BR112021008978A2 - composição, e, método - Google Patents
composição, e, método Download PDFInfo
- Publication number
- BR112021008978A2 BR112021008978A2 BR112021008978-0A BR112021008978A BR112021008978A2 BR 112021008978 A2 BR112021008978 A2 BR 112021008978A2 BR 112021008978 A BR112021008978 A BR 112021008978A BR 112021008978 A2 BR112021008978 A2 BR 112021008978A2
- Authority
- BR
- Brazil
- Prior art keywords
- composition according
- herbicides
- insecticides
- polyalkoxylated
- water
- Prior art date
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- ZOKXUAHZSKEQSS-UHFFFAOYSA-N tribufos Chemical compound CCCCSP(=O)(SCCCC)SCCCC ZOKXUAHZSKEQSS-UHFFFAOYSA-N 0.000 description 1
- WCLDITPGPXSPGV-UHFFFAOYSA-N tricamba Chemical compound COC1=C(Cl)C=C(Cl)C(Cl)=C1C(O)=O WCLDITPGPXSPGV-UHFFFAOYSA-N 0.000 description 1
- REEQLXCGVXDJSQ-UHFFFAOYSA-N trichlopyr Chemical compound OC(=O)COC1=NC(Cl)=C(Cl)C=C1Cl REEQLXCGVXDJSQ-UHFFFAOYSA-N 0.000 description 1
- DQJCHOQLCLEDLL-UHFFFAOYSA-N tricyclazole Chemical compound CC1=CC=CC2=C1N1C=NN=C1S2 DQJCHOQLCLEDLL-UHFFFAOYSA-N 0.000 description 1
- 239000001069 triethyl citrate Substances 0.000 description 1
- VMYFZRTXGLUXMZ-UHFFFAOYSA-N triethyl citrate Natural products CCOC(=O)C(O)(C(=O)OCC)C(=O)OCC VMYFZRTXGLUXMZ-UHFFFAOYSA-N 0.000 description 1
- 235000013769 triethyl citrate Nutrition 0.000 description 1
- XAIPTRIXGHTTNT-UHFFFAOYSA-N triflumuron Chemical compound C1=CC(OC(F)(F)F)=CC=C1NC(=O)NC(=O)C1=CC=CC=C1Cl XAIPTRIXGHTTNT-UHFFFAOYSA-N 0.000 description 1
- ZSDSQXJSNMTJDA-UHFFFAOYSA-N trifluralin Chemical compound CCCN(CCC)C1=C([N+]([O-])=O)C=C(C(F)(F)F)C=C1[N+]([O-])=O ZSDSQXJSNMTJDA-UHFFFAOYSA-N 0.000 description 1
- AKTQJCBOGPBERP-UHFFFAOYSA-N triflusulfuron Chemical compound FC(F)(F)COC1=NC(N(C)C)=NC(NC(=O)NS(=O)(=O)C=2C(=CC=CC=2C)C(O)=O)=N1 AKTQJCBOGPBERP-UHFFFAOYSA-N 0.000 description 1
- KVEQCVKVIFQSGC-UHFFFAOYSA-N tritosulfuron Chemical compound FC(F)(F)C1=NC(OC)=NC(NC(=O)NS(=O)(=O)C=2C(=CC=CC=2)C(F)(F)F)=N1 KVEQCVKVIFQSGC-UHFFFAOYSA-N 0.000 description 1
- 229960004418 trolamine Drugs 0.000 description 1
- QVWDCTQRORVHHT-UHFFFAOYSA-N tropone Chemical compound O=C1C=CC=CC=C1 QVWDCTQRORVHHT-UHFFFAOYSA-N 0.000 description 1
- 229940035893 uracil Drugs 0.000 description 1
- LESVOLZBIFDZGS-UHFFFAOYSA-N vamidothion Chemical compound CNC(=O)C(C)SCCSP(=O)(OC)OC LESVOLZBIFDZGS-UHFFFAOYSA-N 0.000 description 1
- 239000003071 vasodilator agent Substances 0.000 description 1
- 238000013022 venting Methods 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 239000011782 vitamin Substances 0.000 description 1
- 229930003231 vitamin Natural products 0.000 description 1
- 235000013343 vitamin Nutrition 0.000 description 1
- 229940088594 vitamin Drugs 0.000 description 1
- 235000019165 vitamin E Nutrition 0.000 description 1
- 229940046009 vitamin E Drugs 0.000 description 1
- 239000011709 vitamin E Substances 0.000 description 1
- 150000003722 vitamin derivatives Chemical class 0.000 description 1
- 239000003021 water soluble solvent Substances 0.000 description 1
- 239000001993 wax Substances 0.000 description 1
- WCJYTPVNMWIZCG-UHFFFAOYSA-N xylylcarb Chemical compound CNC(=O)OC1=CC=C(C)C(C)=C1 WCJYTPVNMWIZCG-UHFFFAOYSA-N 0.000 description 1
- 239000005943 zeta-Cypermethrin Substances 0.000 description 1
- 239000011787 zinc oxide Substances 0.000 description 1
- NDKWCCLKSWNDBG-UHFFFAOYSA-N zinc;dioxido(dioxo)chromium Chemical compound [Zn+2].[O-][Cr]([O-])(=O)=O NDKWCCLKSWNDBG-UHFFFAOYSA-N 0.000 description 1
- DUBNHZYBDBBJHD-UHFFFAOYSA-L ziram Chemical compound [Zn+2].CN(C)C([S-])=S.CN(C)C([S-])=S DUBNHZYBDBBJHD-UHFFFAOYSA-L 0.000 description 1
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- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
- A01N25/30—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests characterised by the surfactants
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- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
- A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
- A01N47/10—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof
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- A61K47/08—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite containing oxygen, e.g. ethers, acetals, ketones, quinones, aldehydes, peroxides
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Abstract
COMPOSIÇÃO, E, MÉTODO. É divulgado o uso de um aminoálcool polialcoxilado para solubilizar compostos ativos que são pouco solúveis em água, incluindo particularmente ativos agrícolas ou ativos farmacêuticos. Também são divulgadas composições que compreendem tais ativos, água e o aminoálcool polialcoxilado.
Description
1 / 32 COMPOSIÇÃO, E, MÉTODO
[001] Este pedido reivindica o benefício do Pedido U.S. 62/777.816, depositado em 11 de dezembro de 2018, que é incorporado neste documento por referência em sua totalidade.
[002] O campo desta invenção são soluções aquosas de ingredientes ativos pouco solúveis com o uso de aminoálcoois polialquioxilados.
[003] Muitas vezes é desejável utilizar certos tipos de materiais ativos em solução aquosa. Por exemplo, pode ser desejável ter e dispensar certos produtos farmacêuticos em solução aquosa. Como outro exemplo, pode ser desejável dispensar produtos químicos agrícolas, tais como pesticidas e herbicidas, em uma pulverização em solução aquosa. No entanto, alguns desses materiais não são solúveis nas concentrações que fornecem dosagens eficazes.
[004] Várias abordagens foram propostas para obter várias formulações químicas agrícolas aquosas estáveis (consultar, por exemplo, U.S. 6.451.731; U.S. 9.204.643; US20160235071; U.S. 7.977.278; U.S.
7.407.667; U.S. 7.655.599; US 20080312290 e WO2012/18885). Várias abordagens também foram propostas para solubilizar ativos farmacêuticos (consultar, por exemplo, U.S. 9.592.294; U.S. 7.776.360; Novel Excipient Solubilizers for Poorly Soluble Drugs, Kalantar et. Al. Controlled Release Society, 13-16 de julho de 2017).
[005] No entanto, permanece a necessidade de meios eficazes para controlar a precipitação de compostos biologicamente ativos pouco solúveis em água.
[006] É divulgado neste documento o uso de aminoálcoois
2 / 32 polialcoxilados para aumentar a solubilidade de ingredientes ativos que são pouco solúveis em água ou meio aquoso. Especificamente, é divulgada uma composição que compreende um composto biologicamente ativo que é insolúvel ou pouco solúvel em água e um aminoálcool polialcoxilado da fórmula em que R1, R2, R3, e R4 são independentemente selecionados dentre grupos alquila, alquenila, arila, aralquila ou heterocíclicos com 1 a 25 carbonos, R5 é um grupo divalente alquila, alquenila, arila, aralquila ou heterocíclico tendo 4 a 25 carbonos, e onde cada AO é uma cadeia de polioxialquileno tendo grupos oxipropileno (PO) e grupos oxietileno (EO), onde m é o número médio de grupos PO por grupo AO e n é o número médio de grupos EO por grupo AO e m é pelo menos 1, n é pelo menos 2 e m+n não é mais do que 400.
[007] É divulgado neste documento o uso de aminoálcoois polialcoxilados para aumentar a processabilidade ou eficácia de compostos biologicamente ativos insolúveis ou pouco solúveis em água. Os compostos biologicamente ativos são compostos que têm um impacto negativo ou positivo em um organismo vivo ao interagir quimicamente com um organismo vivo. Os compostos biologicamente ativos incluem ativos farmacêuticos (também referidos como ingredientes farmacêuticos ativos ou APIs) que são qualquer substância para aplicação em um tratamento médico terapêutico, diagnóstico ou profilático do corpo humano ou animal e (por exemplo, fármacos) ou ingredientes ativos agrícolas, que é um produto
3 / 32 químico usado na agricultura, horticultura e gestão de pragas para proteção de plantações, plantas, estruturas, animais e humanos contra organismos indesejáveis, tais como patógenos de plantas fúngicos e bacterianos, ervas daninhas, insetos, ácaros, algas, nematoides e semelhantes. Especificamente, os ingredientes ativos usados para esses fins incluem fungicidas, bactericidas, herbicidas, inseticidas, acaricidas, algicidas, nematocidas e fumigantes. O termo “ingrediente ativo agrícola” também inclui repelentes e atrativos de insetos e feromônios, modificadores da fisiologia ou estrutura das plantas, atrativos de zoósporos e fitoprotetores de herbicida.
[008] Tal como utilizado neste documento, os compostos biologicamente ativos são considerados pouco solúveis se precipitarem ou cristalizarem em concentrações nas quais a utilização é desejada. Por exemplo, se um composto é mais útil em concentrações ou dosagens de 50 mg/l, mas ocorre precipitação significativa a 20 mg/l, esse composto seria considerado pouco solúvel. Assim, o composto biologicamente ativo pode ter uma solubilidade em água ou meio aquoso de até 1.000, até 700, até 500, até 300, até 200, até 100, até 50, até 40, até 30, até 20 ou até 10 partes por milhão. Em alternativa, o composto biologicamente ativo pode ter uma solubilidade em meio aquoso ou água de até 50, ou até 20 ou até 10 ou até 1 mg/l. A solubilidade do ativo biológico em um meio aquoso pode ser determinada quantitativamente, por exemplo, por turbidez como mostrado nos exemplos abaixo ou por cromatografia líquida de alta pressão. No último método, por exemplo, um ativo biológico sólido (potencialmente com excipientes sólidos) é colocado em um meio aquoso, após agitação por um período, a amostra seria injetada em um sistema de HPLC com uma coluna apropriada e a área no tempo de retenção esperado com base em uma amostra de controle do ativo em uma concentração conhecida é avaliada.
[009] O aminoálcool polialcoxilado tem a fórmula
4 / 32 onde R1, R2, R3, e R4 podem ser independentemente selecionados dentre alquilas de 1 ou de 2 ou de 3 ou de 4 a 25 ou a 15 a 13 ou a 12 ou a 10 átomos de carbono, alquenilas de 2 ou de 3 ou de 4 a 25 ou a 15 ou a 13 ou a 12 a 10 átomos de carbono, arilas de 6 a 24 ou a 12 átomos de carbono, aralquilas de 7 a 25 ou a 12 átomos de carbono, ou grupos heterocíclicos com 1 a 25 carbonos, R5 pode ser uma alquila divalente de 4 a 25 ou a 15 a 13 ou a 12 ou a 10 átomos de carbono, alquenila de 4 a 25 ou a 15 a 13 ou a 12 ou a 10 átomos de carbono, arila de 6 a 24 ou a 12 átomos de carbono, aralquila 7 a 25 ou a 12 átomos de carbono, ou grupo heterocíclico com 4 a 25 carbonos, e onde cada AO é uma cadeia de polioxialquileno com grupos oxipropileno (PO) (por exemplo –(C3H6)-O-) e grupos oxietileno (EO) (por exemplo, -C2H4O-). O número de grupos de PO em cada grupo AO pode ser igual ou diferente.
O número de grupos EO em cada grupo AO pode ser igual ou diferente. “m” é o número médio de grupos de PO por grupo AO. “n” é o número médio de grupos EO por grupo AO. “m” é pelo menos 1, “n” é pelo menos 2 e m+n não é mais do que 400. R1, R2, R3, e R4 podem ser independentemente em cada ocorrência grupos alquila.
Por exemplo, R1, R2, R3, e R4 podem ser grupos butila ou etil-hexila.
R1, R2, R3, e R4 podem ser independentemente em cada ocorrência grupos arila, grupos aralquila.
R5 pode ser um grupo divalente que compreende 1 ou 2 anéis aromáticos, tais como difenila, difenilmetano, difeniletano ou semelhantes e tendo de 6 a 25 ou a 20 ou a 18 átomos de carbono (ou seja, 6 a 25 ou 6 a 20 ou 6 a 18 átomos de carbono). Por exemplo, R5 com os oxigênios adjacentes pode ser derivado de bisfenol A.
Alternativamente, R5 pode ser um grupo alifático tendo grupos lineares ou grupos cíclicos ou uma combinação de grupos lineares e cíclicos e
5 / 32 tendo de 3 ou de 4 a 20 ou a 18 ou a 15 átomos de carbono. Por exemplo, R5 pode ser 2,2-isopropilidenodifenileno, 2,2-isopropilidenodiciclo-hexilideno ou 1,4-butileno.
[0010] O AO pode ser em blocos no sentido de que pode ter um bloco rico em EO e um bloco rico em PO. Por bloco rico em EO significa que mais de 50, mais de 55, mais de 60, mais de 65, mais de 70, mais de 75, mais de 80, mais de 85, mais de 90 ou mais de 95% dos grupos no bloco são grupos EO. Os blocos ricos em EO são úteis para garantir uma boa solubilidade em água. Por bloco rico em PO entende-se que mais de 50, mais de 55, mais de 60, mais de 65, mais de 70, mais de 75, mais de 80, mais de 85, mais de 90 ou mais de 95 dos grupos no bloco são grupos PO. Alternativamente, o grupo AO pode ser um copolímero de bloco com blocos EO e blocos PO separados.
[0011] Na determinação de “m” e “n” (por exemplo, por RMN), pode-se determinar o número total de grupos PO/molécula e grupos EO/molécula. Em seguida, pode-se dividir pelo número de grupos AO por molécula para obter as médias que são “m” e “n”. O valor mínimo de m pode ser 1, 2, 3, 4, 5, 7, 10, 12, 15, 18 ou 20. O valor máximo de m pode ser 100, 90, 80, 70, 60, ou 50. Por exemplo, m pode ser de 1 a 100, 1 a 90 ou 5 a 90. O valor mínimo de n pode ser 2, 3, 4, 5, 10, 15, 20, 25, 30, ou 40. O valor máximo de n pode ser 150, 130, 110, 100, 90, 80 ou 70. m/n é preferencialmente <1. m+n está em conformidade e pode ter um valor mínimo de 3, 5, 10, 20, 30, 40 ou 50 e um valor máximo de 400, 350, 300, 250, 200 ou 150.
[0012] O ativo biológico (por exemplo, ativo agrícola) e o aminoálcool polialcoxilado podem estar presentes em razões de peso na faixa de 10:1 ou de 5:1 ou de 1:1 ou de 1:2 a 1:100 ou a 1:50, ou a 1:20, ou a 1:10 ou a 1:5. A razão molar de ativo biológico para aminoálcool polialcoxilado pode ser de 1:1 ou de 1:2 a 1:20 ou a 1:10.
[0013] A composição pode ser um líquido que compreende o ativo
6 / 32 biológico e o aminoálcool polialcoxilado em um meio aquoso. Nessa situação, a concentração da combinação do ativo biológico e do aminoálcool polialcoxilado é de pelo menos 10 ou pelo menos 50 ou pelo menos 100 ou pelo menos 200 partes por milhão (ppm) em peso e não é mais do que 10 ou não mais de 5 ou não mais de 1 partes por cem (pph) em peso.
[0014] No espaço agrícola, o uso do aminoálcool polialcoxilado pode auxiliar no uso de ingredientes ativos agrícolas pouco solúveis em água, por exemplo, em aplicações de pulverização em campos agrícolas, pomares ou semelhantes. Por exemplo, o uso do aminoálcool polialcoxilado pode inibir a precipitação instantânea que ocorreria se uma formulação à base de solvente fosse diluída com água ou pode aumentar a solubilidade de ativos sólidos. O uso do aminoálcool polialcoxilado pode fornecer um ou mais dos seguintes benefícios, por exemplo, 1) estabilidade estendida de sistemas ativos agrícolas aquosos em comparação com sistemas que não contêm os aminoálcoois polialcoxilados; 2) produzir uma precipitação controlada do ingrediente ativo agrícola, gerando uma distribuição de tamanho de partícula fina controlada; 3) produzir partículas, gotículas ou precipitados de ingrediente ativo agrícola mais finos em sistemas aquosos que não obstruem os bocais e apresentam taxas de sedimentação mais lentas em comparação com sistemas que não contêm os aminoálcoois polialcoxilados; e/ou 4) dificultar e/ou atrasar a formação de grandes precipitados que geram problemas para aplicações por pulverização. Além disso, a solubilidade melhorada pode aumentar a eficácia se, por exemplo, o modo de ação incluir a absorção do ingrediente ativo agrícola pela planta ou animal, absorção essa que é aumentada pela concentração mais elevada do ativo em solução ou se for necessária uma distribuição mais uniforme do que a que pode ser alcançada por particulados.
[0015] Exemplos de inseticidas incluem inseticidas antibióticos, tais como alosamidina e thuringensina, inseticidas de lactona macrocíclica, tais como espinosade, espinetoram e 21-butenilespinosinas; inseticidas de
7 / 32 avermectina, tais como abamectina, doramectina, emamectina, eprinomectina, ivermectina e selamectina; inseticidas de milbemicina, tais como lepimectina, milbemectina, milbemicina oxima e moxidectina; inseticidas botânicos, tais como anabasina, azadiractina, d-limoneno, nicotina, piretrinas, cinerinas, cinerina I, cinerina II, jasmolina I, jasmolina II, piretrina I, piretrina II, quássia, rotenona, ryania e sabadilha; inseticidas de carbamato, tais como bendiocarbe e carbarila; inseticidas de metilcarbamato de benzofuranila, tais como benfuracarbe, carbofurano, carbosulfano, decarbofurano e furatiocarbe; inseticidas de dimetilcarbamato dimitan, dimetilan, hiquincarbe e pirimicarbe; inseticidas de oxima carbamato, tais como alanicarbe, aldicarbe, aldoxicarbe, butocarboxime, butoxicarboxime, metomil, nitrilacarbe, oxamil, tazimcarbe, tiocarboxima, tiodicarbe e tiofanox; inseticidas de metilcarbamato de fenila, tais como alixicarbe, aminocarbe, bufencarbe, butacarbe, carbanolato, cloetocarbe, dicresil, dioxacarbe, EMPC, etiofencarbe, fenetacarbe, fenobucarbe, isoprocarbe, metiocarbe, metolcarbe, mexacarbato, promacil, promecarbe, propoxur, trimetacarbe, XMC e xililcarbe; inseticidas de dinitrofenol, tais como dinex, dinoprop, dinosam e DNOC; inseticidas de flúor, tais como hexafluorossilicato de bário, criolita, fluoreto de sódio, hexafluorossilicato de sódio e sulfluramida; inseticidas de formamidina, tais como amitraz, clordimeforme, formetanato e formparanato; inseticidas fumigantes, tais como acrilonitrila, dissulfeto de carbono, tetracloreto de carbono, clorofórmio, cloropicrina, para-diclorobenzeno, 1,2-dicloropropano, formato de etila, dibrometo de etileno, dicloreto de etileno, óxido de etileno, cianeto de hidrogênio, iodometano, brometo de metila, metilclorofórmio, cloreto de metileno, naftaleno, fosfina, fluoreto de sulfurila e tetracloroetano; inseticidas inorgânicos, tais como bórax, polissulfeto de cálcio, oleato de cobre, cloreto mercuroso, tiocianato de potássio e tiocianato de sódio; inibidores da síntese de quitina, tais como bistrifluron, buprofezina, clorfluazuron, ciromazina, diflubenzuron, flucicloxuron, flufenoxuron,
8 / 32 hexaflumuron, lufenuron, novaluron, noviflumuron, penfluron, teflubenzuron e triflumuron; miméticos de hormônio juvenil, tais como epofenonano, fenoxicarbe, hidropreno, quinopreno, metopreno, piriproxifeno e tripreno; hormônios juvenis, tais como o hormônio juvenil I, o hormônio juvenil II e o hormônio juvenil III; agonistas do hormônio de muda, tais como cromafenozida, halofenozida, metoxifenozida e tebufenozida; hormônios de muda, tais como a-ecdisona e ecdisterona; inibidores de muda, tais como diofenolano; precocenos, tais como precoceno I, precoceno II e precoceno III; reguladores de crescimento de insetos não classificados, tais como diciclanil; insecticidas análogos da nereistoxina, tais como bensultap, cartap, tiociclam e tiosultap; inseticidas nicotinoides, tais como flonicamida; inseticidas de nitroguanidina, tais como clotianidina, dinotefurano, imidacloprida e tiametoxam; inseticidas de nitrometileno, tais como nitenpiram e nitiazina; inseticidas de piridilmetilamina, tais como acetamiprida, imidacloprida, nitenpiram e tiacloprida; inseticidas organoclorados tais como bromo-DDT, canfecloro, DDT, pp'-DDT, etil-DDD, HCH, gama-HCH, lindano, metoxicloro, pentaclorofenol e TDE; inseticidas ciclodienos, tais como aldrin, bromocicleno, clorbicicleno, clordano, clordecona, dieldrin, dilor, endossulfano, endrin, HEOD, heptacloro, HHDN, isobenzano, isodrin, kelevan e mirex; inseticidas organofosforados, tais como bromfenvinfos, clorfenvinfos, crotoxifos, diclorvos, dicrotofos, dimetilvinfos, fospirato, heptenofos, metocrotofos, mevinfos, monocrotofos, naled, naftalofos, fosfamidon, propafos, TEPP e tetraclorvinfos; inseticidas de organotiofosfato, tais como dioxabenzofos, fosmetilan e fentoato; inseticidas organotiofosforados alifáticos, tais como acetion, amiton, cadusafos, cloretoxifos, clormefos, demephion, demephion-O, demephion-S, demeton, demeton-O, demeton-S, demeton-metil, demeton-O-metil, demeton-S-metil, demeton-S-metilsulfon, dissulfoton, etion, etoprofós, IPSP, isotioato, malation, metacrifos, oxidemeton-metil, oxideprofos, oxidissulfoton, forato,
9 / 32 sulfotep, terbufos e tiometon; inseticidas de organotiofosfato de amida alifática, tais como amidition, ciantoato, dimetoato, etoato-metil, formotion, mecarbam, ometoato, protoato, sofamida e vamidotion; inseticidas de organotiofosfato de oxima, tais como clorfoxim, foxim e foxim-metil; inseticidas de organotiofosfato heterocíclicos, tais como azametifos, coumafos, coumitoato, dioxation, endotion, menazon, morfotion, fosalona, piraclofos, piridafention e quinotion; organotiofosfato de benzotiopirano; inseticidas tais como diticrofos e ticrofos; inseticidas de organotiofosfato de benzotriazina, tais como azinfos-etila e azinfos-metila; inseticidas de organotiofosfato de isoindol, tais como dialifos e fosmet; inseticidas organotiofosfato de isoxazol, tais como isoxation e zolaprofos; inseticidas de organotiofosfato de pirazolopirimidina, tais como clorprazofos e pirazofos; insecticidas de organotiofosfato de piridina, tais como clorpirifos e clorpirifos-metila; inseticidas de organotiofosfato de pirimidina, tais como butatiofos, diazinon, etrimfos, lirimfos, pirimifos-etila, pirimifos-metila, primidofos, pirimitato e tebupirimfos; inseticidas de organotiofosfato de quinoxalina, tais como quinalfos e quinalfos-metila; insecticidas de organotiofosfato de tiadiazol, tais como atidation, litidation, metidation e protidation; inseticidas de organotiofosfato de triazol, tais como isazofos e triazofos; inseticidas de organotiofosfato de fenila, tais como azotoato, bromofos, bromofos-etila, carbofenotion, clortiofós, cianofos, citioato, dicapton, diclofention, etafos, famphur, fenclorfos, fenitrotion, fensulfotion, fention, fention-etila, heterofos, jodfenfos, mesulfenfos, paration, paration- metila, fenkapton, fosnicloro, profenofos, protiofos, sulprofos, temefós, triclormetafos-3 e trifenofos; inseticidas de fosfonato, tais como butonato e triclorfon; inseticidas de fosfonotioato, tais como imiciafos e mecarfon; inseticidas de etilfosfonotioato de fenila, tais como fonofos e tricloronato; inseticidas de fenilfosfonotioato de fenila, tais como cianofenfos, EPN e leptofos; inseticidas de fosforamidato, tais como crufomato, fenamifos,
10 / 32 fostietano, mefosfolan, fosfolan e pirimetafos; inseticidas de fosforamidotioato, tais como acefato, isocarbofos, isofenfos, metamidofos e propetanfos; inseticidas de fosforodiamida, tais como dimefox, mazidox, mipafox e schradan; inseticidas de oxadiazina tais como indoxacarb; inseticidas de ftalimida, tais como dialifos, fosmet e tetrametrina; inseticidas de pirazol, tais como acetoprol, etiprol, fipronil, pirafluprol, piriprol, tebufenpirade, tolfenpirade e vaniliprol; inseticidas de éster de piretroide, tais como acrinatrina, aletrina, bioaletrina, bartrina, bifentrina, ioetanometrina, cicletrina, cicloprotrina, ciflutrina, betaciflutrina, cialotrina, gama-cialotrina, lambda-cialotrina, cipermetrina, alfacipermetrina, beta-cipermetrina, teta- cipermetrina, zeta-cipermetrina, cifenotrina, deltametrina, dimeflutrina, dimetrina, empentrina, fenflutrina, fenpiritrina, fenpropatrina, fenvalerato, esfenvalerato, flucitrinato, fluvalinato, tau-fluvalinato, furetrina, imiprotrina, metoflutrina, permetrina, biopermetrina, transpermetrina, fenotrina, praletrina, proflutrina, piresmetrina, resmetrina, bioresmetrina, cismetrina, teflutrina, teraletrina, tetrametrina, tralometrina e transflutrina; inseticidas de éter de piretroide, tais como etofenprox, flufenprox, halfenprox, protrifenbute e silafluofeno; inseticidas de pirimidinamina, tais como flufenerim e pirimidifeno; inseticidas de pirrol tais como clorfenapir; inseticidas receptores de rianodina, tais como flubendiamida, clorantraniliprol (rynaxypyr) e ciantranilipol; inseticidas de ácido tetrônico, tais como espirodiclofeno, espiromesifeno e espirotetramat; inseticidas de tioureia tais comodiafentiuron; inseticidas de ureia, tais como flucofuron e sulcofuron; inseticidas de sulfoximina tais como sulfoxaflor e inseticidas não classificados, tais como o closantel, crotamiton, EXD, fenazaflor, fenazaquina, fenoxacrim, fenpiroximato, flubendiamida, hidrametilnona, isoprotiolano, malonoben, metaflumizona, metoxadiazona, nifluridida, piridaben, piridalila, pirifluquinazon, rafoxanida, triarateno e triazamato.
Os inseticidas podem ser escolhidos com base nas solubilidades em água publicadas em compêndios,
11 / 32 tais como The Pesticide Manual Fourteenth Edition, (ISBN 1-901396-14-2), que é incorporado neste documento por referência em sua totalidade. Edições futuras do The Pesticide Manual também serão úteis para selecionar inseticidas que podem se beneficiar de serem usados com os aminoálcoois polialcoxilados como divulgado neste documento.
[0016] Exemplos de fungicidas incluem ametoctradina, amisulbrom 2-(tiocianatometiltio)-benzotiazol, 2-fenilfenol, sulfato de 8-hidroxiquinolina, antimicina, azaconazol, azoxistrobina, benalaxil, benomil, bentiavalicarbe- isopropil, sal de sulfonato de benzilaminobenzeno (BABS), bicarbonatos, bifenil, bismertiazol, bitertanol, bixafen, blasticidina-S, bórax, mistura de Bordeaux, boscalide, bromuconazol, bupirimato, BYF 1047, polissulfeto de cálcio, captafol, captan, carbendazim, carboxina, carpropamida, carvona, cloroneb, clorotalonil, clozolinato, hidróxido de cobre, octanoato de cobre, oxicloreto de cobre, sulfato de cobre, sulfato de cobre (tribásico), óxido cuproso, ciazofamida, ciflufenamida, cimoxanil, ciproconazol, ciprodinil, cumarina, dazometo, debacarbe, etilenobis-(ditiocarbamato) de diamônio, diclofluanida, diclorofeno, diclocimet, diclomezina, diclorano, dietofencarbe, difenoconazol, íon de difenzoquat, diflumetorim, dimetomorfo, dimoxistrobina, diniconazol, diniconazol-M, dinobuton, dinocape, dinocape de metila, difenilamina, ditianon, dodemorfe, acetato de dodemorph, dodina, base livre de dodina, edifenfos, enestrobina, epoxiconazol, etaboxam, etoxiquina, etridiazol, famoxadona, fenamidona, fenarimol, fenbuconazol, fenfuram, fen-hexamid, fenoxanil, fenpiclonil, fenpropidina, fenpropimorfe, fenpirazamina, fentina, acetato de fentina, hidróxido de fentina, ferbam, ferimzona, fluazinam, fludioxonil, flumorfe, fluopicolide, fluopiram, fluoroimida, fluoxastrobin, fluquinconazol, flusilazol, flusulfamida, flutolanil, flutriafol, fluxapirad, folpet, formaldeído, fosetil, fosetil-alumínio, uberidazol, furalaxil, furametpir, guazatina, acetatos de guazatina, GY-81, hexaclorobenzeno, hexaconazol, himexazol, imazalil, sulfato de imazalil,
12 / 32 imibenconazol, minoctadina, triacetato de iminoctadina, tris(albesilato) de iminoctadina, ipconazol, iprobenfos, iprodiona, iprovalicarbe, isoprotiolano, isopirazam, isotianil, casugamicina, hidrato de cloridrato de casugamicina, cresoxim-metil, mancopper, mancozeb, mandipropamida, maneb, mepanipirim, mepronil, meptildinocape, cloreto mercúrico, óxido mercúrico, cloreto mercuroso, metalaxil, mefenoxam, metalaxil-M, metam, metam- amônio, metam-potássio, metam-sódio, metconazol, metassulfocarbe, iodeto de metila, isotiocianato de metila, metiram, metominostrobina, metrafenona, mildiomicina, miclobutanil, nabam, nitrotal-isopropil, nuarimol, octilinona, ofurace, ácido oleico (ácidos graxos), orisastrobina, oxadixil, oxina-cobre, fumarato de oxpoconazol, oxicarboxina, penflufen, pefurazoato, penconazol, pencicuron, pentaclorofenol, laurato de pentaclorofenil, pentiopirade, acetato de fenilmercúrio, ácido fosfônico, ftalida, picoxistrobina, polioxina B, polioxinas, polioxorim, bicarbonato de potássio, sulfato de hidroxiquinolina de potássio, probenazol, procloraz, procimidona, propamocarbe, cloridrato de propamocarbe, propiconazol, propinebe, proquinazida, protioconazol, piraclostrobina, piraxostrobina, pirazofos, piribencarbe, piributicarbe, pirifenox, pirimetanil, piriofenona, pirometostrobina, piroquilon, quinoclamina, quinoxifen, quintozeno, extrato de Reynoutria sachalinensis, sedaxano, siltiofam, simeconazol, 2-fenilfenóxido de sódio, bicarbonato de sódio, pentaclorofenóxido de sódio, espiroxamina, enxofre, SYP-Z071, SYP- 048, SYP-Z048, óleos de alcatrão, tebuconazol, tebufloquina, tecnazeno, tetraconazol, tiabendazol, tifluzamida, tiofanato-metil, tirame, tiadinil, tolclofos-metil, tolilfluanida, triadimefon, triadimenol, triazolopirimidina, triazóxido, triciclazol, tridemorfe, trifloxistrobina, triflumizol, triforina, triticonazol, validamicina, valifenal, valifenato, vinclozolina, zineb, ziram, zoxamida, (RS)-N-(3,5-diclorofenil)-2-(metoximetil)-succinimida, 1,2- dicloropropano, hidrato de 1,3-dicloro-1,1,3,3-tetrafluoroacetona, 1-cloro-2,4- dinitronaftaleno, 1-cloro-2-nitropropano, 2-(2-heptadecil-2-imidazolin-1-
13 / 32 il)etanol, 2,3-di-hidro-5-fenil- 1,4-diti-ina 1,1,4,4-tetraóxido, acetato de 2- metoxietilmercúrio, cloreto de 2-metoxietilmercúrio, silicato de 2- metoxietilmercúrio, 3-(4-clorofenil)-5-metilrodanina, 4-(2-nitroprop-1- enil)fenil tiocianato: ampropilfos, anilazina, azitiram, polissulfeto de bário, Bayer 32394, benodanil, benquinox, bentaluron, benzamacril; benzamacril- isobutil, benzamorf, binapacril, butiobato, sulfato de cromato de zinco, cádmio, cálcio, cobre, carbamorfe, CECA, clobentiazona, cloraniformetano, clorfenazol, clorquinox, climbazol, bis(3-fenilsalicilato) de cobre, cromato de cobre e zinco, cufraneb, sulfato de hidrazínio cúprico, cuprobam, ciclafuramida, cipendazol, ciprofuram, decafentina, diclona, diclozolina, diclobutrazol, dimetirimol, dinocton, dinosulfon, dinoterbon, dipiritiona, ditalimfos, dodicina, drazoxolon, EBP, ESBP, etaconazol, etem, etirim, fenaminosulf, fenapanil, fenitropan, fluotrimazol, urcarbanil, furconazol, furconazol-cis, furmeciclox, furopanato, gliodina, griseofulvina, halacrinato, Hercules 3944, hexiltiofos, ICIA0858, isopanfos, isovalediona, mebenil, mecarbinzida, metazoxolon, metfuroxam, dicianodiamida de metilmercúrio, metsulfovax, milneb, anidrido mucoclórico, miclozolina, N-3,5-diclorofenil- succinimida, N-3-nitrofenilitaconimida, natamicina, N-etilmercurio-4- toluenossulfonanilida, bis(dimetilditiocarbamato) de níquel, OCH, dimetilditiocarbamato de fenilmercúrio, hosdifeno, protiocarbe; cloridrato de protiocarbe, piracarbolida, piridinitrila, piroxicloro, piroxifur, quinacetol; sulfato de quinacetol, quinazamida, quinconazol, abenzazol, salicilanilida, SSF-109, sultropeno, tecoram, tiadifluor, ticiofeno, tioclorfenfim, tiofanato, tioquinox, tioximide, triamifós, triarimol, triazbutil, triclamida, UK-2A, derivados de UK-2A, tais como, por exemplo, (3S,6S,7R,8R)-8-benzil-3-(3- (isobutiriloximetoxi)-4-metoxipicolinamido) 6-metil-4,9-dioxo-1,5-dioxonan- 7-il isobutirato, que tem um Número de Registro CAS de 328255-92-1 e será referido neste documento como 328255-92-1, urbacid, XRD-563, zarilamid, IK-1140 e propargil amidas.
Os fungicidas podem ser escolhidos com base
14 / 32 nas solubilidades em água publicadas em compêndios, tais como The Pesticide Manual Fourteenth Edition, ISBN 1-901396-14-2, que é incorporado neste documento por referência na sua totalidade. Edições futuras do The Pesticide Manual também serão úteis para selecionar fungicidas para combinação com os aminoálcoois alquiloxilados como divulgado neste documento.
[0017] Exemplos de herbicidas incluem herbicidas de amida, tais como alidocloro, beflubutamida, benzadox, benzipram, bromobutida, cafenstrol, CDEA, clortiamida, ciprazol, dimetenamida, dimetenamida-P, difenamida, epronaz, etnipromida, fentrazamida, flupoxam, fomesafen, halosafen, isocarbamida, isoxabeno, napropamida, naptalam, petoxamida, propizamida, quinonamida e tebutame; herbicidas de anilida, tais como cloranocril, cisanilida, clomeprop, cipromida, diflufenican, etobenzanida, fenasulam, flufenacet, flufenican, mefenacet, mefluidida, metamifop, monalida, naproanilida, pentanocloro, picolinafen e propanil; herbicidas de arilalanina, tais como benzoilprop, flamprop e flamprop-M; herbicidas de cloroacetanilida, tais como acetocloro, alacloro, butacloro, butenacloro, delacloro, dietatilo, dimetacloro, metazacloro, metolacloro, S-metolacloro, pretilacloro, propacloro, propisocloro, prinacloro, terbucloro, tenilcloro e xilacloro; herbicidas de sulfonanilida, tais como benzofluor, perfluidona, pirimissulfano e profluazol; herbicidas de sulfonamida, tais como asulame, carbasulame, fenasulame e orizalina; herbicidas antibióticos tais como bilanafos; herbicidas de ácido benzoico, tais como cloramben, dicamba, 2,3,6- TBA e tricamba; herbicidas do ácido pirimidiniloxibenzoico, tais como bispiribac e piriminobac; herbicidas do ácido pirimidiniltiobenzoico, tais como piritiobac; herbicidas de ácido ftálico, tais como clortal; herbicidas de ácido picolínico, tais como aminopiralide, clopiralide e picloram; herbicidas de ácido quinolinocarboxílico, tais como quinclorac e quinmerac; herbicidas arsenicais, tais como ácido cacodílico, CMA, DSMA, hexaflurato, MAA,
15 / 32
MAMA, MSMA, arsenito de potássio e arsenito de sódio; herbicidas de benzoilciclo-hexanodiona, tais como mesotriona, sulcotriona, tefuriltriona e tembotriona; herbicidas de alquilsulfonato de benzofuranilo, tais como benfuresato e etofumesato; herbicidas de carbamato, tais como asulam, clorprocarbe de carboxazol, diclormato, fenasulame, karbutilato e terbucarbe; herbicidas de carbanilato, tais como barban, BCPC, carbasulam, carbetamida, CEPC, clorbufam, clorprofame, CPPC, desmedifame, fenisofame, fenmedifame, fenmedifam-etil, profam e swep; herbicidas de ciclo-hexeno oxima, tais como aloxidima, butroxidima, cletodima, cloproxidima, cicloxidima, profoxidima, setoxidima, tepraloxidima e tralcoxidima; herbicidas de ciclopropilisoxazol, tais como isoxaclortole e isoxaflutole; herbicidas de dicarboximida, tais como benzfendizona, cinidon-etil, flumezina, flumiclorac, flumioxazina e flumipropina; herbicidas de dinitroanilina, tais como benfluralina, butralina, dinitramina, etalfluralina, flucloralina, isopropalina, metalpropalina, nitralina, orizalina, pendimetalina, prodiamina, profluralina e trifluralina; herbicidas de dinitrofenol, tais como dinofenato, dinoprop, dinosam, dinoseb, dinoterb, DNOC, etinofen e medinoterb; herbicidas de éter difenílico, tais como etoxifen; herbicidas de éter nitrofenílico, tais como acifluorfen, aclonifen, bifenox, clometoxifen, clornitrofen, etnipromid, fluorodifen, fluoroglicofen, fluoronitrofen, fomesafen, furiloxifen, halosafen, lactofen, nitrofen, nitrofluorfen e oxifluorfen; herbicidas de ditiocarbamato, tais como dazomete e metame; herbicidas alifáticos halogenados, tais como alorac, cloropon, dalapon, flupropanato, hexacloroacetona, iodometano, brometo de metila, ácido monocloroacético, SMA e TCA; herbicidas de imidazolinona tais como asimazametabenz, imazamox, imazapic, imazapir, imazaquin e imazetapir; herbicidas nitrílicos, tais como bromobonil, bromoxinil, cloroxinil, diclobenil, iodobonil, ioxinil e piraclonil; herbicidas organofosforados, tais como amiprofos-metil, anilofos, bensulida, bilanafos, butamifos, 2,4-DEP, DMPA,
16 / 32
EBEP, fosamina, glufosinato, glifosato e piperofos; herbicidas fenóxi, tais como bromofenoxim, clomeprop, 2,4-DEB, 2,4-DEP, difenopenten, disul, erbon, etnipromid, fenteracol e trifopsima; herbicidas fenoxiacéticos, tais como 4-CPA, 2,4-D, 3,4-DA, MCPA, MCPA-tioetil e 2,4,5-T; herbicidas fenoxibutíricos tais como 4-CPB, 2,4-DB, 3,4-DB, MCPB e 2,4,5-TB; herbicidas fenoxipropiônicos, tais como cloprop, 4-CPP, diclorprop, diclorprop-P, 3,4-DP, fenoprop, mecoprop e mecoprop-P; herbicidas ariloxifenoxipropiônicos, tais como clorazifop, clodinafop, clofop, cihalofop, diclofop, fenoxaprop, fenoxaprop-P, fentiaprop, fluazifop, fluazifop-P, haloxifop, haloxifop-P, isoxapirifop, metopamifop, propaquizafop, quizalofop, quizalofop-P e trifop; herbicidas de fenilenodiamina, tais como dinitramina e prodiamina; herbicidas de pirazolila, tais como benzofenap, pirazolinato, pirasulfotol, pirazoxifeno, piroxassulfona e topramezona; herbicidas de pirazolilfenil, tais como fluazolato e piraflufen; herbicidas de piridazina, tais como credazina, piridafol e piridato; herbicidas de piridazinona, tais como brompirazon, cloridazon, dimidazon, flufenpir, metflurazon, norflurazon, oxapirazon e pidanon; herbicidas de piridina, tais como aminopiralide, cliodinato, clopiralide, ditiopir, fluroxipir, fluroxipir- metila, haloxidina, picloram, picolinafen, piriclor, tiazopir e triclopir; herbicidas de pirimidinadiamina, tais como iprimidam e tioclorim; herbicidas de amônio quaternário, tais como ciperquat, dietamquat, difenzoquat, diquat, morfamquat e paraquat; herbicidas de tiocarbamato, tais como butilato, cicloato, di-alato, EPTC, esprocarbe, etiolato, isopolinato, metiobencarbe, molinato, orbencarbe, pebulado, prossulfocarbe, piributicarbe, sulfalato, tiobencarbe, tiocarbazil, trialato e vernolato; herbicidas de tiocarbonato, tais como dimexano, EXD e proxan; herbicidas de tioureia, tais como metiuron; herbicidas de triazina, tais como dipropetrina, triaziflam e tri-hidroxitriazina; herbicidas de clorotriazina tais como atrazina, clorazina, cianazina, ciprazina, eglinazina, ipazina, mesoprazina, prociazina, proglinazina, propazina,
17 / 32 sebutilazina, simazina, terbutilazina e trietazina; herbicidas de metoxitriazina, tais como atraton, metometon, prometon, secbumeton, simeton e terbumeton; herbicidas de metiltiotriazina, tais como ametrina, aziprotrina, cianatrina, desmetrina, dimetametrina, metoprotrina, prometrina, simetrina e terbutrina; herbicidas de triazinona, tais como ametridiona, amibuzin, hexazinona, isometiozin, metamitron e metribuzin; herbicidas triazólicos, tais como amitrol, cafenstrol, epronaz e flupoxame; herbicidas de triazolona, tais como amicarbazona, bencarbazona, carfentrazona, flucarbazona, propoxicarbazona, sulfentrazona e tiencarbazona-metil; herbicidas de triazolopirimidina, tais como cloransulame, diclosulame, florasulame, flumetsulame, metosulame, penoxsulame e piroxsulame; herbicidas de uracila, tais como butafenacila, bromacila, flupropacila, isocila, lenacila e terbacila; 3-feniluracilas; herbicidas de ureia, tais como benztiazuron, cumiluron, cicluron, dicloralureia, diflufenzopir, isonoruron, isouron, metabenztiazuron, monisouron e noruron; herbicidas de fenilureia, tais como anisuron, buturon, clorbromuron, cloreturon, clorotoluron, cloroxuron, daimuron, difenoxuron, dimefuron, diuron, fenuron, fluometuron, fluotiuron, isoproturon, linuron, metiuron, metildimron, metobenzuron, metobromuron, metoxuron, monolinuron, monuron, neburon, parafluron, fenobenzuron, siduron, tetrafluron e tidiazuron; herbicidas de pirimidinilsulfonilureia tais como amidosulfuron, azimsulfuron, bensulfuron, clorimuron, ciclossulfamuron, etoxissulfuron, flazassulfuron, flucetossulfuron, flupirsulfuron, foramsulfuron, halossulfuron, imazossulfuron, mesossulfuron, nicossulfuron, ortossulfamuron, oxassulfuron, primissulfuron, pirazossulfuron, rimsulfuron, sulfometuron, sulfossulfuron e trifloxissulfuron; herbicidas de triazinilsulfonilureia, tais como clorsulfuron, cinossulfuron, etametsulfuron, iodossulfuron, metsulfuron, prossulfuron, tifensulfuron, triassulfuron, tribenuron, triflussulfuron e tritossulfuron; herbicidas de tiadiazolilureia, tais como butiuron, etidimuron, tebutiuron, tiazafluron e tidiazuron; e herbicidas não classificados, tais como
18 / 32 acroleína, álcool alílico, azafenidina, benazolina, bentazona, benzobiciclon, butidazol, cianamida de cálcio, cambendicloro, clorfenac, clorfenprop, clorflurazol, clorflurenol, cinmetilina, clomazone, CPMF, cresol, ortodiclorobenzeno, dimepiperato, endotal, fluoromidina, fluridona, flurocloridona, flurtamona, flutiaceto, indanofan, metazol, isotiocianato de metila,nipiraclofeno, OCH, oxadiargil, oxadiazon, oxaziclomefone, pentaclorofenol, pentoxazone, acetato de fenilmercúrio, pinoxaden, prossulfalin, piribenzoxim, piriftalide, quinoclamina, rhodetanil, sulglicapin, tidiazimin, tridifane, trimeturon, tripropindan e tritac. Os herbicidas podem ser escolhidos com base nas solubilidades em água publicadas em compêndios, tais como The Pesticide Manual Fourteenth Edition, ISBN 1- 901396-14-2, que é incorporado neste documento por referência na sua totalidade. Edições futuras do The Pesticide Manual também serão úteis para selecionar herbicidas para combinação com os aminoálcoois alquiloxilados.
[0018] Exemplos de modificadores da fisiologia ou estrutura das plantas incluem ancimidol, aminoetoxivinilglicina, 6-benzilaminopurina, carvona, clorflurenol-metila, cloreto de clormequat, cloxifonac, 4-CPA, ciclanilida, citocininas, daminozide, dikegulac, etefon, flurenol, flurprimidol, forclorfenuron, ácidos giberélicos, giberelinas, inabenfida, ácido indol-3- ilacético, ácido 4-indol-3ilbutírico, hidrazida maleica, cloreto de mepiquat, 1- metilciclopropeno, 2-(1-naftil)acetamida, ácido 1-naftilacético, ácido 2- naftiloxiacético, nitrofenolatos, paclobutrazol, ácido nfenilftalâmico, prohexadiona-cálcio, n-propil di-hidrojasmonato, tidiazuron, tribufos, trinexepac-etil e uniconazol. Os modificadores podem ser escolhidos com base nas solubilidades em água publicadas em compêndios, tais como The Pesticide Manual Fourteenth Edition, ISBN 1-901396-14-2, que é incorporado neste documento por referência na sua totalidade. Edições futuras do The Pesticide Manual também serão úteis para selecionar modificadores da fisiologia ou estrutura das plantas para combinação com aminoálcoois
19 / 32 alcoxilados.
[0019] Exemplos de fitoprotetores de herbicida incluem fitoprotetores tais como benoxacor, bentiocarbe, brassinolida, cloquintoceto (mexil), ciometrinil, ciprossulfamida, daimuron, diclormida, diciclonon, dimepiperato, dissulfoton, fenclorazol-etila, fenclorim, flurazol, fluxofenim, furilazol, isoxadifen-etila, mefenpir-dietila, MG 191, MON 4660, anidrido naftálico (NA), oxabetrinila, R29148 e amidas do ácido N-fenilsulfonilbenzoico.
[0020] Em aplicações agrícolas, por exemplo, a formulação também pode compreender um solvente miscível em água ou um solvente que é solúvel em água em quantidades de 0,5 ou de 1 ou de 2 ou de 3 ou de 4 ou de 5 ou de 10 por cento em peso até 30 ou até 20 por cento em peso com base no peso total de água e solvente. Esses solventes incluem éteres de glicol, álcoois e cetonas e são miscíveis ou solúveis dependendo do tamanho dos grupos hidrocarbila. Os solventes miscíveis em água incluem N-Metil-2-pirrolidona, éter monobutílico de etilenoglicol, lactato de etila, gama-butirolactona, propilenoglicol, éter metílico de propilenoglicol, álcool tetra-hidrofurfurílico, 2-etoxietanol, dimetilsulfóxido, 1-metoxi-2-propanol, 2-butoxietanol, éter metílico de dipropilenoglicol, n-propanol e acetona. Os solventes solúveis em água incluem acetofenona, lactato de butila, ciclo-hexanona, carbonato de propileno, metil isobutil cetona, n-butanol, acetato n-butílico de etilenoglicol, éter fenílico de etilenoglicol. Aplicações que são aplicações “em lata” frequentemente incluem esse tipo de solvente. Essa formulação pode ainda incluir água ou pode ser diluída com água antes da aplicação na área pretendida onde a proteção herbicida ou pesticida é desejada. Sem a presença do aminoálcool polialcoxilado, a diluição com água pode causar a precipitação do ativo pouco solúvel. Quando o solvente está presente, a razão em peso de solvente para água pode ser pelo menos 0,1:99,9 ou pelo menos 1:99 ou pelo menos 5:95 ou pelo menos 10:90 e não é mais do que 99:1 ou não mais do que 90:10 ou não mais que 80:20 ou não mais que 70:30 ou não
20 / 32 mais que 60:40 ou não mais que 50:50.
[0021] A formulação pode, alternativamente, ser em partículas sólidas que são adicionadas a um tanque com água antes da aplicação no local onde a proteção de herbicida ou pesticida é desejada (por exemplo, campo ou armazém). Essa modalidade pode ser formada pela mistura do aminoálcool polialcoxilado e pesticida, tal como por dissolução em um solvente comum e remoção desse solvente, ou por secagem por pulverização em conjunto, ou outros meios como esses para fazer uma composição sólida ou semissólida que pode ser diluída em um tanque para aplicação em uma cultura ou campo.
[0022] A solução aquosa incluindo o ativo e o aminoálcool polialcoxilado pode ser aplicada por pulverização.
[0023] Outros ingredientes potenciais em uma formulação contendo ativo agrícola podem ser ingredientes inativos ou inertes, tais como dispersantes, agentes espessantes, adesivos, agentes formadores de filme, tampões, emulsificantes, agentes anticongelantes, corantes, estabilizantes, carreadores sólidos e semelhantes também podem ser incorporados nas formulações. Esses ingredientes adicionais podem estar presentes, individualmente e/ou cumulativamente em quantidades inferiores a 10 ou inferiores a 8 ou inferiores a 5 ou inferiores a 3 ou inferiores a 2 ou inferiores a 1 por cento em peso e 0 por cento em peso ou pelo menos 0,1 ou pelo menos 0,5 com base no peso total da composição.
[0024] No espaço farmacêutico, o uso de aminoálcoois polialcoxilados pode permitir a solubilização de ingredientes farmacêuticos ativos pouco solúveis em água para aumentar a processabilidade na fabricação de comprimidos e semelhantes (por exemplo, por secagem por pulverização). Além disso, a pouca solubilidade aquosa de princípios ativos farmacêuticos (também chamados de ingredientes farmacêuticos ativos ou APIs) pode levar a uma menor biodisponibilidade e eficácia.
[0025] O ingrediente farmacêutico ativo pode geralmente ser qualquer
21 / 32 substância para aplicação em um tratamento médico terapêutico, diagnóstico ou profilático do corpo humano ou animal. O API pode, por exemplo, ser selecionado a partir do grupo de anti-hipertensivos, agentes ansiolíticos, agentes anticoagulantes, anticonvulsivantes, agentes redutores de glicose no sangue, descongestionantes, anti-histamínicos, antitússicos, betabloqueadores, anti-inflamatórios, agentes antipsicóticos, potencializadores cognitivos, agentes redutores de colesterol, agentes antiobesidade, agentes de distúrbio autoimune, agentes anti-impotência, agentes antibacterianos, agentes antifúngicos, agentes hipnóticos, agentes anti Parkinsonismo, agentes antidoença de Alzheimer, antidepressivos, agentes antivirais, agentes antiateroscleróticos, inibidores de glicogênio fosforilase, hormônios, vitaminas, carotinoides, agentes antissépticos, citostáticos, anestésicos, neurolépticos, antimicóticos, agentes espasmolíticos, imunoglobinas, soro, agentes terapêuticos da tireoide, agentes anti-hipercinéticos, agentes oftálmicos, agentes neuropáticos, reguladores metabólicos, relaxantes musculares, antilipêmicos, agentes terapêuticos hepáticos, agentes coronários, cardíacos, peptídeos reguladores e enzimas e seus inibidores, sedativos, agentes ginecológicos, remédios para gota, fibrinolíticos, agentes promotores da circulação, diuréticos, agentes diagnósticos, corticoides, terapêuticas do ducto biliar, antiasmáticos, antiepilépticos, antídotos, agentes antidiabéticos, antialérgicos, analgésicos, analépticos, agentes queratolíticos, agentes antipiréticos e agentes vasodilatadores, sem estar limitado aos mesmos. Conforme divulgado neste documento, o uso de aminoálcoois polialcoxilados pode ser particularmente útil para APIs que são pouco solúveis em meio aquoso, tais como um fármaco de classe II de acordo com o Sistema de Classificação Biofarmacêutica (BCS), uma vez que essas substâncias normalmente sofrem de uma biodisponibilidade insuficiente.
[0026] Além do aminoálcool polialcoxilado e do API, a composição farmacêutica pode compreender ainda um ou mais aditivos fisiologicamente
22 / 32 compatíveis.
Quaisquer aditivos convencionais usados em composições farmacêuticas conhecidas da técnica anterior podem ser empregados, desde que não interfiram na ação do ingrediente farmacêutico ativo e não afetem adversamente os efeitos favoráveis acima descritos atribuídos pelo álcool polialcoxilado.
Se presente na composição farmacêutica inventiva, o pelo menos um aditivo opcional pode, por exemplo, ser selecionado a partir do grupo de enchimentos, reguladores de pH, solventes, tensoativos, antioxidantes, agentes conservantes, plastificantes, agentes corantes, agentes aromatizantes, adjuvantes minerais, emolientes, lubrificantes, perfumes e excipientes diferentes dos álcoois polialcoxilados de acordo com a presente invenção e misturas de qualquer um dos anteriores.
Os antioxidantes adequados podem ser exemplificados por ácido ascórbico, ácido cítrico, vitamina E e derivados desses compostos, bem como hidroxianisol butilado.
Como plastificante, por exemplo, podem ser usados óleos minerais, petrolatum, lanolina, polietilenoglicol, polipropilenoglicol, sorbitol, trietanol amina, benzoato de benzila, sebacato de dibutila, ftalato de dietila, monoestearato de glicerila, triacetina e/ou citrato de trietila.
Os solventes adequados são, por exemplo, água, álcoois, tais como etanol, álcool isopropílico, etilenoglicol, propilenoglicol, polietilenoglicol, polipropilenoglicol e glicerol.
Os reguladores de pH elegíveis podem ser todos os tipos de ácidos e/ou bases fisiologicamente aceitáveis.
Os tensoativos adequados podem ser não iônicos, catiônicos, aniônicos ou do tipo betaína.
Por exemplo, sulfatos de álcool graxo, sulfonatos de álcool graxo, sulfatos de éter de álcool graxo, sulfonatos de éter de álcool graxo, alcoxilatos de álcool graxo, fosfatos de álcool graxo, sulfonatos de ácido graxo, sulfonatos de alquila, poliglicosídeos de alquila, ésteres de sorbitano e derivados alcoxilados dos mesmos, ésteres de ácidos graxos de açúcar, ésteres de poliglicerol de ácidos graxos, glicerídeos parciais de ácidos graxos, carboxilatos de ácidos graxos, succinatos de álcoois graxos, compostos de
23 / 32 amônio quaternário, alcoxilatos de alquilfenol ou misturas dos mesmos podem ser usados, sem estarem limitados a eles. Os enchimentos que podem ser incorporados na composição farmacêutica da presente invenção, por exemplo, para modificar a consistência ou aparência incluem, sem estarem limitados a eles, por exemplo, pigmentos, titânia, alumina, sílica, óxido de zinco, estearato de magnésio, silicatos, alumossilicatos, argila, talco, ceras e polímeros, por exemplo, derivados de celulose, tais como metilcelulose, etilcelulose, hidroxietilcelulose ou hidroxipropilmetilcelulose. Excipientes diferentes dos álcoois polialcoxilados de acordo com a presente invenção podem ser exemplificados, por exemplo, pelas substâncias mencionadas como excipientes no Handbook of Pharmaceutical Excipients, Third Edition, editado por AH Kibbe, American Pharmaceutical Association and Pharmaceutical Press (2000), WO 00/76482 e Tabelas 3 a 5 em E. T. Cole et al., Advanced Drug Delivery Reviews 60 (2008), 747 a 756.
[0027] A composição pode compreender o pelo menos um ingrediente farmacêutico ativo e o pelo menos um aminoálcool polialcoxilado juntos em uma quantidade combinada correspondendo a 1 a 100% em peso, de preferência pelo menos 10% em peso, mais preferencialmente pelo menos 50% em peso com base no peso total da composição. O restante da composição farmacêutica pode então compreender aditivos fisiologicamente compatíveis, se houver. Tais aditivos podem assim, por exemplo, compreender 0 a 99% em peso, de preferência 0 a 90% em peso ou 0 a 50% em peso com base no peso total da composição farmacêutica. A quantidade relativa do pelo menos um ingrediente farmacêutico ativo e do pelo menos um álcool polialcoxilado pode estar em uma razão em peso na faixa de 10:1 a 1:100 de ingrediente farmacêutico ativo (ou ingredientes farmacêuticos ativos):o álcool polialcoxilado, de preferência de 5:1 a 1:10, mais preferencialmente de 1:1 a 1:3. O pelo menos um álcool polialcoxilado pode estar presente na composição farmacêutica em uma quantidade de mais de 5%
24 / 32 em peso, de preferência pelo menos 10% em peso, mais preferencialmente pelo menos 25% em peso, mais preferencialmente pelo menos 50% em peso, com base no peso total da composição.
[0028] As composições farmacêuticas de acordo com a presente invenção podem ser preparadas com o uso de técnicas e equipamentos convencionais. Por exemplo, as formulações que compreendem pelo menos um API combinado com pelo menos um álcool polialcoxilado da presente invenção podem ser obtidas por métodos à base de solução, tais como coprecipitação e secagem por pulverização. Para secagem por pulverização, uma solução ou dispersão que compreende o pelo menos um API e o pelo menos um álcool polialcoxilado pode ser fornecida e pulverizada em um meio de secagem gasoso aquecido para evaporar o solvente. Alternativamente, também pode ser aplicada a liofilização. Os detalhes do processo de secagem por pulverização podem ser encontrados, por exemplo, em R. H. Perry, D. W. Green, J. O. Maloney eds., Perry's Chemical Engineers' Handbook, 6ª edição, McGraw-Hill Book Co. 1984, páginas 20 a 57). A coprecipitação pode ser realizada, por exemplo, dissolvendo-se o pelo menos um API e o pelo menos um álcool polialcoxilado em um solvente mútuo e subsequentemente misturando com um não solvente ou novamente removendo o solvente por evaporação. Outra possibilidade é fornecer uma primeira solução do componente API em um primeiro solvente e uma segunda solução do componente álcool polialcoxilado em um segundo solvente. O primeiro solvente e o segundo solvente podem ser selecionados de tal maneira que a solubilidade de ambos os componentes seja suficientemente baixa na mistura do primeiro e do segundo solvente. Assim, o pelo menos um API e o pelo menos um álcool polialcoxilado podem ser coprecipitados pela mistura de ambas as soluções. Em outra possibilidade, o primeiro solvente e o segundo solvente podem ser selecionados de tal maneira que a solubilidade de ambos os componentes seja suficientemente elevada na mistura do primeiro e do
25 / 32 segundo solvente, e a mistura de ambas as soluções dá uma solução límpida de ambos os componentes.
Alternativamente, o mesmo solvente pode ser selecionado para a dissolução de ambos os componentes.
A remoção do solvente (ou solventes) fornece uma mistura sólida ou semissólida dos componentes.
Além disso, o pelo menos um API e os um ou mais álcoois polialcoxilados podem ser combinados em uma formulação por um processo de fusão.
Por exemplo, o pelo menos um API pode ser dissolvido no álcool polialcoxilado fundido ou uma mistura de vários álcoois polialcoxilados com o uso de técnicas convencionais de extrusão por fusão.
Os aditivos opcionais, se houver, podem ser incorporados em qualquer estágio adequado da preparação das composições farmacêuticas inventivas, tal como incluindo-os nas soluções ou dispersões precursoras ou nas matérias-primas para fusão, adicionando-os durante o processo utilizado para combinar o pelo menos um API e os um ou mais álcoois polialcoxilados ou introduzindo-os na mistura obtida nesse processo.
No produto obtido dos processos de preparação acima mencionados, o API e os componentes do álcool polialcoxilado podem estar presentes como uma dispersão sólida ou o API pode ser dissolvido na fase que compreende os um ou mais álcoois polialcoxilados ou ser disperso nos mesmos, em que a fase de API disperso preferencialmente exibe um tamanho inferior a 1 μm em todas as dimensões, sem limitação.
As composições farmacêuticas da presente invenção conforme preparadas por qualquer um desses processos de preparação são tipicamente obtidas na forma sólida ou semissólida, por exemplo, como um extrudado solidificado, um pó ou massa de consistência semelhante a gel ou pasta, e podem, assim, ser em particular convenientemente utilizadas para fornecer formas de dosagem sólidas ou semissólidas compreendendo composições farmacêuticas de acordo com a presente invenção.
A forma de dosagem sólida pode ser, por exemplo, um pó, uma pastilha, um supositório, um comprimido ou uma cápsula cheia.
As formas de dosagem semissólidas adequadas podem ser exemplificadas por
26 / 32 géis, cremes, pastas e pomadas.
[0029] Para administração oral, comprimidos e cápsulas têm uma aceitação particularmente boa entre a maioria dos pacientes e são, portanto, preferencialmente usados como sistema de entrega. Os comprimidos que compreendem a composição farmacêutica da presente invenção podem ser facilmente preparados por prensagem convencional do pó bruto ou extrusão por fusão da composição farmacêutica e ressolidificação usando matrizes do tamanho e forma de comprimido desejados. No caso de a composição preparada ser semissólida, um ou mais enchimentos, que podem ser do tipo acima mencionado, podem ser adicionados para espessar a fim de atingir a consistência desejada para fornecer comprimidos. As cápsulas preenchidas com a composição farmacêutica de acordo com a presente invenção podem ser preparadas com o uso de técnicas de processamento e equipamento, que são conhecidos por si só da técnica anterior, por exemplo, de E. T. Cole, Advanced Drug Delivery Reviews 60 (2008), 747 a 756. Ambas as cápsulas do tipo mole e do tipo duro podem ser usadas para encapsular as composições farmacêuticas da invenção. As cápsulas moles são normalmente formadas e preenchidas em uma operação com o uso de uma matriz rotativa e têm um invólucro que consiste em uma única peça. As cápsulas são geralmente fabricadas separadamente e consistem em uma tampa e um corpo. O corpo vazio pode ser preenchido com a quantidade desejada da composição farmacêutica de acordo com a presente invenção, por exemplo, na forma de pó ou como fusão extrudida a quente. Subsequentemente, a tampa é fixada e a cápsula selada, por exemplo, aplicando uma faixa de material adesivo na interface corpo/tampa ou hidratando a área de contato entre o corpo e a tampa, aquecendo e endurecendo. O material do invólucro da cápsula compreende tipicamente gelatina como constituinte principal embora materiais alternativos, tais como hidroxipropilmetilcelulose, iota-carragenina, hidroxipropilamido, álcool polivinílico e amido, também possam ser usados.
27 / 32 O invólucro pode incluir substâncias adicionais, por exemplo, plastificantes tais como água ou glicerol, agentes corantes e opacificantes.
[0030] Esta síntese do iniciador de aminoálcool BA-DGE/DBA descrita abaixo é representativa da síntese de todos os iniciadores de aminoálcool. Os outros iniciadores podem ser sintetizados de acordo com procedimentos semelhantes. A um frasco de 30 ml contendo uma barra de agitação em forma de cruz foi adicionado éter diglicidílico de bisfenol-A (D.E.R. 331 resina epóxi, 7,40 g de epóxido de peso equivalente = 185 g/mol de epóxido, 40,0 milimol (mmol) de epóxido) e dibutilamina (5,16 g, 40,0 mmol, 40,0 mmol N-H). O frasco foi tampado com um septo invertido 14/20 que foi preso com fio de cobre. Uma agulha de seringa foi inserida através do septo para ventilar a reação. A mistura de reação foi aquecida a 75 °C durante 30 min, 130 °C durante 2 h e 150 °C durante 2 h. O produto era um líquido límpido, amarelo claro e viscoso. A análise de RMN 1H e 13C do produto foi consistente com a estrutura do aminoálcool BA-DGE/DBA. O rendimento foi quantitativo.
[0031] As reações são realizadas em uma configuração de reator de porta paralela (PPR) contendo uma placa com 48 (6 x 8) pequenos reatores 24 dos quais localizados em três módulos separados foram utilizados. O óxido de propileno (PO) e o óxido de etileno (EO) são fornecidos por meio de uma bomba de seringa ISCO equipada com uma agulha controlada por robô e microválvula de gás comprimido.
[0032] Um inserto de vidro junto com uma pá de agitação removível de poli(éter éter cetona) (PEEK) para cada célula são secos em um forno a vácuo a 125 °C. As soluções estoque dos iniciadores listadas abaixo foram preparadas em o-xileno. Hidreto de potássio (KH) foi adicionado a cada
28 / 32 solução com agitação durante a noite para produzir > 50% molar do alcóxido como mostrado abaixo: Quantidade (g) o-xileno (g) Total (g) KH (mg) KH (mmol) BA-DGE/DBA 2,85 3,18 6,03 100 2,5 BA-DGE/2EHA 2,84 3,51 6,35 80 2 h-BA-DGE/DBA 2,85 3,36 6,21 100 2,5 BD-DGE/DBA 2,9 2,79 5,69 150 3,75
[0033] As soluções estoque dos iniciadores são carregadas manualmente usando uma pipeta nos insertos de vidro sob nitrogênio. As quantidades das soluções estoque variam de 1,0 a 2,0 ml para todas as células.
[0034] Os insertos de vidro juntamente com as pás de agitação foram carregados nos poços de PPR correspondentes, e os reatores foram selados. As células são carregadas com quantidades calculadas de óxido de propileno. A temperatura é aumentada para 150 °C e as misturas de reação são agitadas durante 4 horas após atingir a temperatura do processo. O perfil de pressão indicou quando as reações foram concluídas. As células são ventiladas e purgadas com nitrogênio para remover o óxido de propileno residual. O sistema é deixado durante a noite.
[0035] No dia seguinte, os módulos do reator são aquecidos a 70 °C, óxido de etileno é introduzido, a temperatura foi aumentada para 150 °C e os reatores foram agitados durante 4 horas. As curvas de pressão foram consistentes com a conclusão da reação. Após resfriamento e ventilação conforme descrito acima, as misturas são arrefecidas com ácido acético a 10% em peso em o-xileno. Em seguida, pequenas amostras foram retiradas de cada reator para análises de RMN, a partir das quais é determinado o número médio de unidades PO e EO.
29 / 32 EXEMPLOS 1 A 15 E EXEMPLOS COMPARATIVOS 1 E 2
[0036] Uma solução concentrada de 1% em peso de difenoconazol e sem aditivo (Comparativo 1 e 2) ou 10% em peso ou 1% em peso de aminoálcoois polialquioxilados é preparada. Esta é diluída com água de modo que a quantidade do difenoconzol seja 500 ppm e a quantidade de aminoálcool polialquioxilado seja 500 ppm ou 5.000 ppm. As misturas são medidas para transmissão de luz por 25 horas com o uso de uma torre Turbiscan™. A transmissão de altura média sobre o 1/3 inferior da solução foi normalizada usando a altura média do 1/3 inferior da transmissão de controle (que é composta de aminoálcool alquiloxilado e solvente (se houver) e água em concentrações na mesma faixa de quando testado com o ativo presente). Os resultados são mostrados na Tabela 1.
[0037] Estrutura de difenoconazol
30 / 32 TABELA 1: RESULTADOS DO DIFENOCONAZOL EXEMPLOS 16 A 37 E COMPARATIVO 3
[0038] O processo dos Exemplos 1 a 15 e Comparativo 1 e 2 foi repetido usando desta vez piraclostrobina em vez do Difenoconazol. Os resultados são mostrados na Tabela 2.
[0039] Estrutura da Piraclostrobina
31 / 32 TABELA 2: RESULTADOS DA PIRACLOSTROBINA
[0040] As composições e métodos podem, alternativamente, compreender, consistir em ou consistir essencialmente em quaisquer materiais, etapas ou componentes apropriados divulgados neste documento. As composições, os métodos e os artigos podem, adicionalmente, ou alternativamente, ser formulados de modo a serem desprovidos, ou substancialmente livres, de quaisquer materiais (ou espécies), etapas ou componentes, que, de outra forma, não são necessários para a obtenção da função ou dos objetivos das composições, métodos e artigos.
[0041] Para faixas, os limites superior e inferior indicados podem ser combinados para formar faixas (por exemplo, “pelo menos 1 ou pelo menos 2 por cento em peso” e “até 10 ou 5 por cento em peso” podem ser combinados como as faixas “1 a 10 por cento em peso”, ou “1 a 5 por cento em peso” ou “2 a 10 por cento em peso” ou “2 a 5 por cento em peso”). Os termos “primeiro”, “segundo” e similares não denotam nenhuma ordem, quantidade ou importância, mas em vez disso são usados para distinguir um elemento de outro. Os termos “um” e “uma” e “o/a” não denotam uma limitação de quantidade e devem ser interpretados como abrangendo tanto o singular
32 / 32 quanto o plural, a menos que indicado de outra forma neste documento ou claramente contradito pelo contexto. “Ou” significa “e/ou”, a menos que claramente declarado em contrário.
[0042] A menos que especificado de outra forma neste documento, todos os padrões de teste são os padrões mais recentes em vigor na data de depósito deste pedido ou, se prioridade for reivindicada, na data de depósito do pedido de prioridade mais antigo no qual o padrão de teste aparece.
[0043] O termo “alquila” significa um grupo de hidrocarboneto alifático insaturado de cadeia ramificada ou linear, por exemplo, metila, etila, n-propila, i-propila, n-butila, s-butila, t-butila, n-pentila, s-pentila e n- e s- hexila, ou uma cicloalquila, tal como ciclo-hexila, ou alquilas incluindo grupos cíclicos e cadeias lineares ou ramificadas. “Alquenila” significa uma cadeia linear ou ramificada, grupo de hidrocarboneto monovalente com pelo menos uma ligação dupla carbono-carbono (por exemplo, etenila (- HC=CH2)). “Alcóxi” significa um grupo alquila que está ligado por meio de um oxigênio (isto é, alquil-O-), por exemplo, grupos metóxi, etóxi e sec- butilóxi. “Arila” significa um grupo de hidrocarboneto aromático contendo o número especificado de átomos de carbono, como fenila, tropona, indanila ou naftila. O prefixo “hetero” significa que o composto ou grupo inclui pelo menos um membro do anel que é um heteroátomo (por exemplo, 1, 2 ou 3 heteroátomos), em que o heteroátomo (ou heteroátomos) é cada um independentemente N, O, S , Si ou P. O número de átomos de carbono indicado em um grupo é exclusivo de quaisquer substituintes. Por exemplo, - CH2CH2CN é um grupo C2 alquila substituído com uma nitrila.
Claims (15)
1. Composição caracterizada pelo fato de que compreende um composto biologicamente ativo que é insolúvel ou pouco solúvel em água e um aminoálcool polialcoxilado da fórmula em que R1, R2, R3, e R4 são independentemente selecionados dentre grupos alquila, alquenila, arila, aralquila ou heterocíclicos com 1 a 25 carbonos, R5 é um grupo divalente alquila, alquenila, arila, aralquila ou heterocíclico tendo 4 a 25 carbonos, e onde cada AO é uma cadeia de polioxialquileno tendo grupos oxipropileno (PO) e oxietileno (EO), onde m é o número médio de grupos PO por grupo AO e n é o número médio do número médio de grupos EO por grupo AO, e m é pelo menos 1, n é pelo menos 2 e m+n é pelo menos 20 não é mais do que 400 em que a composição é sólida ou compreende água.
2. Composição de acordo com a reivindicação 1, caracterizada pelo fato de que R1, R2, R3, e R4 são grupos alquila selecionados independentemente com 3 a 12 átomos de carbono.
3. Composição de acordo com qualquer uma das reivindicações anteriores, caracterizada pelo fato de que R1, R2, R3, e R4 são butila ou 2-etil-hexila.
4. Composição de acordo com qualquer uma das reivindicações anteriores, caracterizada pelo fato de que R5 é 2,2- isopropilidenodifenileno, 2,2-isopropilidenodiciclo-hexilideno, ou 1,4- butileno.
5. Composição de acordo com qualquer uma das reivindicações anteriores, caracterizada pelo fato de que m é pelo menos 10 e n é pelo menos 15.
6. Composição de acordo com qualquer uma das reivindicações anteriores, caracterizada pelo fato de que m/n é inferior a 1.
7. Composição de acordo com qualquer uma das reivindicações anteriores, caracterizada pelo fato de que m é pelo menos 10 e n é pelo menos 15 e m+n é inferior a 300.
8. Composição de acordo com qualquer uma das reivindicações anteriores, caracterizada pelo fato de que AO é um copolímero em bloco de PO e EO.
9. Composição de acordo com qualquer uma das reivindicações anteriores, caracterizada pelo fato de que pelo menos um AO tem um bloco rico em EO e um bloco rico em PO.
10. Composição de acordo com qualquer uma das reivindicações anteriores, caracterizada pelo fato de que compreende ainda um solvente que é pelo menos parcialmente miscível com água.
11. Composição de acordo com qualquer uma das reivindicações anteriores, caracterizada pelo fato de que é uma solução aquosa.
12. Composição de acordo com qualquer uma das reivindicações anteriores, caracterizada pelo fato de que a razão em peso do composto biologicamente ativo para o aminoálcool polialcoxilado está na faixa de 2:1 a 1:100.
13. Composição de acordo com qualquer uma das reivindicações anteriores, caracterizada pelo fato de que o composto biologicamente ativo é um ingrediente ativo agrícola.
14. Composição de acordo com qualquer uma das reivindicações 1 a 12, caracterizada pelo fato de que o composto biologicamente ativo é um ingrediente farmacêutico ativo.
15. Método caracterizado pelo fato de que compreende diluir a composição de acordo com a reivindicação 13, com água e aplicá-la a uma área para prevenir pragas por pulverização.
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US7776360B2 (en) | 2004-12-21 | 2010-08-17 | Baxter International | (Polyalkoxy)sulfonate surface modifiers |
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