ChemicalBook--->CAS DataBase List--->1233855-46-3

1233855-46-3

1233855-46-3 Structure

1233855-46-3 Structure
IdentificationBack Directory
[Name]

BIA10-2474
[CAS]

1233855-46-3
[Synonyms]

CS-2451
BIA10-2474
BIA10-2474; BIA-10-2474
1H-Imidazole-1-carboxamide,N-cyclohexyl-N-methyl-4-(1-oxido-3-pyridinyl)-
[Molecular Formula]

C16H20N4O2
[MDL Number]

MFCD30532661
[MOL File]

1233855-46-3.mol
[Molecular Weight]

300.36
Chemical PropertiesBack Directory
[storage temp. ]

Store at -20°C
[solubility ]

DMSO:2.2(Max Conc. mg/mL);7.32(Max Conc. mM)
[form ]

A crystalline solid
[color ]

White to off-white
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P261-P305+P351+P338
Hazard InformationBack Directory
[Uses]

N-Cyclohexyl-N-methyl-4-(1-oxido-3-pyridinyl)-1H-imidazole-1-carboxamide is a potential fatty acid amide hydrolase (FAAH) inhibitor used for treating and preventing diseases.
[Synthesis]

N-cyclohexyl-N-methyl-4-(pyridin-3-yl)-1H-imidazole-1-carboxamide

1233855-18-9

BIA10-2474

1233855-46-3

In a further step of this synthesis, N-cyclohexyl-N-methyl-4-(pyridin-3-yl)-1H-imidazole-1-carboxamide (90 g, 317 mmol) was dissolved in dichloromethane (1350 ml) in a 2L reactor followed by addition of peracetic acid (84 ml, 475 mmol). The reaction mixture was stirred at 25 °C and the progress of the reaction was monitored by HPLC until N-cyclohexyl-N-methyl-4-(pyridin-3-yl)-1H-imidazole-1-carboxamide was completely consumed. After completion of the reaction, an aqueous solution (270 ml) of sodium metabisulfite (60.2 g, 317 mmol) was slowly added, keeping the reaction temperature below 30 °C. After performing phase separation, the organic phase was washed with water. After phase separation again, the organic phase was concentrated to 1/5 of the original volume at atmospheric pressure.Subsequently, the solvent was replaced with isopropanol (1350 ml) and the suspension was cooled down to 0 °C over a period of 4 hours and stirring was continued at this temperature for 1 hour. The resulting white crystalline solid was collected by filtration and washed sequentially with water (270 ml) and isopropanol (270 ml) to give 84.8 g (89% yield) of the target product.

[in vivo]

In January 2016, severe adverse events (SAE) occurs in the Phase I clinical trial using the drug BIA 10-2474 including one death. The possibilities for failure of trials such as off-target effect, dose calculation, unexpected immune response, species variation, and cumulative dose toxicity would be sought[2].

[storage]

Store at -20°C
[References]

[1] Patent: WO2012/15324, 2012, A1. Location in patent: Page/Page column 58-59
[2] Patent: US2012/65191, 2012, A1. Location in patent: Page/Page column 32
[3] Patent: WO2014/17938, 2014, A2. Location in patent: Page/Page column 67; 68
Spectrum DetailBack Directory
[Spectrum Detail]

BIA10-2474(1233855-46-3)1HNMR
1233855-46-3 suppliers list
Company Name: Guangzhou Isun Pharmaceutical Co., Ltd  
Telephone: 020-39119399 18927568969
Website: http://www.isunpharm.com
Company Name: Bide Pharmatech Ltd.  
Telephone: 400-164-7117 18317119277
Website: www.bidepharm.com
Company Name: Shanghai Lollane Biological Technology Co.,Ltd.  
Telephone: 021-52996696,15000506266 15000506266
Website: http://www.bioll.com
Company Name: Shanghai EFE Biological Technology Co., Ltd.  
Telephone: 021-65675885 18964387627
Website: http://www.efebio.com
Company Name: Shanghai YuanYe Biotechnology Co., Ltd.  
Telephone: 18916372613
Website: www.shyuanye.com
Company Name: Tianjin Kailiqi Biotechnology Co., Ltd.  
Telephone: 15076683720
Website: http://www.cw-bio.com
Company Name: Shanghai SuperLan Chemcial Technique Centre  
Telephone: 0-2022843681 15618226720
Website: www.chemicalbook.com/showsupplierproductslist19886/0_en.htm
Company Name: Beijing Solarbio Science & Tecnology Co., Ltd.  
Telephone: 17801761073 18101056239
Website: http://www.solarbio.com
Company Name: Amadis Chemical Company Limited  
Telephone: 571-89925085
Website: http://www.amadischem.com
Company Name: Angel Pharmatech, Ltd.  
Telephone: 17317130613
Website: http://www.angelpharmatech.com
Company Name: Shanghai Jizhi Biochemical Technology Co. Ltd.  
Telephone: 021-4009004166/18616739031 18616739031
Website: www.acmec-e.com/
Company Name: Guangzhou Tomums Life Science Co., Ltd.  
Telephone: 020-31155029 18902330969
Website: http://www.tomums.cn/
Company Name: HANGZHOU CLAP TECHNOLOGY CO.,LTD  
Telephone: 86-571-88216897,88216896 13588875226
Website: www.hzclap.com/en
Company Name: Changzhou Chenhong Biotechnology Co., Ltd.  
Telephone: +86-0519-85788828 +86-13775037613
Website: http://www.chemrenblock.com/
Company Name: career henan chemical co  
Telephone: +86-0371-86658258
Website: www.coreychem.com
Company Name: Shanghai hongqu biomedical technology co. LTD  
Telephone: 88888888888
Website: www.chemicalbook.com/ShowSupplierProductsList873228/0_EN.htm
Company Name: SHANGHAI T&W PHARMACEUTICAL CO., LTD.  
Telephone: +86-021-61551413
Website: http://www.trustwe.com/
Company Name: Shanghai Luofa Biochemical Technology Co., Ltd.  
Telephone: 021-51111890 15317326293
Website: www.molnova.cn/
Tags:1233855-46-3 Related Product Information
1233855-46-3 1196109-52-0 1101854-58-3 1210004-12-8 1346528-50-4 86672-58-4