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Details

Stereochemistry ACHIRAL
Molecular Formula C6HCl4NO2
Molecular Weight 260.89
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of TECNAZENE

SMILES

[O-][N+](=O)C1=C(Cl)C(Cl)=CC(Cl)=C1Cl

InChI

InChIKey=XQTLDIFVVHJORV-UHFFFAOYSA-N
InChI=1S/C6HCl4NO2/c7-2-1-3(8)5(10)6(4(2)9)11(12)13/h1H

HIDE SMILES / InChI

Molecular Formula C6HCl4NO2
Molecular Weight 260.89
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Tecnazene, also known as 2,3,5,6-tetrachloro-1-nitrobenzene or tcnb, is a member of the class of compounds known as nitrobenzenes. Tecnazene is a dual acting pesticide. It is used as a plant growth regulator to suppress sprouts on potatoes during storage and as a fungicide to prevent dry rot on the tubers. Human exposure is primarily through ingestion of food residues, with an Acceptable Daily Intake level of 0.01 mg/kg of body weight according to FAO/WHO guidelines. Tecnazene is commercially available as granules and as dispersible dust formulations.

CNS Activity

Curator's Comment: Effects on the central nervous system result in anxiety and convulsions.

Approval Year

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
Enhancement by non-mutagenic pesticides of GST-P positive hepatic foci development initiated with diethylnitrosamine in the rat.
1993 Aug 16
Ion chromatographic determination of the decomposition products of tecnazene solution irradiated by ultraviolet light: inorganic and organic anions.
2001 Jun
Residues of 18 organochlorine pesticides in 30 traditional Chinese medicines.
2008 Apr
Permeation of tecnazene through human skin in vitro as assessed by HS-SPME and GC-MS.
2008 Sep 1
Multiresidue pesticide analysis of botanical dietary supplements using salt-out acetonitrile extraction, solid-phase extraction cleanup column, and gas chromatography-triple quadrupole mass spectrometry.
2013 May 7
Patents

Sample Use Guides

The metabolic fate of [U-14C]-2,3,5,6-tetrachloronitrobenzene (tecnazene) has been determined in the male and female rat following a single dose of 1 mg/kg and in surgically prepared, bile-duct-cannulated rats following a single oral dose of 135 mg/kg.
Route of Administration: Oral
Two doses of tecnazene dissolved in acetone, corresponding to 103 and 864 ug/cm2 of tecnazene, were applied to skin mounted on Franz diffusion cells and placed in a fume hood. Cells were either occluded withaluminumfoilorleftunoccluded.Totalabsorptionoftecnazene (dermis + receptor fluid) after 48 h was 2.2-6.1% of the applied dose for the unoccluded treatments and 22-33% for the occluded treatments. Potentially absorbed dose including all tecnazene that may have eventually permeated the skin rangedfrom 10% unoccludedto 42-53% occluded.
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:14:52 GMT 2023
Edited
by admin
on Fri Dec 15 15:14:52 GMT 2023
Record UNII
02X6KNJ5EE
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
TECNAZENE
HSDB   ISO  
Common Name English
BENZENE, 1,2,4,5-TETRACHLORO-3-NITRO-
Systematic Name English
TCNB
Common Name English
CHIPMAN-3142
Code English
TECNAZENE [ISO]
Common Name English
NEBULIN
Brand Name English
FOLOSAN
Brand Name English
NAPOTATE
Brand Name English
TECNAZEN
Common Name English
MYFUSAN
Brand Name English
TECNAZENE [HSDB]
Common Name English
2,3,5,6-TETRACHLORONITROBENZENE
Systematic Name English
NSC-10235
Code English
1-NITRO-2,3,5,6-TETRACHLOROBENZENE
Systematic Name English
2,3,5,6-TETRACHLORO-1-NITROBENZENE
Systematic Name English
TETRACHLORONITROBENZENE
Systematic Name English
1,2,4,5-TETRACHLORO-3-NITROBENZENE
Systematic Name English
FUSAREX
Brand Name English
Classification Tree Code System Code
EPA PESTICIDE CODE 55201
Created by admin on Fri Dec 15 15:14:52 GMT 2023 , Edited by admin on Fri Dec 15 15:14:52 GMT 2023
Code System Code Type Description
CHEBI
82044
Created by admin on Fri Dec 15 15:14:52 GMT 2023 , Edited by admin on Fri Dec 15 15:14:52 GMT 2023
PRIMARY
ECHA (EC/EINECS)
204-178-2
Created by admin on Fri Dec 15 15:14:52 GMT 2023 , Edited by admin on Fri Dec 15 15:14:52 GMT 2023
PRIMARY
HSDB
1772
Created by admin on Fri Dec 15 15:14:52 GMT 2023 , Edited by admin on Fri Dec 15 15:14:52 GMT 2023
PRIMARY
FDA UNII
02X6KNJ5EE
Created by admin on Fri Dec 15 15:14:52 GMT 2023 , Edited by admin on Fri Dec 15 15:14:52 GMT 2023
PRIMARY
CAS
117-18-0
Created by admin on Fri Dec 15 15:14:52 GMT 2023 , Edited by admin on Fri Dec 15 15:14:52 GMT 2023
PRIMARY
NSC
10235
Created by admin on Fri Dec 15 15:14:52 GMT 2023 , Edited by admin on Fri Dec 15 15:14:52 GMT 2023
PRIMARY
CHEBI
34908
Created by admin on Fri Dec 15 15:14:52 GMT 2023 , Edited by admin on Fri Dec 15 15:14:52 GMT 2023
PRIMARY
EPA CompTox
DTXSID0026098
Created by admin on Fri Dec 15 15:14:52 GMT 2023 , Edited by admin on Fri Dec 15 15:14:52 GMT 2023
PRIMARY
PUBCHEM
8330
Created by admin on Fri Dec 15 15:14:52 GMT 2023 , Edited by admin on Fri Dec 15 15:14:52 GMT 2023
PRIMARY
ALANWOOD
tecnazene
Created by admin on Fri Dec 15 15:14:52 GMT 2023 , Edited by admin on Fri Dec 15 15:14:52 GMT 2023
PRIMARY