Compounds > 2-hydroxyatrazine
Page last updated: 2024-10-15

2-hydroxyatrazine

Description

4-ethylamino-6-isopropylamino-1,3,5-triazin-2-ol : A monohydroxy-1,3,5-triazine that is atrazine in which the chloro group has been replaced by a hydroxy group. [Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Cross-References

ID SourceID
PubMed CID135398733
CHEBI ID18316
SCHEMBL ID637767
MeSH IDM0090236

Synonyms (46)

Synonym
hydroxydechloroatrazine
4-(ethylamino)-6-(isopropylamino)-s-triazin-2-ol
4-(ethylamino)-6-(isopropylamino)-1,3,5-triazin-2-ol
2-hydroxyatrazine
4-ethylamino-6-isopropylamino-1,3,5-triazin-2-ol
CHEBI:18316
C06552
hydroxyatrazine ,
4-(ethylamino)-2-hydroxy-6-(isopropylamino)-1,3,5-triazine
2163-68-0
atrazine-2-hydroxy, analytical standard
g 34048
4-(ethylamino)-6-((1-methylethyl)amino)-1,3,5-triazin-2(1h)-one
ccris 3556
1,3,5-triazin-2(1h)-one, 4-(ethylamino)-6-((1-methylethyl)amino)-
2-hydroxy-4-(ethylamino)-6-(isopropylamino)-s-triazine
2-(ethylamino)-6-(propan-2-ylamino)-1h-1,3,5-triazin-4-one
FT-0651063
unii-d9y04ela63
d9y04ela63 ,
s-triazin-2-ol, 4-(ethylamino)-6-(isopropylamino)-
AKOS006227661
2-hydroxy-4-ethylamino-6-isopropylamino-s-triazine
hydroxy atrazine
atrazine-2-hydroxy
AKOS015894689
SCHEMBL637767
2-ethylamino-4-hydroxy-6-isopropylamino-1,3,5-triazine
hydroxyatrazine, 2-
g-34048
1,3,5-triazin-2(1h)-one, 4-(ethylamino)-6-[(1-methylethyl)amino]-
4-(ethylamino)-6-(isopropylamino)-1,3,5-triazin-2(1h)-one #
DTXSID6037807
atrazine-2-hydroxy, pestanal(r), analytical standard
atrazine-2-hydroxy 100 microg/ml in methanol
atrazine-2-hydroxy 10 microg/ml in methanol
J-014195
atrazine tp3
okm ,
4-(ethylamino)-6-[(propan-2-yl)amino]-1,3,5-triazin-2-ol
Q27102992
1,3,5-triazin-2(1h)-one,4-(ethylamino)-6-[(1-methylethyl)amino]-
4-(ethylamino)-6-(propan-2-ylamino)-1h-1,3,5-triazin-2-one
atrazine-2-hydroxy solution, 100 microg/ml in methanol
EN300-4248735
4-(ethylamino)-6-[(propan-2-yl)amino]-1,2-dihydro-1,3,5-triazin-2-one

Dosage Studied

ExcerptReference
" Intracellular NE was significantly reduced at these same concentrations of deethylchlorotriazine at 24 h while the concentration of NE in PC12 cells exposed to deisopropylchlorotriazine was not altered at any dosage or time point measured."( Alteration of catecholamines in pheochromocytoma (PC12) cells in vitro by the metabolites of chlorotriazine herbicide.
Cooper, RL; Das, PC; McElroy, WK, 2001)
" While no significant delays in pubertal development were observed in two separate dose-response studies with doses ranging up to 183 mg/kg (OH-ATR), a minor but statistically significant delay in the onset of puberty in a pilot study using OH-ATR raises the possibility that an effect might occur following exposure to higher doses."( Pubertal development in female Wistar rats following exposure to propazine and atrazine biotransformation by-products, diamino-S-chlorotriazine and hydroxyatrazine.
Cooper, RL; Ferrell, JM; Laws, SC; Stoker, TE, 2003)
" Based on a previous study in our laboratory, males were dosed with 11."( Evaluation of hydroxyatrazine in the endocrine disruptor screening and testing program's male and female pubertal protocols.
Hallinger, DR; Seely, JC; Stoker, TE; Zorrilla, LM, 2013)
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (2)

RoleDescription
human xenobiotic metaboliteAny human metabolite produced by metabolism of a xenobiotic compound in humans.
marine xenobiotic metaboliteAny metabolite produced by metabolism of a xenobiotic compound in marine macro- and microorganisms.
[role information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Drug Classes (2)

ClassDescription
diamino-1,3,5-triazineAny member of the class of 1,3,5-triazines that consists of a 1,3,5-triazine skeleton substituted by two amino groups.
monohydroxy-1,3,5-triazine
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Research

Studies (8)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's1 (12.50)18.2507
2000's4 (50.00)29.6817
2010's2 (25.00)24.3611
2020's1 (12.50)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other10 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
oxamic acid
Oxamic Acid: Amino-substituted glyoxylic acid derivative.. oxamic acid : A dicarboxylic acid monoamide resulting from the formal condensation of one of the carboxy groups of oxalic acid with ammonia.		210dicarboxylic acid monoamideEscherichia coli metabolite
acetochlor
acetochlor : A monocarboxylic acid amide that is N-phenylacetamide carrying an ethyl and a methyl group at positions 2 and 6 respectively on the benzene ring while one of the methyl hydrogens as well as the hydrogen attached to the nitrogen atom have been replaced by a chloro and an ethoxymethyl group respectively.		210aromatic amide;
monocarboxylic acid amide;
organochlorine compound		environmental contaminant;
herbicide;
xenobiotic
alachlor
alachlor : An aromatic amide that is N-(2,6-diethylphenyl)acetamide substituted by a methoxymethyl group at at the nitrogen atom while one of the hydrogens of the methyl group has been replaced by a chlorine atom.		210aromatic amide;
monocarboxylic acid amide;
organochlorine compound		environmental contaminant;
herbicide;
xenobiotic
atrazine
[no description available]		8.5480chloro-1,3,5-triazine;
diamino-1,3,5-triazine		environmental contaminant;
herbicide;
xenobiotic
metolachlor
metolachlor: structure given in first source. metolachlor : A racemate that consists of equimolar amounts of (R)- and (S)-metolachlor.. 2-chloro-N-(2-ethyl-6-methylphenyl)-N-(1-methoxypropan-2-yl)acetamide : An organochlorine compound that is 2-chloroacetamide substituted by a (2-ethyl-6-methylphenyl)-N-(1-methoxypropan-2-yl) group at the nitrogen atom.		210aromatic amide;
benzenes;
ether;
organochlorine compound
propazine
propazine: relatively non-toxic triazine herbicide; minor descriptor (75-82); online & Index Medicus search TRIAZINES (75-82). propazine : A diamino-1,3,5-triazine that is N,N'-di(propan-2-yl)-1,3,5-triazine-2,4-diamine substituted by a chloro group at position 6.		2.4120chloro-1,3,5-triazine;
diamino-1,3,5-triazine		environmental contaminant;
herbicide;
xenobiotic
oxanilic acid
oxanilic acid: RN given refers to parent cpd; structure		210
ethane sulfonate
[no description available]		210alkanesulfonic acid
6-deisopropylatrazine
deisopropylatrazine : A diamino-1,3,5-triazine that is N-ethyl-1,3,5-triazine-2,4-diamine substituted by a chloro group at position 6.		2.6930chloro-1,3,5-triazine;
diamino-1,3,5-triazine		bacterial xenobiotic metabolite;
marine xenobiotic metabolite
2-chloro-4,6-diamino-s-triazine
[no description available]		2.4120chloro-1,3,5-triazine;
diamino-1,3,5-triazine
4-deethylatrazine
desethylatrazine: a chlorotriazine herbicide; structure in first source. deethylatrazine : A chloro-1,3,5-triazine that is 6-chloro-1,3,5-triazine-2,4-diamine in which one of the hydrogens of the amino group is replaced by a propan-2-yl group.		2.420chloro-1,3,5-triazine;
diamino-1,3,5-triazine		marine xenobiotic metabolite
cyanazine
cyanazine: structure. cyanazine : A chloro-1,3,5-triazine that is 2-chloro-1,3,5-triazine substituted by an ethyl amino and a (2-cyanopropan-2-yl)amino group at positions 6 and 4 respectively.		2101,3,5-triazinylamino nitrile;
chloro-1,3,5-triazine		environmental contaminant;
herbicide;
xenobiotic
ConditionIndicatedRelationship StrengthStudiesTrials
Electrolytes
Substances that dissociate into two or more ions, to some extent, in water. Solutions of electrolytes thus conduct an electric current and can be decomposed by it (ELECTROLYSIS). (Grant & Hackh's Chemical Dictionary, 5th ed)		02.1510
Body Weight
The mass or quantity of heaviness of an individual. It is expressed by units of pounds or kilograms.		02.4420
Delayed Effects, Prenatal Exposure
[description not available]		02.0110
Pregnancy
The status during which female mammals carry their developing young (EMBRYOS or FETUSES) in utero before birth, beginning from FERTILIZATION to BIRTH.		02.0110