72-54-8
72-54-8
Chemical Structure
p,p'-DDD
Synonym(s): 4,4'-DDD; p,p'-Dichlorodiphenyl dichloroethane
- CAS No.: 72-54-8
- Formula:C14H10Cl4
- Molecular Weight:320.04
IUPAC Name: 4,4'-(2,2-dichloroethane-1,1-diyl)bis(chlorobenzene)
InChIKey: AHJKRLASYNVKDZ-UHFFFAOYSA-N
SMILES: ClC(Cl)C(C1=CC=C(Cl)C=C1)C2=CC=C(Cl)C=C2
Biological Activity: p,p'-DDD (4,4’-DDD) is an organochlorine insecticide, a major metabolite of p,p'-DDT. p,p'-DDD is an agonist at estrogen receptor α(ERα) and ERβ. p,p'-DDD increases DNA damage, apoptosis and necrosis in peripheral blood. p,p'-DDD stimulates cell proliferation in SKBR3 cells. p,p'-DDD activates the AP-1 transcription factor. p,p'-DDD decreases sleep times of barbiturates and steroids in rats[1][2][3][4].
| Cat. No. | Product Name | Purity | Description | Pricing | |||||||||||||||||||
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p,p'-DDD | 99.37% | p,p'-DDD (4,4’-DDD) is an organochlorine insecticide, a major metabolite of p,p'-DDT. p,p'-DDD is an agonist at estrogen receptor α(ERα) and ERβ. p,p'-DDD increases DNA damage, apoptosis and necrosis in peripheral blood. p,p'-DDD stimulates cell proliferation in SKBR3 cells. p,p'-DDD activates the AP-1 transcription factor. p,p'-DDD decreases sleep times of barbiturates and steroids in rats. | ||||||||||||||||||||
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p,p'-DDD (Standard) | ≥98% | p,p'-DDD (Standard) is the analytical standard of p,p'-DDD (HY-B1984) . This product is intended for research and analytical applications. p,p'-DDD (4,4’-DDD) is an organochlorine insecticide, a major metabolite of p,p'-DDT. p,p'-DDD is an agonist at estrogen receptor α(ERα) and ERβ. p,p'-DDD increases DNA damage, apoptosis and necrosis in peripheral blood. p,p'-DDD stimulates cell proliferation in SKBR3 cells. p,p'-DDD activates the AP-1 transcription factor. p,p'-DDD decreases sleep times of barbiturates and steroids in rats. | ||||||||||||||||||||
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p,p'-DDD-d8 | p,p'-DDD-d8 is the deuterium labeled p,p'-DDD. p,p'-DDD (4,4’-DDD) is an organochlorine insecticide, a major metabolite of p,p'-DDT. p,p'-DDD is an agonist at estrogen receptor α(ERα) and ERβ. p,p'-DDD increases DNA damage, apoptosis and necrosis in peripheral blood. p,p'-DDD stimulates cell proliferation in SKBR3 cells. p,p'-DDD activates the AP-1 transcription factor. p,p'-DDD decreases sleep times of barbiturates and steroids in rats. | |||||||||||||||||||||
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p,p'-DDD-13C12 | p,p'-DDD-13C12 is 13C labeled p,p'-DDD. p,p'-DDD is a major metabolite of p,p'-DDT. p,p'-DDD occurs in the feces and livers of rats, that are given p,p'-DDT by stomach tube, but not of rats injected intraperitoneally with p,p'-DDT. | |||||||||||||||||||||
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Perthane | Perthane is an active compound. | |||||||||||||||||||||
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DDOH | DDOH is an effective metabolite of DTT. DDOH can combine with palmitic acid to form conjugates. | |||||||||||||||||||||
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Mitotane | 99.95% | Mitotane (2,4′-DDD), an isomer of DDD and derivative of dichlorodiphenyltrichloroethane (DDT), is an antineoplastic agent, can be used to research adrenocortical carcinoma. Mitotane exert its adrenocorticolytic effect at least in part through lipotoxicity induced by intracellular free cholesterol (FC) accumulation. Mitotane can have direct pituitary effects on corticotroph cells. Mitotane can induce CYP3A4 gene expression via steroid and xenobiotic receptor (SXR) activation, and has agent-agent interactions. | ||||||||||||||||||||
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Mitotane-13C6 | 98.62% | Mitotane-13C6 is the 13C labeled Mitotane. Mitotane (2,4′-DDD), an isomer of DDD and derivative of dichlorodiphenyltrichloroethane (DDT), is an antineoplastic agent, can be used to research adrenocortical carcinoma. Mitotane exert its adrenocorticolytic effect at least in part through lipotoxicity induced by intracellular free cholesterol (FC) accumulation. Mitotane can have direct pituitary effects on corticotroph cells. Mitotane can induce CYP3A4 gene expression via steroid and xenobiotic receptor (SXR) activation, and has agent-agent interactions. | ||||||||||||||||||||
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Mitotane-13C12 | Mitotane-13C12 (2,4′-DDD-13C12) is 13C labeled Mitotane. Mitotane (2,4′-DDD), an isomer of DDD and derivative of dichlorodiphenyltrichloroethane (DDT), is an antineoplastic agent, can be used to research adrenocortical carcinoma. Mitotane exert its adrenocorticolytic effect at least in part through lipotoxicity induced by intracellular free cholesterol (FC) accumulation. Mitotane can have direct pituitary effects on corticotroph cells. Mitotane can induce CYP3A4 gene expression via steroid and xenobiotic receptor (SXR) activation, and has agent-agent interactions. | |||||||||||||||||||||
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p,p'-DDE (Standard) | ≥98% | p,p'-DDE (Standard) is the analytical standard of p,p'-DDE. This product is intended for research and analytical applications. p,p'-DDE (4,4'-DDE) is the major and persistent metabolite of DDT. p,p'-DDE is a orally active androgen receptor antagonist with an IC50 of 5 μM and a Ki of 3.5 μM. p,p'-DDE can affect the development and function of the male reproductive system. Additionally, high serum concentrations of p,p'-DDE may be a risk factor for type 2 diabetes in women. | ||||||||||||||||||||
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4,4'-Dichlorobenzophenone | 99.93% | 4,4'-Dichlorobenzophenone (Bis (4-chlorophenyl) ketone) is an ERα/ERβ agonist with IC50 values of 40.86 μM and 24.11 μM, respectively. 4,4'-Dichlorobenzophenone induces ER-dependent cancer cell proliferation after long-term exposure. 4,4'-Dichlorobenzophenone can be used for research on breast cancer. | ||||||||||||||||||||
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1-Chloro-4-[2-chloro-1-(4-chlorophenyl)ethyl]benzene | 1-Chloro-4-benzene (1,1-Bis (p-chlorophenyl)-2-chloroethane) (Compound DDMS) is the dechlorination reduction product of DDT (insecticide) and DDD. | |||||||||||||||||||||
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p,p'-DDE-13C12 | p,p'-DDE-13C12 is 13C labeled 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. | |||||||||||||||||||||
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References
- [1]. Gerić M, et al. Cytogenetic status of human lymphocytes after exposure to low concentrations of p,p'-DDT, and its metabolites (p,p'-DDE, and p,p'-DDD) in vitro. Chemosphere. 2012 Jun;87(11):1288-94. [Content Brief]
- [2]. Wang L, et al. Binding and Activation of Estrogen-Related Receptor γ: A Novel Molecular Mechanism for the Estrogenic Disruption Effects of DDT and Its Metabolites. Environ Sci Technol. 2022 Sep 6;56(17):12358-12367. [Content Brief]
- [3]. Frigo DE, et al. DDT and its metabolites alter gene expression in human uterine cell lines through estrogen receptor-independent mechanisms. Environ Health Perspect. 2002 Dec;110(12):1239-45. [Content Brief]
- [4]. Azarnoff DL, et al. The effect of DDD on barbiturate and steroid-induced hypnosis in the dog and rat. Biochem Pharmacol. 1966 Dec;15(12):1985-93. [Content Brief]
