1-(4-(4-Hydroxyphenyl)piperazin-1-yl)ethanone (HCID 712441)

Overview

structure in first source

Names & identifiers

Preferred name: 1-(4-(4-Hydroxyphenyl)piperazin-1-yl)ethanone
IUPAC: 1-[4-(4-hydroxyphenyl)piperazin-1-yl]ethanone
English name: 4-(1-Acetylpiperazin-4-yl)phenol
Molecular formula: C12H16N2O2
Molecular weight: 220.27

Names & synonyms

1-(4-(4-hydroxyphenyl)piperazin-1-yl)ethanone1-[4-(4-hydroxyphenyl)piperazin-1-yl]ethanoneRefChem:42900167914-60-71-Acetyl-4-(4-hydroxyphenyl)piperazine4-(1-ACETYLPIPERAZIN-4-YL)PHENOLMFCD000449054-(4-Acetylpiperazin-4-yl)phenolDTXSID30578041-[4-(4-hydroxyphenyl)piperazin-1-yl]ethan-1-onePiperazine, 1-acetyl-4-(4-hydroxyphenyl)-YH9GD5K5NY

Show more names

AHPPketo06TIMTEC-BB SBB003353Ketoconazole ImpurityLABOTEST-BB LT00440741Ketoconazole Impurity 13Branchedchainofketoconazole

1-(4-(4-hydroxyphenyl)piperazin-1-yl)ethan-1-one1-[4-(4-Hydroxyphenyl)-1-piperazinyl]ethanoneN-Acetyl-4-(4-hydroxyphenyl)piperazine4-(4-Acetyl-1-piperazinyl)phenol89929-31-71-(4-(4-HYDROXYPHENYL)-1-PIPERAZINYL)ETHANONE4-(4-Acetylpiperazino)phenolEINECS 267-744-8

Database identifiers

CAS: 67914-60-7
PubChem CID: 712441
DTXSID: DTXSID3057804
ChEMBL: CHEMBL202608
UNII: YH9GD5K5NY
EC Number: 267-744-8
Nikkaji: J287.743K

Properties

Computed structural properties

XLogP: 1
Topological polar surface area: 43.8 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 3
Rotatable bonds: 1
Heavy atoms: 16
Formal charge: 0
Complexity: 241

Physicochemical properties

Melting point: 180 · 180-185 °C (lit.)
Boiling point: 361.21 °C · 361.21°C (rough estimate)
Density: 1.1115 · 1.1115 (rough estimate)
vapor pressure: 0 Pa · 0Pa at 20℃
refractive index: 1.6 · 1.6000 (estimate)
storage temp.: -20 °C · -20°C Freezer
solubility: DMSO (Slightly), Methanol (Slightly)
form: Powder
pka: 12.18 · 12.18±0.30(Predicted)
color: White to slightly pink or beige
Water Solubility: 4.3 g/L · 4.3 g/L (20 ºC)
BRN: 795777 · 795777
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
InChIKey: AGVNLFCRZULMKK-UHFFFAOYSA-N
SMILES: CC(=O)N1CCN(CC1)c2ccc(O)cc2
LogP: 0.3 · 0.3
CAS DataBase Reference: 67914 · 67914-60-7(CAS DataBase Reference)
FDA UNII: 9 GD5K5NY · YH9GD5K5NY
UNSPSC Code: 12352100 · 12352100
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 315 · H315-H319-H335
Precautionary statements: 302 · P302+P352-P305+P351+P338
target organs: Respiratory system
PPE: 95 · dust mask type N95 (US), Eyeshields, Gloves
Hazard Codes: Xi,Xn
Risk Statements: 36 · 36/37/38-22
Safety Statements: 26 · 26-36-36/37/39-22
WGK Germany: 3 · 3
HS Code: 29214910 · 29214910
Storage Class: 11 · 11 - Combustible Solids
Hazard Classifications: 2 Skin · Eye Irrit. 2Skin Irrit. 2STOT SE 3
REACH Registrations: Active

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H315 (94.1%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 51 reports by companies from 10 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory InformationStatus: Active Update: 05-06-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/23016

Hazard Classes and CategoriesSkin Irrit. 2 (94.1%)

Safety data

PPE: dust mask type N95 (US), Eyeshields, Gloves
wgk: 3
hs_code: 29214910
risk_code: 36/37/38-22
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi,Xn
safety_code: 26-36-36/37/39-22
Storage Class: 11 - Combustible Solids
target organs: Respiratory system
Hazard statements: H315-H319-H335
REACH Registrations: Active
Hazard Classifications: Eye Irrit. 2Skin Irrit. 2STOT SE 3
Precautionary statements: P302+P352-P305+P351+P338

Chemistry & industry

Applications · 2 items

Uses1-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.

General Description1-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