Absorption, Distribution and Excretion
Following oral administration to the rat, (14)C-dichlorophen was well absorbed with 78% of the dose excreted in the urine and 15% in the feces in 2 days.
/Investigators/ dosed female Wistar albino rats (3/group) orally with 50 mg/kg [14C]-dichlorophene dissolved in propane-1,2-diol. One group of rats was bile-duct cannulated 1 hr after oral administration of [14C]-dichlorophene. An average of 95% [14C]-dichlorophene was excreted in the urine and feces 2 days after dosing. Most (78%) of the biocide was recovered in the urine, and 17% was recovered in the feces.

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Metabolism / Metabolites
/Investigators/ dosed female Wistar albino rats (3/group) orally with 50 mg/kg [14C]-dichlorophene dissolved in propane-1,2-diol. ... The following urinary metabolites were identified: 4% dichlorophene; 17% dichlorophene sulfate; 25% dichlorophene monoglucuronide; and 19% dichlorophene diglucuronide. Bile duct-cannulated rats excreted 36% of the dose of [14C]-dichlorophene 1 to 4 hr after dosing. The intestinal contents and the intestinal wall had 32% and 11% [14C]-dichlorophene, respectively, whereas 2% was found in the urine. Only the monoglucuronide metabolite of [14C]-dichlorophene was found in the bile. The investigators suggested that dichlorophene underwent enterohepatic circulation.
/Investigators examined/ the metabolites of dichlorophene from enterohepatic circulation in female Vom strain rats. Female rats were dosed orally with 50 mg/kg [14C]-dichlorophene (5 uCi/kg) and were bile-duct cannulated 1 hr later. Bile and urine were collected for 3 hr. The bile was then infused into the duodenum of another set of cannulated rats, from which bile and urine were collected. This process was repeated with a third set of rats. Five rats were used in each experiment. The only biliary metabolite was the monoglucuronide in all three experiments. In the urine, dichlorophene sulfate and diglucuronide were the major metabolites. Blood from the hepatic portal vein in rats receiving bile contained free dichlorophene and its monoglucuronide.
/After/ orally administered dichlorophene: (1) dichlorophene is absorbed from the gut, is conjugated to the sulfate and monoglucuronide in the gut wall, and passes to the liver where more of these metabolites can be formed; (2) the diglucuronide is formed in the liver or other organs perfused by systemic circulation; (3) the sulfate and diglucuronide are eliminated from the peripheral circulation via the kidneys; (4) the diglucuronide is too water soluble for biliary excretion; however, most of the monoglucuronide undergoes biliary excretion; (5) residual monoglucuronide is metabolized to sulfate and diglucuronide on subsequent passes through the enterohepatic cycle and these are eliminated via the kidneys.

Dichlorophene can cause developmental toxicity according to The Environmental Protection Agency (EPA).
Dichlorophene appears as white slightly cream or light pink-colored powder. Melting point 177 °C. Slight phenolic odor and a saline phenolic taste. Moderately toxic. Used as a fungicide and bactericide.
Dichlorophen is a diarylmethane and a bridged diphenyl fungicide.
Dichlorophen is an antimicrobial agent shown to exert activity against cestodes, protozoa, fungi, and bacteria. It is often combined with toluene to remove parasites including ascarids, tapeworm, and hookworm from dogs and cats.
Dichlorophen is a nontoxic laxative vermicide of chlorinated phenol compound. Dichlorophen is used as a veterinary fungicide, anthelmintic, and anti-protozoan, as well as an ingredient in antimicrobial soaps and shampoos. This agent probably acts by increasing the clearing of intestinal contents, thereby eradicating tapeworm infections from the intestines.
Nontoxic laxative vermicide effective for taenia infestation. It tends to produce colic and nausea. It is also used as a veterinary fungicide, anthelmintic, and antiprotozoan. (From Merck, 11th ed.)
See also: Dichlorophene; Toluene (component of).

C13H10CL2O2

268.12

268.005

97-23-4

3037

Colorless crystals

1.4±0.1 g/cm3

418.7±40.0 °C at 760 mmHg

168-172 °C(lit.)

207.0±27.3 °C

0.0±1.0 mmHg at 25°C

1.650

4.62

2

2

2

17

226

0

ClC1C=C(CC2C(O)=CC=C(Cl)C=2)C(O)=CC=1

MDNWOSOZYLHTCG-UHFFFAOYSA-N

InChI=1S/C13H10Cl2O2/c14-10-1-3-12(16)8(6-10)5-9-7-11(15)2-4-13(9)17/h1-4,6-7,16-17H,5H2

4-chloro-2-[(5-chloro-2-hydroxyphenyl)methyl]phenol

NSC-38642; NSC 38642; Dichlorophen

2934.99.9001

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)

DMSO : ≥ 100 mg/mL (~371.58 mM)
H2O : ~0.1 mg/mL (~0.37 mM)

Solubility in Formulation 1: ≥ 2.5 mg/mL (9.29 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL.
Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution.

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Solubility in Formulation 2: ≥ 2.5 mg/mL (9.29 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly.
Preparation of 20% SBE-β-CD in Saline (4°C，1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.

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Solubility in Formulation 3: ≥ 2.5 mg/mL (9.29 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.

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 (Please use freshly prepared in vivo formulations for optimal results.)