ContaminantDB: 6-Deisopropylatrazine

Identification Taxonomy Biological Properties Physical Properties Toxicity Profile Spectra Concentrations Links References Targets (1)XML

Record Information

Version

1.0

Creation Date

2013-04-25 07:56:49 UTC

Update Date

2016-11-09 01:08:58 UTC

Accession Number

CHEM002748

Identification

Common Name

6-Deisopropylatrazine

Class

Small Molecule

Description

6-Deisopropylatrazine is a chlorinated degradation product of the herbicide atrazine (6-chloro-N2-ethyl-N4-isopropyl-1, 3,5-triazine-2,4-diamine). Atrazine is a herbicide of the triazine class. Atrazine is used to prevent pre and post-emergence broadleaf weeds in crops such as maize (corn) and sugarcane and on turf, such as golf courses and residential lawns. It is one of the most widely used herbicides in the US and in Australian agriculture.] It was banned in the European Union in 2004 because of persistent groundwater contamination. As of 2001, Atrazine was the most commonly detected pesticide contaminating drinking water in the United States. Studies suggest atrazine is an endocrine disruptor and it is thought that 6-Deisopropylatrazine may also have some endocrine disruptor capacity. Pesticide degradates account for a significant portion of the pesticide/herbicide load in surface water. t is a registered US EPA substance.

Contaminant Sources

STOFF IDENT Compounds
T3DB toxins
ToxCast & Tox21 Chemicals

Contaminant Type

Amine
Herbicide
Organic Compound
Organochloride
Pesticide
Synthetic Compound

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
2-Amino-4-chloro-6-(ethylamino)-S-triazine	ChEBI
2-Amino-4-chloro-6-ethylamino-S-triazine	ChEBI
2-Chloro-4-amino-6-ethylamino-S-triazine	ChEBI
Amino-2-chloro-6-ethylamino-S-triazine	ChEBI
2-chloro-4-(ethylamino)-6-amino-S-Triazine	MeSH
2-CEAT	MeSH

Chemical Formula

C₅H₈ClN₅

Average Molecular Mass

173.604 g/mol

Monoisotopic Mass

173.047 g/mol

CAS Registry Number

1007-28-9

IUPAC Name

6-chloro-N2-ethyl-1,3,5-triazine-2,4-diamine

Traditional Name

deisopropylatrazine

SMILES

CCNC1=NC(N)=NC(Cl)=N1

InChI Identifier

InChI=1S/C5H8ClN5/c1-2-8-5-10-3(6)9-4(7)11-5/h2H2,1H3,(H3,7,8,9,10,11)

InChI Key

IVENSCMCQBJAKW-UHFFFAOYSA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as 1,3,5-triazine-2,4-diamines. These are aromatic compounds containing a 1,3,5-triazine ring which is 2,4-disusbtituted wit amine groups.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Triazines

Sub Class

Aminotriazines

Direct Parent

1,3,5-triazine-2,4-diamines

Alternative Parents

Substituents

2,4-diamine-s-triazine
Chloro-s-triazine
Halo-s-triazine
Secondary aliphatic/aromatic amine
N-aliphatic s-triazine
Aryl chloride
Aryl halide
1,3,5-triazine
Heteroaromatic compound
Azacycle
Secondary amine
Amine
Hydrocarbon derivative
Primary amine
Organonitrogen compound
Organochloride
Organohalogen compound
Organopnictogen compound
Organic nitrogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

diamino-1,3,5-triazine (CHEBI:27399 )
chloro-1,3,5-triazine (CHEBI:27399 )
a small molecule (CPD-805 )

Biological Properties

Status

Detected and Not Quantified

Origin

Exogenous

Cellular Locations

Cytoplasm
Extracellular

Biofluid Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Applications

Not Available

Biological Roles

bacterial xenobiotic metabolite

Chemical Roles

Not Available

Physical Properties

State

Solid

Appearance

White powder.

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.79 g/L	ALOGPS
logP	1.18	ALOGPS
logP	1.12	ChemAxon
logS	-2.3	ALOGPS
pKa (Strongest Acidic)	14.94	ChemAxon
pKa (Strongest Basic)	3.41	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	76.72 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	47.56 m³·mol⁻¹	ChemAxon
Polarizability	16.45 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-00ba-4900000000-f75706ee2ec726cb0a9c	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 30V, Positive	splash10-00di-0900000000-19d986bde6e70ad9054a	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 45V, Positive	splash10-00di-1900000000-22d374471ed1d0f33bca	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 35V, Positive	splash10-00di-2900000000-e422c204e37d2dd03faa	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 60V, Positive	splash10-00di-4900000000-61106bfb335077899eb2	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 75V, Positive	splash10-0v5a-8900000000-84d59ad60638bd80dd30	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 15V, Positive	splash10-00di-0900000000-922ae7d2fb01030bbc9c	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 90V, Positive	splash10-0gb9-9600000000-5f7ceee16081862dcf4c	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 30V, Positive	splash10-00di-0900000000-a22aa680ca2c31ff161d	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 15V, Positive	splash10-00di-0900000000-c67ec843b2693dcbc6bb	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 30V, Positive	splash10-0gb9-9400000000-223aaf080a3697b0534d	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 45V, Positive	splash10-00di-4900000000-084262c623fc3f0415a8	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-00di-0900000000-8a5cdfdbb10052560899	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 20V, Positive	splash10-00di-0900000000-475ee3049e3342a457e4	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 60V, Positive	splash10-0g0t-9800000000-e3d3356fded9b87d24f2	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 90V, Positive	splash10-0gb9-9300000000-81cd0332b568de8c1983	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 40V, Positive	splash10-007k-0900000000-52073b3f4a1394c98898	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 30V, Positive	splash10-008a-0900000000-ee3c421ef6055afd5a97	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 75V, Positive	splash10-0gdi-9500000000-fce9ca31abd6fb49d39c	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 30V, Positive	splash10-008a-0900000000-4884c7e1a5f5d97325d9	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00di-0900000000-03aaf742b698b7b15cd2	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-006t-2900000000-467e1c27971898480793	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-01ox-9100000000-4f39f231d149b1619207	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-03di-2900000000-e0a3cbcd00c05fc34895	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-006x-7900000000-50fedb4cd541572233a2	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0f6x-9600000000-cf7a8183fdf887cdcaf4	Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-0006-9500000000-c58ade4d8021461f2763	Spectrum

Toxicity Profile

Route of Exposure

Not Available

Mechanism of Toxicity

Not Available

Metabolism

Not Available

Toxicity Values

Not Available

Lethal Dose

Not Available

Carcinogenicity (IARC Classification)

No indication of carcinogenicity to humans (not listed by IARC).

Uses/Sources

This is a man-made compound that is used as a pesticide.

Minimum Risk Level

Not Available

Health Effects

Not Available

Symptoms

Not Available

Treatment

Not Available

Concentrations

Not Available

External Links

DrugBank ID

Not Available

HMDB ID

HMDB0250961

FooDB ID

Not Available

Phenol Explorer ID

Not Available

KNApSAcK ID

Not Available

BiGG ID

Not Available

BioCyc ID

CPD-805

METLIN ID

Not Available

PDB ID

Not Available

Wikipedia Link

Not Available

Chemspider ID

13278

ChEBI ID

27399

PubChem Compound ID

Not Available

Kegg Compound ID

C06556

YMDB ID

Not Available

ECMDB ID

M2MDB004924

References

Synthesis Reference

Not Available

MSDS

Not Available

General References

1. https://www.ncbi.nlm.nih.gov/pubmed/?term=14759146

2. https://www.ncbi.nlm.nih.gov/pubmed/?term=9920461

6-Deisopropylatrazine (CHEM002748)

Structure for CHEM002748: 6-Deisopropylatrazine