4-(4-(4-Nitrophenyl)-1-piperazinyl)phenol

Product Name: 4-(4-(4-Nitrophenyl)-1-piperazinyl)phenol
CAS No.: 112559-81-6
Chemical Name: 4-(4-(4-Nitrophenyl)-1-piperazinyl)phenol
Synonyms: Posaconazole Impurity 111;Posaconazole impurity NPPY;4-(4-(4-Nitrophenyl)-1-piperazinyl;4-(4-(4-nitrophenyl)piperazin-1-yl)phenol;4-(4-(4-Nitrophenyl)-1-piperazinyl)phenol;4-[4-(4-hydroxyphenyl)-1-piperazinyl]phenol;Phenol, 4-[4-(4-nitrophenyl)-1-piperazinyl]-;1-(4-Nitrophenyl)-4-(4-hydroxyphenyl)piperazine;1-(4-HYDROXYPHENYL)-4-(4-NITROPHENYL)-PIPERAZINE;1-(4-Nitrophyenyl)-4-(4-Hydroxyphenyl) Piperazine
CBNumber: CB8841971
Molecular Formula: C16H17N3O3
Formula Weight: 299.32
MOL File: 112559-81-6.mol

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4-(4-(4-Nitrophenyl)-1-piperazinyl)phenol Property

Melting point:: >90°C (dec.)
Boiling point:: 540.8±50.0 °C(Predicted)
Density: 1.317±0.06 g/cm3(Predicted)
storage temp.: Sealed in dry,Room Temperature
solubility: DMSO (Slightly, Heated)
pka: 12.18±0.30(Predicted)
form: Solid
color: Yellow to Brown
InChI: InChI=1S/C16H17N3O3/c20-16-7-5-14(6-8-16)18-11-9-17(10-12-18)13-1-3-15(4-2-13)19(21)22/h1-8,20H,9-12H2
InChIKey: BNHYDULILNJFFY-UHFFFAOYSA-N
SMILES: C1(O)=CC=C(N2CCN(C3=CC=C([N+]([O-])=O)C=C3)CC2)C=C1
CAS DataBase Reference: 112559-81-6(CAS DataBase Reference)

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

TRC

Product number: N504480
Product name: 4-[4-(4-Nitrophenyl)-1-piperazinyl]phenol
Packaging: 10g
Price: $275
Updated: 2021/12/16

American Custom Chemicals Corporation

Product number: CHM0075356
Product name: 4-[4-(4-NITROPHENYL)PIPERAZIN-1-YL]PHENOL
Purity: 95.00%
Packaging: 5MG
Price: $502.24
Updated: 2021/12/16

Medical Isotopes, Inc.

Product number: 47911
Product name: 4-[4-(4-Nitrophenyl)-1-piperazinyl]phenol
Packaging: 10g
Price: $725
Updated: 2021/12/16

AK Scientific

Product number: J56932
Product name: 4-(4-(4-Nitrophenyl)-1-piperazinyl)phenol
Packaging: 1g
Price: $14
Updated: 2021/12/16

AK Scientific

Product number: 2194AA
Product name: 4-(4-(4-Nitrophenyl)-1-piperazinyl)phenol
Packaging: 5g
Price: $46
Updated: 2021/12/16

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4-(4-(4-Nitrophenyl)-1-piperazinyl)phenol Chemical Properties,Usage,Production

Uses

4-[4-(4-Nitrophenyl)-1-piperazinyl]phenol is a key intermediate in the synthesis of triazole medicines, such as itraconazole (I937500), which are used in curing deep department fungal infections. Inhibitor of endothelial cell proliferation.

Synthesis

56621-48-8

100-00-5

112559-81-6

Under nitrogen protection, 420 g (2.36 mol) of 4-(1-piperazinyl)phenol, 520.6 g (3.30 mol) of 4-chloronitrobenzene, and 457.5 g (3.54 mol) of N,N-diisopropylethylamine (Huenig's base) were suspended in 1260 mL of N-methylpyrrolidone. The mixture was heated to 120-125°C until a clarified solution was formed. This temperature was maintained and the progress of the reaction was monitored by HPLC. Upon completion of the reaction (5-7 hr), the reaction solution was cooled to 75-80°C. 6.3 L of isopropanol was slowly added to the reaction mixture over a period of about 30 min while maintaining the temperature at 75-80°C (with slight heating if necessary). At the end of the addition, the product began to precipitate as yellow crystals. The suspension was cooled to 20-25°C and stirred at this temperature overnight. Subsequently, the suspension is further cooled to -10 to -5°C and stirred for 30 minutes. The product was collected by filtration and washed sequentially with 1.7 L of isopropanol and 5 x 840 mL of warm water (35-40°C). Finally, the product was dried under vacuum at 50°C (accompanied by a slight stream of nitrogen) to constant weight. The yield was 96% and the purity as determined by HPLC was 93%, which corresponded to the standard.

References

[1] Journal of Medicinal Chemistry, 2016, vol. 59, # 8, p. 3635 - 3649
[2] Patent: EP1230231, 2005, B1. Location in patent: Page/Page column 4
[3] Journal of Medicinal Chemistry, 2011, vol. 54, # 20, p. 7363 - 7374
[4] Patent: WO2018/45106, 2018, A1. Location in patent: Paragraph 00131
[5] Patent: WO2018/45104, 2018, A1. Location in patent: Paragraph 00156

4-(4-(4-Nitrophenyl)-1-piperazinyl)phenol Preparation Products And Raw materials

Raw materials

Preparation Products

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4-(4-(4-Nitrophenyl)-1-piperazinyl)phenol Suppliers

Canada 1 China 113 Germany 1 India 12 United States 8 Global 135

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View Lastest Price from 4-(4-(4-Nitrophenyl)-1-piperazinyl)phenol manufacturers

Henan Aochuang Chemical Co.,Ltd.

Product: 4-(4-(4-Nitrophenyl)-1-piperazinyl)phenol 112559-81-6
Price: US $0.00-0.00/kg
Min. Order: 1kg
Purity: 98%
Supply Ability: 1Ton
Release date: 2022-09-27

ShenZhen H&D Pharmaceutical Technology Co., LTD

Product: posaconazole impurity 62 112559-81-6
Price: US $0.00-0.00/mg
Min. Order: 10mg
Purity: 98%
Supply Ability: 500mg
Release date: 2024-07-10

ShenZhen H&D Pharmaceutical Technology Co., LTD

Product: Posaconazole Impurity 111
Price: US $0.00-0.00/mg
Min. Order: 10mg
Purity: 98%
Supply Ability: 500mg
Release date: 2024-07-11

112559-81-6, 4-(4-(4-Nitrophenyl)-1-piperazinyl)phenolRelated Search:

Posaconazole Impurity 43 O-Benzyl Posaconazole Posaconazole Impurity 50 1-(4-Methoxyphenyl)-4-(4-nitrophenyl)piperazine Phenol Red 4-tert-Butyl-2-nitrophenol 1-Phenyl-2-nitropropene Phenol 2-Phenylphenol 4-Nitrophenol 3-Aminophenol 2-Aminophenol PHENYL {4-[4-(4-HYDROXYPHENYL)PIPERAZIN-1-YL]PHENYL}CARBAMATE 1-[1-(Bromomethyl)ethenyl]-2,4-difluoro-benzene Posaconazole Impurity 64 Hydrazine, [1-ethyl-2-(phenylmethoxy)propyl]-,[S-(R*,R*)]-(9CI) 1-(4-Methoxyphenyl)piperazine 2-[(1S,2S)-1-ethyl-2-bezyloxypropyl]-2,4-dihydro-4-[4-[4-(4-hydroxyphenyl)-1-piperazinyl]phenyl]- 3H-1,2,4-Triazol-3-one

1-(4-HYDROXYPHENYL)-4-(4-NITROPHENYL)-PIPERAZINE

4-(4-(4-Nitrophenyl)-1-piperazinyl)phenol

4-(4-(4-nitrophenyl)piperazin-1-yl)phenol

4-[4-(4-hydroxyphenyl)-1-piperazinyl]phenol

4-(4-(4-Nitrophenyl)-1-piperazinyl)phenol Itraconazole interMediate

Posaconazole impurity NPPY

1-(4-Nitrophenyl)-4-(4-hydroxyphenyl)piperazine

Phenol, 4-[4-(4-nitrophenyl)-1-piperazinyl]-

1-(4-Nitrophyenyl)-4-(4-Hydroxyphenyl) Piperazine

Posaconazole Impurity 111

4-(4-(4-Nitrophenyl)-1-piperazinyl

N-(4-(4-(4-(((3R,5R)-5-((1H-1,2,4-triazol-1-yl)methyl)-5-(2,4-difluorophenyl)tetrahydrofuran-3-yl)methoxy)phenyl)piperazin-1-yl)phenyl)formamide

112559-81-6

Heterocyclic Compounds