66981-73-5 硫耐扑定

硫耐扑定

英文名称:Tianeptine
CAS:

66981-73-5

分子式:C21H25ClN2O4S
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  • 化合物简介
  • 基本信息
  • 编号系统
  • 物化性质
  • 安全信息
  • 生产方法及用途
  • MSDS
  • 图谱
  • 毒性

硫耐扑定简介

Tianeptine (brand names Stablon, Coaxil, Tatinol, Tianeurax and Salymbra) is a drug used primarily in the treatment of major depressive disorder, although it may also be used to treat asthma or irritable bowel syndrome. Chemically it is a tricyclic antidepressant (TCA), but it has different pharmacological properties than typical TCAs as recent research suggests that tianeptine produces its antidepressant effects through indirect alteration of glutamate receptor activity (i.e., AMPA receptors and NMDA receptors) and release of BDNF, in turn affecting neural plasticity.
Tianeptine has antidepressant and anxiolytic (anti-anxiety) properties with a relative lack of sedative, anticholinergic and cardiovascular adverse effects, thus suggesting it is particularly suitable for use in the elderly and in those following alcohol withdrawal; such persons can be more sensitive to the adverse effects of psychotropic drugs. Recent results indicate possible anticonvulsant (anti-seizure) and analgesic (painkilling) activity of tianeptine via immediate or downstream modulation of adenosine A1 receptors (as the effects could be experimentally blocked by antagonists of this receptor).
Tianeptine is a low-affinity full agonist at the μ-opioid[note 1] and δ-opioid receptors with negligible effect at the κ-opioid receptors. μ-Opioid agonists typically induce euphoria, and in accordance, tianeptine does so at high doses well above the normal therapeutic range.
Tianeptine was discovered and patented by The French Society of Medical Research in the 1960s. Currently, tianeptine is approved in France and manufactured and marketed by Laboratories Servier SA; it is also marketed in a number of other European countries under the trade name “Coaxil” as well as in Asia (including Singapore) and Latin America as “Stablon” and “Tatinol” but it is not available in Australia, Canada, New Zealand, the U.K. or the U.S..

硫耐扑定基本信息

中文名称 硫耐扑定 英文名称 Tianeptine
中文别名

噻奈普汀; 7-[(3-氯-6,11-二氢-6-甲基二苯并[c,f][1,2]-硫氮杂卓-11-基)-氨基]庚酸 S,S-二氧化物; 噻奈普汀酸; 噻萘普汀酸;

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英文别名

Tianeptina; Tianeptinum; COAXIL; Tianeptina [inn-spanish]; Tianeotine;

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CAS号 66981-73-5 分子式 C21H25ClN2O4S
分子量 436.95200 精确质量 436.12200
PSA 95.09000 LOGP 5.72930

硫耐扑定编号系统

EINECS号 614-004-0

硫耐扑定物化性质

外观与性状:
白色固体
密度:
1.38 g/cm3
沸点:
609.2ºC at 760 mmHg
熔点:
129-131°C
闪点:
322.2ºC
折射率:
1.639

安全信息

危险品运输编码:
3249
危险类别:
6.1(b)
包装等级:
III

生产方法及用途

生产方法

27.6g(0.16m
o1)新蒸馏过的7-氨基庚酸乙酯溶于40ml硝基甲烷,在剧烈搅拌下,把该溶液一次性加到26.2g(0.08m
o1)5,8-二氯-10-二氧-11-甲基二苯并[c,f]硫杂氮杂卓悬浮于120ml硝基甲烷的溶液,在55℃ 加热30min。真空浓缩,剩余物溶入水。用乙醚提取,提取液浓缩至干,得36g粗酯化物。 30g(0.065m
o1)该粗酯化物和2.8g(0.07m
o1)氢氧化钠在75ml乙醇和25ml水中,回流1h。减压蒸去乙醇,剩余液溶入150ml水。该水溶液用75ml氯仿提取2次后,减压蒸去水。将钠盐溶人150ml氯仿,用无水硫酸钠干燥后,加入无水乙醚使产物析出。过滤收集,用乙醚洗,50℃干燥,得13g噻奈普汀钠,熔点180℃(分解)。

用途

主要作用于5-HT系统,无兴奋,镇静,抗乙酰胆碱和心脏的毒性。用于抑郁症。

SDS 1.0 中文 展开
SDS 1.0 英文 展开
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核磁图谱 1H NMR : Predict

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毒性类型/接触途径 测试类型 测试物种 剂量/时间 毒性作用
生殖毒性

(皮下)

TDLo - 公布的最低毒性剂量 啮齿动物 - 大鼠 150 mg/kg,受孕后7-21天(女) 1、生殖毒性-具体的发育异常-中枢神经系统
硫耐扑定
CAS号:66981-73-5 分子式:C21H25ClN2O4S 分子量:436.95200

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