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Alosetron

Alosetron

CAS: 122852-42-0

Molecular Formula: C17H18N4O

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Alosetron - Names and Identifiers

Name Alosetron
Synonyms GR68755
GR-68755
GR 68755
Alosetron
ALOSETRON
LOTRONEX
GR-68755X
GR 68755X
UNII-13Z9HTH115
Alosetron(GR-68755X
5-METHYL-2-[(5-METHYL-1H-IMIDAZOL-4-YL)METHYL]-3,4-DIHYDROPYRIDO[4,3-B]INDOL-1-ONE
5-methyl-2-[(5-methyl-1H-imidazol-4-yl)methyl]-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indol-1-one
2,3,4,5-Tetrahydro-5-methyl-2-((5-methyl-1H-imidazol-4-yl)methyl)-1H-pyrido(4,3-b)indol-1-one
5-Methyl-2-[(4-methyl-1H-imidazol-5-yl)methyl]-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indol-1-one
1H-Pyrido[4,3-b]indol-1-one, 2,3,4,5-tetrahydro-5-methyl-2-[(4-methyl-1H-imidazol-5-yl)methyl]-
1H-Pyrido(4,3-b)indol-1-one, 2,3,4,5-tetrahydro-5-methyl-2-((5-methyl-1H-imidazol-4-yl)methyl)-
ALOSETRON2,3,4,5-Tetrahydro-5-methyl-2-((5-methyl-1H-imidazol-4-yl)methyl)-1H-pyrido(4,3-b)indol-1-one
CAS 122852-42-0
InChI InChI=1/C17H18N4O/c1-11-13(19-10-18-11)9-21-8-7-15-16(17(21)22)12-5-3-4-6-14(12)20(15)2/h3-6,10H,7-9H2,1-2H3,(H,18,19)

Alosetron - Physico-chemical Properties

Molecular FormulaC17H18N4O
Molar Mass294.35
Density1.34±0.1 g/cm3(Predicted)
Melting Point238-240 °C
Boling Point648.1±55.0 °C(Predicted)
Flash Point345.8°C
Vapor Presure1.1E-16mmHg at 25°C
pKa14.10±0.10(Predicted)
Storage Condition-20℃
Refractive Index1.706
Physical and Chemical Propertiesalosetron hydrochloride, chemical name 2,3,4, 5-tetrahydro-5-methyl-2-[(5-methyl -1H-imidazol-4-yl) methyl]-1H-pyrido [4,3-b] Indole-l-one hydrochloride is a 5-HT3 receptor antagonist developed by g1axo Smith Kline, UK.
In vivo study Dexamethasone and Alosetron-treated (1 mg/kg; ip; daily for 6 days) rats exhibits a significant decrease in the diarrhea index, in comparison with TNBS-control group, especially after the initial 2 days of treatment following the induction of colitis.

Alosetron - Risk and Safety

Hazard SymbolsXi - Irritant
Irritant
Risk Codes36/37/38 - Irritating to eyes, respiratory system and skin.
Safety DescriptionS26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36 - Wear suitable protective clothing.

Alosetron - Nature

Open Data Verified Data

an off-white or pale yellow crystal obtained from anhydrous ethanol with a melting point of 238-240 °c.

Last Update:2024-01-02 23:10:35

Alosetron - Preparation Method

Open Data Verified Data

3-methoxyformyl -2.4-dioxopiperidine sodium salt was dissolved in water, adjusted pH with concentrated hydrochloric acid, extracted with chloroform, dried, distilled under reduced pressure, most of the solvent; Cooled, filtered, the solid was dissolved in acetonitrile and reacted at reflux to give 2,4 piperidinedione after work-up. Add it to ethylene glycol monomethyl ether, then add N-Methyl Phenyl hydrazine, stir at room temperature; Add water, cool, filter, get 5,6-= hydrogen one}(2-methyl -2-Phenyl hydrazine)-2 (11-d-pyridone. The pyridone was added to sulfuric acid, and after the reaction, sodium hydroxide aqueous solution was added dropwise, filtered and recrystallized to obtain 2,3,4,5-tetrahydro-5-methyl-1h-pyrido [4,3-b] Indole -1-one. The indolinone, P-toluenesulfonic acid and 4-hydroxymethyl-5-methylimidazolium hydrochloride were dissolved in N-methylpyrrolidone, reacted at a certain temperature, and cooled to obtain alosetron. Re-dissolved in ethanol, drop into concentrated hydrochloric acid, that is, alosetron hydrochloride.

Last Update:2025-06-10 22:55:16

Alosetron - Application

Open Data Verified Data

It was developed by glaxom (Glaxo Wll-came) pharmaceutical company and was first officially listed in the United States in March 2000. A highly selective 5 HT3 receptor antagonist. Suitable for the treatment of the main symptom is Diarrhea of women with irritable bowel syndrome, but also can treat a variety of symptoms, including Abdominal Pain, urgent stool, frequent stool and constipation. But it can reduce the blood perfusion of the small intestine (ischemic enteritis), leading to severe obstruction or rupture of the intestine (rupture of the intestine is one of the complications of severe constipation).

Last Update:2025-08-19 16:24:40

Alosetron - Reference Information

biological activity Alosetron (GR 68755) is an efficient and highly selective 5-HT3 receptor (5-HT3 receptor) antagonist. Alosetron is used in the study of irritable bowel syndrome (IBS). Alosetron blocked 5HT3-mediated rapid depolarization of guinea pig intermuscular and submucosal neurons, IC50 was at ~ 55 nM. Alosetron reduce the visceral nociceptive effect of rectal dilatation in awake or anesthetized dogs. Has anti-inflammatory activity.
production method dissolve 3-methoxyformyl -2, 4-dioxopiperidine sodium salt in water, adjust pH with concentrated hydrochloric acid, extract chloroform, dry, and evaporate most of the solvent under reduced pressure; cooling, filtering, dissolving the solid in acetonitrile, refluxing reaction, and 2, 4-piperidinedione after treatment. Add it to ethylene glycol monomethyl ether, then add N-methylphenylhydrazine, stir at room temperature; add water, cool, and filter to obtain 5, 6-dihydro-4-(2-methyl-2-phenylhydrazine)-2-(1H)-pyridone. Add the pyridone to sulfuric acid, add sodium hydroxide aqueous solution dropwise after the reaction, filter and recrystallize to obtain 2,3,4, 5-tetrahydro-5-methyl-1H-pyridino [4,3-b] indole -1-one, the indole ketone, p-toluenesulfonic acid and 4-methyl -5-methylimidazole hydrochloride are dissolved in N-methyl pyrrolidone and reacted at a certain temperature, after cooling, alosetron is obtained. Soluble in ethanol and drip in concentrated hydrochloric acid to obtain alosetron hydrochloride.
Last Update:2024-04-09 21:01:54
Alosetron
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Shanghai Macklin Biochemical Co., Ltd
Featured ProductsSpot supply
Product Name: Alosetron Visit Supplier Webpage Request for quotation
CAS: 122852-42-0
Tel: +86-18821248368
Email: Int06@meryer.com
Mobile: +86-18821248368
QQ: 495145328 Click to send a QQ message
WhatsApp: +86-18821248368
Shanghai Amole Biotechnology Co., Ltd.
Spot supply
Product Name: Alosetron Request for quotation
CAS: 122852-42-0
Tel: 400-968-2212
Email: 3623107365@qq.com
Mobile: 18916960931
QQ: 3623107365 Click to send a QQ message
Wechat: 18916960931
SHANGHAI ACMEC BIOCHEMICAL TECHNOLOGY CO., LTD.
Spot supply
Product Name: Alosetron Visit Supplier Webpage Request for quotation
CAS: 122852-42-0
Tel: +86-400-900-4166
Email: product@acmec-e.com
Mobile: +86-18621343501
QQ: 2881950922 Click to send a QQ message
Wechat: 18621343501
WhatsApp: +86-18621343501
MedChemExpress (MCE)
Spot supply
Product Name: GR 68755; GR 68755X Visit Supplier Webpage Request for quotation
CAS: 122852-42-0
Tel: 609-228-6898
Email: sales@medchemexpress.com
     tech@medchemexpress.com
Mobile: 609-228-6898
SKYRUN INDUSTRIAL CO.,LTD
Spot supply
Product Name: ALOSETRON Visit Supplier Webpage Request for quotation
CAS: 122852-42-0
Tel: +86 0571-86722205
Email: sales@chinaskyrun.com
Mobile: +8618958170122
QQ: 2531159185 Click to send a QQ messageSend QQ message
Wechat: chinaskyrun
Shanghai Yuanye Bio-Technology Co., Ltd.
Product Name: Alosetron Visit Supplier Webpage Request for quotation
CAS: 122852-42-0
Tel: 18301782025
Email: 3008007409@qq.com
Mobile: 18021002903
QQ: 3008007409 Click to send a QQ message
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Alosetron
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