[4-(methylthio)phenylthio]methanebisphosphonic acid | 151425-91-1

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机膦酸及其衍生物
• 英文名称: [4-(methylthio)phenylthio]methanebisphosphonic acid
• 英文别名: (4-methylthiophenyl)thiomethane-1,1-bisphosphonic acid；(4-methylthiophenylthio)methane-1,1-bisphosphonic acid；(4-Methylthiophenyl)thiomethanediphosphonic acid；Ezh47ZB2YF；[(4-methylsulfanylphenyl)sulfanyl-phosphonomethyl]phosphonic acid
• CAS: 151425-91-1
• 化学式: C₈H₁₂O₆P₂S₂
• 分子量: 330.259
• InChiKey: ONKXKYBOHBTXEF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.4
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  166
• 氢给体数：
  4
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  [4-(methylthio)phenylthio]methanebisphosphonic acid 以92%的产率得到(4-chlorophenyl) thiomethanediphosphonic acid
  参考文献：
  名称：

  Process for production of methanediphosphonic acid compound

  摘要：

  一种生产l-烷基硫代甲二膦酸化合物或1-芳基硫代甲二膦酸化合物的方法，其特征在于通过将硫醇酸盐副产物作为不溶性盐去除，在由以下公式表示的缩聚中：##STR1##其中R'.sub.1代表具有1至6个碳原子的直链或支链烷基基团，R.sub.2代表烷基或芳基基团，R.sub.1代表药用可允许的阳离子、氢原子或具有1至6个碳原子的直链或支链烷基基团。与传统方法相比，本发明显著提高了产率，并同时简化了纯化过程，因此在经济和工业角度上非常有用。

  公开号：

  US05886206A1
• 作为产物：
  描述：

  亚甲基二磷酸四异丙酯 、 1,2-bis[4-(methylthio)phenyl]disulfane 在 potassium tert-butylate 、 sodium carbonate 作用下， 以 盐酸 、 二氯甲烷 、 水 、 丙酮 、 甲苯 为溶剂， 生成 [4-(methylthio)phenylthio]methanebisphosphonic acid
  参考文献：
  名称：

  Process for production of methanediphosphonic acid compound

  摘要：

  一种生产l-烷基硫代甲二膦酸化合物或1-芳基硫代甲二膦酸化合物的方法，其特征在于通过将硫醇酸盐副产物作为不溶性盐去除，在由以下公式表示的缩聚中：##STR1##其中R'.sub.1代表具有1至6个碳原子的直链或支链烷基基团，R.sub.2代表烷基或芳基基团，R.sub.1代表药用可允许的阳离子、氢原子或具有1至6个碳原子的直链或支链烷基基团。与传统方法相比，本发明显著提高了产率，并同时简化了纯化过程，因此在经济和工业角度上非常有用。

  公开号：

  US05886206A1

文献信息

• Methanediphosphonate derivative, its manufacturing process and its
  申请人：Toray Industries, Inc.

  公开号：US05527940A1

  公开（公告）日：1996-06-18

  The present invention relates to a methanediphosphonate derivative, its manufacturing process and pharmaceutical applications, that is represented with the following formula: ##STR1## (wherein, B is either hydrogen, an alkyl group, hydroxyl group, alkoxy group or amino group, D is either sulfur, oxygen, NH, alkyl-substituted N, CH.sub.2 or SCH.sub.2, X represents an alkyl group, alkyl group having a hetero atom as a substitution group, an aryl group or an acyl group, m represents an integer of 1 to 5, and R.sup.1, R.sup.2, R.sup.3 and R.sup.4 independently represent hydrogen, alkyl groups having 1 to 7 carbon atoms or pharmaceutically allowable cations). The compound of the present invention has excellent IL-1 inhibitory action, antioxidation action and bone resorption inhibitory action, and is useful as an antiinflammatory agent, antirheumatic, bone metabolic disease drug, autoimmune disease drug, osteoporosis drug and so forth.

  本发明涉及一种甲烷二膦酸酯衍生物，其制造工艺和药用应用，其表示如下式：##STR1##（其中，B为氢、烷基、羟基、烷氧基或氨基，D为硫、氧、NH、烷基取代的N、CH.sub.2或SCH.sub.2，X代表烷基、具有杂原子的烷基取代基、芳基或酰基，m表示1到5的整数，R.sup.1、R.sup.2、R.sup.3和R.sup.4分别代表氢、具有1到7个碳原子的烷基或药学上允许的阳离子）。本发明的化合物具有优异的IL-1抑制作用、抗氧化作用和抑制骨吸收作用，并可用作抗炎药、抗风湿药、骨代谢疾病药、自身免疫疾病药、骨质疏松症药等。
• METHANEDIPHOSPHONIC ACID DERIVATIVE, PRODUCTION THEREOF AND MEDICINAL USE THEREOF
  申请人：TORAY INDUSTRIES, INC.

  公开号：EP0594857A1

  公开（公告）日：1994-05-04

  A methanediphosphonic acid derivative represented by formulae (I) or (II), a process for producting the same, and a medicinal use thereof, wherein B represents hydrogen, alkyl, hydroxy, alkoxy or amino; D represents sulfur, oxygen, NH, alkyl-substituted nitrogen, CH₂ or SCH₂; X represents alkyl which may be substituted by a heteroatom, aryl or acyl; m represents an integer of 1 to 5; and R¹, R², R³ and R⁴ represent each independently hydrogen, C₁ to C₇, alkyl or a pharmacologically acceptable cation. The compound is excellent in IL-1 inhibition, antioxidant activity and bone resorption inhibition and useful for treating inflammation, rheumatism, bone metabolism disorder, autoimmune disease, osteoporosis, and so forth.

  一种由式(I)或(II)代表的甲烷二膦酸衍生物、制备该衍生物的工艺及其医药用途，其中 B 代表氢、烷基、羟基、烷氧基或氨基；D 代表硫、氧、NH、烷基取代的氮、CH₂或 SCH₂；X 代表可被杂原子、芳基或酰基取代的烷基；m 代表 1 至 5 的整数；以及 R¹、R²、R³ 和 R⁴ 各自独立地代表氢、C₁ 至 C₇、烷基或药理学上可接受的阳离子。该化合物具有优异的抑制 IL-1、抗氧化活性和抑制骨吸收的作用，可用于治疗炎症、风湿病、骨代谢紊乱、自身免疫性疾病、骨质疏松症等。
• PROCESS FOR PRODUCING METHANEDIPHOSPHONIC ACID COMPOUND
  申请人：TORAY INDUSTRIES, INC.

  公开号：EP0725070A1

  公开（公告）日：1996-08-07

  A process for production of 1-alkylthiomethanediphosphonic acid compound or 1-arylthiomethanediphosphonic acid compound characterized by removing a thiolate byproduct as an insoluble salt, in the condensation represented by the following formula: wherein R'1 represents a linear or branched alkyl group having 1 to 6 carbon atoms, R2 represents an alkyl or aryl group, R1 represents a pharmaceutically allowable cation, hydrogen atom, or linear or branched alkyl group having 1 to 6 carbon atoms. The present invention significantly improves the yield compared with conventional methods, and simplifies the purification process at the same time, thus is extremely useful in an economical and industrial points of view.

  一种生产 1-烷基硫代甲烷二膦酸化合物或 1-芳基硫代甲烷二膦酸化合物的工艺，其特征是在下式表示的缩合过程中，除去作为不溶性盐的硫代副产物： 其中 R'1 代表具有 1 至 6 个碳原子的直链或支链烷基，R2 代表烷基或芳基，R1 代表药学上允许的阳离子、氢原子或具有 1 至 6 个碳原子的直链或支链烷基。与传统方法相比，本发明大大提高了产率，同时简化了纯化过程，因此从经济和工业角度来看是非常有用的。
• REMEDIES FOR INTRAMEDULLARY DISEASES
  申请人：TORAY INDUSTRIES, INC.

  公开号：EP0998934A1

  公开（公告）日：2000-05-10

  Remedies fix intramedullary diseases which are efficacious in correcting intramedullary biological balance, in particular, preventing inflammatory cellular infiltration and preventing increase in cell proliferation factors. These remedies contain as the active ingredient methanebisphosphonic acid derivatives, esters thereof, pharmaceutically acceptable salts thereof or hydrates of the same. Because of showing excellent therapeutic effects on intramedullary diseases, the above derivatives are expected as useful in preventing and treating intramedullary diseases such as rheumatoid arthritis, multiple myeloma and osteomyelitis. These compounds are also expected as useful in preventing and treating diseases of the hematopoietic system such as aplastic anemia and myelocytic leukemia.

  治疗髓内疾病的药物，可有效纠正髓内生物平衡，特别是防止炎症细胞浸润和防止细胞增殖因子增加。这些疗法的活性成分包括甲烷二膦酸衍生物、其酯类、药学上可接受的盐类或其水合物。由于上述衍生物对髓内疾病有很好的治疗效果，因此有望用于预防和治疗类风湿性关节炎、多发性骨髓瘤和骨髓炎等髓内疾病。这些化合物还有望用于预防和治疗再生障碍性贫血和骨髓细胞白血病等造血系统疾病。
• DRUGS FOR PERIODONTAL DISEASES
  申请人：TORAY INDUSTRIES, INC.

  公开号：EP1114642A1

  公开（公告）日：2001-07-11

  An agent for periodontal disease includes, as an active component, a methanebisphosphonic acid derivative or a hydrate thereof represented by the general formula (I): [wherein X, Y, m, n, ···, A, B, R1, R2, R3 and R4 have the same meanings as defined in the description] The methanebisphosphonic acid derivative represented by the general formula (I) or a hydrate thereof according to the present invention has activities such as inhibitory effect on cell infiltration to the affected part associated with periodontal disease, and is useful for the prophylaxis or treatment of periodontal disease.

  一种治疗牙周病的制剂包括作为活性成分的甲烷二膦酸衍生物或其水合物，由通式(I)表示： [其中 X、Y、m、n、------、A、B、R1、R2、R3 和 R4 的含义与说明中所定义的相同。］ 根据本发明，通式（I）代表的甲烷二膦酸衍生物或其水合物具有抑制细胞向与牙周病有关的受影响部位浸润等活性，可用于牙周病的预防或治疗。