| Identification | Back Directory | [Name]
2-PIPERIDIN-4-YL-1H-BENZOIMIDAZOLE | [CAS]
38385-95-4 | [Synonyms]
AKOS BBS-00005832
TIMTEC-BB SBB002504
CHEMBRDG-BB 4003376
Bilastine impurity H
OTAVA-BB BB7020410139
Bilasten intermediate 1
2-(4-Piperidinyl)benzimidazole
2-(4-Piperidyl)-1H-benzoimidazole
2-PIPERIDIN-4-YL-1H-BENZIMIDAZOLE
2-PIPERIDIN-4-YL-1H-BENZOIMIDAZOLE
2-(4-piperidinyl)-1H-benzimidazole
1H-BenziMidazole,2-(4-piperidinyl)-
2-(4-PIPERIDYL)-1H-1,3-BENZIMIDAZOLE
2-(PIPERIDIN-4-YL)-1H-BENZO[D]IMIDAZOLE
2-piperidin-4-yl-1H-benzimidazole(SALTDATA: 2HCl 0.5H2O) | [EINECS(EC#)]
609-547-5 | [Molecular Formula]
C12H15N3 | [MDL Number]
MFCD01475843 | [MOL File]
38385-95-4.mol | [Molecular Weight]
201.27 |
| Chemical Properties | Back Directory | [Melting point ]
230 °C (decomp)(Solv: water (7732-18-5)) | [Boiling point ]
441.3±38.0 °C(Predicted) | [density ]
1.167±0.06 g/cm3(Predicted) | [vapor pressure ]
0Pa at 25℃ | [storage temp. ]
Keep in dark place,Inert atmosphere,Room temperature | [solubility ]
soluble in Methanol | [form ]
Solid | [pka]
11.83±0.10(Predicted) | [color ]
White to Light yellow to Light orange | [λmax]
279nm(MeOH)(lit.) | [InChI]
InChI=1S/C12H15N3/c1-2-4-11-10(3-1)14-12(15-11)9-5-7-13-8-6-9/h1-4,9,13H,5-8H2,(H,14,15) | [InChIKey]
HBOGHPAOOWUTLB-UHFFFAOYSA-N | [SMILES]
C1(C2CCNCC2)NC2=CC=CC=C2N=1 |
| Hazard Information | Back Directory | [Uses]
2-Piperidin-4-yl-1H-benzimidazole is used as a reagent in the synthesis of 3-amino-1-(5-indanyloxy)-2-propanol derivatives as potent sodium channel blockers for the treatment of ischemic stroke. Also used as a reagent in the synthesis of 2,3,5-trisubstituted pyridine derivatives as potent Akt1/Akt2 dual inhibitors. | [Synthesis]
The general procedure for the synthesis of 2-(4-piperidinyl)-1H-benzimidazole from 4-piperidinecarboxylic acid and o-phenylenediamine was as follows: according to the method described in the literature (J. Heterocyclic Chem., 1989, 26, 54), benzene-1,2-diamine (12.6 g, 116 mmol) was mixed with piperidine-4-carboxylic acid (15 g, 116 mmol) in a 4M HCl aqueous solution (250 mL), stirred and heated under reflux conditions for 48 hours. Upon completion of the reaction, the mixture was cooled to room temperature and the pH was adjusted to alkaline with 5 M NaOH aqueous solution. The precipitate precipitated was collected by filtration, washed with water and subsequently dried in a vacuum oven to afford the target product 2-(piperidin-4-yl)-1H-benzimidazole 8.8 g in 38% yield. Mass spectrometry analysis showed m/z = 202 [M+ + H]. | [References]
[1] Patent: US6660751, 2003, B1. Location in patent: Page column 7,8
[2] Bioorganic and Medicinal Chemistry Letters, 2004, vol. 14, # 3, p. 695 - 699
[3] Journal of Heterocyclic Chemistry, 1995, vol. 32, # 3, p. 707 - 718
[4] Journal of Heterocyclic Chemistry, 1989, vol. 26, p. 541 - 543
[5] Patent: WO2010/80357, 2010, A1. Location in patent: Page/Page column 41-42 |
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