1,3-噻唑烷-2,4-二硫酮 | 4303-27-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑烷类
• 中文名称: 1,3-噻唑烷-2,4-二硫酮
• 英文名称: 2,4-dithioxothiazolidine
• 英文别名: thiazolidine-2,4-dithione；2,4-Thiazolidindithion；thiorhodanine；2,4-Thiazolidinedithione；1,3-thiazolidine-2,4-dithione
• CAS: 4303-27-9
• 化学式: C₃H₃NS₃
• 分子量: 149.262
• InChiKey: VIYJCVXSZKYVBL-UHFFFAOYSA-N

物化性质

• 熔点：
  81-83 °C
• 沸点：
  223.2±23.0 °C(Predicted)
• 密度：
  1.62±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  7
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  102
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 海关编码：
  2934999090

反应信息

• 作为反应物：
  描述：

  1,3-噻唑烷-2,4-二硫酮 在 一水合肼 作用下， 以 甲醇 、 乙醚 为溶剂， 生成 Hydrazinium-thiorhodanid
  参考文献：
  名称：

  Formation and recyclization of heterocycles

  摘要：

  DOI：

  10.1007/bf00477943
• 作为产物：
  描述：

  罗丹宁 在 tetraphosphorus decasulfide 作用下， 以 1,4-二氧六环 为溶剂， 生成 1,3-噻唑烷-2,4-二硫酮
  参考文献：
  名称：

  Azolidine-4-thiones, their derivatives and analogs

  摘要：

  DOI：

  10.1007/bf00742364

文献信息

• [EN] 3-ARYLOXY/ THIO-2, 3-SUBSTITUTED PROPANAMINES AND THEIR USE IN INHIBITING SEROTONIN AND NOREPINEPHRINE REUPTAKE<br/>[FR] 3-ARYLOXY/THIO-2, 3-SUBSTITUE PROPANAMINES ET LEUR UTILISATION POUR INHIBER LE RECAPTAGE DE LA SEROTONINE ET DE LA NOREPINEPHRINE
  申请人：LILLY CO ELI

  公开号：WO2004043903A1

  公开（公告）日：2004-05-27

  There is provided a compound of formula (I) wherein A is selected from -O- and -S-; X is selected from phenyl optionally substituted with up to 5 substituents each independently selected from halo, C1-C4 alkyl and C1-C4 alkoxy, thienyl optionally substituted with up to 3 substituents each independently selected from halo and C1-C4 alkyl, and C2-C8 alkyl, C2-C8 alkenyl, C3-C8 cycloalkyl and C4-C8 cycloalkylalkyl, each of which may be optionally substituted with up to 3 substituents each independently selected from halo, C1-C4 alkyl, C1-C4 alkoxy, C1-C4 alkyl-S(O)n- where n is 0, 1 or 2, -CF3, -CN and -CONH2; Y is selected from phenyl, naphthyl, dihydrobenzothienyl, benzothiazolyl, benzoisothiazolyl, quinolyl, isoquinolyl, naphthyridyl, thienopyridyl, indanyl, 1,3-benzodioxolyl, benzothienyl, indolyl and benzofuranyl, each of which may be optionally substituted with up to 4 or, where possible, up to 5 substituents each independently selected from halo, C1-C4 alkyl, C1-C4 alkoxy, C1-C4 alkyl-S(O)n- where n is 0, 1 or 2, nitro, acetyl, -CF3, -SCF3 and cyano; and when Y is indolyl it may be substituted or further substituted by an N-substituent selected from C1-C4 alkyl; Z is selected from OR3 or F, wherein R3 is selected from H, C1-C6 alkyl and phenyl C1-C6 alkyl; R1 and R2 are each independently H or C1-C4 alkyl; and pharmaceutically acceptable salts thereofwith the proviso that when Y is optionally substituted phenyl or optionally substituted 1,3-benzodioxolyl and Z is OR3 and X is optionally substituted phenyl then A is -S-.

  提供一种化合物，其化学式为（I），其中A从-O-和-S-中选择；X从苯基选项地取代，每个取代基可独立地从卤素、C1-C4烷基和C1-C4烷氧基中选择最多5个取代基，噻吩基选项地取代，每个取代基可独立地从卤素和C1-C4烷基中选择最多3个取代基，以及C2-C8烷基、C2-C8烯基、C3-C8环烷基和C4-C8环烷基烷基，每个基可选地取代，每个取代基可独立地从卤素、C1-C4烷基、C1-C4烷氧基、C1-C4烷基-S(O)n-（其中n为0、1或2）、-CF3、-CN和-CONH2中选择；Y从苯基、萘基、二氢苯并噻吩基、苯并噻唑基、苯并异噻唑基、喹啉基、异喹啉基、萘啉基、噻吩吡啉基、茚基、1,3-苯并二氧杂环戊基、苯并噻吩基、吲哚基和苯并呋喃基中选择，每个基可选地取代，最多可独立地从卤素、C1-C4烷基、C1-C4烷氧基、C1-C4烷基-S(O)n-（其中n为0、1或2）、硝基、乙酰基、-CF3、-SCF3和氰基中选择最多4个或在可能的情况下最多5个取代基；当Y为吲哚基时，它可以被取代或进一步被N-取代基取代，N-取代基从C1-C4烷基中选择；Z从OR3或F中选择，其中R3从H、C1-C6烷基和苯基C1-C6烷基中选择；R1和R2各自独立地为H或C1-C4烷基；以及其药学上可接受的盐，但有一个条件，即当Y为可选地取代的苯基或可选地取代的1,3-苯并二氧杂环戊基，Z为OR3且X为可选地取代的苯基时，A为-S-。
• [EN] 3-ARYLOXY/THIO-3-SUBSTITUTED PROPANAMINES AND THEIR USE IN INHIBITING SEROTONIN AND NOREPHINEPHRINE REUPTAKE<br/>[FR] COMPOSES PHARMACEUTIQUES
  申请人：LILLY CO ELI

  公开号：WO2004043904A1

  公开（公告）日：2004-05-27

  There is provided a compound of formula (I) wherein A is selected from -O- and -S-; X is selected from C2-C8 alkyl, C2-C8 alkenyl, C3-C8 cycloalkyl and C4-C8 cycloalkylalkyl, each of which may be optionally substituted with up to 3 substituents each independently selected from halo, C1-C4 alkyl, C1-C4 alkoxy, C1-C4 alkyl-S(O)n- where n is 0, 1 or 2, -CF3, -CN and -CONH2; Y is selected from phenyl, naphthyl, dihydrobenzothienyl, benzothiazolyl, benzoisothiazolyl, quinolyl, isoquinolyl, naphthyridyl, thienopyridyl, indanyl, 1,3-benzodioxolyl, benzothienyl, indolyl and benzofuranyl, each of which may be optionally substituted with up to 4 or, where possible, 5 substituents each independently selected from halo, C1-C4 alkyl, C1-C4 alkoxy, C1-C4 alkyl-S(O)n- where n is 0, 1 or 2, nitro, acetyl, -CF3, -SCF3 and cyano; and when Y is indolyl it may be substituted or further substituted by an N-substituent selected from C1-C4 alkyl; Z is selected from H, OR3 or F, wherein R3 is selected from H, C1-C6 alkyl and phenyl C1-C6 alkyl; R1 and R2 are each independently H or C1-C4 alkyl; with the proviso that, when Z is H, then Y may not be optionally substituted phenyl or optionally substituted naphthyl.

  提供一种具有以下结构的化合物（I）：其中A从-O-和-S-中选择；X从C2-C8烷基，C2-C8烯基，C3-C8环烷基和C4-C8环烷基烷基中选择，每种基团可能分别被选自卤素，C1-C4烷基，C1-C4烷氧基，C1-C4烷基-S(O)n-（其中n为0，1或2），-CF3，-CN和-CONH2的最多3个取代基所取代；Y从苯基，萘基，二氢苯并噻吩基，苯并噻唑基，苯并异噻唑基，喹啉基，异喹啉基，萘啉基，噻吩吡啉基，茚基，1,3-苯并二氧杂环戊基，苯并噻吩基，吲哚基和苯并呋喃基中选择，每种基团可能分别被选自卤素，C1-C4烷基，C1-C4烷氧基，C1-C4烷基-S(O)n-（其中n为0，1或2），硝基，乙酰基，-CF3，-SCF3和氰基的最多4个或在可能的情况下5个取代基所取代；当Y为吲哚基时，它可以被选自C1-C4烷基的N-取代基取代或进一步取代；Z从H，OR3或F中选择，其中R3从H，C1-C6烷基和苯基C1-C6烷基中选择；R1和R2分别独立地为H或C1-C4烷基；但是，当Z为H时，Y可能不是可选择地取代的苯基或可选择地取代的萘基。
• [EN] AZOLIDINONE-VINYL FUSED-BENZENE DERIVATIVES<br/>[FR] DERIVES DE BENZENE A FUSION AZOLIDINONE-VINYLE
  申请人：APPLIED RESEARCH SYSTEMS

  公开号：WO2004007491A1

  公开（公告）日：2004-01-22

  The present invention is related to azolidinedione-vinyl fused-benzene derivatives of formula (I) for the treatment and/or prophylaxis of autoimmune disorders and/or inflammatory diseases, cardiovascular diseases, neurodegenerative diseases, bacterial or viral infections, kidney diseases, platelet aggregation, cancer, graft rejection or lung injuries. Formula (I), wherein A, X, Y, Z, R1 , R2 and n are as described in the description.

  本发明涉及式(I)的噁唑烷二酮-乙烯融合苯衍生物，用于治疗和/或预防自身免疫性疾病和/或炎症性疾病、心血管疾病、神经退行性疾病、细菌或病毒感染、肾脏疾病、血小板聚集、癌症、移植排斥或肺部损伤。式(I)中，A、X、Y、Z、R1、R2和n如描述中所述。
• Heterodiene synthesis. Synthesis of fused thiopyrano [2,3-<i>d</i>]thiazole, Benzopyrano[3′,4′:4,5]thiopyrano[2,3-d]thiazole and thiazolo[3,4-c]triazine derivative
  作者：Sanaa O. Abd Allah、Hamdy A. Hammouda、Fatma A. Ali

  DOI：10.1002/jhet.5570220258

  日期：1985.3

  the fused thiopyrano[2,3-d]thiazolidinethione derivatives 2, 4 and 6, respectively. The salicylidene derivative 1 reacts with ethyl acrylate and malononitrile to afford the fused [1]benzopyrano[3′,4′:4,5]thiopyrano[2,3-d]thiazoles 3 and 9, respectively. 4-Phenylhydrazono-2-thiazolidinethione (11) reacts with ethyl bromoacetate and/or phenacyl bromide to yield the fused thiazolo[3,4-c]triazines 13 and

  5-水杨基内硫唑烷-2，4-二硫酮（1）与丙烯腈，N-苯基马来酰亚胺和乙二甲酸乙二甲酯二甲酯反应，分别得到稠合的硫代吡喃并[2，3- d ]噻唑烷硫酮衍生物2、4和6。水杨叉衍生物1与丙烯酸乙酯和丙二腈反应，分别得到稠合的[1]苯并吡喃并[3'，4'：4,5]硫代吡喃并[2,3- d ]噻唑3和9。4-苯基肼基-2-噻唑烷硫酮（11）与溴乙酸乙酯和/或苯甲酰溴反应生成稠合的噻唑并[3,4- c ]三嗪13和14。
• 5-(Ethoxymethylene)thiazolidine-2,4-dione Derivatives: Reactions and Biological Activities
  作者：Hamed A. Ead、Sanaa O. Abdallah、Nazmi A. Kassab、Nadia H. Metwalli、Yosry E. Saleh

  DOI：10.1002/ardp.198700038

  日期：1987.12

  The 5‐(ethoxymethylene)‐4‐thioxothiazolidin‐2‐ones 2a‐c were synthesized and reacted with acrylonitrile, ethyl acrylate. β‐nitrostyrene, N‐phenylmaleimide and malononitrile under different conditions, to yield the cycloaddition products 3–14. The antibacterial and antifungal activities of the new products were tested.

  合成了5-(乙氧基亚甲基)-4-硫代噻唑啉-2-酮2a-c，并与丙烯腈、丙烯酸乙酯反应。β-硝基苯乙烯、N-苯基马来酰亚胺和丙二腈在不同条件下生成环加成产物3-14。测试了新产品的抗菌和抗真菌活性。