Compounds > 2,2'-dithiobis(5-nitropyridine)
Page last updated: 2024-12-05

2,2'-dithiobis(5-nitropyridine)

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

2,2'-Dithiobis(5-nitropyridine) (DTNP) is a yellow crystalline solid with a molecular weight of 332.34 g/mol. It is commonly used as a reagent in biochemical research for the detection and quantification of sulfhydryl groups in proteins and other biomolecules. DTNP reacts with sulfhydryl groups to form a colored product, which can be measured spectrophotometrically. The reaction is highly specific for sulfhydryl groups and can be used to determine the number and reactivity of these groups in a molecule. DTNP is also used as a reagent for the study of disulfide bond formation and reduction. The synthesis of DTNP typically involves the reaction of 5-nitropyridine with sulfur monochloride. DTNP is a powerful tool for studying the structure, function, and dynamics of proteins and other biomolecules. Its ability to selectively react with sulfhydryl groups allows researchers to probe the properties of these important functional groups. '
```

2,2'-dithiobis(5-nitropyridine): structure [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID16474
CHEMBL ID120580
SCHEMBL ID25358
MeSH IDM0058381

Synonyms (42)

Synonym
5-nitro-2-(5-nitropyridin-2-yl)disulfanyl-pyridine
AKOS015833310
nsc-677436
nsc 149336
ai3-62509
5,5'-dinitro-2,2'-dipyridyl disulfide
pyridine, 2,2'-dithiobis(5-nitro-
einecs 218-344-7
brn 0305413
nsc-149336
2,2'-dithiobis(5-nitropyridine)
2127-10-8
dtnp
nsc149336
pyridine,2'-dithiobis[5-nitro-
bis(5-nitro-2-pyridyl) disulfide
5,2'-dipyridyl disulfide
5-nitro-2-[(5-nitro-2-pyridyl)disulfanyl]pyridine
nsc677436
inchi=1/c10h6n4o4s2/c15-13(16)7-1-3-9(11-5-7)19-20-10-4-2-8(6-12-10)14(17)18/h1-6
2,2'-dithiobis(5-nitropyridine), 96%
CHEMBL120580
5-nitro-2-[(5-nitropyridin-2-yl)disulfanyl]pyridine
2,2'-dithio-bis(5-nitropyridine)
5-21-02-00066 (beilstein handbook reference)
D2222
1,2-bis(5-nitropyridin-2-yl)disulfane
2,2'-dithiobis(5-nitro-pyridine)
2,2'-disulfanediylbis(5-nitropyridine)
SCHEMBL25358
pyridine, 2,2'-dithiobis[5-nitro-
5-nitro-2-[(5-nitro-2-pyridinyl)disulfanyl]pyridine #
pyridine, 2,2'-dithiobis*5-nitro-
DTXSID00175520
mfcd00006453
AS-63460
J-013966
5,5'-dinitro-2,2'-dithiodipyridine
BP-23824
E78124
2,2 inverted exclamation marka-dithiobis(5-nitropyridine)
2,2'-dithiobis[5-nitropyridine]
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (17)

Assay IDTitleYearJournalArticle
AID513586Decrease in TRPC5 C553S mutant S-nitrosylation in HEK cells assessed as inhibition of incorporation of DTNB-2Bio at 30 uM relative to control2006Nature chemical biology, Nov, Volume: 2, Issue:11
Nitric oxide activates TRP channels by cysteine S-nitrosylation.
AID89802Inhibition of HIV-1 replication in a proliferating human T-cell line assayed using an XTT assay.1996Journal of medicinal chemistry, Sep-13, Volume: 39, Issue:19
Evaluation of selected chemotypes in coupled cellular and molecular target-based screens identifies novel HIV-1 zinc finger inhibitors.
AID513595Activation of TRPV3 in HEK cells assessed as increase in Ca2+ level from extracellular space at 10 uM2006Nature chemical biology, Nov, Volume: 2, Issue:11
Nitric oxide activates TRP channels by cysteine S-nitrosylation.
AID513593Activation of rat TRPV1 expressed in HEK cells assessed as increase in Ca2+ level from extracellular space at 10 uM2006Nature chemical biology, Nov, Volume: 2, Issue:11
Nitric oxide activates TRP channels by cysteine S-nitrosylation.
AID89654Inhibition of HIV-1 replication in human T-cell by using XTT assay; Inactive1996Journal of medicinal chemistry, Sep-13, Volume: 39, Issue:19
Evaluation of selected chemotypes in coupled cellular and molecular target-based screens identifies novel HIV-1 zinc finger inhibitors.
AID513601Activation of rat TRPV1 Cys621 mutant expressed in HEK cells assessed as increase in Ca2+ level from extracellular space at 10 uM2006Nature chemical biology, Nov, Volume: 2, Issue:11
Nitric oxide activates TRP channels by cysteine S-nitrosylation.
AID513606Activation of TRPC5 expressed in BAEC expressing dominant negative mutant of TRPC5 assessed as increase in Ca2+ level from extracellular space at 100 uM2006Nature chemical biology, Nov, Volume: 2, Issue:11
Nitric oxide activates TRP channels by cysteine S-nitrosylation.
AID513600Activation of rat TRPV1 Cys616 mutant expressed in HEK cells assessed as increase in Ca2+ level from extracellular space at 10 uM2006Nature chemical biology, Nov, Volume: 2, Issue:11
Nitric oxide activates TRP channels by cysteine S-nitrosylation.
AID513583Induction of TRPC5 S-nitrosylation in chicken DT40 cells assessed as increase in Ca2+ level from extracellular space at 30 uM in presence of PLC-beta inhibitor U731222006Nature chemical biology, Nov, Volume: 2, Issue:11
Nitric oxide activates TRP channels by cysteine S-nitrosylation.
AID513579Induction of S-nitrosylation of TRPC5 in HEK cells assessed as increase in Ca2+ level from extracellular space at 30 uM in presence of ascorbic acid2006Nature chemical biology, Nov, Volume: 2, Issue:11
Nitric oxide activates TRP channels by cysteine S-nitrosylation.
AID513577Induction of TRPM7 S-nitrosylation in HEK cells assessed as increase in Ca2+ level from extracellular space at 30 uM2006Nature chemical biology, Nov, Volume: 2, Issue:11
Nitric oxide activates TRP channels by cysteine S-nitrosylation.
AID513597Activation of TRPV4 in HEK cells assessed as increase in Ca2+ level from extracellular space at 10 uM2006Nature chemical biology, Nov, Volume: 2, Issue:11
Nitric oxide activates TRP channels by cysteine S-nitrosylation.
AID513581Induction of S-nitrosylation of TRPC5 in HEK cells assessed as increase in Ca2+ level from extracellular space at 30 uM in presence of dithiothreitol2006Nature chemical biology, Nov, Volume: 2, Issue:11
Nitric oxide activates TRP channels by cysteine S-nitrosylation.
AID513607Activation of TRPC5 expressed in BAEC expressing TRPC5 siRNA assessed as increase in Ca2+ level from extracellular space at 100 uM2006Nature chemical biology, Nov, Volume: 2, Issue:11
Nitric oxide activates TRP channels by cysteine S-nitrosylation.
AID513576Induction of TRPM2 S-nitrosylation in HEK cells assessed as increase in Ca2+ level from extracellular space at 30 uM2006Nature chemical biology, Nov, Volume: 2, Issue:11
Nitric oxide activates TRP channels by cysteine S-nitrosylation.
AID513574Induction of S-nitrosylation of TRPC5 in HEK cells assessed as increase in Ca2+ level from extracellular space at 30 uM2006Nature chemical biology, Nov, Volume: 2, Issue:11
Nitric oxide activates TRP channels by cysteine S-nitrosylation.
AID513587Decrease in TRPC5 C558S mutant S-nitrosylation in HEK cells assessed as inhibition of incorporation of DTNB-2Bio at 30 uM relative to control2006Nature chemical biology, Nov, Volume: 2, Issue:11
Nitric oxide activates TRP channels by cysteine S-nitrosylation.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (18)

TimeframeStudies, This Drug (%)All Drugs %
pre-19902 (11.11)18.7374
1990's10 (55.56)18.2507
2000's4 (22.22)29.6817
2010's2 (11.11)24.3611
2020's0 (0.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 22.59

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be moderate demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index22.59 (24.57)
Research Supply Index2.94 (2.92)
Research Growth Index4.95 (4.65)
Search Engine Demand Index21.17 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (22.59)

All Compounds (24.57)

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%
Other18 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
dihydroxyacetone
[no description available]		1.9910ketotriose;
primary alpha-hydroxy ketone		antifungal agent;
Escherichia coli metabolite;
human metabolite;
metabolite;
mouse metabolite;
Saccharomyces cerevisiae metabolite
glyceraldehyde
Glyceraldehyde: An aldotriose containing the propionaldehyde structure with hydroxy groups at the 2- and 3-positions. It is involved in the formation of ADVANCED GLYCOSYLATION END PRODUCTS.. glyceraldehyde : An aldotriose comprising propanal having hydroxy groups at the 2- and 3-positions. It plays role in the formation of advanced glycation end-products (AGEs), a deleterious accompaniment to ageing.. aldose : Aldehydic parent sugars (polyhydroxy aldehydes H[CH(OH)]nC(=O)H, n >= 2) and their intramolecular hemiacetals.		1.9910aldotriosefundamental metabolite
1h-(1,2,4)oxadiazolo(4,3-a)quinoxalin-1-one
1H-(1,2,4)oxadiazolo(4,3-a)quinoxalin-1-one: structure given in first source; inhibits guanylyl cyclase. 1H-[1,2,4]oxadiazolo[4,3-a]quinoxalin-1-one : A member of the class of oxadiazoloquinoxalines that is 1H-[1,2,4]oxadiazolo[4,3-a]quinoxaline substituted at position 1 by an oxo group.		2.0310oxadiazoloquinoxalineEC 4.6.1.2 (guanylate cyclase) inhibitor
2,2'-dipyridyl
2,2'-Dipyridyl: A reagent used for the determination of iron.. 2,2'-bipyridine : A bipyridine in which the two pyridine moieties are linked by a bond between positions C-2 and C-2'.		210bipyridinechelator;
ferroptosis inhibitor
disulfiram
[no description available]		1.9910organic disulfide;
organosulfur acaricide		angiogenesis inhibitor;
antineoplastic agent;
apoptosis inducer;
EC 1.2.1.3 [aldehyde dehydrogenase (NAD(+))] inhibitor;
EC 3.1.1.1 (carboxylesterase) inhibitor;
EC 3.1.1.8 (cholinesterase) inhibitor;
EC 5.99.1.2 (DNA topoisomerase) inhibitor;
ferroptosis inducer;
fungicide;
NF-kappaB inhibitor
ethylmaleimide
Ethylmaleimide: A sulfhydryl reagent that is widely used in experimental biochemical studies.		2.3820maleimidesanticoronaviral agent;
EC 1.3.1.8 [acyl-CoA dehydrogenase (NADP(+))] inhibitor;
EC 2.1.1.122 [(S)-tetrahydroprotoberberine N-methyltransferase] inhibitor;
EC 2.7.1.1 (hexokinase) inhibitor
thiram
Thiram: A dithiocarbamate chemical, used commercially in the rubber processing industry and as a fungicide. In vivo studies indicate that it inactivates the enzyme GLUTATHIONE REDUCTASE. It has mutagenic activity and may induce chromosomal aberrations.. thiram : An organic disulfide that results from the formal oxidative dimerisation of N,N-dimethyldithiocarbamic acid. It is widely used as a fungicidal seed treatment.		1.9910organic disulfideantibacterial drug;
antifungal agrochemical;
antiseptic drug
tolbutamide
Tolbutamide: A sulphonylurea hypoglycemic agent with actions and uses similar to those of CHLORPROPAMIDE. (From Martindale, The Extra Pharmacopoeia, 30th ed, p290). tolbutamide : An N-sulfonylurea that consists of 1-butylurea having a tosyl group attached at the 3-position.		1.9910N-sulfonylureahuman metabolite;
hypoglycemic agent;
insulin secretagogue;
potassium channel blocker
dithionitrobenzoic acid
Dithionitrobenzoic Acid: A standard reagent for the determination of reactive sulfhydryl groups by absorbance measurements. It is used primarily for the determination of sulfhydryl and disulfide groups in proteins. The color produced is due to the formation of a thio anion, 3-carboxyl-4-nitrothiophenolate.. dithionitrobenzoic acid : An organic disulfide that results from the formal oxidative dimerisation of 2-nitro-5-thiobenzoic acid. An indicator used to quantify the number or concentration of thiol groups.		2.0310nitrobenzoic acid;
organic disulfide		indicator
trifluoroacetic acid
Trifluoroacetic Acid: A very strong halogenated derivative of acetic acid. It is used in acid catalyzed reactions, especially those where an ester is cleaved in peptide synthesis.. trifluoroacetic acid : A monocarboxylic acid that is the trifluoro derivative of acetic acid.		2.0710fluoroalkanoic acidhuman xenobiotic metabolite;
NMR chemical shift reference compound;
reagent
bis(1-piperidylthiocarbonyl)disulfide
bis(1-piperidylthiocarbonyl)disulfide: indicator for analysis of copper; structure		1.9910
dithiodibenzoic acid
[no description available]		1.9910
dibenzyl disulfide
dibenzyl disulfide: structure in first source. dibenzyl disulfide : An organic disulfide that results from the formal oxidative dimerisation of benzyl thiol.		1.9910organic aromatic compound;
organic disulfide		metabolite
dixanthogen
[no description available]		1.9910thiocarbonyl compound
acetylcysteine
N-acetyl-L-cysteine : An N-acetyl-L-amino acid that is the N-acetylated derivative of the natural amino acid L-cysteine.		2.0310acetylcysteine;
L-cysteine derivative;
N-acetyl-L-amino acid		antidote to paracetamol poisoning;
antiinfective agent;
antioxidant;
antiviral drug;
ferroptosis inhibitor;
geroprotector;
human metabolite;
mucolytic;
radical scavenger;
vulnerary
2,2'-diaminodiphenyldisulfide
2,2'-diaminodiphenyldisulfide: resin hardener		1.9910
dithiothreitol
1,4-dimercaptobutane-2,3-diol : A glycol that is butane-2,3-diol in which a hydrogen from each of the methyl groups is replaced by a thiol group.. 1,4-dithiothreitol : The threo-diastereomer of 1,4-dimercaptobutane-2,3-diol.		3.08501,4-dimercaptobutane-2,3-diol;
butanediols;
dithiol;
glycol;
thiol		chelator;
human metabolite;
reducing agent
ng-nitroarginine methyl ester
NG-Nitroarginine Methyl Ester: A non-selective inhibitor of nitric oxide synthase. It has been used experimentally to induce hypertension.		2.0310alpha-amino acid ester;
L-arginine derivative;
methyl ester;
N-nitro compound		EC 1.14.13.39 (nitric oxide synthase) inhibitor
2,2'-dipyridyl disulfide
2,2'-dipyridyl disulfide: disulfide is an important moiety in this cpd. aldrithiol : A member of the class of pyridines that is pyridine which is substituted by a pyridin-2-yldisulfanediyl group at position 2. It is a reagent used in molecular biology as an oxidizing agent. Also used in peptide synthesis and for detecting thiols.		2.420organic disulfide;
pyridines		oxidising agent
2-iodosobenzoic acid
ortho-iodosylbenzoic acid : A benzoic acid compound having an iodosyl substituent at the ortho-position.		1.9510benzoic acids;
organoiodine compound		EC 4.3.1.15 (diaminopropionate ammonia-lyase) inhibitor
4,4'-dipyridyl disulfide
4,4'-dipyridyl disulfide : An organic disulfide obtained by formal oxidative dimerisation of 4-thiopyridine.		2.0310organic disulfide;
pyridines
(2-(trimethylammonium)ethyl)methanethiosulfonate
(2-(trimethylammonium)ethyl)methanethiosulfonate: RN given for bromide; used in dopamine analysis		2.0310
oxytocin
Oxytocin: A nonapeptide hormone released from the neurohypophysis (PITUITARY GLAND, POSTERIOR). It differs from VASOPRESSIN by two amino acids at residues 3 and 8. Oxytocin acts on SMOOTH MUSCLE CELLS, such as causing UTERINE CONTRACTIONS and MILK EJECTION.. oxytocin : A cyclic nonapeptide hormone with amino acid sequence CYIQNCPLG that also acts as a neurotransmitter in the brain; the principal uterine-contracting and milk-ejecting hormone of the posterior pituitary. Together with the neuropeptide vasopressin, it is believed to influence social cognition and behaviour.		2.0710heterodetic cyclic peptide;
peptide hormone		oxytocic;
vasodilator agent
chloramine-t
chloramine-T: RN given refers to unlabeled parent cpd. chloramine T : An organic sodium salt derivative of toluene-4-sulfonamide with a chloro substituent in place of an amino hydrogen.		2.0410organic sodium saltallergen;
antifouling biocide;
disinfectant
erbstatin
erbstatin: from actinomycetes; an inhibitor of EGF-receptor kinase & other protein-tyrosine kinases; structure in first source		2.0210
barium
Barium: An element of the alkaline earth group of metals. It has an atomic symbol Ba, atomic number 56, and atomic weight 138. All of its acid-soluble salts are poisonous.		1.9910alkaline earth metal atom;
elemental barium
rubidium
Rubidium: An element that is an alkali metal. It has an atomic symbol Rb, atomic number 37, and atomic weight 85.47. It is used as a chemical reagent and in the manufacture of photoelectric cells.		1.9910alkali metal atom
cysteine
Cysteine: A thiol-containing non-essential amino acid that is oxidized to form CYSTINE.. L-cysteinium : The L-enantiomer of cysteinium.. cysteine : A sulfur-containing amino acid that is propanoic acid with an amino group at position 2 and a sulfanyl group at position 3.		7.9340cysteiniumfundamental metabolite
selenocysteine
Selenocysteine: A naturally occurring amino acid in both eukaryotic and prokaryotic organisms. It is found in tRNAs and in the catalytic site of some enzymes. The genes for glutathione peroxidase and formate dehydrogenase contain the TGA codon, which codes for this amino acid.. selenocysteine : An alpha-amino acid that consists of alanine where one of the methyl hydrogens is substituted with a seleno group.		7.0710
fk 409
FK 409: structure given in first source; from Streptomyces griseoporeus		2.0310
s-nitroso-n-acetylpenicillamine
S-Nitroso-N-Acetylpenicillamine: A sulfur-containing alkyl thionitrite that is one of the NITRIC OXIDE DONORS.		2.0310nitroso compound;
nitrosothio compound		nitric oxide donor;
vasodilator agent
3-morpholino-sydnonimine monohydrochloride
[no description available]		2.0310
nad
NAD(1-) : An anionic form of nicotinamide adenine dinucleotide arising from deprotonation of the two OH groups of the diphosphate moiety.		1.9810organophosphate oxoanioncofactor;
human metabolite;
hydrogen acceptor;
Saccharomyces cerevisiae metabolite
thimerosal
Thimerosal: An ethylmercury-sulfidobenzoate that has been used as a preservative in VACCINES; ANTIVENINS; and OINTMENTS. It was formerly used as a topical antiseptic. It degrades to ethylmercury and thiosalicylate.. thimerosal : An alkylmercury compound (approximately 49% mercury by weight) used as an antiseptic and antifungal agent.		1.9810alkylmercury compoundantifungal drug;
antiseptic drug;
disinfectant;
drug allergen
ascorbic acid
Ascorbic Acid: A six carbon compound related to glucose. It is found naturally in citrus fruits and many vegetables. Ascorbic acid is an essential nutrient in human diets, and necessary to maintain connective tissue and bone. Its biologically active form, vitamin C, functions as a reducing agent and coenzyme in several metabolic pathways. Vitamin C is considered an antioxidant.. L-ascorbic acid : The L-enantiomer of ascorbic acid and conjugate acid of L-ascorbate.. L-ascorbate : The L-enantiomer of ascorbate and conjugate base of L-ascorbic acid, arising from selective deprotonation of the 3-hydroxy group. Required for a range of essential metabolic reactions in all animals and plants.. vitamin C : Any member of a group of vitamers that belong to the chemical structural class called butenolides that exhibit biological activity against vitamin C deficiency in animals. The vitamers include L-ascorbic acid and its salt, ionized and oxidized forms.		2.0310ascorbic acid;
vitamin C		coenzyme;
cofactor;
flour treatment agent;
food antioxidant;
food colour retention agent;
geroprotector;
plant metabolite;
skin lightening agent
ConditionIndicatedRelationship StrengthStudiesTrials
Sensitivity and Specificity
Binary classification measures to assess test results. Sensitivity or recall rate is the proportion of true positives. Specificity is the probability of correctly determining the absence of a condition. (From Last, Dictionary of Epidemiology, 2d ed)		02.0310
Ache
[description not available]		02.0410
Pain
An unpleasant sensation induced by noxious stimuli which are detected by NERVE ENDINGS of NOCICEPTIVE NEURONS.		02.0410
Anoxemia
[description not available]		01.9810
Hypoxia
Sub-optimal OXYGEN levels in the ambient air of living organisms.		01.9810
Diabetes Mellitus, Adult-Onset
[description not available]		01.9910
Diabetes Mellitus, Type 2
A subclass of DIABETES MELLITUS that is not INSULIN-responsive or dependent (NIDDM). It is characterized initially by INSULIN RESISTANCE and HYPERINSULINEMIA; and eventually by GLUCOSE INTOLERANCE; HYPERGLYCEMIA; and overt diabetes. Type II diabetes mellitus is no longer considered a disease exclusively found in adults. Patients seldom develop KETOSIS but often exhibit OBESITY.		01.9910