200,000+ products from a single source!

sales@angenechem.com

Home > Other Building Blocks > 273-13-2

273-13-2

273-13-2 | 2,1,3-Benzothiadiazole

CAS No: 273-13-2 Catalog No: AG003TRY MDL No:MFCD00005809

Product Description

Catalog Number:
AG003TRY
Chemical Name:
2,1,3-Benzothiadiazole
CAS Number:
273-13-2
Molecular Formula:
C6H4N2S
Molecular Weight:
136.1744
MDL Number:
MFCD00005809
IUPAC Name:
2,1,3-benzothiadiazole
InChI:
InChI=1S/C6H4N2S/c1-2-4-6-5(3-1)7-9-8-6/h1-4H
InChI Key:
PDQRQJVPEFGVRK-UHFFFAOYSA-N
SMILES:
c1ccc2c(c1)nsn2
EC Number:
205-985-2

Properties

Complexity:
95.2  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
136.01g/mol
Formal Charge:
0
Heavy Atom Count:
9  
Hydrogen Bond Acceptor Count:
3  
Hydrogen Bond Donor Count:
0
Isotope Atom Count:
0
Molecular Weight:
136.172g/mol
Monoisotopic Mass:
136.01g/mol
Rotatable Bond Count:
0
Topological Polar Surface Area:
54A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
2  

Literature

Title Journal
Thiophene fluorination to enhance photovoltaic performance in low band gap donor-acceptor polymers. Chemical communications (Cambridge, England) 20121121
Solar cell efficiency, self-assembly, and dipole-dipole interactions of isomorphic narrow-band-gap molecules. Journal of the American Chemical Society 20121010
Synthesis and photovoltaic properties of two-dimensional low-bandgap copolymers based on new benzothiadiazole derivatives with different conjugated arylvinylene side chains. Chemistry (Weinheim an der Bergstrasse, Germany) 20120917
A conducting polymer with benzothiadiazole unit: cell based biosensing applications and adhesion properties. Colloids and surfaces. B, Biointerfaces 20120901
Vacuum-deposited small-molecule organic solar cells with high power conversion efficiencies by judicious molecular design and device optimization. Journal of the American Chemical Society 20120822
Environment-sensitive fluorophores with benzothiadiazole and benzoselenadiazole structures as candidate components of a fluorescent polymeric thermometer. Chemistry (Weinheim an der Bergstrasse, Germany) 20120727
Plant growth stimulation in Prunus species plantlets by BTH or OTC treatments under in vitro conditions. Journal of plant physiology 20120715
Foliar aphid feeding recruits rhizosphere bacteria and primes plant immunity against pathogenic and non-pathogenic bacteria in pepper. Annals of botany 20120701
Synthetic principles directing charge transport in low-band-gap dithienosilole-benzothiadiazole copolymers. Journal of the American Chemical Society 20120530
Inhibitor mediated protein degradation. Chemistry & biology 20120525
Manifestation of carrier relaxation through the manifold of localized states in PCDTBT:PC60BM bulk heterojunction material: the role of PC84BM traps on the carrier transport. Advanced materials (Deerfield Beach, Fla.) 20120502
Germaindacenodithiophene based low band gap polymers for organic solar cells. Chemical communications (Cambridge, England) 20120321
Improving grape phenolic content and wine chromatic characteristics through the use of two different elicitors: methyl jasmonate versus benzothiadiazole. Journal of agricultural and food chemistry 20120208
It takes more than an imine: the role of the central atom on the electron-accepting ability of benzotriazole and benzothiadiazole oligomers. Journal of the American Chemical Society 20120208
Fluorescence and visual detection of single nucleotide polymorphism using cationic conjugated polyelectrolyte. Langmuir : the ACS journal of surfaces and colloids 20120110
Benzothiadiazole (BTH) activates sterol pathway and affects vitamin D3 metabolism in Solanum malacoxylon cell cultures. Plant cell reports 20111101
Simultaneous enhancement of open-circuit voltage, short-circuit current density, and fill factor in polymer solar cells. Advanced materials (Deerfield Beach, Fla.) 20111025
Novel benzo[1,2-b:4,5-b']dithiophene-benzothiadiazole derivatives with variable side chains for high-performance solar cells. Advanced materials (Deerfield Beach, Fla.) 20111018
Synthesis of a novel fused thiophene-thieno[3,2-b]thiophene-thiophene donor monomer and co-polymer for use in OPV and OFETs. Macromolecular rapid communications 20111018
A low-energy-gap organic dye for high-performance small-molecule organic solar cells. Journal of the American Chemical Society 20111012
Quantitative genetic analysis of salicylic acid perception in Arabidopsis. Planta 20111001
New A-A-D-A-A-type electron donors for small molecule organic solar cells. Organic letters 20110916
The jasmonate pathway is a key player in systemically induced defense against root knot nematodes in rice. Plant physiology 20110901
Full emission color tuning in luminogens constructed from tetraphenylethene, benzo-2,1,3-thiadiazole and thiophene building blocks. Chemical communications (Cambridge, England) 20110821
Effect of chemical systemic acquired resistance elicitors on avenanthramide biosynthesis in oat (Avena sativa). Journal of agricultural and food chemistry 20110713
White electroluminescence from star-like single polymer systems: 2,1,3-benzothiadiazole derivatives dopant as orange cores and polyfluorene host as six blue arms. Advanced materials (Deerfield Beach, Fla.) 20110712
Comparative study of alternating low-band-gap benzothiadiazole co-oligomers. Journal of fluorescence 20110701
Donor-acceptor conjugated polymer based on naphtho[1,2-c:5,6-c]bis[1,2,5]thiadiazole for high-performance polymer solar cells. Journal of the American Chemical Society 20110629
The electronic spectra of the sandwich stacked PFBT: a theoretical study. The journal of physical chemistry. A 20110623
Two-photon absorption properties of proquinoidal D-A-D and A-D-A quadrupolar chromophores. The journal of physical chemistry. A 20110609
Impact of intramolecular twisting and exciton migration on emission efficiency of multifunctional fluorene-benzothiadiazole-carbazole compounds. The Journal of chemical physics 20110528
Benzotrithiophene--a planar, electron-rich building block for organic semiconductors. Organic letters 20110506
Rice RING protein OsBBI1 with E3 ligase activity confers broad-spectrum resistance against Magnaporthe oryzae by modifying the cell wall defence. Cell research 20110501
Dithiocarboxylate complexes of ruthenium(II) and osmium(II). Dalton transactions (Cambridge, England : 2003) 20110414
Electrochemistry and electrogenerated chemiluminescence of a spirobifluorene-based donor (triphenylamine)-acceptor (2,1,3-benzothiadiazole) molecule and its organic nanoparticles. Journal of the American Chemical Society 20110413
Effects of jasmonic acid, ethylene, and salicylic acid signaling on the rhizosphere bacterial community of Arabidopsis thaliana. Molecular plant-microbe interactions : MPMI 20110401
Material strategies for black-to-transmissive window-type polymer electrochromic devices. ACS applied materials & interfaces 20110401
Development of fluorinated benzothiadiazole as a structural unit for a polymer solar cell of 7 % efficiency. Angewandte Chemie (International ed. in English) 20110321
Conjugated polymer loaded nanospheres with surface functionalization for simultaneous discrimination of different live cancer cells under single wavelength excitation. Analytical chemistry 20110315
Low-bandgap donor-acceptor conjugated polymer sensitizers for dye-sensitized solar cells. Journal of the American Chemical Society 20110309
Enhanced disease resistance and hypersensitivity to BTH by introduction of an NH1/OsNPR1 paralog. Plant biotechnology journal 20110201
Priming for enhanced defence responses by specific inhibition of the Arabidopsis response to coronatine. The Plant journal : for cell and molecular biology 20110201
A low-bandgap diketopyrrolopyrrole-benzothiadiazole-based copolymer for high-mobility ambipolar organic thin-film transistors. Advanced materials (Deerfield Beach, Fla.) 20101214
Role of OsNPR1 in rice defense program as revealed by genome-wide expression analysis. Plant molecular biology 20101201
Structure-function analysis of npr1 alleles in Arabidopsis reveals a role for its paralogs in the perception of salicylic acid. Plant, cell & environment 20101101
Synthesis and SAR studies of 1,4-benzoxazine MenB inhibitors: novel antibacterial agents against Mycobacterium tuberculosis. Bioorganic & medicinal chemistry letters 20101101
Synthesis and superior optical-limiting properties of fluorene-thiophene-benzothiadazole polymer-functionalized graphene sheets. Small (Weinheim an der Bergstrasse, Germany) 20101018
On the use of 2,1,3-benzothiadiazole derivatives as selective live cell fluorescence imaging probes. Bioorganic & medicinal chemistry letters 20101015
Synthesis and electrostatic nano-assembly of water-soluble polybenzothiadiazole derivatives with long-wavelength emission in the solid states. Journal of nanoscience and nanotechnology 20101001
Electrochemistry and electrogenerated chemiluminescence of dithienylbenzothiadiazole derivative. Differential reactivity of donor and acceptor groups and simulations of radical cation-anion and dication-radical anion annihilations. Journal of the American Chemical Society 20100929
Synthesis, structure, and electronic and photophysical properties of two- and three-layered [3.3]paracyclophane-based donor-acceptor systems. The Journal of organic chemistry 20100917
Optimizing simultaneous two-photon absorption and transient triplet-triplet absorption in platinum acetylide chromophores. The journal of physical chemistry. A 20100708
Discovery of novel selective norepinephrine reuptake inhibitors: 4-[3-aryl-2,2-dioxido-2,1,3-benzothiadiazol-1(3H)-yl]-1-(methylamino)butan-2-ols (WYE-103231). Journal of medicinal chemistry 20100610
On the selective detection of duplex deoxyribonucleic acids by 2,1,3-benzothiadiazole fluorophores. Molecular bioSystems 20100601
Electronic Properties and Photovoltaic Performances of a Series of Oligothiophene Copolymers Incorporating Both Thieno[3,2-b]thiophene and 2,1,3-Benzothiadiazole Moieties. Macromolecular rapid communications 20100406
Proteasome activity profiling: a simple, robust and versatile method revealing subunit-selective inhibitors and cytoplasmic, defense-induced proteasome activities. The Plant journal : for cell and molecular biology 20100401
Synthesis and characterization of water-soluble conjugated glycopolymer for fluorescent sensing of concanavalin A. Chemistry, an Asian journal 20100201
Resistance and biomass in Arabidopsis: a new model for salicylic acid perception. Plant biotechnology journal 20100201
Bisthienylethenes containing a benzothiadiazole unit as a bridge: photochromic performance dependence on substitution position. Chemistry (Weinheim an der Bergstrasse, Germany) 20100118
Synthesis and characterization of organic dyes containing various donors and acceptors. International journal of molecular sciences 20100101
Acetylene-based materials in organic photovoltaics. International journal of molecular sciences 20100101
Benzothiadiazole and l-2-oxothiazolidine-4-carboxylic acid reduce the severity of Sharka symptoms in pea leaves: effect on antioxidative metabolism at the subcellular level. Plant biology (Stuttgart, Germany) 20100101
Synthesis, Structure, and Antiproliferative Activity of Three Gallium(III) Azole Complexes. Bioinorganic chemistry and applications 20100101
Airborne induction and priming of plant defenses against a bacterial pathogen. Plant physiology 20091201
Asymmetrically 4,7-disubstituted benzothiadiazoles as efficient non-doped solution-processable green fluorescent emitters. Organic letters 20091119
Development of novel conjugated donor polymers for high-efficiency bulk-heterojunction photovoltaic devices. Accounts of chemical research 20091117
Dual roles of reactive oxygen species and NADPH oxidase RBOHD in an Arabidopsis-Alternaria pathosystem. Plant physiology 20091101
Real-time monitoring of oxidative burst from single plant protoplasts using microelectrochemical sensors modified by platinum nanoparticles. Analytical chemistry 20091015
Bimetallic complexes based on carboxylate and xanthate ligands: synthesis and electrochemical investigations. Dalton transactions (Cambridge, England : 2003) 20091014
Solution-processable gradient red-emitting pi-conjugated dendrimers based on benzothiadiazole as core: synthesis, characterization, and device performances. The Journal of organic chemistry 20091002
Effect of stacking interactions on the spectra of the monomer of PFBT: a theoretical study. The journal of physical chemistry. A 20090924
Band gap control in conjugated oligomers via Lewis acids. Journal of the American Chemical Society 20090812
Green electrogenerated chemiluminescence of highly fluorescent benzothiadiazole and fluorene derivatives. Journal of the American Chemical Society 20090805
Charge-transfer character of excitons in poly[2,7-(9,9-di-n-octylfluorene)(1-x)-co-4,7-(2,1,3-benzothiadiazole)(x)]. The Journal of chemical physics 20090721
Conjugated polymers based on benzo[2,1-b:3,4-b']dithiophene with low-lying highest occupied molecular orbital energy levels for organic photovoltaics. ACS applied materials & interfaces 20090701
Ectopic expression of a rice protein phosphatase 2C gene OsBIPP2C2 in tobacco improves disease resistance. Plant cell reports 20090601
Efficient green solar cells via a chemically polymerizable donor-acceptor heterocyclic pentamer. ACS applied materials & interfaces 20090601
Differential expression of eight defensin genes of N. benthamiana following biotic stress, wounding, ethylene, and benzothiadiazole treatments. Plant cell reports 20090401
Linear and nonlinear optical properties of [60]fullerene derivatives. The journal of physical chemistry. A 20090212
Effect of benzothiadiazole on the metabolome of Arabidopsis thaliana. Plant physiology and biochemistry : PPB 20090201
Characterization of Vitis vinifera NPR1 homologs involved in the regulation of pathogenesis-related gene expression. BMC plant biology 20090101
Low-band-gap platinum acetylide polymers as active materials for organic solar cells. ACS applied materials & interfaces 20090101
Synthesis, characterization, and photovoltaic properties of a low band gap polymer based on silole-containing polythiophenes and 2,1,3-benzothiadiazole. Journal of the American Chemical Society 20081203
Induction of plant defense gene expression by plant activators and Pseudomonas syringae pv. tomato in greenhouse-grown tomatoes. Phytopathology 20081101
Benzothiadiazole affects the leaf proteome in arctic bramble (Rubus arcticus). Molecular plant pathology 20081101
Multimetallic assemblies using piperazine-based dithiocarbamate building blocks. Inorganic chemistry 20081020
Energy transfer in new D-pi-A conjugated dendrimers: their synthesis and photophysical properties. Organic letters 20081002
Functional analysis reveals pleiotropic effects of rice RING-H2 finger protein gene OsBIRF1 on regulation of growth and defense responses against abiotic and biotic stresses. Plant molecular biology 20080901
Conjugated polyelectrolytes for protein assays and for the manipulation of the catalytic activity of enzymes. Chemistry, an Asian journal 20080901
Molecular characterization and expression analysis of OsBISERK1, a gene encoding a leucine-rich repeat receptor-like kinase, during disease resistance responses in rice. Molecular biology reports 20080601
Practical synthesis of a vanilloid receptor-1 antagonist. The Journal of organic chemistry 20080502
Theoretical study on photophysical properties of bis-dipolar diphenylamino-endcapped oligoarylfluorenes as light-emitting materials. The journal of physical chemistry. A 20080410
Identification of Ruta graveolens L. metabolites accumulated in the presence of abiotic elicitors. Biotechnology progress 20080101
Nonlinear phenomena at mercury Hg electrode/room-temperature ionic liquid (RTIL) interfaces: polarographic streaming maxima and current oscillation. The journal of physical chemistry. B 20071108
Design of cationic conjugated polyelectrolytes for DNA concentration determination. Journal of the American Chemical Society 20070912
Expression of mitochondrial tatC in Nicotiana tabacum is responsive to benzothiadiazole and salicylic acid. Journal of plant physiology 20070901
Induction of systemic acquired resistance in cotton foliage does not adversely affect the performance of an entomopathogen. Journal of chemical ecology 20070801
Rice WRKY45 plays a crucial role in benzothiadiazole-inducible blast resistance. The Plant cell 20070601
Evaluation of plant activator and chemical fungicides on leaf blight (Bipolaris sorokiniana) development and yield of wheat. Pakistan journal of biological sciences : PJBS 20070601
Expression of AtWRKY33 encoding a pathogen- or PAMP-responsive WRKY transcription factor is regulated by a composite DNA motif containing W box elements. Molecular plant-microbe interactions : MPMI 20070401
Benzothiadiazole induces the accumulation of phenolics and improves resistance to powdery mildew in strawberries. Journal of agricultural and food chemistry 20070307
Phospholipase C/diacylglycerol kinase-mediated signalling is required for benzothiadiazole-induced oxidative burst and hypersensitive cell death in rice suspension-cultured cells. Protoplasma 20070101
Inhibition of cobalamin-dependent methionine synthase by substituted benzo-fused heterocycles. The FEBS journal 20070101
Molecular characterization of four rice genes encoding ethylene-responsive transcriptional factors and their expressions in response to biotic and abiotic stress. Journal of plant physiology 20061101
Spent growth medium of Pantoea agglomerans primes wheat suspension cells for augmented accumulation of hydrogen peroxide and enhanced peroxidase activity upon elicitation. Planta 20060901
OsBISAMT1, a gene encoding S-adenosyl-L-methionine: salicylic acid carboxyl methyltransferase, is differentially expressed in rice defense responses. Molecular biology reports 20060901
Salicylic acid and a chitin elicitor both control expression of the CAD1 gene involved in the plant immunity of Arabidopsis. Bioscience, biotechnology, and biochemistry 20060901
Benzothiadiazole inhibits mitochondrial NADH:ubiquinone oxidoreductase in tobacco. Journal of plant physiology 20060701
Eccentric phenomena at liquid mercury electrode/solution interfaces: upward, downward, and circular motions. The journal of physical chemistry. B 20060504
[Effects of elicitors on aphid growth and development and on specific genes expression in wheat]. Ying yong sheng tai xue bao = The journal of applied ecology 20060401
Molecular cloning and expression analysis of rice OsTVLP1, encoding a protein with similarity to TGF-beta receptor interacting proteins and vacuolar assembly Vam6p/Vps39p proteins. DNA sequence : the journal of DNA sequencing and mapping 20060401
Novel 2,1,3-benzothiadiazole-based red-fluorescent dyes with enhanced two-photon absorption cross-sections. Chemistry (Weinheim an der Bergstrasse, Germany) 20060301
Involvement of phospholipases C and D in early response to SAR and ISR inducers in Brassica napus plants. Plant physiology and biochemistry : PPB 20060101
Synthesis of cationic conjugated polymers for use in label-free DNA microarrays. Nature protocols 20060101
Benzothiadiazole induces local resistance to Bemisia tabaci (Hemiptera: Aleyrodidae) in tomato plants. Journal of economic entomology 20051201
Induction of resistance to gray mold with benzothiadiazole modifies amino acid profile and increases proanthocyanidins in grape: primary versus secondary metabolism. Journal of agricultural and food chemistry 20051116
Methyl jasmonate application induces increased densities of glandular trichomes on tomato, Lycopersicon esculentum. Journal of chemical ecology 20050901
Synthesis and antibacterial activity of some 5-(4-biphenylyl)-7-aryl[3,4-d] [1,2,3]-benzothiadiazoles. European journal of medicinal chemistry 20050701
Induction of glutathione S-transferase and glutathione by toxic compounds and elicitors in reed canary grass. Biotechnology letters 20050701
Sigma-organyl complexes of ruthenium and osmium supported by a mixed-donor ligand. Dalton transactions (Cambridge, England : 2003) 20050607
Efficient solid phase synthesis of benzo[1,2,3]thiadiazoles and related structures. Organic & biomolecular chemistry 20050521
Structural considerations for the rational design of selective anti-trypanosomal agents: the role of the aromatic clusters at the interface of triosephosphate isomerase dimer. Biochemical and biophysical research communications 20050325
Bisindoles containing a 2,1,3-benzothiadiazole unit: novel non-doping red organic light-emitting diodes with excellent color purity. Chemical communications (Cambridge, England) 20050321
Evaluation of natural and synthetic stimulants of plant immunity by microarray technology. The New phytologist 20050101
Advanced treatment of benzothiazole contaminated waters: comparison of O3, AC, and O3/AC processes. Water science and technology : a journal of the International Association on Water Pollution Research 20050101
Acquired and R-gene-mediated resistance against the potato aphid in tomato. Journal of chemical ecology 20041201
Strongly red-fluorescent novel donor-pi-bridge-acceptor-pi-bridge-donor (D-pi-A-pi-D) type 2,1,3-benzothiadiazoles with enhanced two-photon absorption cross-sections. Chemical communications (Cambridge, England) 20041021
[A novel deprotonative functionalization of aromatics with phosphazene base]. Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan 20040801
Benzothiadiazole enhances resveratrol and anthocyanin biosynthesis in grapevine, meanwhile improving resistance to Botrytis cinerea. Journal of agricultural and food chemistry 20040714
Beta-amino-butyric acid-induced resistance against necrotrophic pathogens is based on ABA-dependent priming for callose. The Plant journal : for cell and molecular biology 20040401
Salicylic acid is part of the Mi-1-mediated defense response to root-knot nematode in tomato. Molecular plant-microbe interactions : MPMI 20040401
Interpolyelectrolyte complexes of conjugated copolymers and DNA: platforms for multicolor biosensors. Journal of the American Chemical Society 20040225
The Arabidopsis thaliana dihydroxyacetone phosphate reductase gene SUPPRESSSOR OF FATTY ACID DESATURASE DEFICIENCY1 is required for glycerolipid metabolism and for the activation of systemic acquired resistance. The Plant cell 20040201
Correlating structure with fluorescence emission in phase-separated conjugated-polymer blends. Nature materials 20030901
Benzothiadiazole-induced resistance modulates ozone tolerance. Journal of agricultural and food chemistry 20030716
Characterization of salicylic acid-induced genes in Chinese cabbage. Plant cell reports 20030601
Kinetic study of reactions between ozone and benzothiazole in water. Water science and technology : a journal of the International Association on Water Pollution Research 20030101
OsBIMK1, a rice MAP kinase gene involved in disease resistance responses. Planta 20021001
Pathogen stress increases somatic recombination frequency in Arabidopsis. Nature genetics 20020301
Benzothiadiazole-induced priming for potentiated responses to pathogen infection, wounding, and infiltration of water into leaves requires the NPR1/NIM1 gene in Arabidopsis. Plant physiology 20020301
BADGE, Beads Array for the Detection of Gene Expression, a high-throughput diagnostic bioassay. Genome research 20011101
Identification of a 2,6-dichloroisonicotinic-acid-sensitive protein kinase from tobacco by affinity chromatography on benzothiadiazole-sepharose and NIM-metal chelate adsorbent. Pest management science 20010801
Identification of defense-related rice genes by suppression subtractive hybridization and differential screening. Molecular plant-microbe interactions : MPMI 20010501
Novel p-arylthio cinnamides as antagonists of leukocyte function-associated antigen-1/intracellular adhesion molecule-1 interaction. 2. Mechanism of inhibition and structure-based improvement of pharmaceutical properties. Journal of medicinal chemistry 20010412
Potential of induced resistance to control Oidium lycopersici on tomato and tobacco. Mededelingen (Rijksuniversiteit te Gent. Fakulteit van de Landbouwkundige en Toegepaste Biologische Wetenschappen) 20010101

© 2019 Angene International Limited. All rights Reserved.