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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
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