| Identification | Back Directory | [Name]
1-Cyclopropylpiperazine | [CAS]
20327-23-5 | [Synonyms]
Cyclopropyl piperazine
1-Cyclopropylpiperazine
N-cyclopropylpiperazine
Piperazine,1-cyclopropyl-
1-Cyclopropylpiperazine >
(Piperazin-1-yl)cyclopropane
1-(Cyclopropyl Phenyl)Piperazine
1-Cyclopropylpiperazine ISO 9001：2015 REACH | [EINECS(EC#)]
807-993-7 | [Molecular Formula]
C7H14N2 | [MDL Number]
MFCD06254805 | [MOL File]
20327-23-5.mol | [Molecular Weight]
126.2 |
| Chemical Properties | Back Directory | [Boiling point ]
43°C/7mm | [density ]
0.94 | [refractive index ]
1.4804 | [storage temp. ]
Keep in dark place,Sealed in dry,Room Temperature | [form ]
clear liquid | [pka]
9.23±0.10(Predicted) | [color ]
Colorless to Light yellow | [InChI]
InChI=1S/C7H14N2/c1-2-7(1)9-5-3-8-4-6-9/h7-8H,1-6H2 | [InChIKey]
HNZJIWIXRPBFAN-UHFFFAOYSA-N | [SMILES]
N1(C2CC2)CCNCC1 |
| Hazard Information | Back Directory | [Uses]
1-cyclopropylpiperazine is a piperazine derivative known in the literature by synonyms such as N-cyclopropylpiperazine and 4-cyclopropylpiperazine. It has been used in the preparation of some tri- and tetrasubstituted ureas with histamine H3 antagonist receptor activity, 3-amido-4- anilinoquinolines series as CSF-1R kinase inhibitors, for the synthesis of cyclopropyl amines as modulators of the histamine H3 receptor, sulfonamide compounds as cysteine protease inhibitors, N-oxides as antibacterial agents and in the treatment of the disease caused by helicobacter infection[1].
| [Synthesis]
Tert-butyl 4-cyclopropylpiperazine-1-carboxylate (0.792 g, 3.50 mmol) was used as a raw material, which was dissolved in a 1,4-dioxane solution (4.37 mL, 17.50 mmol) in 4 M HCl. The reaction mixture was stirred at room temperature for 3 hours under nitrogen protection. Upon completion of the reaction, the mixture was filtered and washed with ether to afford the crude product 1-cyclopropylpiperazine (0.659 g) as a white solid. Subsequently, the crude product was purified by ion exchange chromatography through SCX column. The target compound 1-cyclopropylpiperazine was eluted from the column using 3.5 M NH3/MeOH solution, and the pure grades were collected and evaporated to dryness to give the final 1-cyclopropylpiperazine (0.264 g, 59.7% yield) as a yellow oil. The structure of the product was confirmed by 1H NMR (399.9 MHz, DMSO-d6) with chemical shifts δ 0.25-0.30 (2H, m), 0.35-0.40 (2H, m), 1.54-1.60 (1H, m), 2.43 (4H, t), 2.60-2.65 (4H, t), 3.30 (1H, s). | [References]
[1] G. Ke?an. “DFT, FT-Raman, and FT-IR investigations of 1-cyclopropylpiperazine.” Journal of Structural Chemistry 54 6 (2014): 1044–1054.
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