Name | Boscalid |
Synonyms | Boscalid BOSCALID NICOBIFEN BOSCALID (NICOBIFEN) 2-Chloro-N-(4'-chlorobiphenyl-2-yl)nicotinamide 2-CHLORO-N-(4'-CHLORO-2-BIPHENYLYL)NICOTINAMIDE 2-CHLORO-N-(4'-CHLOROBIPHENYL-2-YL)-NICOTINAMIDE 2-chloro-N-(4'-chlorobiphenyl-2-yl)pyridine-3-carboxamide 2-Chloro-N-(4μ-chloro-2-biphenylyl)nicotinamide, Nicobifen 2-chloro-N-[2-(4-chlorophenyl)phenyl]-pyridine-3-carboxamide 2-CHLORO-N-[2-(4-CHLOROPHENYL)PHENYL]-PYRIDINE-3-CARBOXAMIDE 3-PyridinecarboxaMide,2-chloro-N-(4'-chloro[1,1'-biphenyl]-2-yl)- |
CAS | 188425-85-6 |
EINECS | 606-143-0 |
InChI | InChI=1/C18H12Cl2N2O/c19-13-9-7-12(8-10-13)14-4-1-2-6-16(14)22-18(23)15-5-3-11-21-17(15)20/h1-11H,(H,22,23) |
Molecular Formula | C18H12Cl2N2O |
Molar Mass | 343.21 |
Density | 1.381 |
Melting Point | 142.8-143.8°. |
Boling Point | 447.7±45.0 °C(Predicted) |
Flash Point | 4°C |
Water Solubility | Practically insoluble in water |
Solubility | DMSO, methanol |
Vapor Presure | 3.28E-08mmHg at 25°C |
Appearance | solid |
Color | White to Almost white |
Merck | 14,1352 |
pKa | 10.75±0.70(Predicted) |
Storage Condition | Inert atmosphere,2-8°C |
Refractive Index | 1.666 |
MDL | MFCD06795150 |
Risk Codes | R11 - Highly Flammable R38 - Irritating to the skin R48/20 - R63 - Possible risk of harm to the unborn child R65 - Harmful: May cause lung damage if swallowed R67 - Vapors may cause drowsiness and dizziness R51/53 - Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment. |
Safety Description | S36/37 - Wear suitable protective clothing and gloves. S62 - If swallowed, do not induce vomitting; seek medical advice immediately and show this container or label. S61 - Avoid release to the environment. Refer to special instructions / safety data sheets. |
UN IDs | UN1294 3/PG 2 |
WGK Germany | 2 |
RTECS | US4587550 |
Hazard Class | 9 |
Packing Group | III |
Toxicity | LD50 in rats (mg/kg): >5000 orally; >2000 dermally (U.S. EPA) |
Reference Show more | 1. Feng Baozhen, Li Peiqian. Resistance of Botrytis cinerea to pyridamide in Greenhouse Tomato in Yuncheng, Shanxi [J]. Journal of Northwest Agriculture, 2019(8). 2. Li Peiqian, Feng Baozhen. Preliminary Study on Physiological Characteristics of Fusiliamide Resistant Strain of Grey Mold Tomato [J]. Journal of Shanxi Agricultural University (Natural Science Edition),2018,38(09):31-36. 3. Li Peiqian, Feng Baozhen, Li Xinxiu, Hao Haoyong. Screening and Identification of Antagonistic Actinomycete LA-5 from Botrytis cinerea [J]. Journal of Applied Ecology, 2018,29(12):4172-4180. |
EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
fungicide | niacidamide is a nicotinamide fungicide, which was successfully developed by BASF Company of Germany for the first time. It has a wide sterilization spectrum and preventive effect. It is active for almost all types of fungal diseases. It is very effective in preventing and controlling powdery mildew, gray mold, root rot, sclerotinia and various rot diseases, and is not easy to produce interactive resistance, resistant bacteria are also effective against other chemicals, mainly used for the control of diseases including rape, grapes, fruit trees, vegetables and field crops. The test results show that the control effect of bacidamide on rape sclerotinia sclerotiorum has obvious control effect, and the control effect of one-time disease rate and disease index can reach more than 80%, which is better than other drugs currently popularized and applied, and significantly higher than the control effect of carbendazim. The use of 50% amidine water dispersible granules to prevent and control Sclerotinia sclerotiorum of rape is 24-36 grams per mu in general years, and 36-48 grams per mu in years when it occurs. |
toxicity | (1) mammalian toxicity: rat acute oral LD50 >5,000 mg/kg. Acute percutaneous LD50 >2,000 mg/kg in rats has no irritation to rabbit skin and eyes, and no sensitization to guinea pig skin. Rats inhaled LC50 (4 h) >6.7 mg/L. NOEL: rats are about 5 mg/kg (B. w.) and chronic NOAEL is 21.8 mg/kg (B. w.). ADI/RfD (JMPR) 0.04 mg/kg (B. w.) [2006],(EC) 0.04 mg/kg (B. w.) [2008]; CRfD 0.218 mg/kg (B. w.) [2003],(FSC) 0.044 mg/kg (B. w.) [2006]. Others: no mutagenicity (Ames test, mice), teratogenic (rats, rabbits) and carcinogenic effects (dogs, rats, mice); No adverse effects on reproduction (rats). (2) ecotoxicity: birds: quail LD50 >2,000 mg/kg (B. w.). Fish: rainbow trout LC50 (96 h) is 2.7 mg/L. Daphnia: EC50 (48 h) is 5.33 mg/L. Algae: ErC50 (96 h) of Crescent algae (Pseudokirchneriella subcapitata) is 3.75 mg/L. Other aquatic organisms: The NOEC of Chironomus (Chironomus riparius) is 2.0 mg/L. Bees: NOEC (via mouth) is 166 µg/bee, (contact) is 200 µg/bee. Earthworm: red son aisheng worm (Eisenia foetida)LC50 >1,000 mg/kg (dry soil). (3) environmental toxicity: animal: biphenyl ring first hydroxylation, followed by glucoside acidification and sulfation reaction. Ricinamide is rapidly and extensively metabolized in the body, and is quickly excreted mainly through feces. Plants: Biphenyl and pyridine rings undergo hydroxylation and ring-opening reactions. However, the parent compound that has not undergone structural changes is still the main part of the residue. Soil/environment: there is moderate degradation behavior in soil, soil DT50 is 108 d ~>1 a (laboratory, aerobic condition, 20 ℃); DT50 in the field is 28d ~ about 200d. Degradation is better in natural water/sediment systems. |
Mechanism of action | Micaridamide is a mitochondrial respiration inhibitor, a succinate dehydrogenase inhibitor (SDHI), which inhibits the mitochondrial electron transfer chain Succinate coenzyme Q reductase (also known as complex II) works, and its mechanism of action is similar to other amide and benzamide fungicides. It has an effect on the entire growth of pathogenic bacteria, especially the spore germination inhibition effect is stronger. It also has excellent preventive effect and good intraflar permeability. boscalid is a foliar application fungicide, which can penetrate vertically and transmit to the top of plant leaves. It has excellent preventive effect and certain therapeutic effect. It can inhibit spore germination, bud tube elongation, and attachment formation. It is also effective in all other growth periods of the fungus, showing excellent rain erosion resistance and persistence. |
application field | boscalid is a broad-spectrum, systemic fungicide, which can effectively prevent and treat sterols inhibitors, bisimides, benzimidazoles, aniline pyrimidine, phenylamides and methoxyacrylates. The product can be transferred to the tip and edge of the plant through the xylem to the top; it also has vertical infiltration, which can be transferred to the back of the leaf through the leaf tissue; however, the product has little redistribution effect in the vapor phase. Pyridoxamide is mainly sprayed by stems and leaves with a dosage of 100~1,200g a. I./hm2. bicidamide is used to control powdery mildew, brown rot (Monilinia spp), leaf spot (Mycosphaerella spp) on grapes, lawns, fruit trees, vegetables and ornamental plants, as well as diseases caused by Alternaria Alternaria spp, Botrytis cinerea (Botrytis spp) and Sclerotinia sclerotiorum (Sclerotinia spp). Compound preparations are also used for tillable materials such as grains, grapes, peanuts and potatoes. boscalid has a single dose of products such as Cantus, etc., which is used to control gray mold on pears, grapes and harvested kiwifruit. the dosage is 1~1.2kg/hm2, which can be used in different growth stages of grapes, but the application effect is the best before grapes are bunched. It also has a large number of compound products, such as Bellis(25.2% + pyraclostrobin 12.8%) is a broad-spectrum fungicide, registered for watermelon and pear, the recommended dosage of its water dispersible granules is: 0.6~1.6kg/hm2, used to control many diseases including anthracnose, gray mold (Botrytis cinerea), brown rot (Monilinia spp) and black spot, the product has been developed in Latin America and Italy; another example is Signum(26.7% pyraclostrobin + 6.7% pyraclostrobin) registered for apricot, horticultural products and lettuce to prevent black spot, gray mold and sclerotinia. The product is also a water dispersible granule with preventive effect. Another example is that the fruit tree fungicide Naria (pyraclostrobin + pyraclostrobin) was registered in Japan in 2006 and was listed in 2007, naria is widely used to prevent and control many diseases on apples, Japanese pears, cherries and peaches, especially for preventing and controlling some refractory diseases in summer, such as leaf spot, black spot, scab, anthracnose, ring rot and powdery mildew. |
preparation method | 1, using o-chloronitrobenzene as raw material, first Suziki reaction with p-chlorophenylboric acid, then reduction, and then condensation with 2-chloronicinoyl chloride to obtain crude bolidamide. 2. Using o-iodoaniline as raw material, it first reacts with 2-chloronicotinoyl chloride, and then reacts with p-chlorophenylboronic acid to produce the finished product. |
patent status | on November 7, 2012, the patent of pyridamide in Europe expired. On November 9, 2012, its patent in the United States expired. On November 9, 2012, the administrative protection period of this compound in China expired. In 2003, pyridamide was registered in the United States and obtained 10-year registration data protection rights. on August 1, 2008, bicidamide was listed in appendix 1 of the EU pesticide registration directive (91/414), and its registration data will be protected until July 31, 2018. The patent and administrative protection of bridamide in Europe, America and China will soon expire, but the EU's data protection lags far behind its patent protection. To enter the European and American markets, non-patented product manufacturers must prepare a complete set of registration data by themselves, or negotiate with the data owner, or wait until the data protection period expires before entering these markets. However, the Chinese market will soon become a battleground for generic product manufacturers, which will trigger the escalation of competition in the Chinese market. |
toxic substance data | information provided by: pubchem.ncbi.nlm.nih.gov (external link) |