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189188-57-6

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189188-57-6 Usage

Description

Tegaserod maleate, also known by its brand names Zelnorm (Novartis) and Zelmac, is a selective serotonin 5HT4-receptor partial agonist. It is a white powder that was launched as a new oral treatment for constipation-predominant or diarrhea-predominant irritable bowel syndrome (IBS). Tegaserod is prepared by condensation of the 5-methoxy-3-formylindole with the appropriate aminoguanidine. It acts as a selective partial agonist of the excitatory 5-HT4 receptor, exhibiting low-efficacy agonistic activity compared to serotonin. Tegaserod has also been studied for its cytotoxic effects on human astrocytes and its potential as an anti-glioblastoma agent.

Uses

1. Used in Pharmaceutical Industry:
Tegaserod maleate is used as a gastroprokinetic agent for the treatment of irritable bowel syndrome (IBS). It helps in managing constipation-predominant or diarrhea-predominant IBS by acting as a selective serotonin 5HT4-receptor partial agonist, which aids in the regulation of gut motility and secretion.
2. Used in Oncology Research:
Tegaserod maleate is used as a cytotoxic agent for studying its effects on human astrocytes and as an anti-glioblastoma agent. Its potential application in oncology research is significant, as it may contribute to the development of new treatments for glioblastoma, a type of brain cancer.
3. Used in Clinical Development for GI Disorders:
Tegaserod maleate is also clinically developed for the treatment of other functional gastrointestinal (GI) disorders such as functional dyspepsia and gastroesophageal reflux disease (GERD). Its role as a selective serotonin 5HT4-receptor partial agonist makes it a promising candidate for managing various GI disorders by improving gut motility and reducing symptoms.

Originator

Novartis (Switzerland)

Biochem/physiol Actions

It stimulates neurotransmitter release from enteric nerves and regularizes gastrointestinal function. Tegaserod has been used to treat irritable bowel syndrome associated with constipation and chronic constipation.

Check Digit Verification of cas no

The CAS Registry Mumber 189188-57-6 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,8,9,1,8 and 8 respectively; the second part has 2 digits, 5 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 189188-57:
(8*1)+(7*8)+(6*9)+(5*1)+(4*8)+(3*8)+(2*5)+(1*7)=196
196 % 10 = 6
So 189188-57-6 is a valid CAS Registry Number.
InChI:InChI=1/C16H23N5O.C4H4O4/c1-3-4-5-8-18-16(17)21-20-11-12-10-19-15-7-6-13(22-2)9-14(12)15;5-3(6)1-2-4(7)8/h6-7,9-11,19H,3-5,8H2,1-2H3,(H3,17,18,21);1-2H,(H,5,6)(H,7,8)/b20-11+;2-1-

189188-57-6 Well-known Company Product Price

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  • Sigma

  • (SML1504)  Tegaserod maleate  ≥98% (HPLC)

  • 189188-57-6

  • SML1504-10MG

  • 1,107.99CNY

  • Detail
  • Sigma

  • (SML1504)  Tegaserod maleate  ≥98% (HPLC)

  • 189188-57-6

  • SML1504-50MG

  • 4,469.40CNY

  • Detail

189188-57-6SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name tegaserod maleate

1.2 Other means of identification

Product number -
Other names Tegaserod Maleate

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:189188-57-6 SDS

189188-57-6Synthetic route

2-[(5-methoxy-1H-indol-3-yl)methylene]-N-pentylhydrazinecarboximidamide D-(+)-camphorsulphonate

2-[(5-methoxy-1H-indol-3-yl)methylene]-N-pentylhydrazinecarboximidamide D-(+)-camphorsulphonate

maleic acid
110-16-7

maleic acid

tegaserod maleate
189188-57-6

tegaserod maleate

Conditions
ConditionsYield
In dichloromethane; water at 30 - 35℃; for 1h;90%
maleic acid
110-16-7

maleic acid

tegaserod
145158-71-0

tegaserod

tegaserod maleate
189188-57-6

tegaserod maleate

Conditions
ConditionsYield
In butanone at 25 - 44℃; for 0.5 - 1h; Purification / work up;70.2%
In methanol at 25℃; for 0.5h;
In methanol; dichloromethane at 25℃; for 1h; Heating / reflux;
In methanol; isopropyl alcohol at 25℃; for 1h;

189188-57-6Downstream Products

189188-57-6Relevant articles and documents

New tegaserod maleate polymorphs and process for their preparation

-

Page/Page column 4, (2008/12/07)

The present invention refers to two new tegaserod maleate polymorfs (α and β) and to processes for their preparation.

NOVEL CRYSTALLINE FORMS OF TEGASEROD MALEATE

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Page 4, (2008/06/13)

The present invention relates to novel crystalline forms to tegaserod maleate, to processes for their preparation and to pharmaceutical compositions containing them.

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