123258-84-4

Basic information

• Product Name: Itasetron
• Synonyms: Itasetron [USAN:INN]; 1H-Benzimidazole-1-carboxamide, 2,3-dihydro-N-(8-methyl-8-azabicyclo(3.2.1)oct-3-yl)-2-oxo, endo-; 2-Oxo-N-1alphaH,5alphaH-tropan-3alpha-yl-1-benzimidazoline-1-carboxamide; DA 6215; DAU 6215CL; DAU6215CL; U 98079A; UNII-00S0D0OEKR; 1H-Benzimidazole-1-carboxamide, 2,3-dihydro-N-((3-endo)-8-methyl-8-azabicyclo(3.2.1)oct-3-yl)-2-oxo-; 1H-Benzimidazole-1-carboxamide, 2,3-dihydro-N-(8-methyl-8-azabicyclo(3.2.1)oct-3-yl)-2-oxo-, endo-; 2-Oxo-N-1alphaH,5alphaH-tropan-3alpha-yl-1-benzimidazolinecarboxamide; N-(8-methyl-8-azabicyclo[3.2.1]oct-3-yl)-2-oxo-2,3-dihydro-1H-benzimidazole-1-carboxamide
• CAS NO: 123258-84-4
• Molecular Formula: C₁₆H₂₀N₄O₂
• Molecular Weight: 300.3556
• Mol File: 123258-84-4.mol
• Article Data: 5

Chemical Properties

• Refractive Index: 1.664
• CAS DataBase Reference: Itasetron(CAS DataBase Reference)
• NIST Chemistry Reference: Itasetron(123258-84-4)
• EPA Substance Registry System: Itasetron(123258-84-4)

Safety Data

• Hazardous Substances Data: 123258-84-4(Hazardous Substances Data)

Upstream product

• 65657-53-6 2,3-dihydro-2-oxo-1H-benzimidazol-1-ylcarbonyl chloride 
• 615-16-7 1,3-dihydro-2H-benzimidazol-2-one 
• 87571-88-8 3-endo-tropanamine 

Relevant articles and documents

Use of serotonin antagonists for treating fibromyalgia

The invention is directed to the use of 5HT3 antagonists of formula I STR1 wherein the substituents are as defined herein.

Benzimidazoline-2-oxo-1-carboxylic acid compounds useful as 5-HT receptor antagonists

New pharmacologically active benzimidazoline-2-oxo-1-carboxylic acid derivatives which are 5-HT receptor antagonists useful as antiemetic agents and as gastric prokinetic agents of the following formula: STR1wherein R is hydrogen, C 1-6 alkyl, C 2-6 alkenyl or C 2-6 alkynyl; R 1 is hydrogen; R 2 is hydrogen, halogen or C 1-6 alkoxy; Y is oxygen or N--R 3 in which R 3 is hydrogen; A is a group selected from: STR2wherein p is 1; r is 0, 2 or 3: R 4 is hydrogen; R 5 is hydrogen, C 1-6 alkyl, or R 5 is a group of the formula --CR 6 =N--R 7 wherein R 6 is hydrogen, C 1-4 alkyl or amino and R 7 is hydrogen or C 1-6 alkyl; or a pharmaceutically acceptable acid addition salt thereof.The processes for the preparation of the compounds of formula (I) as well as pharmaceutical compositions contained in them are also described.

New benzimidazoline-2-oxo-1-carboxylic acid derivatives useful as 5-ht receptor antagonists

New pharmacologically active benzimidazoline-2-oxo-1-carboxylic acid derivatives which are 5-HT receptor antagonists useful as antiemetic agents and as gastric prokinetic agents of the following formula: wherein R represents a hydrogen atom, C1 6 alkyl, C1 6 alkenyl or C1 6 alkynil; R1 and R2 may be at the same time or not a hydrogen atom, halogen, trifluoromethyl, C1 6 alkyl, C1 6 alkoxy, C1 6 alkylthio, C1 6 acyl, carboxyl, C1 6 alkoxycarbonyl, hydroxy, nitro, amino optio-nally C1 4 alkyl N-mono or di-substituted, C1 6 acylamino, C1 6 alkoxy-carbonylamino, carbamoyl optionally C1 4 alkyl N-mono or di-substitu-ted, cyano, C1 6alkylsulphinyl, C1 6 alkylsulphonyl, amino sulphonyl optionally C1 4 alkyl N-mono or di-substituted, C1 4 alkyl N-mono or di-substituted aminosulphonylamino, aminosulphonylamino; Y is oxygen or is N - R3 in which R3 is a hydrogen, a C1 6 alkyl or optionally substituted by one or more C1 6 alkoxy benzyl; A is a group selected from: wherein p is 0, 1; r is 0, 1, 2, 3; R4 is hydrogen atom or a C1 4 alkyl; R5 is a hydrogen atom, C1 6 alkyl, C3 8 cycloalkyl, C3 8 cycloalkyl C1 4 alkyl,substituted phenyl C1 4 alkyl or R5 is a group of formula wherein R6 is hydrogen atom, C1 4 alkyl or an amino group and R7 is hydrogen atom or C1 6 alkyl, tautomers thereof and acid addition salts of the aforesaid compounds. The processes for the preparation of the compounds of formula (I) as well as pharmaceutical compositions containing them are also described.