Category: 1869-22-3

Nagarajan, K. published the artcileAntiimplantation agents: part I – 1-arylthiosemicarbazides, Formula: C7H6ClF3N2, the publication is Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry (1984), 23B(12), 1243-57, database is CAplus.

1-Arylthiosemicarbazides, 2-arylhydrazinothiazolines and 2-arylhydrazinodihydrothiazines were prepared and examined for their antiimplantation activity in rats. Among the active compounds, MeNHCSNHNHC₆H₃(CF₃)₂-3,5 (C2696-Go) and the corresponding 4,4-di-Me, Et, n-Bu, and allyl derivatives completely inhibit implantation at doses of 10, 3, 20, 20 and 30 mg/kg resp. The 3,4-dichlorophenyl analog is effective at a dose of 30 mg/kg. Hydrazinothiazoline I (n = 1) and the corresponding dihydrothiazine I (n = 2) show a weaker activity. The biol. profile of C2696-Go was determined and it prevents implantation by its antiuretotropic activity and ability to inhibit desiduoma formation.

Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry published new progress about 1869-22-3. 1869-22-3 belongs to chlorides-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Chloride,Hydrazine,Amine,Benzene, name is 1-(2-Chloro-5-(trifluoromethyl)phenyl)hydrazine, and the molecular formula is C7H6ClF3N2, Formula: C7H6ClF3N2.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Li, Huangong published the artcileTargeted Synthesis of Anthranilic Diamides Insecticides Containing Trifluoroethoxyl Phenylpyrazole, Name: 1-(2-Chloro-5-(trifluoromethyl)phenyl)hydrazine, the publication is Chemical Research in Chinese Universities (2021), 37(3), 655-661, database is CAplus.

A series of novel anthranilic diamides analogs I [R = 4-F, 5-F, 5-Cl, 5-Br, 4-F₃C; R¹ = Me, Et, i-Pr, etc.] containing trifluoroethoxyl pyrazole moiety was designed and synthesized and their insecticidal bioactivities against Mythimna separata (Walker, M. separata) and Plutellaxylostella (P. xylostella) were evaluated. The structures of the title compounds I were confirmed by ¹H NMR, ¹³C NMR and HRMS. Preliminary insecticidal activities showed that some of the title compounds possessed good to excellent bioactivities towards M. separata and P. xylostella. Compounds I [R = 5-F, R¹ = i-Pr; R = 4-F, R¹ = F₃CH₂C] exhibited 100% mortality rate against M.sep. at 0.2mg/L. For the P. xylostella, the synthesized compoundsI [R = 5-F, R¹ = i-Pr, cyclopropyl; R = 5-F₃C, 5-Br, R¹ = Me; R = 5-Cl, R¹ = HF₂CH₂C] showed 70%, 80%, 75%, 65% and 60% insecticidal activities at 1×10^-6 mg/L, resp., higher than that of chlorantraniliprole(0). Based on excellent insecticidal activities, the mode of the action was tested by the calcium-imaging technique, the results of which demonstrated that the novel compounds shared the same target with chlorantraniliprole. The binding pose of the most active compound I [R = 4-F, R¹ = F₃CH₂C] in RyRs of P. xylostella was predicted by mol. docking, which showed that compound I [R = 4-F, R¹ = F₃CH₂C] interacted with the residues Glu140(A) and His147(A) via hydrogen bond.

Chemical Research in Chinese Universities published new progress about 1869-22-3. 1869-22-3 belongs to chlorides-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Chloride,Hydrazine,Amine,Benzene, name is 1-(2-Chloro-5-(trifluoromethyl)phenyl)hydrazine, and the molecular formula is C7H6ClF3N2, Name: 1-(2-Chloro-5-(trifluoromethyl)phenyl)hydrazine.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Vicentini, Chiara Beatrice published the artcilePyrazolo[3,4-c]isothiazole and isothiazolo[4,3-d]isoxazole derivatives as antifungal agents, Application In Synthesis of 1869-22-3, the publication is Pharmaceutical Biology (London, United Kingdom) (2011), 49(5), 545-552, database is CAplus and MEDLINE.

Fungal diseases due to zoopathogenic fungi and phytopathogenic fungi are increasing and among the substances used to combat fungi, azoles are of primary interest, both in agricultural fields and health and to void fungal resistance phenomena, the synthesis and tests of new derivatives are necessary. This article discusses the preparation and antifungal activity of pyrazolo[3,4-c]isothiazole and isothiazolo[4,3-d]isoxazole derivatives against three pathogenic fungi for plants and two opportunistic fungi in humans and plants. The synthesis of the target compounds [i.e., 6-[2-chloro-5-(trifluoromethyl)phenyl]-4-methyl-6H-pyrazolo[3,4-c]isothiazol-3-amine, 6-[3-chloro-5-(trifluoromethyl)-2-pyridinyl]-4-methyl-6H-pyrazolo[3,4-c]isothiazol-3-amine] was achieved using 2-cyano-3-ethoxy-2-butenethioamide as a starting material. The title compounds were evaluated against Magnaporthe grisea (phytopathogenic fungi), Pythium ultimum, Sclerotinia minor, Fusarium moniliforme (opportunistic strain ATCC 36541) and Trichoderma viride (opportunistic strain) and it was discovered that the fungi were sensitive toward the different azole-derivatives In general Magnaporthe grisea (T.T. Hebert Yaegashi & Udagawa) was the most sensitive fungus, being blocked almost entirely by a 4-chlorophenyl derivative [6-(4-chlorophenyl)-4-methyl-6H-pyrazolo[3,4-c]isothiazol-3-amine] even at 20 μμg/mL, a concentration at which the reference com. compound Tricyclazole was nearly ineffective. These findings demonstrate that the pyrazolo[3,4-c]isothiazole derivatives have a wide spectrum of activity on phytopathogenic and opportunistic fungi. In particular the 4-chloro derivative seems to have a great potential as new product to combat M. grisea in the agricultural field.

Pharmaceutical Biology (London, United Kingdom) published new progress about 1869-22-3. 1869-22-3 belongs to chlorides-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Chloride,Hydrazine,Amine,Benzene, name is 1-(2-Chloro-5-(trifluoromethyl)phenyl)hydrazine, and the molecular formula is C10H11NO4, Application In Synthesis of 1869-22-3.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Liu, Jing-Bo published the artcileAnthranilic diamides derivatives as potential ryanodine receptor modulators: Synthesis, biological evaluation and structure activity relationship, HPLC of Formula: 1869-22-3, the publication is Bioorganic & Medicinal Chemistry (2018), 26(12), 3541-3550, database is CAplus and MEDLINE.

A series of novel anthranilic diamides derivatives (7a-s) containing halogen, trifluoromethyl group and cyano group were designed, synthesized, and characterized by m.p., ¹H NMR, ¹³C NMR and elemental analyses. The bioactivity revealed that most of them showed moderate to excellent activities against oriental armyworm (Mythimna separata) and diamondback moth (Plutella xylostella). Above all, the larvicidal activity of I against oriental armyworm was 100% and 40% at 0.25 and 0.1 mg L^-1, comparable to that of the standard chlorantraniliprole (100%, 0.25 mg L^-1 and 20%, 0.1 mg L^-1). What is more, 7o against diamondback moth displayed 90% insecticidal activity at 0.01 mg L^-1, superior to chlorantraniliprole (45%, 0.01 mg L^-1). The experiments I on the American cockroach (Periplaneta Americana) heart beating rates (Dorsal vessel) and contractile force were compared with chlorantraniliprole. In addition, I could affect the calcium homeostasis in the central neurons of the third larvae of oriental armyworm, which revealed that the ryanodine receptor is the potential target of I. The d. functional theory (DFT) calculation results revealed the amide bridge, the benzene ring of anthraniloyl moiety and pyrazole ring might play an important role in the insecticidal activity through hydrophobic interactions and π-π conjugations.

Bioorganic & Medicinal Chemistry published new progress about 1869-22-3. 1869-22-3 belongs to chlorides-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Chloride,Hydrazine,Amine,Benzene, name is 1-(2-Chloro-5-(trifluoromethyl)phenyl)hydrazine, and the molecular formula is C7H6ClF3N2, HPLC of Formula: 1869-22-3.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Liu, Jingbo published the artcileDiscovery of a polysubstituted phenyl containing novel N-phenylpyrazole scaffold as potent ryanodine receptor activator, Recommanded Product: 1-(2-Chloro-5-(trifluoromethyl)phenyl)hydrazine, the publication is Bioorganic & Medicinal Chemistry (2020), 28(24), 115829, database is CAplus and MEDLINE.

To develop the novel ryanodine receptors (RyRs) insecticides, encouraged by our previous research work, a series of novel N-phenylpyrazole derivatives containing a polysubstituted Ph ring scaffold were designed and synthesized. The bioassays results indicated that some title compounds exhibited excellent insecticidal activity. For oriental armyworm (Mythimna separata), compounds (I), (II), (III) and (IV) at 0.5 mg L^-1 displayed 100% larvicidal activity, and even at 0.1 mg L^-1, 7o was 30% larvicidal activity, comparable to chlorantraniliprole (30%) and better than cyantraniliprole (10%). Compounds I and IV had the median lethal concentrations (LC₅₀) of 8.83 × 10^-2 and 7.12 × 10^-2 mg L^-1, resp., close to chlorantraniliprole (6.79 × 10^-2 mg L^-1). Addnl., for diamondback moth (Plutella xylostella), the larvicidal activity of compounds I and III were 90% and 70% at 0.01 mg L^-1, resp., better than chlorantraniliprole (50%) and cyantraniliprole (40%). More impressively, the LC₅₀ value of 7f was 4.2 × 10^-3 mg L^-1, slightly lower than that of chlorantraniliprole (5.0 × 10^-3 mg L^-1). The mol. docking between compound I and RyRs of diamondback moth validated our mol. designation. Furthermore, the calcium imaging experiment explored the influence of compound IV on the calcium homeostasis in the central neurons of the third larvae of oriental armyworm. The results of this study indicated that IV is a potent novel lead targeting at RyRs.

Bioorganic & Medicinal Chemistry published new progress about 1869-22-3. 1869-22-3 belongs to chlorides-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Chloride,Hydrazine,Amine,Benzene, name is 1-(2-Chloro-5-(trifluoromethyl)phenyl)hydrazine, and the molecular formula is C7H6ClF3N2, Recommanded Product: 1-(2-Chloro-5-(trifluoromethyl)phenyl)hydrazine.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Sergeev, Pavel G. published the artcileConstruction of 6-Aminopyridazine Derivatives by the Reaction of Malononitrile with Dichloro-Substituted Diazadienes, Recommanded Product: 1-(2-Chloro-5-(trifluoromethyl)phenyl)hydrazine, the publication is European Journal of Organic Chemistry (2020), 2020(31), 4964-4971, database is CAplus.

The reactions of 4,4-dichloro-1,2-diazabuta-1,3-dienes with malononitrile resulted in an efficient approach to highly functionalized 6-aminopyridazine derivatives isolated in up to 98%. The process was found to provide straightforward access to the interesting type of nitrogen-containing heterocycles with an exocyclic double bond. Furthermore, the possibility of subsequent functionalization of the obtained compounds via intramol. cyclization was demonstrated. As a result, condensed azaheterocycles can be prepared very efficiently in one-pot and tandem versions. Finally, the influence of structural features of all synthesized compounds on their absorption characteristics in the UV/Vis-range is also investigated.

European Journal of Organic Chemistry published new progress about 1869-22-3. 1869-22-3 belongs to chlorides-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Chloride,Hydrazine,Amine,Benzene, name is 1-(2-Chloro-5-(trifluoromethyl)phenyl)hydrazine, and the molecular formula is C15H20N2O2, Recommanded Product: 1-(2-Chloro-5-(trifluoromethyl)phenyl)hydrazine.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Smith, Catherine J. published the artcileFlow and batch mode focused microwave synthesis of 5-amino-4-cyanopyrazoles and their further conversion to 4-aminopyrazolopyrimidines, Safety of 1-(2-Chloro-5-(trifluoromethyl)phenyl)hydrazine, the publication is Organic & Biomolecular Chemistry (2007), 5(17), 2758-2761, database is CAplus and MEDLINE.

A flow apparatus for microwave irradiation is constructed; the apparatus is used for the reactions of (ethoxymethylene)malononitrile with hydrazines RNHNH₂ (R = H, Me, Ph, 4-ClC₆H₄, 4-O₂NC₆H₄, 2-F₃CC₆H₄, 3-Cl-4-MeC₆H₃, 2,5-Cl₂C₆H₃, 4-FC₆H₄, 4-MeOC₆H₄, 4-HO₂CC₆H₄, 3-Cl-4-FC₆H₃, 2-Cl-5-F₃CC₆H₃, 2-pyridinyl) under microwave irradiation to give aminopyrazolecarbonitriles I (R = H, Me, Ph, 4-ClC₆H₄, 4-O₂NC₆H₄, 2-F₃CC₆H₄, 3-Cl-4-MeC₆H₃, 2,5-Cl₂C₆H₃, 4-FC₆H₄, 4-MeOC₆H₄, 4-HO₂CC₆H₄, 3-Cl-4-FC₆H₃, 2-Cl-5-F₃CC₆H₃, 2-pyridinyl) in 62-96% yields and in 90->95% purities (all but one in >95% purity). Microwave irradiation of hydrazines RNHNH₂ (R = H, Me, Ph, 4-ClC₆H₄, 4-O₂NC₆H₄, 2-F₃CC₆H₄, 3-Cl-4-MeC₆H₃, 2,5-Cl₂C₆H₃, 4-FC₆H₄, 4-MeOC₆H₄, 4-HO₂CC₆H₄, 3-Cl-4-FC₆H₃, 2-Cl-5-F₃CC₆H₃, 2-pyridinyl) with (ethoxymethylene)malononitrile using the described flow apparatus followed by flow of the mixture through a column of resin-bound benzylamine and a column of activated carbon provides I (R = H, Me, Ph, 4-ClC₆H₄, 4-O₂NC₆H₄, 2-F₃CC₆H₄, 3-Cl-4-MeC₆H₃, 2,5-Cl₂C₆H₃, 4-FC₆H₄, 4-MeOC₆H₄, 4-HO₂CC₆H₄, 3-Cl-4-FC₆H₃, 2-Cl-5-F₃CC₆H₃, 2-pyridinyl) in 62-91% yields and >95% purities; I (R = 4-HO₂CC₆H₄) could not be purified using the resin-bound benzylamine column and is isolated in 96% yield and 90% purity. This method is used to prepare >250 g of I (R = 4-HO₂CC₆H₄). I (R = Me, Ph, 4-ClC₆H₄, 2-F₃CC₆H₄, 3-Cl-4-MeC₆H₃, 2,5-Cl₂C₆H₃, 4-FC₆H₄, 4-MeOC₆H₄, 2-Cl-5-F₃CC₆H₃, 2-pyridinyl) undergo cyclocondensation and dimerization under microwave irradiation with potassium tert-butoxide in toluene at 160° to give the pyrazolylpyrazolopyrimidines II (R = Me, Ph, 4-ClC₆H₄, 2-F₃CC₆H₄, 3-Cl-4-MeC₆H₃, 2,5-Cl₂C₆H₃, 4-FC₆H₄, 4-MeOC₆H₄, 2-Cl-5-F₃CC₆H₃, 2-pyridinyl) in 28-82% yields; the products are purified by stirring with Amberlyst 15 in DMF followed by stirring of the resin with triethylamine in DMF. I (R = H) reacts with nitriles R¹CN (R¹ = Ph, 3-BrC₆H₄, 2-pyridinyl) under microwave irradiation with potassium tert-butoxide in toluene at 160° to give pyrazolopyrimidines III (R¹ = Ph, 3-BrC₆H₄, 2-pyridinyl) in 88-94% yields.

Organic & Biomolecular Chemistry published new progress about 1869-22-3. 1869-22-3 belongs to chlorides-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Chloride,Hydrazine,Amine,Benzene, name is 1-(2-Chloro-5-(trifluoromethyl)phenyl)hydrazine, and the molecular formula is C3H8N2S, Safety of 1-(2-Chloro-5-(trifluoromethyl)phenyl)hydrazine.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics