Phenyl (4-(4-(4-hydroxyphenyl)piperazin-1-yl)phenyl)carbamate
- Product Name
- Phenyl (4-(4-(4-hydroxyphenyl)piperazin-1-yl)phenyl)carbamate
- CAS No.
- 184177-81-9
- Chemical Name
- Phenyl (4-(4-(4-hydroxyphenyl)piperazin-1-yl)phenyl)carbamate
- Synonyms
- Posaconazole SM2;Posaconazole Impurity 14;Posaconazole Impurity 56;Intermediate of Posaconazole;piperazin-1-yl)phenylcarbamate;Phenyl (4-(4-(4-hydroxyphenyl);Posaconazole Hydroxy Carbamate Impurity;Posaconazole Diastereoisomer 3 (S,R,R,R);4-(4-(4-HYDROXYPHENYL)PIPERAZIN-1-YL)PHENYL CARBAMATE;PHENYL {4-[4-(4-HYDROXYPHENYL)PIPERAZIN-1-YL]PHENYL}CARBAMATE
- CBNumber
- CB11476162
- Molecular Formula
- C23H23N3O3
- Formula Weight
- 389.45
- MOL File
- 184177-81-9.mol
Phenyl (4-(4-(4-hydroxyphenyl)piperazin-1-yl)phenyl)carbamate Property
- Boiling point:
- 603.9±55.0 °C(Predicted)
- Density
- 1.296
- storage temp.
- Sealed in dry,Room Temperature
- pka
- 12.18±0.30(Predicted)
- Appearance
- Off-white to gray Solid
- InChI
- InChI=1S/C23H23N3O3/c27-21-12-10-20(11-13-21)26-16-14-25(15-17-26)19-8-6-18(7-9-19)24-23(28)29-22-4-2-1-3-5-22/h1-13,27H,14-17H2,(H,24,28)
- InChIKey
- IKRKMYDCUZYKHX-UHFFFAOYSA-N
- SMILES
- C(OC1=CC=CC=C1)(=O)NC1=CC=C(N2CCN(C3=CC=C(O)C=C3)CC2)C=C1
- CAS DataBase Reference
- 184177-81-9
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H410Very toxic to aquatic life with long lasting effects
- Precautionary statements
-
P273Avoid release to the environment.
P391Collect spillage. Hazardous to the aquatic environment
P501Dispose of contents/container to..…
N-Bromosuccinimide Price
- Product number
- H950215
- Product name
- [4-[4-(4-Hydroxyphenyl)-1-piperazinyl]phenyl]carbamicAcidPhenylEster
- Packaging
- 1g
- Price
- $635
- Updated
- 2021/12/16
- Product number
- 090772
- Product name
- Phenyl (4-(4-(4-hydroxyphenyl)piperazin-1-yl)phenyl)carbamate
- Purity
- 95+%
- Packaging
- 1g
- Price
- $1143
- Updated
- 2021/12/16
- Product number
- W3988
- Product name
- Phenyl(4-(4-(4-hydroxyphenyl)piperazin-1-yl)phenyl)carbamate
- Packaging
- 1g
- Price
- $70
- Updated
- 2021/12/16
- Product number
- W3988
- Product name
- Phenyl(4-(4-(4-hydroxyphenyl)piperazin-1-yl)phenyl)carbamate
- Packaging
- 25g
- Price
- $163
- Updated
- 2021/12/16
- Product number
- CHM0393749
- Product name
- PHENYL-(4-(4-(4-HYDROXYPHENYL)PIPERAZIN-1-YL)PHENYL)CARBAMATE
- Purity
- 95.00%
- Packaging
- 5MG
- Price
- $498.82
- Updated
- 2021/12/16
Phenyl (4-(4-(4-hydroxyphenyl)piperazin-1-yl)phenyl)carbamate Chemical Properties,Usage,Production
Description
Phenyl (4-(4-(4-hydroxyphenyl)piperazin-1-yl)phenyl)carbamate is a piperazine derivative that inhibits the growth of gram-positive bacteria.Phenyl (4-(4-(4-hydroxyphenyl)piperazin-1-yl)phenyl)carbamate is a carbamic acid that binds to the 50S ribosomal subunit of bacteria, preventing transcription and replication. Phenyl (4-(4-(4-hydroxyphenyl)piperazin-1-yl)) carbamate is a carbamic acid that binds to the 50S ribosomal subunit of bacteria, preventing transcription and replication. Human activity on human erythrocytes using the membrane clamp technique is frequent. This active form is metabolised by a number of metabolic transformations including hydrolysis by esterases or glucuronidases, oxidation by cytochrome P450 enzymes, reduction by glutathione reductase, or binding to glucuronic acid.
Uses
PHENYL {4-[4-(4-HYDROXYPHENYL)PIPERAZIN-1-YL]PHENYL}CARBAMATE is a carboxylic acid ester organic substance and can be used as a pharmaceutical intermediate.
Uses
[4-[4-(4-Hydroxyphenyl)-1-piperazinyl]phenyl]carbamic Acid Phenyl Ester is an impurity of Posaconazole (P689600), which is orally active antifungal triazole.
Definition
ChEBI: N-[4-[4-(4-hydroxyphenyl)-1-piperazinyl]phenyl]carbamic acid phenyl ester is a member of piperazines.
Synthesis
1885-14-9
74853-08-0
184177-81-9
General procedure: 4.00 kg 1-(4-aminophenyl)-4-(4-hydroxyphenyl)piperazine (VII) and 35.57 kg tetrahydrofuran were added to a 100 L glass reactor, stirring was turned on, and the reaction was cooled down to 0 to 10°C. The reaction temperature was controlled at 0.5 to 1 hour. 2.56 kg of phenyl chloroformate (VIII) was slowly added dropwise for 0.5 to 1 h at a temperature lower than 25 °C, the reaction temperature was controlled at 20 to 25 °C, and the reaction was continued for 0.5 to 1.0 h after the dropwise addition. The reaction process was monitored by TLC. After completion of the reaction, the reaction solution was cooled to 0 to 10°C, a saturated aqueous sodium bicarbonate solution prepared by dissolving 2.00 kg of sodium bicarbonate in 38 kg of purified water was added, another 20 kg of purified water was added, and the reaction was stirred for 10 to 20 minutes. The reaction mixture was centrifuged through a filter until the filtrate was neutral and no solvent remained, followed by rinsing with 8 kg of purified water and centrifuging again until the filtrate was neutral and no solvent remained. The resulting wet product was dried under reduced pressure under vacuum of -0.06 MPa to -0.1 MPa and at a temperature of 40 to 50 °C for 12 to 16 h to obtain 5.47 kg of gray solid, i.e., phenyl (4-(4-(4-hydroxyphenyl)-1-piperazinyl)phenyl)carbamate (V); the purity of the HPLC was 98.5% and the yield was 94.6%.
References
[1] Patent: CN106749207, 2017, A. Location in patent: Paragraph 0028; 0029; 0030; 0031
[2] Patent: US2014/343285, 2014, A1. Location in patent: Paragraph 0325
Phenyl (4-(4-(4-hydroxyphenyl)piperazin-1-yl)phenyl)carbamate Preparation Products And Raw materials
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View Lastest Price from Phenyl (4-(4-(4-hydroxyphenyl)piperazin-1-yl)phenyl)carbamate manufacturers
- Product
- [4-[4-(4-Hydroxyphenyl)-1-piperazinyl]phenyl]carbamic acid phenyl ester 184177-81-9
- Price
- US $0.00/kg
- Min. Order
- 1kg
- Purity
- 95%
- Supply Ability
- 1000kg
- Release date
- 2025-12-09
- Product
- Phenyl (4-(4-(4-hydroxyphenyl)piperazin-1-yl)phenyl)carbamate 184177-81-9
- Price
- US $0.00/kg
- Min. Order
- 1kg
- Purity
- 98%
- Supply Ability
- Customise
- Release date
- 2025-11-25
- Product
- PHENYL (4-(4-(4-HYDROXYPHENYL)PIPERAZIN-1-YL)PHENYL)CARBAMATE 184177-81-9
- Price
- US $2.00-5.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 100kg
- Release date
- 2025-06-20