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    • 1. 发明申请
    • CARBAZOLE DIOXAZINE PIGMENT AND A METHOD FOR ITS PREPARATION
    • 卡巴唑二氧杂环己烷色素及其制备方法
    • US20160137844A1
    • 2016-05-19
    • US14896876
    • 2014-06-11
    • Keki Hormusji GHARDA
    • Keki Hormusji GHARDA
    • C09B19/02
    • C09B19/02C09D11/037C09D11/322
    • The present disclosure provides carbazole-dioxazine pigment of Formula I; wherein, R is C1-C8 alkyl group, preferably R is an ethyl group, R1 is a chloro group, and R2 is a —NHC(═O)Ph group. The pigment is synthesized from 3-nitro-N-ethylcarbazole. The first step is nitration of 3-nitro-N-ethylcarbazole to form 3,6-dinitro-N-ethylcarbazole which is reduced to form 3-amino-6-nitro-N-ethylcarbazole. This amino compound is benzoylated to form 3-benzamido-6-nitro-N-ethylcarbazole which is then hydrogenated to form 6-amino-3-benzamido-N-ethylcarbazole. Condensation of 6-amino-3-benzamido-N-ethylcarbazole with chlroanil provides an intermediate. Cyclization of the intermediate in the presence of a cyclization reagent provides the compound of Formula-I. The pigment has wavelength of maximum absorption (λm) at 571 nm in dimethylformamide as a solvent.
    • 本公开提供式I的咔唑 - 二恶嗪颜料; 其中,R为C1-C8烷基,优选R为乙基,R1为氯基,R2为-NHC(= O)Ph基。 颜料由3-硝基-N-乙基咔唑合成。 第一步是硝化N-硝基-N-乙基咔唑形成3,6-二硝基-N-乙基咔唑,将其还原形成3-氨基-6-硝基-N-乙基咔唑。 该氨基化合物被苯甲酰化以形成3-苯甲酰氨基-6-硝基-N-乙基咔唑,然后将其氢化形成6-氨基-3-苯甲酰氨基-N-乙基咔唑。 6-氨基-3-苯甲酰氨基-N-乙基咔唑与氯苯腈的缩合提供中间体。 在环化试剂存在下中间体的环化提供了式I化合物。 该颜料在作为溶剂的二甲基甲酰胺中,在571nm具有最大吸收波长(λm)。
    • 3. 发明授权
    • Methods of treatment of a tauopathy condition comprising the use of thioninium compounds
    • 包括使用硫铊化合物的tau病变病况的治疗方法
    • US07737138B2
    • 2010-06-15
    • US11391675
    • 2006-03-29
    • Claude M. WischikJanet E. RickardCharles R. HarringtonDavid HorsleyJohn M. D. StoreyColin MarshallJames P. SinclairHan Wan Tan
    • Claude M. WischikJanet E. RickardCharles R. HarringtonDavid HorsleyJohn M. D. StoreyColin MarshallJames P. SinclairHan Wan Tan
    • A61K31/5415
    • C09B19/02C07D279/18
    • This invention pertains generally to the field of chemical synthesis and purification, and more specifically to methods of synthesizing and purifying certain 3,7-diaminophenothiazin-5-ium compounds (referred to herein as “diaminophenothiazinium compounds”) including Methythioninium Chloride (MTC) (also known as Methylene Blue). In one embodiment, the method comprises the steps of, in order: nitrosylation (NOS); nitrosyl reduction (NR); thiosulfonic acid formation (TSAF); oxidative coupling (OC); Cr(VI) reduction (CR); isolation and purification of zwitterionic intermediate (IAPOZI); ring closure (RC); chloride salt formation (CSF); one of: sulphide treatment (ST); dimethyldithiocarbamate treatment (DT); carbonate treatment (CT); ethylenediaminetetraacetic acid treatment (EDTAT); organic extraction (OE); and recrystallisation (RX). The present invention also pertains to the resulting (high purity) compounds, compositions comprising them (e.g., tablets, capsules), and their use in methods of inactivating pathogens, and methods of medical treatment and diagnosis, etc., for example, for tauopathies, Alzheimer's disease (AD), skin cancer, melanoma, viral diseases, bacterial diseases, or protozoal diseases.
    • 本发明一般涉及化学合成和纯化领域,更具体地涉及合成和纯化某些3,7-二氨基吩噻嗪-5-肟化合物(本文中称为“二氨基吩噻嗪鎓化合物”)的方法,包括氯化铁偶氮(MTC)( 也称为亚甲基蓝)。 在一个实施方案中,该方法包括以下步骤:按顺序:亚硝基化(NOS); 亚硝酰还原(NR); 硫代磺酸形成(TSAF); 氧化偶合(OC); Cr(VI)还原(CR); 两性离子中间体(IAPOZI)的分离和纯化; 闭环(RC); 氯化物盐形成(CSF); 一种:硫化物处理(ST); 二甲基二硫代氨基甲酸酯处理(DT); 碳酸盐处理(CT); 乙二胺四乙酸处理(EDTAT); 有机萃取(OE); 和重结晶(RX)。 本发明还涉及所得的(高纯度)化合物,包含它们的组合物(例如片剂,胶囊)及其在灭活病原体的方法中的用途,以及治疗和诊断方法等,例如对于tau蛋白病 ,阿尔茨海默病(AD),皮肤癌,黑素瘤,病毒性疾病,细菌性疾病或原生动物疾病。
    • 6. 发明申请
    • Methods of chemical synthesis and purification of diaminophenothiazinium compounds including methylthioninium chloride (MTC)
    • 二氨基吩噻嗪鎓化合物的化学合成和纯化方法,包括甲基硫堇(MTC)
    • US20060287523A1
    • 2006-12-21
    • US11391675
    • 2006-03-29
    • Claude WischikJanet RickardCharles HarringtonDavid HorsleyJohn StoreyColin MarshallJames SinclairHan Tan
    • Claude WischikJanet RickardCharles HarringtonDavid HorsleyJohn StoreyColin MarshallJames SinclairHan Tan
    • C07D279/18
    • C09B19/02C07D279/18
    • This invention pertains generally to the field of chemical synthesis and purification, and more specifically to methods of synthesizing and purifying certain 3,7-diaminophenothiazin-5-ium compounds (referred to herein as “diaminophenothiazinium compounds”) including Methythioninium Chloride (MTC) (also known as Methylene Blue). In one embodiment, the method comprises the steps of, in order: nitrosylation (NOS); nitrosyl reduction (NR); thiosulfonic acid formation (TSAF); oxidative coupling (OC); Cr(VI) reduction (CR); isolation and purification of zwitterionic intermediate (IAPOZI); ring closure (RC); chloride salt formation (CSF); one of: sulphide treatment (ST); dimethyldithiocarbamate treatment (DT); carbonate treatment (CT); ethylenediaminetetraacetic acid treatment (EDTAT); organic extraction (OE); and recrystallisation (RX). The present invention also pertains to the resulting (high purity) compounds, compositions comprising them (e.g., tablets, capsules), and their use in methods of inactivating pathogens, and methods of medical treatment and diagnosis, etc., for example, for tauopathies, Alzheimer's disease (AD), skin cancer, melanoma, viral diseases, bacterial diseases, or protozoal diseases.
    • 本发明一般涉及化学合成和纯化领域,更具体地涉及合成和纯化某些3,7-二氨基吩噻嗪-5-肟化合物(本文中称为“二氨基吩噻嗪鎓化合物”)的方法,包括氯化铁偶氮(MTC)( 也称为亚甲基蓝)。 在一个实施方案中,该方法包括以下步骤:按顺序:亚硝基化(NOS); 亚硝酰还原(NR); 硫代磺酸形成(TSAF); 氧化偶合(OC); Cr(VI)还原(CR); 两性离子中间体(IAPOZI)的分离和纯化; 闭环(RC); 氯化物盐形成(CSF); 一种:硫化物处理(ST); 二甲基二硫代氨基甲酸酯处理(DT); 碳酸盐处理(CT); 乙二胺四乙酸处理(EDTAT); 有机萃取(OE); 和重结晶(RX)。 本发明还涉及所得的(高纯度)化合物,包含它们的组合物(例如片剂,胶囊)及其在灭活病原体的方法中的用途,以及治疗和诊断方法等,例如对于tau蛋白病 ,阿尔茨海默病(AD),皮肤癌,黑素瘤,病毒性疾病,细菌性疾病或原生动物疾病。
    • 7. 发明授权
    • Triphendioxazine compounds
    • 三苯并二恶嗪化合物
    • US06617453B1
    • 2003-09-09
    • US09718278
    • 2000-11-22
    • Bansi Lal KaulPatrick BoeglinPeter Kempter
    • Bansi Lal KaulPatrick BoeglinPeter Kempter
    • C07D49822
    • C07D498/22C09B19/02
    • The triphendioxazine compounds of the general formula (I) in which the rings labeled A in positions 1,2-, 2,3- or 3,4- and 8,9-, 9,10- or 10,11- carry a linearly or angularly fused heterocyclic ring containing at least one nitrogen atom which is substituted or unsubstituted, with the proviso that compounds with only unsubstituted nitrogen atoms and symmetrically disubstituted compounds with C1-2alkyl and unsubstituted phenyl substituents are excluded, are outstanding pigments and are notable over the closest comparable pigments in particular for better migration, light and solvent fastnesses, better heat stability and enhanced colouring power and also better dispersibility and capability to be brought into pigment form. The invention also relates to a process for preparing these triphendioxazine compounds which is characterized by a cyclization step conducted in the presence of manganese dioxide and concentrated sulphuric acid.
    • 通式(I)的三苯并二恶嗪化合物其中1,2-,2,3-或3,4-和8,9-,9,10-或10,11位上标记为A的环具有线性 或含有至少一个被取代或未取代的氮原子的角稠合杂环,条件是不包括仅具有未取代的氮原子和具有C 1-2烷基和未被取代的苯基取代基的对称二取代化合物的化合物是优异的颜料,并且在 特别是用于更好的迁移,轻和耐溶剂牢度,更好的热稳定性和增强的着色能力以及更好的分散性和能够进入颜料形式的最接近的可比颜料。本发明还涉及一种制备这些三苯并二恶嗪化合物的方法,其特征在于 在二氧化锰和浓硫酸存在下进行环化步骤。
    • 8. 发明申请
    • Mixed crystals of benzimidazolonedioxazine compounds
    • 苯并咪唑啉二恶嗪化合物的混合晶体
    • US20020091258A1
    • 2002-07-11
    • US10001777
    • 2001-10-24
    • Clariant GmbH
    • Martin U. SchmidtPeter KempterCarsten PluegRoland Born
    • C07D498/14
    • C09B19/02C09B67/0034
    • A mixed crystal of two or more different benzimidazolonedioxazine compounds of the formula (1) 1 where X and Xnull are identical or different and are hydrogen or halogen, R1, R1null, R2 and R2null are identical or different and are hydrogen, C1-C18 alkyl, trifluoromethyl, C1-C18 alkylcarbonyl, C5-C6 cycloalkyl or phenyl which may be unsubstituted or substituted by one or more halogen atoms, nitro groups, trifluoromethyl, C1-C18 alkyl, C1-C18 alkoxy, C1-C18 alkylcarbonyl and/or C1-C18 alkoxycarbonyl groups. The mixed crystals are of low solubility and feature good fastness properties and red to blue colorations. The mixed crystals are suitable for pigmenting paints, plastics, printing inks, aqueous or solvent-based pigment preparations, electrophotographic toners and developers, powder coating materials, inks, preferably inkjet inks, color filters, and for coloring seed and cosmetics.
    • 其中X和X'相同或不同,为氢或卤素,R1,R1',R2和R2'的两种或更多种不同的式(1)苯并咪唑并二恶嗪化合物的混合晶体是相同或不同的,它们是氢,C1- C18烷基,三氟甲基,C 1 -C 18烷基羰基,C 5 -C 6环烷基或可被未取代或被一个或多个卤素原子取代的苯基,硝基,三氟甲基,C 1 -C 18烷基,C 1 -C 18烷氧基,C 1 -C 18烷基羰基和/ 或C 1 -C 18烷氧基羰基。 混合晶体的溶解度低,具有良好的牢度和红 - 蓝色。 混合晶体适用于着色涂料,塑料,印刷油墨,水性或溶剂型颜料制剂,电子照相色调剂和显影剂,粉末涂料,油墨,优选喷墨油墨,滤色器,以及用于着色种子和化妆品。