1,2-dichloro-3-nitrobenzene

Basic toxicokinetics

Administrative data

Endpoint:

basic toxicokinetics in vivo

Type of information:

experimental study

Adequacy of study:

other information

Study period:

1957

Reliability:

2 (reliable with restrictions)

Rationale for reliability incl. deficiencies:

other: Basic data given

Data source

Reference

Reference Type:

publication

Title:

The Metabolism of 2:3 -, 2:6 - and 3:5 -Dichloronitrobenzene and the Formation of a Mercapturic Acid from 2:3:4:5-Tetrachloronitrobenzene in the Rabbit

Author:

Bray, H.G. et al.

Year:

1957

Bibliographic source:

Biochem J. 67(4):607-16

Materials and methods

Objective of study:

metabolism

Principles of method if other than guideline:

Determination of metabolites excreted in urine of rabbits after administration of the test material by stomach tube

GLP compliance:

no

Test material

Test material information

Constituent 1

Reference substance name:

1,2-dichloro-3-nitrobenzene

EC Number:

221-717-7

EC Name:

1,2-dichloro-3-nitrobenzene

Cas Number:

3209-22-1

Molecular formula:

C6H3Cl2NO2

IUPAC Name:

1,2-dichloro-3-nitrobenzene

Details on test material:

- Name of test material (as cited in study report): 2,3- Dichloronitrobenzene
- Analytical purity: no data
- Source: Bayer Products Ltd.

Radiolabelling:

no

Test animals

Species:

rabbit

Strain:

not specified

Sex:

female

Details on test animals or test system and environmental conditions:

TEST ANIMALS
- Weight at study initiation: 2-3 kg

Administration / exposure

Route of administration:

other: stomach tube

Vehicle:

water

Duration and frequency of treatment / exposure:

no data

Doses / concentrations

Remarks:

Doses / Concentrations:
100 mg/kg bw

No. of animals per sex per dose / concentration:

6

Control animals:

no

Results and discussion

Metabolite characterisation studies

Metabolites identified:

yes

Details on metabolites:

The main products excreted in urine were phenols, conjugated with glucuronic and sulphuric acids, and dichloroanilines. The phenols detected were: 2-Amino-3,4-dichlorophenol, 3-Amino-4,5-dichlorophenol, 4-Amino-2:3-dichlorophenol and 4,5-Dichloro-3-nitrophenol. No mercapturic acids were detected in the urines.

Any other information on results incl. tables

About 5% of a dose of 2,3 -dichloronitrobenzene is unabsorbed, the greater part of the unabsorbed material being reduced to the aniline. The test substance was not found in urine in the form of mercapturic acid. A large proportion of the dose was excreted as glucosiduronic acid and ethereal sulphate, indicating hydroxylation of the test substance. The ethereal sulphate is presumably formed from amino or nitro-dichlorophenols. With 2,3 -dichloronitrobenzene considerable reduction occurred and most of the base was excreted as such. From 2:3 -Dichloronitrobenzene significant amounts of the aniline were excreted combined.

Hence, the main metabolic pathways of 2,3 -dinitrochloronitrobenzene are reduction and hydroxylation, leading to the formation of 2-Amino-3,4-dichlorophenol, 3-Amino-4,5-dichlorophenol, 4-Amino-2:3-dichlorophenol and 4,5-Dichloro-3-nitrophenol and subsequent glucoronidation and sulfatation.