2-甲基-1'-氮杂螺[[1,3]氧硫杂环戊烷-5,3'-二环[2.2.2]辛烷](盐酸盐) | 173553-37-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氮杂螺癸烷衍生物
• 中文名称: 2-甲基-1'-氮杂螺[[1,3]氧硫杂环戊烷-5,3'-二环[2.2.2]辛烷](盐酸盐)
• 英文名称: Cevimeline hydrochloride
• 英文别名: 2-methylspiro (1,3-oxathiolane-5,3')quinuclidine hydrochloride；hydron;2-methylspiro[1,3-oxathiolane-5,3'-1-azabicyclo[2.2.2]octane];chloride
• CAS: 173553-37-2
• 化学式: C₁₀H₁₇NOS*ClH
• 分子量: 235.778
• InChiKey: SURWTGAXEIEOGY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.98
• 重原子数：
  14
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  37.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  3-奎宁环酮盐酸盐 在 三氟化硼乙醚 、 硫化氢 、 potassium tert-butylate 、 sodium hydroxide 作用下， 以 二氯甲烷 、 水 、 二甲基亚砜 为溶剂， 反应 11.0h， 生成 2-甲基-1'-氮杂螺[[1,3]氧硫杂环戊烷-5,3'-二环[2.2.2]辛烷](盐酸盐)
  参考文献：
  名称：

  A new route to cevimeline

  摘要：

  The present work demonstrates a new route for the synthesis of cevimeline in which safe and odorless thiourea is utilized as a thiolating reagent. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.03.090

文献信息

• Process for the preparation and purification of cis-2-methylspiro(1,3-oxathiolane-5,3')quiniclidine hydrochloride
  申请人：Bratovanov Svetoslav S.

  公开号：US20090182146A1

  公开（公告）日：2009-07-16

  An industrially acceptable process for the preparation and purification of cis-2-methylspiro(1,3-oxathiolane-5,3′)quiniclidine from a cisitrans mixture of isomers. Treatment of the mixture with an organic sulfonice acid generates a less soluble acid addition salt that is enriched in the cis-isomer. Recrystallization or pulping using various organic solvents allows for enrichment of the cis-isomer by filtration. These new sulfonic acid salts of the cis-isomer of 2-methylspiro(1,3-oxathiolane-5,3′)quiniclidine prepared according to the present invention could be further converted into the hydrochloride salt by any known procedures such as treatment with a base and then hydrochloric acid salt formation or exchange of the sulfonic acid salt with hydrochloric acid.

  一种工业上可接受的过程，用于从顺式/反式异构体的混合物中制备和纯化cis-2-甲基螺(1,3-噻吩环-5,3′)喹诺啉。用有机磺酸处理混合物会产生一种溶解性较低的酸加合盐，其中富集了顺式异构体。通过结晶再结晶或使用各种有机溶剂进行过滤，可以实现对顺式异构体的富集。根据本发明制备的cis-异构体2-甲基螺(1,3-噻吩环-5,3′)喹诺啉的这些新磺酸盐可以通过任何已知的程序进一步转化为盐酸盐，例如用碱处理然后形成盐酸盐，或者用盐酸交换磺酸盐。
• Dry skin remedies
  申请人：——

  公开号：US20020004056A1

  公开（公告）日：2002-01-10

  Novel dry skin remedies useful for treatment dry skin, containing as the active ingredient spiro [oxathiolane-quinuclidine] derivatives represented by general formula (I) or acid addition salts thereof, desirably cis-2-methylspiro [1,3-oxathiolane-5,3′-quinuclidine] hydrochloride. The remedies promote the secretion of sebaceous and sweat glands through oral or parenteral administration to treat dry skin, thus being useful as drugs. 1

  治疗干燥皮肤的小说干燥皮肤疗法，其活性成分为一般式（I）或其酸加成盐所代表的螺环氧硫烷-喹诺啉衍生物，最好是顺式-2-甲基螺环氧硫烷-5,3'-喹诺啉盐酸盐。该疗法通过口服或经肌肉注射促进皮脂腺和汗腺的分泌，治疗干燥皮肤，因此可用作药物。
• Spirooxathiolane-quinuclidine derivative, for treating Sjoegren syndrome
  申请人：SNOW BRAND MILK PRODUCTS CO., LTD.

  公开号：EP0578511A1

  公开（公告）日：1994-01-12

  A composition for treating Sjoegren syndrome disease is disclosed. The composition comprises derivative of spirooxathiolane-quinuclidine of the following formula (I), wherein Z is =CR¹R², wherein R¹ and R² may be the same or different and each represents hydrogen, alkyl, cyclopentyl, cyclohexyl, aryl, diarylmethylol, or alkyl which may be substituted by one or more aryl groups, or an acid addition salt thereof. Especially effective is an administration of a hydrochloric acid addition salt of 2-methylspiro(1,3-oxathiolane-5,3')quinuclidine.

  本发明公开了一种用于治疗斯乔格伦综合征疾病的组合物。该组合物包括下式(I)的螺环氧乙烷-奎宁环衍生物、 其中 Z 为 =CR¹R²，其中 R¹ 和 R² 可以相同或不同，且各自代表氢、烷基、环戊基、环己基、芳基、二芳基甲醇或可被一个或多个芳基取代的烷基，或其酸加成盐。 特别有效的是 2-甲基螺(1,3-氧硫杂环戊烷-5,3')喹吖啶的盐酸加成盐。
• Spirooxathiolane-quinuclidine derivative for the treatment of xerostomia
  申请人：SNOW BRAND MILK PRODUCTS CO., LTD.

  公开号：EP0689836A1

  公开（公告）日：1996-01-03

  A therapeutic agent for the treatment of xerostomia comprises a derivative of spirooxathiolane-quinuclidine or an acid addition salt thereof as an active ingredient represented by the following formula [I]: (wherein R¹ and R may be the same or different and each represents hydrogen, alkyl, cyclopentyl, cyclohexyl, aryl, diarylmethylol, or alkyl which may be substituted by one or more aryl groups). The above therapeutic agent can be administered orally or parentally and cure xerostomia. Specifically, the agent can be used for improving and/or curing dry mouth caused by various diseases with organic changes in salivary gland, lesions in salivary gland accompanied with systemic diseases, necrosis of salivary gland cell by radiotherapy, HIV infection (AIDS), hypo-function of saliva secretion, affection of various medicines taken and, further, mental fatigue or bad conditions due to complex social life situations.

  一种用于治疗口腔干燥症的治疗剂包括螺环硫醇喹吖啶衍生物或其酸性加成盐，作为下式[I]所代表的活性成分： (其中R¹和R可以相同或不同，各自代表氢、烷基、环戊基、环己基、芳基、二芳基甲醇或可被一个或多个芳基取代的烷基）。 上述治疗剂可以口服或亲代给药，治疗口腔干燥症。具体而言，本制剂可用于改善和/或治疗因唾液腺器质性病变的各种疾病、唾液腺病变并伴有全身性疾病、放疗导致的唾液腺细胞坏死、艾滋病毒感染（艾滋病）、唾液分泌功能低下、服用的各种药物的影响以及复杂的社会生活环境导致的精神疲劳或不良状况引起的口干。
• EP1142575A4
  申请人：——

  公开号：EP1142575A4

  公开（公告）日：2002-07-24