AMITROLE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C2H4N4
Molecular Weight	84.08
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

NC1=NNC=N1

InChI

InChIKey=KLSJWNVTNUYHDU-UHFFFAOYSA-N

InChI=1S/C2H4N4/c3-2-4-1-5-6-2/h1H,(H3,3,4,5,6)

HIDE SMILES / InChI

Molecular Formula	C2H4N4
Molecular Weight	84.08
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Approval Year

PubMed

Title	Date	PubMed
Parthenolide-induced apoptosis in multiple myeloma cells involves reactive oxygen species generation and cell sensitivity depends on catalase activity.	2006-12	17051330
Prediction of estrogen receptor agonists and characterization of associated molecular descriptors by statistical learning methods.	2006-11	16497524
Manganese superoxide dismutase protects from TNF-alpha-induced apoptosis by increasing the steady-state production of H2O2.	2006-08-17	16910777
Effect of organic additives on the mitigation of volatility of 1-nitro-3,3'-dinitroazetidine (TNAZ): next generation powerful melt cast able high energy material.	2006-06-30	16310944
Endothelial mediators of the acetylcholine-induced relaxation of the rat femoral artery.	2006-05	16527547
Flexible promoter architecture requirements for coactivator recruitment.	2006-04-28	16646957
Nitric oxide protects macrophages from hydrogen peroxide-induced apoptosis by inducing the formation of catalase.	2006-04-15	16585560
Purification and characterization of a catalase from photosynthetic bacterium Rhodospirillum rubrum S1 grown under anaerobic conditions.	2006-04	16728955
Characterization of monofunctional catalase KatA from radioresistant bacterium Deinococcus radiodurans.	2006-04	16716939
Involvement of endonuclease G in nucleosomal DNA fragmentation under sustained endogenous oxidative stress.	2006-03-10	16407272
Isolation of plant transcription factors using a modified yeast one-hybrid system.	2006-02-22	16504065
Peroxisomal proliferation protects from beta-amyloid neurodegeneration.	2005-12-09	16204253
Hemoglobin autoxidation and regulation of endogenous H2O2 levels in erythrocytes.	2005-12-01	16274876
Ability of the Hershberger assay protocol to detect thyroid function modulators.	2005-11	15947960
Temperature- or guest-induced drastic single-crystal-to-single-crystal transformations of a nanoporous coordination polymer.	2005-10-19	16218592
Protective role of hydrogen peroxide in oxygen-deprived dopaminergic neurones of the rat substantia nigra.	2005-10-01	16002440
Signaling of the Human P2Y(1) Receptor Measured by a Yeast Growth Assay with Comparisons to Assays of Phospholipase C and Calcium Mobilization in 1321N1 Human Astrocytoma Cells.	2005-09	16467903
Convenient synthesis of fused heterocyclic 1,3,5-triazines from some N-acyl imidates and heterocyclic amines as anticancer and antioxidant agents.	2005-08	16041836
Prediction of genotoxicity of chemical compounds by statistical learning methods.	2005-06	15962942
NGF rescues DRG neurons in vitro from oxidative damage produced by hemodialyzers.	2005-06	15935206
Endogenous hydrogen peroxide regulates the excitability of midbrain dopamine neurons via ATP-sensitive potassium channels.	2005-04-27	15858048
C-reactive protein does not relax vascular smooth muscle: effects mediated by sodium azide in commercially available preparations.	2005-04	15563529
Lack of combination hepatocarcinogenicity of harman, norharman and amitrole when given with NaNO2 in the rat.	2005-02	15800397
Primary hepatocyte apoptosis is unlikely to relate to caspase-3 activity under sustained endogenous oxidative stress.	2005-02	15763964
Purification and characterization of a monofunctional catalase from an alkaliphilic Bacillus sp. F26.	2005-01	15859332
Tamoxifen up-regulates catalase production, inhibits vessel wall neutrophil infiltration, and attenuates development of experimental abdominal aortic aneurysms.	2005-01	15696052
Brain catalase activity inhibition as well as opioid receptor antagonism increases ethanol-induced HPA axis activation.	2004-12	15608607
Antioxidants and ocular cell type differences in cytoprotection from formic acid toxicity in vitro.	2004-11	15319487
Role of glutathione in the adaptive tolerance to H2O2.	2004-10-15	15451066
Catalase-independent early-gene expression in rat brain following acute ethanol exposure.	2004-07-30	15234257
Endogenous glutathione and catalase protect cultured rat astrocytes from the iron-mediated toxicity of hydrogen peroxide.	2004-07-08	15196668
Antioxidant capacity of cultured mammalian cells estimated by ESR method.	2004-06-29	15258675
Influence of vitamin E, sodium selenite, and astrocyte-conditioned medium on neuronal survival after chronic exposure to ethanol.	2004-06	15528010
Endogenously generated hydrogen peroxide is required for execution of melphalan-induced apoptosis as well as oxidation and externalization of phosphatidylserine.	2004-05	15144226
Exceptionally stable, hollow tubular metal-organic architectures: synthesis, characterization, and solid-state transformation study.	2004-03-24	15025487
An endogenous metabolite of dopamine, 3,4-dihydroxyphenylethanol, acts as a unique cytoprotective agent against oxidative stress-induced injury.	2004-03-01	14980700
Ethanol but not acetaldehyde induced changes in brain taurine: a microdialysis study.	2004-03	15042439
Synthesis, structure and properties of N-acetylated derivatives of methyl 5-amino-1H-[1,2,4]triazole-3-carboxylate.	2004-02	14758003
Transcriptional regulation of CYP2B1 induction in primary rat hepatocyte cultures: repression by epidermal growth factor is mediated via a distal enhancer region.	2004-01	14722249
Catalase has negligible inhibitory effects on endothelium-dependent relaxations in mouse isolated aorta and small mesenteric artery.	2003-12	14597598
Expression of senescence-enhanced genes in response to oxidative stress.	2003-10	12947053
Purification, characterization, and physiological response of a catalase-peroxidase in Mycobacterium sp. strain JC1 DSM 3803 grown on methanol.	2003-09-26	14553939
Involvement of brain ethanol metabolism on acute tolerance development and on ethanol consumption in alcohol-drinker (UChB) and non-drinker (UChA) rats.	2003-09	13129829
Resistance to tumor necrosis factor-alpha (TNF-alpha)-induced apoptosis in rat hepatoma cells expressing TNF-alpha is linked to low antioxidant enzyme expression.	2003-08-08	12775721
Purification and characterization of a novel thermo-alkali-stable catalase from Thermus brockianus.	2003-08-02	12892493
Hexose monophosphate shunt activities in human erythrocytes during oxidative damage induced by hydrogen peroxide.	2003-07	12851742
Role of catalase in ethanol-induced conditioned taste aversion: a study with 3-amino-1,2,4-triazole.	2003-05-01	12681527
The role of oxidative stress in the in vitro induction of micronuclei by pesticides in mouse lung fibroblasts.	2003-03	12621067
Catalase-dependent measurement of H2O2 in intact mitochondria.	2002-05	16120297
Mechanism of aerobic transformation of carbon tetrachloride by poplar cells.	2002	12688582

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 17:36:08 GMT 2025` Edited by `admin` on `Mon Mar 31 17:36:08 GMT 2025`
Record UNII	ZF80H5GXUF
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

AMIZOL

Preferred Name

English

AMITROLE

Common Name

English

NSC-34809

Code

English

AMITROLE [IARC]

Common Name

English

ATA

Common Name

English

3-AMINO-1,2,4-TRIAZOLE

Systematic Name

English

AMITROLE [HSDB]

Common Name

English

3-AMINO-1H-1,2,4-TRIAZOLE

Systematic Name

English

1H-1,2,4-TRIAZOL-3-AMINE

Systematic Name

English

3-AT

Common Name

English

3-AMINO-S-TRIAZOLE

Systematic Name

English

CYTROL

Brand Name

English

AMINOTRIAZOLE

Systematic Name

English

WEEDAZOL

Brand Name

English

TRAPIDIL IMPURITY B [EP IMPURITY]

Common Name

English

ENT-25445

Code

English

AMITROLE [ISO]

Common Name

English

AMITROLE [MI]

Common Name

English

1H-1,2,4-TRIAZOL-5-AMINE

Systematic Name

English

Classification Tree Code System Code

IARC

Amitrole

EPA PESTICIDE CODE

4401