511943
1-Acetyl-4-(4-hydroxyphenyl)piperazine
98%
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About This Item
Empirical Formula (Hill Notation):
C12H16N2O2
CAS Number:
Molecular Weight:
220.27
UNSPSC Code:
12352100
PubChem Substance ID:
EC Number:
267-744-8
MDL number:
Assay:
98%
InChI key
AGVNLFCRZULMKK-UHFFFAOYSA-N
InChI
1S/C12H16N2O2/c1-10(15)13-6-8-14(9-7-13)11-2-4-12(16)5-3-11/h2-5,16H,6-9H2,1H3
SMILES string
CC(=O)N1CCN(CC1)c2ccc(O)cc2
assay
98%
mp
180-185 °C (lit.)
General description
1-Acetyl-4-(4-hydroxyphenyl)piperazine (AHPP), a piperazine derivative, is a structural analog of acetaminophen. Its multi-step preparation using bis-(2-chloroethyl)amine hydrochloride and p-aminophenol as starting materials has been reported.2
Application
1-Acetyl-4-(4-hydroxyphenyl)piperazine may be used in the preparation of 1-acetyl-4-(4-octadecyloxyphenyl)piperazine. It may also be used in the multi-step synthesis of ketoconazole, its 1,2,4-triazole and thiazole analogs.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
Regulatory Information
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Synthesis of 1, 2,4-triazole and thiazole analogs of ketoconazole.
Huang LF, et al.
Journal of Heterocyclic Chemistry, 34(2), 469-476 (1997)
Design of new potent and selective secretory phospholipase A2 inhibitors. 6-Synthesis, structure-activity relationships and molecular modelling of 1-substituted-4-[4,5-dihydro-1,2,4-(4H)-oxadiazol-5-one-3-yl(methyl)]-functionalized aryl piperazin/one/dione derivatives.
Meddad-Belhabich N, et al.
Bioorganic & Medicinal Chemistry, 18(10), 3588-3600 (2010)
Synthesis of Ketoconazole by Phase-transfer Catalysis [J].
Chen YH and Long SJ.
Chinese Journal of Pharmaceuticals / Chung-kuo i yao kung yeh tsa chih, 8, 005-005 (2008)
New process for synthesis of 1-acetyl-4-(4-hydroxyphenyl) piperazine [J].
Zheng, CZ, et al.
Huaxue Shiji, 10, 27-27 (2010)
S Shi et al.
Biosensors & bioelectronics, 72, 205-210 (2015-05-20)
We propose in this work a general and versatile methodology for electrochemical monitoring of persistent pharmaceutical micropollutants. The system presented is based on an electroactive and electropolymerized hapten (mimetic molecule of the pollutant to be detected) and a specific antibody
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