DIQUAT

Details

Stereochemistry	ACHIRAL
Molecular Formula	C12H12N2
Molecular Weight	184.2371
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	2

SHOW SMILES / InChI

Structure Search

SMILES

C1C[N+]2=C(C=CC=C2)C3=CC=CC=[N+]13

InChI

InChIKey=SYJFEGQWDCRVNX-UHFFFAOYSA-N

InChI=1S/C12H12N2/c1-3-7-13-9-10-14-8-4-2-6-12(14)11(13)5-1/h1-8H,9-10H2/q+2

HIDE SMILES / InChI

Molecular Formula	C12H12N2
Molecular Weight	184.2371
Charge	2
Count

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

Approval Year

PubMed

Title	Date	PubMed
Assessment of the mutagenic properties of diquat and paraquat in the murine dominant lethal test.	1974 Jun	4850670
Acute diquat intoxication. Interest of its repeated determination in urine and the evaluation of renal proximal tubule integrity.	1984	6527399
Effects of oxidative stress caused by hyperoxia and diquat. A study in isolated hepatocytes.	1986	3505239
Upregulation of glucose-6-phosphate dehydrogenase in response to hepatocellular oxidative stress: studies with diquat.	1995 Dec	8934631
The effects of diquat and ciprofibrate on mRNA expression and catalytic activities of hepatic xenobiotic metabolizing and antioxidant enzymes in rat liver.	1995 Sep	7676460
Role of capsaicin-sensitive afferent nerves in different models of gastric inflammation in rats.	2004 Feb 27	15046732
Compartmental inhibition of hepatic glutathione reductase activities by 1,3-bis(2-chloroethyl)-N-nitrosourea (BCNU) in Sprague-Dawley and Fischer-344 rats.	2004 Mar 7	15104113
Gene expression patterns in rainbow trout, Oncorhynchus mykiss, exposed to a suite of model toxicants.	2006 May 25	16488489
Protective effects of wheat bran against diquat toxicity in male Fischer-344 rats.	2007 Jul	17617720
Evaluation of diquat against an acute experimental infection of Flavobacterium columnare in channel catfish, Ictalurus punctatus (Rafinesque).	2009 May	19392680
Short form glutathione peroxidase 4 is the essential isoform required for survival and somatic mitochondrial functions.	2009 Nov 6	19744930
A high-throughput method for assessing chemical toxicity using a Caenorhabditis elegans reproduction assay.	2010 Jun 1	20206647
Evaluation of transcriptional activity of caspase-3 gene as a marker of acute neurotoxicity in rat cerebellar granular cells.	2010 Mar	19815060
Impact of environmental chemicals on key transcription regulators and correlation to toxicity end points within EPA's ToxCast program.	2010 Mar 15	20143881
Identification and dissection of the Nrf2 mediated oxidative stress pathway in human renal proximal tubule toxicity.	2011 Apr	21172416
Effect of diquat-induced oxidative stress on iron metabolism in male Fischer-344 rats.	2011 Dec	21698372
Implementation of a high-throughput screen for identifying small molecules to activate the Keap1-Nrf2-ARE pathway.	2012	23056183
Evaluation of aggregating brain cell cultures for the detection of acute organ-specific toxicity.	2013 Jun	22954530
A high-throughput screen for teratogens using human pluripotent stem cells.	2014 Jan	24154490
Diquat causes caspase-independent cell death in SH-SY5Y cells by production of ROS independently of mitochondria.	2015 Oct	25693864

Patents

Substance Class	Chemical Created by `admin` on `Fri Dec 15 15:14:14 GMT 2023` Edited by `admin` on `Fri Dec 15 15:14:14 GMT 2023`
Record UNII	A9A615U4MP
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

DIQUAT

Common Name

English

6,7-DIHYDRODIPYRIDO(1,2-A:2',1'-C)PYRAZINEDIIUM

Systematic Name

English

9,10-DIHYDRO-8A,10A-DIAZONIAPHENANTHRENE

Common Name

English

DIQUAT [ISO]

Common Name

English

Classification Tree Code System Code

EPA PESTICIDE CODE

32202