Atrazine

Details

• Internal ID: c2883c08-bd1c-4428-a282-3c905a0d162a
• Taxonomy: Organoheterocyclic compounds > Triazines > 1,3,5-triazines > Halo-S-triazines > Chloro-s-triazines
• IUPAC Name: 6-chloro-4-N-ethyl-2-N-propan-2-yl-1,3,5-triazine-2,4-diamine
• SMILES (Canonical): CCNC1=NC(=NC(=N1)Cl)NC(C)C
• SMILES (Isomeric): CCNC1=NC(=NC(=N1)Cl)NC(C)C
• InChI: InChI=1S/C8H14ClN5/c1-4-10-7-12-6(9)13-8(14-7)11-5(2)3/h5H,4H2,1-3H3,(H2,10,11,12,13,14)
• InChI Key: MXWJVTOOROXGIU-UHFFFAOYSA-N
• Popularity: 11,201 references in papers

Physical and Chemical Properties

• Molecular Formula: C₈H₁₄ClN₅
• Molecular Weight: 215.68 g/mol
• Exact Mass: 215.0937732 g/mol
• Topological Polar Surface Area (TPSA): 62.70 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 1.78
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

• 1912-24-9
• Gesaprim
• Atranex
• Oleogesaprim
• Atazinax
• Atrasine
• Chromozin
• Gesoprim
• Hungazin
• Primatol
• Strazine
• Aatrex
• Aktikon
• Argezin
• Atrazin
• Cyazin
• Fenamin
• Inakor
• Pitezin
• Primaze
• Radazin
• Vectal
• Zeazin
• Zeazine
• Wonuk
• Cekuzina-T
• Actinite PK
• Aktinit A
• Atratol A
• Aktikon PK
• Aktinit PK
• Crisatrina
• Crisazine
• Weedex A
• Akticon
• Atrataf
• Atratol
• Fenamine
• Griffex
• Radizin
• Aatram
• Atred
• Atrex
• Zeapos
• Primatol A
• Hungazin PK
• Aatrex nine-O
• Herbatoxol
• Vectal SC
• Zeopos
• Farmco atrazine
• Aatrex 4L
• Gesaprim 50
• Triazine A 1294
• Aatrex 80W
• Aneldazin
• Azoprim
• Gesaprin
• Maizina
• Radizine
• Geigy 30,027
• Shell atrazine herbicide
• 2-Chloro-4-ethylamino-6-isopropylamino-1,3,5-triazine
• Laddock
• Aatram 20G
• Ceasin 50
• 1,3,5-Triazine-2,4-diamine, 6-chloro-N-ethyl-N'-(1-methylethyl)-
• 2-Chloro-4-ethylamino-6-isopropylamino-s-triazine
• Aatrex 4LC
• 6-Chloro-N-ethyl-N'-(1-methylethyl)-1,3,5-triazine-2,4-diamine
• 2-Chloro-4-ethylamineisopropylamine-s-triazine
• Zeaphos
• 2-Ethylamino-4-isopropylamino-6-chloro-s-triazine
• A 361
• Atrazine 4l
• DTXSID9020112
• G 30027
• 1-Chloro-3-ethylamino-5-isopropylamino-s-triazine
• QJA9M5H4IM
• 2-Chloro-4-(2-propylamino)-6-ethylamino-s-triazine
• 2-Aethylamino-4-chlor-6-isopropylamino-1,3,5-triazin
• 1-Chloro-3-ethylamino-5-isopropylamino-2,4,6-triazine
• EPA Pesticide Chemical Code 080803
• 2-Chloro-4-(ethylamino)-6-(isopropylamino)-1,3,5-triazine
• 6-chloro-N-ethyl-N'-isopropyl-1,3,5-triazine-2,4-diamine
• 6-Chloro-N2-ethyl-N4-isopropyl-1,3,5-triazine-2,4-diamine
• CHEBI:15930
• 6-chloro-4-N-ethyl-2-N-propan-2-yl-1,3,5-triazine-2,4-diamine
• NSC-163046
• 6-chloro-N-ethyl-N'-(propan-2-yl)-1,3,5-triazine-2,4-diamine
• DTXCID90112
• 2-CHLORO-4-ISOPROPYLAMINO-6-ETHYLAMINO-1,3,5-TRIAZINE
• 2-chloro-4-ethylamino-6-isopropylamine-s-triazine
• 6-chloro-N2-ethyl-N4-(propan-2-yl)-1,3,5-triazine-2,4-diamine
• G-30027
• 6-chloro-4-N-ethyl-2-N-(propan-2-yl)-1,2,3,4-tetrahydro-1,3,5-triazine-2,4-diimine
• RefChem:5573
• 217-617-8
• Candex
• Hungazin (VAN)
• Crisamina
• Farmozine
• Mebazine
• Fogard
• Atrazine [ANSI:BSI:ISO]
• MFCD00041810
• Atraflow
• Primoleo
• Attrex
• Atraflow plus
• s-Triazine, 2-chloro-4-(ethylamino)-6-(isopropylamino)-
• Radazin T
• Griffex 4l
• Atrazine 80W
• Azinotox 500
• AI3-28244
• s-Triazine, 2-chloro-4-ethylamino-6-isopropylamino-
• 6-Chloro-N4-ethyl-N2-isopropyl-1,3,5-triazine-2,4-diamine
• 2-CHLORO-4-ISOPROPYLAMINO-6-ETHYLAMINO -1,3,5-TRIAZINE
• 2-Chloro-4-(ethylamino)-6-(isopropylamino)-s-triazine
• Atrazine Tautomer
• 2-Aethylamino-4-chlor-6-isopropylamino-1,3,5-triazin [German]
• 2-Aethylamino-4-isopropylamino-6-chlor-1,3,5-triazin [German]
• AM-2233-d5
• Atrazine 100 microg/mL in Toluene
• 1,3,5-Triazine-2,4-diamine, 6-chloro-N-ethyl-N'-(1-methylethyl)- (9CI)
• Atrazine 200 microg/mL in Methanol
• Atrazine 1000 microg/mL in Acetone
• Atrazine 10 microg/mL in Cyclohexane
• 2-Aethylamino-4-isopropylamino-6-chlor-1,3,5-triazin
• Atrazine 10 microg/mL in Acetonitrile
• 1-Chloro-3-(ethylamino)-5-(isopropylamino)-s-triazine
• 2-Chloro-4-(2-propylamino)-6-(ethylamino)-s-triazine
• 6-Chloro-4-(ethylamino)-2-(isopropylamino)-s-triazine
• Atrazine 100 microg/mL in Acetonitrile
• 1,3,5-Triazine-2,4-diamine, 6-chloro-N2-ethyl-N4-(1-methylethyl)-
• Atrazine, analytical standard
• Caswell No. 063
• 1-Chloro-3-(ethylamino)-5-(isopropylamino)-2,4,6-triazine
• 6-chloro-2-N-ethyl-4-N-(propan-2-yl)-1,3,5-triazine-2,4-diamine
• Atrazine [ISO]
• SMR000255992
• CAS-1912-24-9
• CCRIS 1025
• HSDB 413
• EINECS 217-617-8
• UNII-QJA9M5H4IM
• NSC 163046
• BRN 0612020
• Zeapho
• Fermco atrazine
• [4-chloro-6-(ethylamino)(1,3,5-triazin-2-yl)](methylethyl)amine
• Primitol A
• Oleogesaprim 200
• (2-Iodophenyl)[1-[(1-methyl-2-piperidinyl)methyl]-1H-indol-3-yl]methanone-d5; 1-[(N-Methyl-2-piperidinyl)methyl]-3-(2-iodobenzoyl)-1H-indole-d5;
• Gesaprim 500
• Atrazine (Standard)
• Atrazine (unlabeled)
• Spectrum_001821
• ATRAZINE [HSDB]
• ATRAZINE [IARC]
• SpecPlus_000422
• ATRAZINE [MI]
• Spectrum2_001880
• Spectrum3_000821
• Spectrum4_000661
• Spectrum5_001954
• bmse000835
• EC 217-617-8
• Oprea1_839865
• SCHEMBL36936
• BSPBio_002341
• KBioGR_001061
• KBioSS_002326
• SPECTRUM330029
• MLS000389718
• MLS001055469
• BIDD:ER0403
• CHEMBL15063
• DivK1c_006518
• 2-Chloro-4-(ethylamino)-6-(isopropylamino)triazine
• SPBio_001760
• orb1301641
• SCHEMBL21045984
• SCHEMBL29353679
• 34B - WFD B
• HY-N7091R
• KBio1_001462
• KBio2_002323
• KBio2_004891
• KBio2_007459
• KBio3_001841
• Atrazine 1000 ug/mL in Acetone
• HMS2541C15
• HMS3604N05
• BCP12774
• HY-N7091
• MSK22682
• Tox21_201986
• Tox21_301021
• CCG-39357
• NSC163046
• s5171
• SBB003393
• STL115099
• AKOS001023901
• DB07392
• FA18028
• NCGC00090784-01
• NCGC00090784-02
• NCGC00090784-03
• NCGC00090784-04
• NCGC00090784-05
• NCGC00090784-06
• NCGC00090784-07
• NCGC00090784-08
• NCGC00090784-09
• NCGC00090784-10
• NCGC00254923-01
• NCGC00259535-01
• AC-12056
• AS-13785
• SY064830
• Chromozin, Oleogesaprim, Aktikon, Gesaprim
• WLN: T6N CN ENJ BMY1&1 DM2 FG
• Atrazine 2000 microg/mL in Dichloromethane
• DB-044759
• A1650
• Atrazine, PESTANAL(R), analytical standard
• CS-0077590
• NS00000262
• ST50112804
• C06551
• F21351
• EN300-4252673
• 029A436
• A813475
• AG-668/02857017
• Q408652
• 2-Aethylamino-4-chlor-6-isopropylamino-1,5-triazin
• 2-chloro-4-ethyl-amino-6-isopropylamino-s-triazine
• Atrazine, certified reference material, TraceCERT(R)
• BRD-K45535217-001-02-2
• Z56756996
• 1-Chloro-3-(ethylamino)-5-(isopropylamino)-2,6-triazine
• 2-Chloro-4-(ethylamino)-6-(isopropylamino)-1,5-triazine
• 1,5-Triazine-2,4-diamine, 6-chloro-N-ethyl-N'-(1-methylethyl)-
• 6-chloranyl-N4-ethyl-N2-propan-2-yl-1,3,5-triazine-2,4-diamine
• 6-Chloro-N-ethyl-N'-(1-methylethyl)-1,5-triazine-2,4-diamine
• 6-Chloro-N-Ethyl-N?-(1-methylethyl)-1,3,5-triazine-2,4-diamine
• 6-chloro-N4-ethyl-N2-propan-2-yl-1,3,5-triazine-2,4-diamine
• N-[4-chloro-6-(ethylamino)-1,3,5-triazin-2-yl]-N-isopropylamine
• 6-Chloro-N~2~-ethyl-N~4~-(propan-2-yl)-1,3,5-triazine-2,4-diamine
• 6-CHLORO-N(SUP 2)-ETHYL-N(SUP 4)-ISOPROPYL-1,3,5-TRIAZINE-2,4-DIAMINE
• 6-Chloro-N-ethyl-N'-(1-methylethyl)-1,3,5-triazine-2,4-diamine;2-Chloro-4-(ethylamino)-6-(2-propylamino)-s-triazine;AAtrex

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9488	94.88%
Caco-2	+	0.6184	61.84%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	+	0.7571	75.71%
Subcellular localzation	Mitochondria	0.4475	44.75%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9338	93.38%
OATP1B3 inhibitior	+	0.9479	94.79%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.9714	97.14%
P-glycoprotein inhibitior	-	0.9502	95.02%
P-glycoprotein substrate	-	0.9362	93.62%
CYP3A4 substrate	-	0.6186	61.86%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	-	0.8942	89.42%
CYP3A4 inhibition	-	0.8978	89.78%
CYP2C9 inhibition	-	0.9162	91.62%
CYP2C19 inhibition	-	0.5562	55.62%
CYP2D6 inhibition	-	0.7340	73.40%
CYP1A2 inhibition	+	0.8329	83.29%
CYP2C8 inhibition	-	0.9249	92.49%
CYP inhibitory promiscuity	-	0.7560	75.60%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7900	79.00%
Carcinogenicity (trinary)	Warning	0.5465	54.65%
Eye corrosion	-	0.9768	97.68%
Eye irritation	-	0.6518	65.18%
Skin irritation	-	0.7532	75.32%
Skin corrosion	-	0.9043	90.43%
Ames mutagenesis	-	0.9500	95.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7982	79.82%
Micronuclear	+	0.6400	64.00%
Hepatotoxicity	+	0.8593	85.93%
skin sensitisation	-	0.6329	63.29%
Respiratory toxicity	-	0.8222	82.22%
Reproductive toxicity	+	0.5111	51.11%
Mitochondrial toxicity	-	0.8125	81.25%
Nephrotoxicity	+	0.8469	84.69%
Acute Oral Toxicity (c)	III	0.8464	84.64%
Estrogen receptor binding	-	0.8683	86.83%
Androgen receptor binding	-	0.8512	85.12%
Thyroid receptor binding	+	0.6004	60.04%
Glucocorticoid receptor binding	-	0.6271	62.71%
Aromatase binding	-	0.7656	76.56%
PPAR gamma	-	0.8371	83.71%
Honey bee toxicity	-	0.9983	99.83%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	-	0.7900	79.00%
Fish aquatic toxicity	-	0.5850	58.50%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2007625	O75874	Isocitrate dehydrogenase [NADP] cytoplasmic	94.41%	99.00%
CHEMBL221	P23219	Cyclooxygenase-1	91.66%	90.17%
CHEMBL301	P24941	Cyclin-dependent kinase 2	90.35%	91.23%
CHEMBL3401	O75469	Pregnane X receptor	90.05%	94.73%
CHEMBL2581	P07339	Cathepsin D	87.72%	98.95%
CHEMBL230	P35354	Cyclooxygenase-2	84.14%	89.63%
CHEMBL2916	O14746	Telomerase reverse transcriptase	83.31%	90.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.81%	96.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	82.13%	96.90%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	81.94%	93.10%
CHEMBL1907598	P05106	Integrin alpha-V/beta-3	81.67%	95.71%
CHEMBL235	P37231	Peroxisome proliferator-activated receptor gamma	81.57%	95.39%
CHEMBL2885	P07451	Carbonic anhydrase III	81.55%	87.45%
CHEMBL226	P30542	Adenosine A1 receptor	81.16%	95.93%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	80.06%	92.88%

Plants that contains it

• Oryza sativa

Cross-Links

• PubChem: 2256
• NPASS: NPC233570
• ChEMBL: CHEMBL15063
• LOTUS: LTS0264774
• wikiData: Q408652