Mitotane

Q: What is the molecular weight of 1-chloro-2-[2,2-dichloro-1-(4-chlorophenyl)ethyl]benzene?

Molecular weight of 1-chloro-2-[2,2-dichloro-1-(4-chlorophenyl)ethyl]benzene is 320.041.

Modify Date: 2026-07-02 12:22:23

Mitotane structure	Common Name	Mitotane
	CAS Number	53-19-0	Molecular Weight	320.041
	Density	1.4±0.1 g/cm3	Boiling Point	398.9±37.0 °C at 760 mmHg
	Molecular Formula	C₁₄H₁₀Cl₄	Melting Point	77-78 °C(lit.)
	MSDS	Chinese USA	Flash Point	194.2±23.9 °C
	Symbol	GHS08	Signal Word	Warning

Use of Mitotane

Mitotane(2,4′-DDD), an isomer of DDD and derivative of DDT, is an antineoplastic medication used in the treatment of adrenocortical carcinoma.IC50 value: Target: Mitotane alters steroid peripheral metabolism, directly suppresses the adrenal cortex and alters cortisone metabolism leading to hypocortisolism. Side effects as reported by Schteinberg et al. include anorexia and nausea (88%), diarrhea (38%), vomiting (23%), decreased memory and ability to concentrate (50%), rash (23%), gynecomastia (50%), arthralgia (19%), and leukopenia (7%).

This table lists Chinese names, IUPAC names and various aliases of this chemical substance.

Name	1-chloro-2-[2,2-dichloro-1-(4-chlorophenyl)ethyl]benzene
Synonym	More Synonyms

This table contains bioactivity, target information and biological‑assay experimental data of this compound.

Description	Mitotane(2,4′-DDD), an isomer of DDD and derivative of DDT, is an antineoplastic medication used in the treatment of adrenocortical carcinoma.IC50 value: Target: Mitotane alters steroid peripheral metabolism, directly suppresses the adrenal cortex and alters cortisone metabolism leading to hypocortisolism. Side effects as reported by Schteinberg et al. include anorexia and nausea (88%), diarrhea (38%), vomiting (23%), decreased memory and ability to concentrate (50%), rash (23%), gynecomastia (50%), arthralgia (19%), and leukopenia (7%).
Related Catalog	Signaling Pathways >> Others >> Others Research Areas >> Cancer
References	[1]. Gentilin E, Tagliati F, Terzolo M, Mitotane reduces human and mouse ACTH-secreting pituitary cell viability and function. J Endocrinol. 2013 Jul 29;218(3):275-285. [2]. Lehmann TP, Wrzesiński T, Jagodziński PP. The effect of mitotane on viability, steroidogenesis and gene expression in NCI H295R adrenocortical cells. Mol Med Rep. 2013 Mar;7(3):893-900. [3]. Takeshita A, Igarashi-Migitaka J, Koibuchi N, Mitotane induces CYP3A4 expression via activation of the steroid and xenobiotic receptor. J Endocrinol. 2013 Feb 15;216(3):297-305. [4]. Ederhy S, Cohen A, Dufaitre G, No evidence for relevant QT interval prolongation in mitotane-treated patients with adrenocortical carcinoma. J Endocrinol Invest. 2012 Nov;35(10):911-4. [5]. Alexandraki KI, Kaltsas GA, le Roux CW, Assessment of serum-free cortisol levels in patients with adrenocortical carcinoma treated with mitotane: a pilot study. Clin Endocrinol (Oxf). 2010 Mar;72(3):305-11.

Description

Related Catalog

Signaling Pathways >> Others >> Others

Research Areas >> Cancer

References

[1]. Gentilin E, Tagliati F, Terzolo M, Mitotane reduces human and mouse ACTH-secreting pituitary cell viability and function. J Endocrinol. 2013 Jul 29;218(3):275-285.

[2]. Lehmann TP, Wrzesiński T, Jagodziński PP. The effect of mitotane on viability, steroidogenesis and gene expression in NCI H295R adrenocortical cells. Mol Med Rep. 2013 Mar;7(3):893-900.

[3]. Takeshita A, Igarashi-Migitaka J, Koibuchi N, Mitotane induces CYP3A4 expression via activation of the steroid and xenobiotic receptor. J Endocrinol. 2013 Feb 15;216(3):297-305.

[4]. Ederhy S, Cohen A, Dufaitre G, No evidence for relevant QT interval prolongation in mitotane-treated patients with adrenocortical carcinoma. J Endocrinol Invest. 2012 Nov;35(10):911-4.

[5]. Alexandraki KI, Kaltsas GA, le Roux CW, Assessment of serum-free cortisol levels in patients with adrenocortical carcinoma treated with mitotane: a pilot study. Clin Endocrinol (Oxf). 2010 Mar;72(3):305-11.

This table shows physicochemical parameters including melting point, boiling point, density, solubility and optical rotation. Missing data is marked as N/A.

Density	1.4±0.1 g/cm3
Boiling Point	398.9±37.0 °C at 760 mmHg
Melting Point	77-78 °C(lit.)
Molecular Formula	C₁₄H₁₀Cl₄
Molecular Weight	320.041
Flash Point	194.2±23.9 °C
Exact Mass	317.953674
LogP	5.39
Vapour Pressure	0.0±0.9 mmHg at 25°C
Index of Refraction	1.599
InChIKey	JWBOIMRXGHLCPP-UHFFFAOYSA-N
SMILES	Clc1ccc(C(c2ccccc2Cl)C(Cl)Cl)cc1
Water Solubility	<0.1 g/100 mL at 24 ºC

This table provides MSDS information including hazard classification, first‑aid, fire‑fighting, spill handling, operation and storage instructions.

Mitotane MSDS(Chinese)

This table summarizes toxicological test data, acute & chronic toxicity and ecological hazard parameters for this chemical.

CHEMICAL IDENTIFICATION

RTECS NUMBER :: KH7880000

CHEMICAL NAME :: Ethane, 2-(o-chlorophenyl)-2-(p-chlorophenyl)-1,1-dichloro-

CAS REGISTRY NUMBER :: 53-19-0

BEILSTEIN REFERENCE NO. :: 2056007

LAST UPDATED :: 199612

DATA ITEMS CITED :: 25

MOLECULAR FORMULA :: C14-H10-Cl4

MOLECULAR WEIGHT :: 320.04

WISWESSER LINE NOTATION :: GYGYR BG&R DG

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Human - man

DOSE/DURATION :: 17 gm/kg/35W

TOXIC EFFECTS :: Behavioral - somnolence (general depressed activity)

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Human - woman

DOSE/DURATION :: 800 mg/kg/4D

TOXIC EFFECTS :: Skin and Appendages - dermatitis, other (after systemic exposure)

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Human - woman

DOSE/DURATION :: 11 gm/kg/15W

TOXIC EFFECTS :: Vascular - BP lowering not characterized in autonomic section Blood - normocytic anemia Blood - pigmented or nucleated red blood cells

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Human - woman

DOSE/DURATION :: 14 gm/kg/22W

TOXIC EFFECTS :: Behavioral - somnolence (general depressed activity) Gastrointestinal - hypermotility, diarrhea Gastrointestinal - nausea or vomiting

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

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: >5 gm/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 :: >4 gm/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 - guinea pig

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 :: 8400 mg/kg/28D-I

TOXIC EFFECTS :: Blood - changes in serum composition (e.g. TP, bilirubin, cholesterol) Biochemical - Enzyme inhibition, induction, or change in blood or tissue levels - phosphatases

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Mammal - dog

DOSE/DURATION :: 2800 mg/kg/28D-I

TOXIC EFFECTS :: Endocrine - other changes Endocrine - changes in adrenal weight Biochemical - Enzyme inhibition, induction, or change in blood or tissue levels - phosphatases

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - guinea pig

DOSE/DURATION :: 4200 mg/kg/14D-I

TOXIC EFFECTS :: Endocrine - other changes Related to Chronic Data - death

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 10 gm/kg/52W-C

TOXIC EFFECTS :: Tumorigenic - equivocal tumorigenic agent by RTECS criteria Reproductive - Tumorigenic effects - testicular tumors

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 2500 mg/kg/7W-I

TOXIC EFFECTS :: Tumorigenic - equivocal tumorigenic agent by RTECS criteria Blood - lymphoma, including Hodgkin's disease Skin and Appendages - tumors

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 9750 mg/kg/26W-I

TOXIC EFFECTS :: Tumorigenic - equivocal tumorigenic agent by RTECS criteria Lungs, Thorax, or Respiration - tumors Blood - lymphoma, including Hodgkin's disease

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

DOSE :: 16 gm/kg

SEX/DURATION :: male 15 week(s) pre-mating

TOXIC EFFECTS :: Reproductive - Paternal Effects - spermatogenesis (incl. genetic material, sperm morphology, motility, and count) Reproductive - Paternal Effects - testes, epididymis, sperm duct

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

DOSE :: 250 mg/kg

SEX/DURATION :: female 15-19 day(s) after conception

TOXIC EFFECTS :: Reproductive - Specific Developmental Abnormalities - endocrine system Reproductive - Specific Developmental Abnormalities - urogenital system

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Subcutaneous

DOSE :: 900 mg/kg

SEX/DURATION :: female 6-14 day(s) after conception

TOXIC EFFECTS :: Reproductive - Fertility - litter size (e.g. # fetuses per litter; measured before birth) Reproductive - Effects on Embryo or Fetus - extra-embryonic structures (e.g., placenta, umbilical cord) Reproductive - Effects on Embryo or Fetus - fetotoxicity (except death, e.g., stunted fetus)

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Subcutaneous

DOSE :: 900 mg/kg

SEX/DURATION :: female 6-14 day(s) after conception

TOXIC EFFECTS :: Reproductive - Specific Developmental Abnormalities - Central Nervous System Reproductive - Specific Developmental Abnormalities - eye/ear Reproductive - Specific Developmental Abnormalities - craniofacial (including nose and tongue)

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Subcutaneous

DOSE :: 900 mg/kg

SEX/DURATION :: female 6-14 day(s) after conception

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

MUTATION DATA

TYPE OF TEST :: Cytogenetic analysis

TEST SYSTEM :: Rodent - rat Cells - not otherwise specified

DOSE/DURATION :: 10 ug/L

REFERENCE :: 34LXAP "Insecticide Biochemistry and Physiology," Wilkinson, C.F., ed., New York, Plenum Pub. Corp., 1976 Volume(issue)/page/year: -,555,1976 *** REVIEWS *** 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 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - X2075 No. of Facilities: 10 (estimated) No. of Industries: 1 No. of Occupations: 1 No. of Employees: 197 (estimated) No. of Female Employees: 59 (estimated)

This table covers safety warnings, protective measures, incompatible substances and disposal guidelines for this compound.

Symbol	GHS08
Signal Word	Warning
Hazard Statements	H351
Precautionary Statements	P280
Personal Protective Equipment	dust mask type N95 (US);Eyeshields;Gloves
Hazard Codes	Xn:Harmful
Risk Phrases	R40
Safety Phrases	S36/37
RIDADR	3249
WGK Germany	3
RTECS	KH7880000
Packaging Group	III
Hazard Class	6.1(b)
HS Code	2903999090

This table presents publicly reported synthetic routes, reaction conditions, reactants and product information of the compound.

This table lists upstream starting materials and downstream derivative products related to this chemical.

Precursor 8
CAS#:789-02-6 o,p'-ddt CAS#:27683-60-9 2,2-dichloro-1-... CAS#:108-90-7 Chlorobenzene CAS#:36692-27-0 2-Chlorophenyl)...
CAS#:50-29-3 DDT CAS#:10291-39-1 Benzenemethanol... CAS#:89-98-5 2-Chlorobenzaldehyde CAS#:7664-93-9 Sulfuric acid
DownStream 6
CAS#:85-29-0 2,4'-Dichlorobe... CAS#:14835-94-0 Benzene,1-chlor... CAS#:77008-62-9 Benzene,1-chlor... CAS#:90284-72-3 1-chloro-2-[1,2...
CAS#:39274-24-3 Benzene,1-chlor... CAS#:52094-02-7 1-chloro-2-[(4-...

This table shows customs‑related data including HS‑code, tariff and regulatory conditions for import and export.

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%

This table lists relevant public references with title, journal and publication metadata for this compound.

A simple method for the determination of organochlorine pollutants and the enantiomers in oil seeds based on matrix solid-phase dispersion.

Food Chem. 194 , 319-24, (2015)

A simple, rapid and effective method was developed based on matrix solid-phase dispersion (MSPD) for the determination of organochlorine pollutants including sixteen organochlorine pesticides (OCPs) a...

Cheminformatics analysis of assertions mined from literature that describe drug-induced liver injury in different species.

Chem. Res. Toxicol. 23 , 171-83, (2010)

Drug-induced liver injury is one of the main causes of drug attrition. The ability to predict the liver effects of drug candidates from their chemical structures is critical to help guide experimental...

Translating clinical findings into knowledge in drug safety evaluation--drug induced liver injury prediction system (DILIps).

J. Sci. Ind. Res. 65(10) , 808, (2006)

Drug-induced liver injury (DILI) is a significant concern in drug development due to the poor concordance between preclinical and clinical findings of liver toxicity. We hypothesized that the DILI typ...

This table collects all English aliases, systematic names and CAS‑related synonyms of the compound.

2,4'-Ddd

Khlodithan

1-Chloro-2-[2,2-dichloro-1-(4-chlorophenyl)ethyl]benzene

Opeprim

EINECS 200-166-6

O,P'-DDD

Mitotan

o,p′-DDD

o,p'-Dichlorodiphenyldichloroethane

Mitotane (Lsodren)

o,p'-TDE

Lysodren

Chlodithan

Chloditan

(2,4'-Dichlorodiphenyl)dichloroethane

Mitotane

Chlodithane

MFCD00000850

This section contains frequently‑asked‑questions about this compound, including basic parameters, properties, storage conditions and corresponding answers.

Q: What is the melting point of 1-chloro-2-[2,2-dichloro-1-(4-chlorophenyl)ethyl]benzene?

A: Melting point of 1-chloro-2-[2,2-dichloro-1-(4-chlorophenyl)ethyl]benzene is 77-78 °C(lit.).

Q: What is the InChIKey of 1-chloro-2-[2,2-dichloro-1-(4-chlorophenyl)ethyl]benzene?

A: InChIKey of 1-chloro-2-[2,2-dichloro-1-(4-chlorophenyl)ethyl]benzene is JWBOIMRXGHLCPP-UHFFFAOYSA-N.

Q: What are the downstream products of 1-chloro-2-[2,2-dichloro-1-(4-chlorophenyl)ethyl]benzene?

A: Related downstream products(CAS) of 1-chloro-2-[2,2-dichloro-1-(4-chlorophenyl)ethyl]benzene: 85-29-0;14835-94-0;77008-62-9;90284-72-3;39274-24-3;52094-02-7.

Q: What is the safety information for 1-chloro-2-[2,2-dichloro-1-(4-chlorophenyl)ethyl]benzene?

A: Safety information for 1-chloro-2-[2,2-dichloro-1-(4-chlorophenyl)ethyl]benzene: S36/37.

Q: What English synonyms does 1-chloro-2-[2,2-dichloro-1-(4-chlorophenyl)ethyl]benzene have?

A: English synonyms of 1-chloro-2-[2,2-dichloro-1-(4-chlorophenyl)ethyl]benzene: 2,4'-Ddd, Khlodithan, 1-Chloro-2-[2,2-dichloro-1-(4-chlorophenyl)ethyl]benzene, Opeprim, EINECS 200-166-6, O,P'-DDD, Mitotan, o,p′-DDD, o,p'-Dichlorodiphenyldichloroethane, Mitotane (Lsodren), o,p'-TDE, Lysodren, Chlodithan, Chloditan, (2,4'-Dichlorodiphenyl)dichloroethane, Mitotane, Chlodithane, MFCD00000850.

Q: What are the upstream materials of 1-chloro-2-[2,2-dichloro-1-(4-chlorophenyl)ethyl]benzene?

A: Related upstream materials(CAS) of 1-chloro-2-[2,2-dichloro-1-(4-chlorophenyl)ethyl]benzene: 789-02-6;27683-60-9;108-90-7;36692-27-0;50-29-3;10291-39-1;89-98-5;7664-93-9.

Q: What is the LogP of 1-chloro-2-[2,2-dichloro-1-(4-chlorophenyl)ethyl]benzene?

A: LogP of 1-chloro-2-[2,2-dichloro-1-(4-chlorophenyl)ethyl]benzene is 5.39.

Q: What is the boiling point of 1-chloro-2-[2,2-dichloro-1-(4-chlorophenyl)ethyl]benzene?

A: Boiling point of 1-chloro-2-[2,2-dichloro-1-(4-chlorophenyl)ethyl]benzene is 398.9±37.0 °C at 760 mmHg.

Q: How is the water solubility of 1-chloro-2-[2,2-dichloro-1-(4-chlorophenyl)ethyl]benzene?

A: Water solubility of 1-chloro-2-[2,2-dichloro-1-(4-chlorophenyl)ethyl]benzene: <0.1 g/100 mL at 24 ºC.

Q: What is the molecular weight of 1-chloro-2-[2,2-dichloro-1-(4-chlorophenyl)ethyl]benzene?

A: Molecular weight of 1-chloro-2-[2,2-dichloro-1-(4-chlorophenyl)ethyl]benzene is 320.041.

This table lists manufacturers and suppliers of this compound, including vendor names and product supply reference information.

Shanghai Nianxing Industrial Co., Ltd

Henan Tianfu Chemical Co., Ltd.

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Henan Tianfu Chemical Co., Ltd.
China
Product Name: 1-chloro-2-[2,2-dichloro-1-(4-chlorophenyl)ethyl]benzene
Price: $Inquiry/1kg $Inquiry/25kg $Inquiry/1000kg $Inquiry/10ton
Purity: 99.0%
Delivery: Inquiry
Contact: Anson
Email: info@tianfuchem.com

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Price: $73/10mM*1mLinDMSO

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Mitotane

Use of Mitotane

Names

Mitotane Biological Activity

Chemical & Physical Properties

MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

MUTATION DATA

Safety Information

Synthetic Route

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