Browse
Submit Data
Databases
API
Help

Dataset Information

13 Views

0 Connections

0 Citations

0 Reanalyses

0 Downloads

Omics score: 0

Diphenyl [(S)-1-phenylpropanamido]-phosphate.

ABSTRACT: The title compound, C(21)H(22)NO(3)P, was synthesized from the reaction of (C(6)H(5)O)(2)P(O)(Cl) and S-1-phenyl-propyl-amine (1:2 mole ratio) at 273?K, followed by removal of the S-1-phenyl-propyl-amine hydro-chloride by-product by dissolving in H(2)O. The P atom is located in a distorted tetra-hedral environment. The bond angles at the P atom vary from 99.51?(12) to 116.68?(12)°. The sp(2) character of the N atom is reflected by the C-N-P angle [120.9?(2)°]. The P=O group and the N-H unit adopt an anti orientation with respect to one another. In the crystal, adjacent mol-ecules are linked via N-H?O(P) hydrogen bonds into a one-dimensional arrangement running parallel to the a axis.

SUBMITTER: Sabbaghi F

PROVIDER: S-EPMC3200690 | biostudies-literature | 2011 Sep

REPOSITORIES: biostudies-literature

ACCESS DATA

Json Xml

Publications

Diphenyl [(S)-1-phenylpropanamido]-phosphate.

Sabbaghi Fahimeh F Pourayoubi Mehrdad M Negari Monireh M Nečas Marek M

Acta crystallographica. Section E, Structure reports online 20110827 Pt 9

The title compound, C(21)H(22)NO(3)P, was synthesized from the reaction of (C(6)H(5)O)(2)P(O)(Cl) and S-1-phenyl-propyl-amine (1:2 mole ratio) at 273 K, followed by removal of the S-1-phenyl-propyl-amine hydro-chloride by-product by dissolving in H(2)O. The P atom is located in a distorted tetra-hedral environment. The bond angles at the P atom vary from 99.51 (12) to 116.68 (12)°. The sp(2) character of the N atom is reflected by the C-N-P angle [120.9 (2)°]. The P=O group and the N-H unit adop ...[more]

PMID: 22064755

Similar Datasets

Diphenyl (methyl-amido)-phosphate.

Project description:The N-H bond in the title compound, C(13)H(14)NO(3)P, is syn-oriented relative to the P=O bond. The N atom deviates somewhat from planarity, the sum of the bond angles being 353.3°. The P atom has a distorted tetra-hedral coordination; its bond angles are in the range 93.96?(5)-116.83?(6)°. In the crystal, mol-ecules form centrosymmetric dimers through P=O?H-N hydrogen bonds.

| S-EPMC3470308 | biostudies-literature

Diphenyl (isopropyl-amido)-phosphate.

Project description:The P atom in the title compound, C15H18NO3P, is in a distorted tetra-hedral P(O)(O)2N environment; the bond angles at P are in the range 98.16?(6)-115.82?(6)°. In the crystal, adjacent mol-ecules are linked via N-H?O=P hydrogen bonds into a chain running parallel to the b axis. The methyl groups are disordered over two sets of sites in a 0.677?(14):0.323?(14) ratio. The crystal studied was a non-merohedral twin with a refined minor component of 22.31?(4)%.

| S-EPMC3589035 | biostudies-literature

Diphenyl (benzyl-amido)phosphate.

Project description:The title compound, C(19)H(18)NO(3)P, was prepared by the reaction of diphenyl phospho-rochloridate and benzyl-amine. In the crystal structure, mol-ecules are linked via N-H⋯O=P hydrogen bonds into extended chains parallel to the c axis.

| S-EPMC2980091 | biostudies-literature

Diphenyl (p-tolyl-amido)-phosphate.

Project description:The P atom in the title compound, C(19)H(18)NO(3)P, exhibits a distorted tetra-hedral configuration while the N atom shows a planar coordination. In the crystal, inter-molecular N-H?O hydrogen bonds form centrosymmetric dimers.

| S-EPMC3011438 | biostudies-literature

1-Diphenyl-phosphino-1'-(diphenyl-phosphinoyl)cobaltocenium hexa-fluorido-phosphate.

Project description:The title compound, [Co(C(17)H(14)OP)(C(17)H(14)P)]PF(6), was obtained unintentionally as the product of an attempted synthesis of [1,1'-bis-(oxodiphenyl-phospho-ranyl)cobaltocenium] hexa-fluorido-phosphate. The O atom of the oxo group is disordered over two positions with site occupancies of 0.65:0.35. The crystal structure contains weak inter-molecular C-H?F hydrogen bonds, connecting the components of the structure into chains parallel to [010].

| S-EPMC2959285 | biostudies-literature

Diphenyl (2-chloro-benzyl-amido)-phosphate.

Project description:In the title compound, C(19)H(17)ClNO(3)P, the P atom exhibits a distorted tetra-hedral configuration. In the crystal, pairs of inter-molecular N-H?O(P) hydrogen bonds form centrosymmetric dimers.

| S-EPMC3050213 | biostudies-literature

Diphenyl Phosphate-Induced Toxicity During Embryonic Development.

Project description:Diphenyl phosphate (DPHP) is an aryl phosphate ester (APE) used as an industrial catalyst and chemical additive and is the primary metabolite of flame retardant APEs, including triphenyl phosphate (TPHP). Minimal DPHP-specific toxicity studies have been published despite ubiquitous exposure within human populations following metabolism of TPHP and other APEs. Therefore, the objective of this study was to determine the potential for DPHP-induced toxicity during embryonic development. Using zebrafish as a model, we found that DPHP significantly increased the distance between the sinus venosus and bulbus arteriosis (SV-BA) at 72 h postfertilization (hpf) following initiation of exposure before and after cardiac looping. Interestingly, pretreatment with d-mannitol mitigated DPHP-induced effects on SV-BA length despite the absence of DPHP effects on pericardial area, suggesting that DPHP-induced cardiac defects are independent of pericardial edema formation. Using mRNA-sequencing, we found that DPHP disrupts pathways related to mitochondrial function and heme biosynthesis; indeed, DPHP significantly decreased hemoglobin levels in situ at 72 hpf following exposure from 24 to 72 hpf. Overall, our findings suggest that, similar to TPHP, DPHP impacts cardiac development, albeit the potency of DPHP is significantly less than TPHP within developing zebrafish.

| S-EPMC6445678 | biostudies-literature

Associations between urinary diphenyl phosphate and thyroid function.

Project description:Triphenyl phosphate (TPHP) is a commonly used organophosphate flame retardant and plasticizer with widespread human exposure. Data on health effects of TPHP are limited. Recent toxicological studies suggest TPHP may alter thyroid function. We used repeated measures to assess the temporal variability in urinary concentrations of the TPHP metabolite, diphenyl phosphate (DPHP), and to examine relationships between DPHP concentrations and thyroid hormones. We sampled 51 adults at months 1, 6, and 12 from 2010 to 2011. Urine samples were analyzed for DPHP. Serum samples were analyzed for free and total thyroxine (fT4, TT4), total triiodothyronine (TT3), and thyroid stimulating hormone (TSH). We assessed variability in DPHP using intraclass correlation coefficients (ICCs) and kappa statistics. We used linear mixed-effects models to examine associations between DPHP and thyroid hormones. DPHP was detected in 95% of urine samples. Mean DPHP concentrations were 43% higher in women than men. DPHP showed high within-subject variability (ICC range, 0.13-0.39; kappa range, 0.16-0.39). High versus low (≥2.65 vs. <2.65ng/mL) DPHP in all participants was associated with a 0.43μg/dL (95% confidence interval: 0.15, 0.72) increase in mean TT4 levels. In sex-stratified analyses, high versus low DPHP was associated with a 0.91μg/dL (95% CI: 0.47, 1.36) increase in mean TT4 in women. The association was attenuated in men (βeta=0.19; 95% CI: -0.15, 0.52). We found no significant associations between DPHP and fT4, TT3, or TSH. We found evidence that TPHP exposure may be associated with increased TT4 levels, especially in women.

| S-EPMC5348264 | biostudies-literature

Transcriptome of liver extracts issue from mice treated with Diphenyl Phosphate (DPhP)

Project description:We reports transcriptomic changes observed in the liver of mice treated by 3 concentration of DPhP through drinking water (0.1 mg/L (C1), 1mg/L (C2), 10mg/L(C3)). Mice were treated from 5 to 17 weeks.

2020-09-22 | GSE158265 | GEO

Isodecyl Diphenyl Phosphate (CAS No. 29761-21-5): 5-Day Rat Gavage Toxicogenomic Study

Project description:Isodecyl Diphenyl Phosphate (IDDP) is an organophosphate flame retardant currently on the market and used as a replacement for phased-out polybrominated diphenyl ethers. Toxicity information on this class of chemicals is inadequate. Herein, the NTP use short-term, in vivo transcriptomic studies to inform potential points of departure for IDDP.

2022-07-01 | GSE123431 | GEO

OmicsDI is part of the ELIXIR infrastructure

OmicsDI is an Elixir interoperability service. Learn more ›

OmicsDI Databases

PRIDE
PeptideAtlas
MassIVE
JPOST Repository
Physiome Model Repository

EGA
EVA
ENA
LINCS
PAXDB
Cell Collective

MetaboLights
Metabolomics Workbench
MetabolomeExpress
GNPS
BioModels
FAIRDOMHub

ArrayExpress
dbGaP
ExpressionAtlas
GEO
NODE

Information

Databases
Help
API
Contact us
Code on GitHub
Terms of use
Submit Data