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13674-87-8 | 2-Propanol, 1,3-dichloro-, 2,2',2''-phosphate
CAS No: 13674-87-8 Catalog No: AG0012B0 MDL No:MFCD00083121
Product Description
Catalog Number:
AG0012B0
Chemical Name:
2-Propanol, 1,3-dichloro-, 2,2',2''-phosphate
CAS Number:
13674-87-8
Molecular Formula:
C9H15Cl6O4P
Molecular Weight:
430.9048
MDL Number:
MFCD00083121
IUPAC Name:
tris(1,3-dichloropropan-2-yl) phosphate
InChI:
InChI=1S/C9H15Cl6O4P/c10-1-7(2-11)17-20(16,18-8(3-12)4-13)19-9(5-14)6-15/h7-9H,1-6H2
InChI Key:
ASLWPAWFJZFCKF-UHFFFAOYSA-N
SMILES:
ClCC(OP(=O)(OC(CCl)CCl)OC(CCl)CCl)CCl
EC Number:
237-159-2
UNII:
B1PRV4G0T0
Properties
Complexity:
243
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
429.881g/mol
Formal Charge:
0
Heavy Atom Count:
20
Hydrogen Bond Acceptor Count:
4
Hydrogen Bond Donor Count:
0
Isotope Atom Count:
0
Molecular Weight:
430.889g/mol
Monoisotopic Mass:
427.884g/mol
Rotatable Bond Count:
12
Topological Polar Surface Area:
44.8A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
3.3
Literature
| Title | Journal |
|---|---|
| Real-time PCR array to study the effects of chemicals on the growth hormone/insulin-like growth factors (GH/IGFs) axis of zebrafish embryos/larvae. | Chemosphere 20180901 |
| Organophosphate Flame-Retardants Alter Adult Mouse Homeostasis and Gene Expression in a Sex-Dependent Manner Potentially Through Interactions With ERα. | Toxicological sciences : an official journal of the Society of Toxicology 20180301 |
| Tris (1,3-dichloro-2-propyl) phosphate induces toxicity by stimulating CaMK2 in PC12 cells. | Environmental toxicology 20170601 |
| Parental transfer of tris(1,3-dichloro-2-propyl) phosphate and transgenerational inhibition of growth of zebrafish exposed to environmentally relevant concentrations. | Environmental pollution (Barking, Essex : 1987) 20170101 |
| Tris (1,3-dichloro-2-propyl) phosphate-induced apoptotic signaling pathways in SH-SY5Y neuroblastoma cells. | Neurotoxicology 20170101 |
| Defensive and adverse energy-related molecular responses precede tris (1, 3-dichloro-2-propyl) phosphate cytotoxicity. | Journal of applied toxicology : JAT 20160501 |
| The Flame-Retardant Tris(1,3-dichloro-2-propyl) Phosphate Represses Androgen Signaling in Human Prostate Cancer Cell Lines. | Journal of biochemical and molecular toxicology 20160501 |
| Use of a Novel Double-Crested Cormorant ToxChip PCR Array and the EROD Assay to Determine Effects of Environmental Contaminants in Primary Hepatocytes. | Environmental science & technology 20160315 |
| Effects of primary metabolites of organophosphate flame retardants on transcriptional activity via human nuclear receptors. | Toxicology letters 20160314 |
| Thyroid hormone-disrupting activity and ecological risk assessment of phosphorus-containing flame retardants by in vitro, in vivo and in silico approaches. | Environmental pollution (Barking, Essex : 1987) 20160301 |
| Targeting neurotrophic factors and their receptors, but not cholinesterase or neurotransmitter, in the neurotoxicity of TDCPP in Chinese rare minnow adults (Gobiocypris rarus). | Environmental pollution (Barking, Essex : 1987) 20160101 |
| Acute Exposure to Tris(1,3-dichloro-2-propyl) Phosphate (TDCIPP) Causes Hepatic Inflammation and Leads to Hepatotoxicity in Zebrafish. | Scientific reports 20160101 |
| Environmentally Relevant Concentrations of the Flame Retardant Tris(1,3-dichloro-2-propyl) Phosphate Inhibit Growth of Female Zebrafish and Decrease Fecundity. | Environmental science & technology 20151215 |
| Bioconcentration and transfer of the organophorous flame retardant 1,3-dichloro-2-propyl phosphate causes thyroid endocrine disruption and developmental neurotoxicity in zebrafish larvae. | Environmental science & technology 20150421 |
| Developmental exposure to the organophosphorus flame retardant tris(1,3-dichloro-2-propyl) phosphate: estrogenic activity, endocrine disruption and reproductive effects on zebrafish. | Aquatic toxicology (Amsterdam, Netherlands) 20150301 |
| Bioconcentration, metabolism and neurotoxicity of the organophorous flame retardant 1,3-dichloro 2-propyl phosphate (TDCPP) to zebrafish. | Aquatic toxicology (Amsterdam, Netherlands) 20150101 |
| Elucidating mechanisms of toxicity using phenotypic data from primary human cell systems--a chemical biology approach for thrombosis-related side effects. | International journal of molecular sciences 20150101 |
| Neurotoxicological and thyroid evaluations of rats developmentally exposed to tris(1,3-dichloro-2-propyl)phosphate (TDCIPP) and tris(2-chloro-2-ethyl)phosphate (TCEP). | Neurotoxicology and teratology 20150101 |
| Developmental exposure to organophosphate flame retardants elicits overt toxicity and alters behavior in early life stage zebrafish (Danio rerio). | Toxicological sciences : an official journal of the Society of Toxicology 20141201 |
| Time-dependent effects of the flame retardant tris(1,3-dichloro-2-propyl) phosphate (TDCPP) on mRNA expression, in vitro and in ovo, reveal optimal sampling times for rapidly metabolized compounds. | Environmental toxicology and chemistry 20141201 |
| Potential estrogenic effects of phosphorus-containing flame retardants. | Environmental science & technology 20140617 |
| Toxicity of TDCPP and TCEP on PC12 cell: changes in CAMKII, GAP43, tubulin and NF-H gene and protein levels. | Toxicology letters 20140616 |
| Multiple bio-analytical methods to reveal possible molecular mechanisms of developmental toxicity in zebrafish embryos/larvae exposed to tris(2-butoxyethyl) phosphate. | Aquatic toxicology (Amsterdam, Netherlands) 20140501 |
| Use of an avian hepatocyte assay and the avian Toxchip Polymerse chain reaction array for testing prioritization of 16 organic flame retardants. | Environmental toxicology and chemistry 20140301 |
| Tris(1,3-dichloro-2-propyl) phosphate perturbs the expression of genes involved in immune response and lipid and steroid metabolism in chicken embryos. | Toxicology and applied pharmacology 20140301 |
| In vitro endocrine disruption potential of organophosphate flame retardants via human nuclear receptors. | Toxicology 20131206 |
| Toxicogenomic responses of zebrafish embryos/larvae to tris(1,3-dichloro-2-propyl) phosphate (TDCPP) reveal possible molecular mechanisms of developmental toxicity. | Environmental science & technology 20130917 |
| In Ovo effects of two organophosphate flame retardants--TCPP and TDCPP--on pipping success, development, mRNA expression, and thyroid hormone levels in chicken embryos. | Toxicological sciences : an official journal of the Society of Toxicology 20130701 |
| Effects of TDCPP or TPP on gene transcriptions and hormones of HPG axis, and their consequences on reproduction in adult zebrafish (Danio rerio). | Aquatic toxicology (Amsterdam, Netherlands) 20130615 |
| Similarities in the endocrine-disrupting potencies of indoor dust and flame retardants by using human osteosarcoma (U2OS) cell-based reporter gene assays. | Environmental science & technology 20130319 |
| Effects of tris(1,3-dichloro-2-propyl) phosphate and triphenyl phosphate on receptor-associated mRNA expression in zebrafish embryos/larvae. | Aquatic toxicology (Amsterdam, Netherlands) 20130315 |
| Early zebrafish embryogenesis is susceptible to developmental TDCPP exposure. | Environmental health perspectives 20121101 |
| Concentrations of organophosphate esters and brominated flame retardants in German indoor dust samples. | Journal of environmental monitoring : JEM 20120901 |
| Phosphorus flame retardants: properties, production, environmental occurrence, toxicity and analysis. | Chemosphere 20120801 |
| Levels and distributions of organophosphate flame retardants and plasticizers in sediment from Taihu Lake, China. | Environmental toxicology and chemistry 20120701 |
| Indoor air in schools and lung function of Austrian school children. | Journal of environmental monitoring : JEM 20120701 |
| Endocrine disruption potentials of organophosphate flame retardants and related mechanisms in H295R and MVLN cell lines and in zebrafish. | Aquatic toxicology (Amsterdam, Netherlands) 20120615 |
| Effects of tris(1,3-dichloro-2-propyl) phosphate and tris(1-chloropropyl) phosphate on cytotoxicity and mRNA expression in primary cultures of avian hepatocytes and neuronal cells. | Toxicological sciences : an official journal of the Society of Toxicology 20120301 |
| Complete detoxification of tris(1,3-dichloro-2-propyl) phosphate by mixed two bacteria, Sphingobium sp. strain TCM1 and Arthrobacter sp. strain PY1. | Journal of bioscience and bioengineering 20120101 |
| Is the PentaBDE replacement, tris (1,3-dichloro-2-propyl) phosphate (TDCPP), a developmental neurotoxicant? Studies in PC12 cells. | Toxicology and applied pharmacology 20111101 |
| Brominated and organophosphate flame retardants in selected consumer products on the Japanese market in 2008. | Journal of hazardous materials 20110915 |
| Identification of flame retardants in polyurethane foam collected from baby products. | Environmental science & technology 20110615 |
| House dust concentrations of organophosphate flame retardants in relation to hormone levels and semen quality parameters. | Environmental health perspectives 20100301 |
| Endocrine damper? Flame retardants linked to male hormone, sperm count changes. | Environmental health perspectives 20100301 |
| Seasonal fluctuations of organophosphate concentrations in precipitation and storm water runoff. | Chemosphere 20100201 |
| Discontinued pajama flame retardant detected in baby products and house dust. | Environmental science & technology 20091001 |
| Detection of organophosphate flame retardants in furniture foam and U.S. house dust. | Environmental science & technology 20091001 |
| Enrichment and characterization of chlorinated organophosphate ester-degrading mixed bacterial cultures. | Journal of bioscience and bioengineering 20080701 |
| Organophosphate flame retardants and plasticizers in indoor air. | Chemosphere 20041101 |
| Estimation of organophosphoric acid triesters in soft polyurethane foam using a concentrated sulfuric acid dissolution technique and gas chromatography with flame photometric detection. | Analytical sciences : the international journal of the Japan Society for Analytical Chemistry 20031201 |
| In vitro dermal absorption of flame retardant chemicals. | Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20011201 |
| Comparative genotoxicity and nephrotoxicity studies of the two halogenated flame retardants tris(1,3-dichloro-2-propyl)phosphate and tris(2,3-dibromopropyl)phosphate. | Acta pharmacologica et toxicologica 19850101 |
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