CAS 13674-87-8|TDCPP

Introduction：Basic information about CAS 13674-87-8|TDCPP, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

Table of Contents

1. Names
2. TDCPP BiologicalActivity
3. Chemical & Physical Properties
4. Toxicological Information
CHEMICAL IDENTIFICATION
HEALTH HAZARD DATA
ACUTE TOXICITY DATA
MUTATION DATA
5. Safety Information
6. Customs
7. Articles8
8. Synonyms

Common Name	TDCPP
CAS Number	13674-87-8	Molecular Weight	430.905
Density	1.5±0.1 g/cm3	Boiling Point	457.4±40.0 °C at 760 mmHg
Molecular Formula	C₉H₁₅Cl₆O₄P	Melting Point	-64°C
MSDS	ChineseUSA	Flash Point	377.7±35.0 °C
Symbol	GHS08, GHS09	Signal Word	Warning

Names

Name	Phosphoric Acid Tris(1,3-Dichloro-2-Propyl) Ester
Synonym	More Synonyms

TDCPP BiologicalActivity

Description	TDCPP is a chlorinated analog of tris(2,3-dibromopropyl)phosphate (Tris) which is one of the most detected organophosphorus flame retardants (OPFRs) in the environment.
Related Catalog	Signaling Pathways >>Others >>OthersResearch Areas >>Cancer
In Vitro	Exposure to TDCPP does not significantly affect cell viability until at concentration >68 μg/mL. HCECs show a 16% cell viability loss after exposing to 136 μg/mL TDCPP. Moreover, TDCPP induces a sharp decrease in viable cells (87%) after exposing to ≥272 μg/mL TDCPP. Based on cell viability, the LC50 value for TDCPP is 202 μg/mL using a nonlinear regression. Compare to controls, TDCPP-exposed cells exhibit a concentration-dependent increase in apoptosis. Anti-apoptotic Bcl-2 protein expression is increased to 1.4 fold after exposing to 2 μg/mL TDCPP, 1.2-folds at 20 μg/mL but dynamically decreased to 0.4 fold at 200 μg/mL compare to control. The caspase-3 activity is increased to 2.1 folds of the control at 200 μg/mL TDCPP[1]. TDCPP inhibits cell growth at lower concentrations (IC50 of 27 μM), while cell viability and toxicity are affected at higher concentrations (IC50 of 171 μM and 168 μM, respectively)[2].
Kinase Assay	The cellular ATP contents are determined in HCECs grown in DMEM containing 0, 2, 20, or 200 μg/mL TDCPP using a luciferase-based ATP assay kit according to the manufacturer's guideline. Briefly, after 24 h exposure, HCECs are lysed with lysis buffer. Lysates are then centrifuged at 12,000 g at 4°C for 5 min. Then, 100 μL of supernatant is mixed with 100 μL ATP detection working dilution. Luminance is examined by an fluorescence microplate reader[1].
Cell Assay	To examine the effects of TDCPP on cell viability, HCECs are planted into 96-well plate (100 μL/well) at density of 1×105 cells/mL overnight. Then, the medium is changed into fresh medium containing 0.034, 0.34, 3.4, 34, 68, 136, 272, or 340 μg/mL of TDCPP and solvent vehicle (0.1%, v/v) and incubated for 24 h. Cell viability is detected using CCK-8 cell viability assay kit according to the manufacturer's instructions. After exposure, cellular morphology is observed and recorded by an inverted microscopy[1].
References	[1]. Xiang P, et al. Effects of organophosphorus flame retardant TDCPP on normal human corneal epithelial cells: Implications for human health. Environ Pollut. 2017 Nov;230:22-30. [2]. Killilea DW, et al. Flame retardant tris(1,3-dichloro-2-propyl)phosphate (TDCPP) toxicity is attenuated by N-acetylcysteine in human kidney cells. Toxicol Rep. 2017 May 17;4:260-264.

Chemical & Physical Properties

Density	1.5±0.1 g/cm3
Boiling Point	457.4±40.0 °C at 760 mmHg
Melting Point	-64°C
Molecular Formula	C₉H₁₅Cl₆O₄P
Molecular Weight	430.905
Flash Point	377.7±35.0 °C
Exact Mass	427.883911
PSA	54.57000
LogP	1.79
Vapour Pressure	0.0±1.1 mmHg at 25°C
Index of Refraction	1.497
InChIKey	ASLWPAWFJZFCKF-UHFFFAOYSA-N
SMILES	O=P(OC(CCl)CCl)(OC(CCl)CCl)OC(CCl)CCl
Water Solubility	<0.1 g/100 mL at 24 ºC

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: UB1473000

CAS REGISTRY NUMBER :: 13674-87-8

BEILSTEIN REFERENCE NO. :: 1715458

LAST UPDATED :: 199710

DATA ITEMS CITED :: 17

MOLECULAR FORMULA :: C9-H15-Cl6-O4-P

MOLECULAR WEIGHT :: 430.91

WISWESSER LINE NOTATION :: G1Y1GOPO&OY1G1GOY1G1G

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 1850 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 2250 mg/kg

TOXIC EFFECTS :: Sense Organs and Special Senses (Eye) - effect, not otherwise specified Behavioral - tremor Behavioral - convulsions or effect on seizure threshold

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Administration onto the skin

SPECIES OBSERVED :: Rodent - rabbit

DOSE/DURATION :: >23700 mg/kg

TOXIC EFFECTS :: Behavioral - irritability Gastrointestinal - hypermotility, diarrhea Biochemical - Enzyme inhibition, induction, or change in blood or tissue levels - true cholinesterase

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 15561 mg/kg/13W-C

TOXIC EFFECTS :: Gastrointestinal - tumors Kidney, Ureter, Bladder - tumors Blood - pigmented or nucleated red blood cells

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rabbit

DOSE/DURATION :: 16800 mg/kg/12W-I

TOXIC EFFECTS :: Liver - changes in liver weight Kidney, Ureter, Bladder - changes in bladder weight

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Bird - chicken

DOSE/DURATION :: 24 gm/kg/5D-C

TOXIC EFFECTS :: Related to Chronic Data - death

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 58400 mg/kg/2Y-C

TOXIC EFFECTS :: Tumorigenic - Carcinogenic by RTECS criteria Liver - tumors

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

DOSE :: 3600 mg/kg

SEX/DURATION :: female 7-15 day(s) after conception

TOXIC EFFECTS :: Reproductive - Fertility - litter size (e.g. # fetuses per litter; measured before birth) Reproductive - Effects on Embryo or Fetus - fetal death

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

DOSE :: 3600 mg/kg

SEX/DURATION :: female 7-15 day(s) after conception

TOXIC EFFECTS :: Reproductive - Effects on Embryo or Fetus - fetal death

MUTATION DATA

TYPE OF TEST :: Morphological transformation

TEST SYSTEM :: Rodent - hamster Embryo

DOSE/DURATION :: 20 umol/L

REFERENCE :: APTOA6 Acta Pharmacologica et Toxicologica. (Copenhagen, Denmark) V.1-59, 1945-86. For publisher information, see PHTOEH Volume(issue)/page/year: 56,20,1985 *** REVIEWS *** TOXICOLOGY REVIEW CTOXAO Clinical Toxicology. (New York, NY) V.1-18, 1968-81. For publisher information, see JTCTDW. Volume(issue)/page/year: 17,101,1980

Safety Information

Symbol	GHS08, GHS09
Signal Word	Warning
Hazard Statements	H351-H411
Precautionary Statements	P273-P281
Personal Protective Equipment	Eyeshields;Faceshields;full-face respirator (US);Gloves;multi-purpose combination respirator cartridge (US);type ABEK (EN14387) respirator filter
Hazard Codes	Xn: Harmful;N: Dangerous for the environment;
Risk Phrases	R20/21/22
Safety Phrases	S26-S36/37/39-S61
RIDADR	UN 3082 9/PG 3
RTECS	UB1473000
HS Code	2919900090

Customs

HS Code	2919900090
Summary	2919900090 other phosphoric esters and their salts, including lactophosphates; their halogenated, sulphonated, nitrated or nitrosated derivatives。supervision conditions:AB(certificate of inspection for goods inward,certificate of inspection for goods outward)。VAT:17.0%。tax rebate rate:9.0%。MFN tariff:6.5%。general tariff:30.0%

Articles8

Haloalkylphosphorus hydrolases purified from Sphingomonas sp. strain TDK1 and Sphingobium sp. strain TCM1.

Appl. Environ. Microbiol. 80(18) , 5866-73, (2014)

Phosphotriesterases catalyze the first step of organophosphorus triester degradation. The bacterial phosphotriesterases purified and characterized to date hydrolyze mainly aryl dialkyl phosphates, suc...

Developmental exposure to the organophosphorus flame retardant tris(1,3-dichloro-2-propyl) phosphate: estrogenic activity, endocrine disruption and reproductive effects on zebrafish.

Aquat. Toxicol. 160 , 163-71, (2015)

Tris(1,3-dichloro-2-propyl) phosphate (TDCPP) is an organophosphate flame retardant that is detectable in the environment and biota, prompting concern over its risk to wildlife and human health. Our o...

Urinary metabolites of organophosphate flame retardants: temporal variability and correlations with house dust concentrations.

Environ. Health Perspect. 121 , 580-5, (2013)

A reduction in the use of polybrominated diphenyl ethers (PBDEs) because of human health concerns may result in an increased use of and human exposure to organophosphate flame retardants (OPFRs). Huma...

Synonyms

Phosphoric Acid Tris(1,3-dichloro-2-propyl) Ester

Tris(1,3-dichloro-2-propanyl) phosphate

Tri(β,β'-dichloroisopropyl) phosphate

MFCD00083121

Tris(1,3-dichloropropan-2-yl) phosphate

TDCPP

Tris(1,3-dichloroisopropyl) phosphate

EINECS 237-159-2

Tris(1,3-dichloro-2-propyl) phosphate

1,3-Dichloro-2-propanol phosphate (3:1)

Phosphoric acid, tris(1,3-dichloro-2-propyl) ester

G1Y1GOPO&OY1G1G&OY1G1G

1,3-Dichloro-2-propanol phosphate (Phosphoric acid tris(1,3-dichloro-2-propyl ester)

Tris(2,2′-dichloroisopropyl) phosphate

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