2-异硫氰酸庚酯 | 21663-51-4

• 分子结构分类: 有机化合物 - 有机硫化合物 - 异硫氰酸盐
• 中文名称: 2-异硫氰酸庚酯
• 英文名称: 2-heptaneisothiocyanate
• 英文别名: 2-isothiocyanatoheptane
• CAS: 21663-51-4
• 化学式: C₈H₁₅NS
• 分子量: 157.28
• InChiKey: UPTLUDLHIIYPNC-UHFFFAOYSA-N

物化性质

• 沸点：
  100 °C
• 密度：
  0.91

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  10
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  44.4
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 危险等级：
  IRRITANT-HARMFUL
• 海关编码：
  2930909090

反应信息

• 作为反应物：
  描述：

  2-异硫氰酸庚酯 在 光气 、 potassium tert-butylate 、 三乙胺 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 生成 6-chloro-3-(1-methylhexyl)amino-4H-thieno[3,2-e]-1,2,4-thiadiazine 1,1-dioxide
  参考文献：
  名称：

  6-Chloro-3-alkylamino-4H-thieno[3,2-e]-1,2,4-thiadiazine 1,1-Dioxide Derivatives Potently and Selectively Activate ATP Sensitive Potassium Channels of Pancreatic β-Cells

  摘要：

  6-Chloro-3-alkylamino-4H-thieno[3,2-e]-1,2,4-thiadiazine 1,1-dioxide derivatives were synthesized and characterized as activators of adenosine 5'-triphosphate (ATP) sensitive potassium (K-ATP) channels in the beta-cells by measuring effects on membrane potential and insulin release in vitro. The effects on vascular tissue in vitro were measured on rat aorta and small mesenteric vessels. Selected compounds were characterized as competitive inhibitors of [H-3]glibenclamide binding to membranes of HEK293 cells expressing human SUR1/Kir6.2 and as potent inhibitors of insulin release in isolated rat islets. 6-Chloro-3-(1-methylcyclobutyl)amino-4H-thieno[3,2-e]-1,2,4-thiadiazine 1,1-dioxide (54) was found to bind and activate the SUR1/Kir6.2 KATP channels in the low nanomolar range and to be at least 1000 times more potent than the reference compound diazoxide with respect to inhibition of insulin release from rat islets. Several compounds, e.g., 3-propylamino- (30), 3-isopropylamino- (34), 3-(S)-sec-butylamino- (37), and 3-(1-methylcyclopropyl)amino-4H-thieno[3,2-e]-1,2,4-thiadiazine 1,1-dioxide (53), which were found to be potent and beta-cell selective activators of K-ATP channels in vitro, were found to inhibit insulin secretion in rats with minimal effects on blood pressure and to exhibit good oral pharmacokinetic properties.

  DOI：

  10.1021/jm0208121

文献信息

• [EN] FUSED 1,2,4-THIADIAZINE DERIVATIVES, THEIR PREPARATION AND USE<br/>[FR] DERIVES DE 1,2,4-THIADIAZINE FUSIONNEE, LEUR PREPARATION ET UTILISATION
  申请人：NOVO NORDISK A/S

  公开号：WO1999003861A1

  公开（公告）日：1999-01-28

  (EN) 1,2,4-Thiadiazine and 1,4-thiazine derivates represented by formula (I) wherein A, B, D, R1, R2, R3 and R4 are defined in the description, compositions thereof and methods for preparing the compounds are described. The compounds are useful in the treatment of diseases of the central nervous system, the cardiovascular system, the pulmonary system, the gastrointestinal system and the endocrinological system.(FR) L'invention concerne des dérivés de 1,2,4-thiadiazine et de 1,4-thiazine représentés par la formule (I), dans laquelle A, B, D, R1, R2, R3 et R4 sont tels que définis dans le descriptif. L'invention concerne en outre des compositions de ces dérivés et des procédés de préparation des composés. Les composés sont utiles dans le traitement de maladies du système nerveux central, l'appareil cardio-vasculaire, le système pulmonaire, l'appareil digestif et le système endocrinien.

  1,2,4-噻二嗪和1,4-噻嗪衍生物的化学式(I)如下，其中A、B、D、R1、R2、R3和R4的定义详见说明书。该发明还涉及这些衍生物的组合物和制备方法。这些化合物在治疗中枢神经系统、心血管系统、肺系统、消化系统和内分泌系统疾病方面具有用途。
• Organosulfur inhibitors of tyrosine phosphatases
  申请人：Wang Jing

  公开号：US20050065118A1

  公开（公告）日：2005-03-24

  Organosulfur modulators of tyrosine phosphatases and their use in the treatment of disease are disclosed.

  本发明揭示了酚磷酸酶的有机硫调节剂及其在治疗疾病中的应用。
• Fused 1,2,4-thiadiazine derivatives, their preparation and use
  申请人：Novo Nordisk A/S

  公开号：US06225310B1

  公开（公告）日：2001-05-01

  1,2,4-Thiadiazine and 1,4-thiazine derivates represented by formula (I): wherein A, B, D, R1, R2, R3 and R4 are defined in the description, compositions thereof and methods for preparing the compounds are described. The compounds are useful in the treatment of diseases of the central nervous system, the cardiovascular system, the pulmonary system, the gastrointestinal system and the endocrinological system.

  本发明涉及由式(I)表示的1,2,4-噻二嗪和1,4-噻嗪衍生物，其中A、B、D、R1、R2、R3和R4在说明书中有定义，描述了它们的组成以及制备这些化合物的方法。这些化合物在治疗中枢神经系统、心血管系统、肺系统、胃肠系统和内分泌系统疾病方面具有用途。
• DD126260
  申请人：——

  公开号：——

  公开（公告）日：——
• FUSED 1,2,4-THIADIAZINE DERIVATIVES, THEIR PREPARATION AND USE
  申请人：NOVO NORDISK A/S

  公开号：EP1000066A1

  公开（公告）日：2000-05-17

表征谱图