p,p'-DDE

Modify Date: 2024-01-06 14:54:27

p,p'-DDE Structure
p,p'-DDE structure
Common Name p,p'-DDE
CAS Number 72-55-9 Molecular Weight 318.025
Density 1.4±0.1 g/cm3 Boiling Point 383.1±37.0 °C at 760 mmHg
Molecular Formula C14H8Cl4 Melting Point 88-90 °C(lit.)
MSDS Chinese USA Flash Point 183.7±23.9 °C
Symbol GHS02 GHS06 GHS08 GHS09
GHS02, GHS06, GHS08, GHS09
Signal Word Danger

 Use of p,p'-DDE


p,p'-DDE (4,4'-DDE), a major metabolite of persistent dichlorodiphenyltrichloroethane (DDT), is a potent androgen receptor antagonist, with an IC50 of 5 μM and a Ki of 3.5 μM[1].

 Names

Name dde
Synonym More Synonyms

 p,p'-DDE Biological Activity

Description p,p'-DDE (4,4'-DDE), a major metabolite of persistent dichlorodiphenyltrichloroethane (DDT), is a potent androgen receptor antagonist, with an IC50 of 5 μM and a Ki of 3.5 μM[1].
Related Catalog
References

[1]. Kelce WR, et al. Persistent DDT metabolite p,p'-DDE is a potent androgen receptor antagonist. Nature. 1995;375(6532):581-585.

 Chemical & Physical Properties

Density 1.4±0.1 g/cm3
Boiling Point 383.1±37.0 °C at 760 mmHg
Melting Point 88-90 °C(lit.)
Molecular Formula C14H8Cl4
Molecular Weight 318.025
Flash Point 183.7±23.9 °C
Exact Mass 315.938019
LogP 6.37
Vapour Pressure 0.0±0.8 mmHg at 25°C
Index of Refraction 1.622
Stability Stable, but light-sensitive. Incompatible with strong bases, strong oxidizing agents.

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
KV9450000
CHEMICAL NAME :
Ethylene, 1,1-dichloro-2,2-bis(p-chlorophenyl)-
CAS REGISTRY NUMBER :
72-55-9
BEILSTEIN REFERENCE NO. :
1913355
LAST UPDATED :
199710
DATA ITEMS CITED :
42
MOLECULAR FORMULA :
C14-H8-Cl4
MOLECULAR WEIGHT :
318.02
WISWESSER LINE NOTATION :
GYGUYR DG&R DG

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 :
880 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 :
700 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 - hamster
DOSE/DURATION :
>5 gm/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
504 mg/kg/6W-C
TOXIC EFFECTS :
Liver - changes in liver weight Immunological Including Allergic - decrease in cellular immune response Immunological Including Allergic - decrease in humoral immune response
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Bird - pigeon
DOSE/DURATION :
586 mg/kg/28D-C
TOXIC EFFECTS :
Behavioral - food intake (animal) Liver - changes in liver weight Related to Chronic Data - death
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Bird - domestic
DOSE/DURATION :
76160 ug/kg/8W-C
TOXIC EFFECTS :
Autonomic Nervous System - sympathomimetic Liver - changes in liver weight Biochemical - Neurotransmitters or modulators (putative) - dopamine at other sites
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
9700 mg/kg/78W-C
TOXIC EFFECTS :
Tumorigenic - Carcinogenic by RTECS criteria Liver - tumors
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - hamster
DOSE/DURATION :
36 gm/kg/86W-C
TOXIC EFFECTS :
Tumorigenic - neoplastic by RTECS criteria Liver - tumors Endocrine - adrenal cortex tumors
TYPE OF TEST :
TD - Toxic dose (other than lowest)
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
28 gm/kg/80W-C
TOXIC EFFECTS :
Tumorigenic - neoplastic by RTECS criteria Liver - tumors
TYPE OF TEST :
TD - Toxic dose (other than lowest)
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
17 gm/kg/78W-C
TOXIC EFFECTS :
Tumorigenic - Carcinogenic by RTECS criteria Liver - tumors
TYPE OF TEST :
TD - Toxic dose (other than lowest)
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - hamster
DOSE/DURATION :
57 gm/kg/68W-C
TOXIC EFFECTS :
Tumorigenic - neoplastic by RTECS criteria Liver - tumors Endocrine - adrenal cortex tumors
TYPE OF TEST :
TD - Toxic dose (other than lowest)
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - hamster
DOSE/DURATION :
41 gm/kg/97W-C
TOXIC EFFECTS :
Tumorigenic - neoplastic by RTECS criteria Liver - tumors Endocrine - adrenal cortex tumors
TYPE OF TEST :
TD - Toxic dose (other than lowest)
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - hamster
DOSE/DURATION :
81 gm/kg/97W-C
TOXIC EFFECTS :
Tumorigenic - neoplastic by RTECS criteria Liver - tumors Endocrine - adrenal cortex tumors
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Intraperitoneal
DOSE :
3500 ug/kg
SEX/DURATION :
female 7 day(s) pre-mating
TOXIC EFFECTS :
Reproductive - Maternal Effects - uterus, cervix, vagina
TYPE OF TEST :
Sex chromosome loss and nondisjunction
TYPE OF TEST :
Mutation test systems - not otherwise specified
TYPE OF TEST :
DNA inhibition

MUTATION DATA

TYPE OF TEST :
Mutation in mammalian somatic cells
TEST SYSTEM :
Rodent - hamster Ovary
DOSE/DURATION :
20 mg/L
REFERENCE :
MUREAV Mutation Research. (Elsevier Science Pub. B.V., POB 211, 1000 AE Amsterdam, Netherlands) V.1- 1964- Volume(issue)/page/year: 136,137,1984 *** REVIEWS *** IARC Cancer Review:Animal Limited Evidence IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man. (WHO Publications Centre USA, 49 Sheridan Ave., Albany, NY 12210) V.1- 1972- Volume(issue)/page/year: 5,83,1974 IARC Cancer Review:Animal Sufficient Evidence IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man. (WHO Publications Centre USA, 49 Sheridan Ave., Albany, NY 12210) V.1- 1972- Volume(issue)/page/year: 53,179,1991 IARC Cancer Review:Human Inadequate Evidence IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man. (WHO Publications Centre USA, 49 Sheridan Ave., Albany, NY 12210) V.1- 1972- Volume(issue)/page/year: 53,179,1991 IARC Cancer Review:Group 2B IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man. (WHO Publications Centre USA, 49 Sheridan Ave., Albany, NY 12210) V.1- 1972- Volume(issue)/page/year: 53,179,1991 TOXICOLOGY REVIEW RREVAH Residue Reviews. (Springer-Verlag New York, Inc., Service Center, 44 Hartz Way, Secaucus, NJ 07094) V.1- 1962- Volume(issue)/page/year: 48,141,1973

 Safety Information

Symbol GHS02 GHS06 GHS08 GHS09
GHS02, GHS06, GHS08, GHS09
Signal Word Danger
Hazard Statements H225-H301 + H311 + H331-H370-H411
Precautionary Statements P210-P260-P273-P280-P301 + P310-P311
Personal Protective Equipment Eyeshields;full-face particle respirator type N100 (US);Gloves;respirator cartridge type N100 (US);type P1 (EN143) respirator filter;type P3 (EN 143) respirator cartridges
Hazard Codes Xn:Harmful;
Risk Phrases R22;R33
Safety Phrases 36/37-60-61-45-16-7-62
RIDADR UN 3077 9/PG 3
WGK Germany 3
RTECS KV9450000
HS Code 2903999090

 Synthetic Route

 Customs

HS Code 2903999090
Summary 2903999090 halogenated derivatives of aromatic hydrocarbons VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:5.5% General tariff:30.0%

 Articles65

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 Synonyms

Benzene, 1,1'-(dichloroethenylidene)bis[4-chloro-
DDE
p,p'-DDE
1,1-bis(4-chlorophenyl)-2,2-dichloroethylene
2,2-Bis(4-chlorophenyl)-1,1-dichloroethylene
dichlorodiphenyldichloroethylene
para,para'-DDE
EINECS 200-784-6
DDE, p,p'-
1,1'-(2,2-dichloroethene-1,1-diyl)bis(4-chlorobenzene)
Benzene, 1,1'-(2,2-dichloroethenylidene)bis[4-chloro-
MFCD00003284
p,p'-Dichlorodiphenyldichloroethylene
1,1'-(2,2-Dichloro-1,1-ethenediyl)bis(4-chlorobenzene)
1,1-Bis(p-chlorophenyl)-2,2-dichloroethylene
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