Basic information
- CAS
184177-81-9- Standard SMILES
O=C(Nc1ccc(N2CCN(c3ccc(O)cc3)CC2)cc1)Oc1ccccc1- InChIKey
IKRKMYDCUZYKHX-UHFFFAOYSA-N- Molecular formula
- C23H23N3O3
- Average molar mass
- 389.4 g/mol
- Monoisotopic mass
- 389.1739416
Overview
N-[4-[4-(4-hydroxyphenyl)-1-piperazinyl]phenyl]carbamic acid phenyl ester is a member of piperazines.
Names & identifiers
- Preferred name
- Phenyl (4-(4-(4-hydroxyphenyl)piperazin-1-yl)phenyl)carbamate
- IUPAC
- phenyl N-[4-[4-(4-hydroxyphenyl)piperazin-1-yl]phenyl]carbamate
- English name
- Phenyl (4-(4-(4-hydroxyphenyl)piperazin-1-yl)phenyl)carbamate
- Molecular formula
- C23H23N3O3
- Molecular weight
- 389.45
Names & synonyms
184177-81-9Phenyl (4-(4-(4-hydroxyphenyl)piperazin-1-yl)phenyl)carbamatephenyl {4-[4-(4-hydroxyphenyl)piperazin-1-yl]phenyl}carbamateDTXSID10361710Phenyl N-[4-[4-(4-hydroxyphenyl)-1-piperazinyl]phenyl]carbamatePhenyl N-(4-(4-(4-hydroxyphenyl)-1-piperazinyl)phenyl)carbamatePhenyl [4-[4-(4-Hydroxyphenyl)piperazin-1-yl]phenyl]carbamateRefChem:861540DTXCID80312759606-021-7MFCD03784249Posaconazole Impurity 67
Show more names
Posaconazole SM2Posaconazole Impurity 14Posaconazole Impurity 56Intermediate of Posaconazolepiperazin-1-yl)phenylcarbamatePhenyl (4-(4-(4-hydroxyphenyl)Posaconazole Hydroxy Carbamate ImpurityPosaconazole Diastereoisomer 3 (S,R,R,R)4-(4-(4-HYDROXYPHENYL)PIPERAZIN-1-YL)PHENYL CARBAMATE
phenyl N-[4-[4-(4-hydroxyphenyl)piperazin-1-yl]phenyl]carbamatephenyl 4-(4-(4-hydroxyphenyl)piperazin-1-yl)phenylcarbaMateCHEBI:123196HMS2495J06SMR000073777phenyl {4-[4-(4-hydroxyphenyl)-1-piperazinyl]phenyl}carbamateCarbaMic acid, [4-[4-(4-hydroxyphenyl)-1-piperazinyl]phenyl]-, phenyl ester (9CI)IKRKMYDCUZYKHX-UHFFFAOYSA-N
Properties
Computed structural properties
- XLogP
- 4.7
- Topological polar surface area
- 65 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 5
- Rotatable bonds
- 5
- Heavy atoms
- 29
- Formal charge
- 0
- Complexity
- 501
Physicochemical properties
- Boiling point
- 603.9 · 603.9±55.0 °C(Predicted)
- Density
- 1.296 · 1.296
- storage temp.
- Sealed in dry,Room Temperature
- pka
- 12.18 · 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 · 184177-81-9
- Symbol(GHS)
- 9 · GHS09
- Signal word
- Warning
- Hazard statements
- 410 · H410
- Precautionary statements
- 273 · P273-P391-P501
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Warning
H400 (90.9%): Very toxic to aquatic life [Warning Hazardous to the aquatic environment, acute hazard]
P273, P391, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 11 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Hazard Classes and CategoriesAquatic Acute 1 (90.9%)
Safety data
- Signal word
- Warning
- Symbol(GHS)
- GHS09
- Hazard statements
- H410
- Precautionary statements
- P273-P391-P501
Chemistry & industry
Applications
DescriptionPhenyl (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.
UsesPHENYL {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.
Upstream & downstream products
Upstream raw materials
Downstream products
Related reactions
1 records
Compound notes
Loading…