CAS: 2516-05-4; 7-(Dimethylamino)-3H-Phenothiazin-3-One

该化合物是一种合成化合物,属于化学的苯并硫氨类,其特征为:苯并酰胺核心结构,由三环系统中的硫磺原子和氮原子组成;二甲基氨基组在7位置的存在,增强了其在水中的溶解性,有助于其生物活动;该化合物呈现深蓝色颜色,是一个显著的特征,它作为一种染色和红氧化指标有用;在各个领域,包括医学领域,它被用作甲状腺血球血病的治疗方法,并在微生物学中用作污渍剂;此外,还对其在光动力疗法和抗氧化剂方面的潜在作用进行了研究;该化合物的稳定性,溶性以及与生物系统互动能力使该化合物成为研究和临床环境的一个主题.

结构式图片

上下游产品

CAS号152071-32-4 methylene blue | CAS号807306-71-4 Methylene Blue ... | CAS号108-95-2 苯酚 | CAS号43035-11-6 2-amino-5-dimet... | CAS号99-98-9 对氨基-N,N-二甲基苯胺 | CAS号7732-18-5 水

合成工艺路线路线简述

    📜2-Amino-5-Dimethylaminophenylthiosulphonic Acid置于sodium Hydroxide,Sodium Hypochlorite体系中,化学反应生成亚甲紫
    参考文献:Heller,Journal Fur Praktische Chemie (Leipzig 1954),1924,Vol. <2> 108,P. 267
    标题:Heller,Journal Fur Praktische Chemie (Leipzig 1954),1924,Vol. <2> 108,P. 267

    专利信息


    专利号:US-10968174-B2
    优先权日:2016-12-21
    标题:Synthesis of a thiosulfonic acid by a step of periodate mediated oxidative coupling of a thiosulfonic acid with an aniline
    发明人:SINCLAIR JAMES PETER; NICOLL SARAH LOUISE; STOREY JOHN MERVYN DAVID; LARCH CHRISTOPHER PAUL
    权利人:WISTA LAB LTD
    摘要:The present invention pertains generally to the field of chemical synthesis, and more particularly to methods for the chemical synthesis of a thiosulfonic acid of Formula (1) by a step of periodate mediated oxidative coupling of a thiosulfonic acid of Formula (2) with an aniline of Formula (3), as described herein. The present invention also relates to such methods which incorporate one or more additional (subsequent and/or preceding) steps, for example, to prepare compounds of Formula (5) from compounds of Formula (1); to prepare compounds of Formula (6) from compounds of Formula (5); and to prepare compounds of Formula (2) from compounds of Formula (4), as described herein.

    专利号:US-10323010-B2
    优先权日:2015-07-20
    标题 :Methods of chemical synthesis of substituted 10H-phenothiazine-3,7-diamine compounds
    发明人:STOREY JOHN MERVYN DAVID; LARCH CHRISTOPHER PAUL; KEMP STEVEN JOHN; CLUNAS SCOTT; NICOLL SARAH LOUISE; GIBBARD HELEN SARAH; SIMPSON MICHAEL; SINCLAIR JAMES PETER; MARSHALL COLIN
    权利人:WISTA LAB LTD
    摘要:The present invention pertains generally to the field of chemical synthesis, and more particularly to methods of chemical synthesis which include the step of preparing a substituted 10H-phenothiazine-3,7-diamine compound of Formula (1) by a step of selective alkylation by reductive amination, in which the corresponding unsubstituted diamine of Formula (4) is reacted with aldehyde/ketone, under reductive amination conditions. The present invention also relates to such methods which incorporate additional subsequent and/or preceding steps, for example, to prepare compounds of Formulae (2) and (3) from compounds of Formula (1), and to prepare compounds of Formula (4) from, for example, compounds of Formulae (5), (6), (7), (8), and (9). Compounds of Formula (1), Formula (2), and Formula (3) are useful, for example, in the treatment of diseases of protein aggregation, such as Alzheimer's disease.

    专利号:US-9765042-B2
    优先权日:2013-10-07
    标题 :Methods of chemical synthesis of diaminophenothiazinium compounds including methylthioninium chloride (MTC)
    发明人:SINCLAIR JAMES PETER; NICOLL SARAH LOUISE; STOREY JOHN MERVYN DAVID
    权利人:WISTA LAB LTD
    摘要:Methods of synthesizing and purifying certain 3,7-diamino-phenothiazin-5-ium compounds (referred to herein as “diaminophenothiazinium compoundsâ€?) including Methythioninium Chloride (MTC) (also known as Methylene Blue) are provided.

    专利号:US-9980971-B2
    优先权日:2006-07-11
    标 题:Methods of synthesis and/or purification of diaminophenothiazinium compounds
    发明人:WISCHIK CLAUDE MICHEL; STOREY JOHN MERVYN DAVID; MARSHALL COLIN; SINCLAIR JAMES PETER; BADDELEY THOMAS CRAVEN
    权利人:WISTA LAB LTD
    摘要:Disclosed are methods of synthesis and/or purification of certain 3,7-diamino-phenothiazin-5-ium compounds (“diaminophenothiazinium compoundsâ€?) including Methylthioninium Chloride (MTC) (Methylene Blue), and the resulting high purity characterized by a purity greater than 98%, and very low levels of heavy metals and organic impurities Azure A, B, C and MVB. Also disclosed are methods of treatment of a tauopathy or methemoglobinemia in a patient in need thereof, comprising administering to the patient a therapeutically effective amount of the high-purity diaminophenothiazinium compound.

    专利号:US-7790881-B2
    优先权日:2004-09-23
    标 题:Methods of chemical synthesis and purification of diaminophenothiazinium compounds including methylthioninium chloride (MTC)
    发明人:STOREY JOHN MERVYN DAVID; SINCLAIR JAMES PETER; MARSHALL COLIN; TAN HAN WAN
    权利人:WISTA LAB LTD
    摘要:This invention pertains generally to the field of chemical synthesis and purification, and more specifically to methods of synthesizing and purifying certain 3,7 diamino-phenothiazin-5-ium compounds (referred to herein as “diaminophenothiazinium compoundsâ€?) including Methylthioninium 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. Wherein: each of R 1 and R 9 is independently selected from: —H; C 1-4 alkenyl; and halogenated C 1-4 alkyl; each of R 3NA and R 3NB is independently selected from: C 1-4 alkyl; C 2-4 alkenyl; and halogenated C 4-1 alkyl; each of R 7NA and R 7NB is independently selected from: C 1-4 alkyl; C 2-4 alkenyl; and halogenated C 1-4 alkyl; and X is one or more anionic counter ions to achieve electrical neutrality.

    专利号:US-2018208565-A1
    优先权日:2015-07-20
    标题:Methods of chemical synthesis of substituted 10h-phenothiazine-3,7-diamine compounds

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    合成参考文献


    摘要:Washburn KE, Streeter RN, Saliki JT, Lehenbauer TW. The use of phenothiazine dyes to inactivate bovine viral diarrhea virus in goat colostrum. Can J Vet Res. 2004 Apr;68(2):105–11.
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