)18/h2-5,16H,6-7H2,1H3,(H,13,17) |
bisergon - Physico-chemical Properties
| Molecular Formula | C12H13N3O4 |
| Molar Mass | 263.25 |
| Density | 1.2755 (rough estimate) |
| Melting Point | 209°C (dec.) |
| Boling Point | 406.49°C (rough estimate) |
| Solubility | DMSO (Slightly) |
| Appearance | Solid |
| Color | Yellow |
| pKa | 13.75±0.10(Predicted) |
| Storage Condition | 0-6°C |
| Refractive Index | 1.5290 (estimate) |
| MDL | MFCD00210341 |
| Physical and Chemical Properties | Appearance: light yellow crystalline powder |
| Use | For antibacterial drugs, used to promote the growth of livestock and poultry |
bisergon - Risk and Safety
| Hazard Symbols | Xn - Harmful |
| Risk Codes | R22 - Harmful if swallowed R43 - May cause sensitization by skin contact R42 - May cause sensitization by inhalation |
| Safety Description | S36/37 - Wear suitable protective clothing and gloves. S22 - Do not breathe dust. |
| RTECS | VD1582000 |
| HS Code | 29339900 |
bisergon - Upstream Downstream Industry
| Raw Materials | 2-Nitroaniline diketene Ethanolamine Ethanolamine Sodium hypochlorite Sodium hypochlorite 2-Nitroaniline |
bisergon - Reference
| Reference Show more | 1. Liu Minfang, Cao Mengrui, Li Rongxu, et al. Isolation, Identification and Drug Sensitivity Analysis of Waterfowl-derived Salmonella in Some Areas of Guangdong [J]. Heilongjiang Animal Husbandry and Veterinary Medicine, 2018(10). 2. [IF = 6.383] Yuliang Wu et al."A water-soluble beta-glucan improves growth performance by altering gut microbiome and health in weanedpigs." Anim Nutr.2021 Dec;7:1345 3. [IF = 5.373] Xiaoyun Bai et al."Molecularly imprinted electrochemical sensor based on polypyrrole/dopamine @ graphene incorporated with surface molecularly imprinted polymers thin film for recognition of olaquindox." Bioelectrochemistry. 2020 Apr;132:107398 4. [IF = 6.291] Lei Ge et al."Administration of olaquindox impairs spermatogenesis and sperm quality by increasing oxidative stress and early apoptosis in nice." Ecotox Environ Safe. 2022 Apr;234:113396 |
bisergon - Nature
Open Data Verified Data
light yellow crystalline powder, odorless, bitter, melting point 209 ℃ (decomposition). Soluble in hot water, micro-soluble in cold water, almost insoluble in methanol, ethanol and chloroform.
Last Update：2025-06-10 22:55:16
bisergon - Preparation Method
Open Data Verified Data
O-nitroaniline was used as raw material, reacted with sodium hypochlorite in the presence of phase transfer catalyst, then reacted with acetoethyl Ester and condensed with ethanolamine.
Last Update：2025-06-10 22:55:16
bisergon - Application
Open Data Verified Data
used as pig, cattle, chicken and other growth promoters, good effect, less dosage, low toxicity, is a promising growth promoter. This strain exerts a growth-promoting effect through antibacterial and protein assimilation. Olaquindox also improves the digestion and nutritional status of crude protein and fat. Olaquindox also has antibacterial properties.
Last Update：2025-08-19 16:24:40
bisergon - Reference Information
| usage and dosage | mixed feeding, every 1,000kg of feed, poultry antibacterial promotion growth 25~35g, prevention of bacterial diseases 50~80g, treatment 100~200g; Pigs promote growth 50g before 2 months old, 15g before 2~4 months old, treatment 50~100g; Fish 50g. Oral administration: one dose, per kilogram of body weight, poultry treatment of intestinal bacterial infections such as diarrhea 5-10 mg, treatment of avian cholera, pullorum and staphylococcal disease 20-30 mg, once a day; pigs 5 mg; fish 10-15 mg, 2 times a day, 3 days 1 course of treatment. |
| use | olaquindox is a broad-spectrum antibacterial drug, which is sensitive to many bacteria in gram-positive bacteria and gram-negative bacteria, and is sensitive to pathogenic hemolytic Escherichia coli, Proteus, Salmonella, etc. have selective inhibitory effects, and have excellent curative effect on swine dysentery. The product has extremely low toxicity, quick drug exclusion and safe use. In addition, it can promote the growth of livestock, poultry, fish and shrimp and improve the utilization rate of feed. It can be used for pig feed below 4 years old with a dosage of 15-50g/t and a withdrawal period of 35 days. It can be used for pig feed below 2 years old with a dosage of 50-100g/t and a withdrawal period of 35 days. The product cannot be used for more than 24 months and cannot be used together with antibiotics. This product is a feed additive, used as a growth promoter for pigs, cattle and chickens. It has the characteristics of good effect, low dosage, low toxicity and simple production. It is a promising growth promoter. This strain plays a role in promoting growth through antibacterial and protein assimilation. As a result of protein assimilation, more nitrogen is stored, cell formation is increased, tissue is enlarged, and meat growth is accelerated, thus producing more lean meat. Olaquindox also improves the digestion and nutritional status of crude protein and fat. it is an antibacterial drug, used to promote the growth of livestock and poultry application: it is an antibacterial growth promoting agent. It is mainly used for promoting the growth of pigs, and also for the prevention and treatment of piglet pullorum, piglet yellow dysentery, horse and pig gastroenteritis. As a feed additive, olaquindox is used as a growth promoter for pigs, cattle and chickens. It has the characteristics of good effect, low dosage, low toxicity and simple production. It is a promising growth promoter. This strain plays a role in promoting growth through antibacterial and protein assimilation. As a result of protein assimilation, more nitrogen is stored, cell formation is increased, tissue is enlarged, and meat growth is accelerated, thus producing more lean meat. Olaquindox also improves the digestion and nutritional status of crude protein and fat. |
| Production method | The reaction of o-nitroaniline and sodium hypochlorite to produce benzodiazepene-N-oxide, and then with diethylene ketone and Ethanolamine reaction. Another preparation method is to obtain benzodiazepine-N-oxide, and then react the group with ethyl acetate to obtain 2-methyl-3-methyl-quinoxine-1, 4-Dioxide. Then it is condensed with ethanolamine to obtain olaquindo. Using o-nitroaniline as raw material, it reacts with sodium hypochlorite in the presence of a phase transfer catalyst to generate benzodiazepene-N-oxide (BFR). The latter is reacted with ethyl acetoacetate to produce 2-methyl-3-methylquinoxaline-1, 4-dioxide, which is then condensed with ethanolamine. 9.2g(0.067mol) o-nitroaniline was dissolved in 35g toluene, 0.21g(6.5 × 10-4mol) tetrabutylammonium bromide and 12g 50% KOH aqueous solution were added. At 20 ℃, 60g of sodium hypochlorite aqueous solution (active chlorine content is more than 5.2%) was added dropwise, and the dripping was completed for about 1h, and the stirring reaction was continued for 3h. After the reaction is over, the aqueous phase is removed, and the organic phase is washed with a small amount of water. After distillation and recovery of toluene, BFR8.7g was obtained in 96% yield. 10.9g(0.084mol) of ethyl acetoacetate and 6.2g(0.1mol) of ethanolamine were stirred and reacted at 130-140 ℃ for 0.5h to generate acetyl aminoethanol. After dropping to 40 ℃, BFR ethanol solution [5.8g(0.043mol) of BFR dissolved in 40mL of anhydrous ethanol] was added dropwise. After adding it for 0.5h, the reaction continued for 48h, and khaki precipitate gradually formed. 9.0g of crude olaquindox was obtained from separation with 88.4% yield. Recrystallized with ethanol/water (12:1) and dried at 80 ℃ to obtain yellow crystals with 87.5% recovery. BFR can also react with diketene and ethanolamine for 4-5h to obtain olaquindox, which is refined, filtered, cooled, crystallized, centrifuged, and recrystallized to obtain the finished product. |
| toxic substance data | information provided by: pubchem.ncbi.nlm.nih.gov (external link) |
Last Update：2024-04-09 19:05:11
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Raw Materials for bisergon