Tegaserod maleate

Base Information

• Chemical Name: Tegaserod maleate
• CAS No.: 189188-57-6
• Molecular Formula: C16H23N5O^.C4H4O4
• Molecular Weight: 417.465
• Hs Code.: 2933990090
• Mol file: 189188-57-6.mol

Synonyms:(2E)-2-[(5-methoxy-1H-indol-3-yl)methylidene]-N-pentylhydrazinecarboximidamide (2Z)-but-2-enedioate (1:1);hydrazinecarboximidamide, 2-[(5-methoxy-1H-indol-3-yl)methylene]-N-pentyl-, (2E)-, (2Z)-2-butenedioate (1:1);Tegaserod;

Chemical Property of Tegaserod maleate

Chemical Property:

• Appearance/Colour: white powder
• Vapor Pressure: 2.15E-18mmHg at 25°C
• Melting Point: 180-183 °C
• Boiling Point: 661.4 °C at 760 mmHg
• Flash Point: 353.8 °C
• PSA: 168.38000
• LogP: 3.31610
• Storage Temp.: -20°C Freezer
• Solubility.: Acetonitrile (Slightly, Heated), DMSO (Slightly), Methanol (Sparingly)

Purity/Quality:

99% ^*data from raw suppliers

Tegaserod maleate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Description: Tegaserod maleate was launched as a new oral treatment of constipationpredominant or diarrhea-predominant irritable bowel syndrome. It can be prepared by condensation of the 5-methoxy-3-formylindole with the appropriate aminoguanidine. Tegaserod is a selective partial agonist of the excitatory 5-HT4 receptor (K1 = 18 nM in human caudate membranes) and was designed from the endogenous full agonist, seretonin. In the model of potentiation of the electrically stimulated contraction of longitudinal muscle of guinea pig ileum, Tegaserod exhibited a low-efficacy agonistic activity compared with serotonin. However, it appeared more potent in several studies on intestinal mucosal tissue from various species including man. A lack of effect on the QTc interval was shown in rabbits then confirmed during clinical studies. Tegaserod is also clinically developed for the treatment of other functional GI disorders such as functional dyspepsia and gastroesophageal reflux disease (GERD).
• Uses: Tegaserod maleate has been used to study its cytotoxic effects on human astrocytes and to study its effects as an anti-glioblastoma agent. Tegaserod is a gastroproeinetic used in the treatment of irritable bowel syndrome. A selective serotonin 5HT4-receptor partial agonist.

Technology Process of Tegaserod maleate

There total 2 articles about Tegaserod maleate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 90.0%

2-[(5-methoxy-1H-indol-3-yl)methylene]-N-pentylhydrazinecarboximidamide D-(+)-camphorsulphonate + maleic acid (110-16-7,26099-09-2) → tegaserod maleate (189188-57-6)

Guidance literature:

In dichloromethane; water; at 30 - 35 ℃; for 1h;

Reference yield: 70.2%

maleic acid (110-16-7,26099-09-2) + tegaserod (145158-71-0) → tegaserod maleate (189188-57-6)

Guidance literature:

In butanone; at 25 - 44 ℃; for 0.5 - 1h; Purification / work up;

upstream raw materials:

maleic acid

tegaserod

Refernces

• 1、 -. "Process for preparing form I of tegaserod maleate". Page/Page column 2-3. . Retrieved 2008/06/13.