Page last updated: 2024-12-05

pyridazine

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

Description

Pyridazine is a heterocyclic aromatic compound with the formula C4H4N2. It is a colorless liquid with a pungent odor. Pyridazine is an important building block for the synthesis of a variety of pharmaceuticals and agrochemicals. It is also used as a reagent in organic synthesis. Pyridazine derivatives have been found to exhibit a wide range of biological activities, including anti-inflammatory, anti-cancer, and anti-microbial properties. The pyridazine ring system is present in a number of natural products, such as the alkaloids agmatine and spermidine.'

pyridazine: structure given in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID9259
CHEMBL ID15719
CHEBI ID30954
MeSH IDM0172912

Synonyms (38)

Synonym
nsc-90792
1,2-diazabenzene
nsc90792
nsc 90792
einecs 206-025-5
289-80-5
orthodiazine
pyridazin
CHEBI:30954 ,
1,2-diazine
o-diazine
1,2-diazin
pyridazine
inchi=1/c4h4n2/c1-2-4-6-5-3-1/h1-4
pyridazine, 98%
AKOS000281293
CHEMBL15719
P0616
A819700
oizine
unii-449gla0653
449gla0653 ,
FT-0631900
STL373492
AM20090381
pyridazine [mi]
BBL027585
DTXSID7059777
W-202210
CS-W007494
mfcd00006463
SY008960
BCP22434
Q420238
EN300-85759
F14906
PB42471
HY-W007494

Research Excerpts

Bioavailability

ExcerptReferenceRelevance
" The project team was able to improve the bioavailability by reducing efflux through systematic modifications to the strength of the HBA by changing the electronic properties of neighboring groups, whilst maintaining sufficient acceptor strength for potency."( Modulating the strength of hydrogen bond acceptors to achieve low Caco2 efflux for oral bioavailability of PARP inhibitors blocking centrosome clustering.
Eisman, MS; Gu, C; Harrison, RA; Hu, H; Johannes, JW; Kazmirski, S; Lamb, ML; Lyne, PD; Mikule, K; Peng, B; Scott, DA; Su, N; Sylvester, MA; Wang, W; Ye, Q; Zheng, X, 2016
)
0.43
" In this article, we report the discovery of potent, selective and orally bioavailable imidazo[1,2-b]pyridazine-based p38 MAP kinase inhibitors with pyridine N-oxide group."( Structure-based design, synthesis, and biological evaluation of imidazo[1,2-b]pyridazine-based p38 MAP kinase inhibitors.
Bragstad, K; Goto, M; Hamada, T; Hori, Y; Itono, S; Kaieda, A; Kawamoto, T; Miwatashi, S; Miyazaki, T; Okada, K; Sang, BC; Shirasaki, M; Snell, G; Takagi, T; Takahashi, M; Takai, T; Tanaka, T; Uchikawa, O; Unno, S, 2018
)
0.92

Dosage Studied

ExcerptRelevanceReference
" Consequently, we obtained promising compound 26b, which showed a significant blood glucose lowering effect in the severe diabetic mice model (10-week aged db/db mice) after oral dosing even at 10 mg/kg, implying that our pyridazine derivatives have potential to become novel therapeutic agents for diabetes mellitus."( Discovery of novel pyridazine derivatives as glucose transporter type 4 (GLUT4) translocation activators.
Furuzono, S; Kobayashi, Y; Konishi, M; Kuroyanagi, J; Saito, M; Tanaka, J; Terayama, K; Tsuji, T; Yamaguchi, M, 2019
)
1.03
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (2)

ClassDescription
pyridazines
diazineThe parent structure of the diazines.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Bioassays (7)

Assay IDTitleYearJournalArticle
AID1367487Lipophilicity, log P of the compound2017Bioorganic & medicinal chemistry letters, 12-01, Volume: 27, Issue:23
Improvement in aqueous solubility achieved via small molecular changes.
AID1123391Antiinflammatory activity in Wistar rat assessed as inhibition of carrageenan-induced paw edema at 100 mg/kg, po pretreated for 30 mins followed by carrageenan challenge measured after 3 hrs relative to control1979Journal of medicinal chemistry, Jan, Volume: 22, Issue:1
A new nonsteroidal analgesic-antiinflammatory agent. Synthesis and activity of 4-ethoxy-2-methyl-5-morpholino-3(2H)-pyridazinone and related compounds.
AID1367489Dissociation constant, pKa of the compound2017Bioorganic & medicinal chemistry letters, 12-01, Volume: 27, Issue:23
Improvement in aqueous solubility achieved via small molecular changes.
AID213129Inhibition of Thromboxane synthetase at 100 uM1981Journal of medicinal chemistry, Oct, Volume: 24, Issue:10
Highly selective inhibitors of thromboxane synthetase. 2. Pyridine derivatives.
AID1123390Analgesic activity in sc dosed ddY mouse assessed as inhibition of acetic acid-induced abdominal stretching pretreated for 30 mins followed by acetic acid challenge measured for 5 to 20 mins1979Journal of medicinal chemistry, Jan, Volume: 22, Issue:1
A new nonsteroidal analgesic-antiinflammatory agent. Synthesis and activity of 4-ethoxy-2-methyl-5-morpholino-3(2H)-pyridazinone and related compounds.
AID1321514Dissociation constant, pKa of the compound2016Bioorganic & medicinal chemistry letters, 10-01, Volume: 26, Issue:19
Modulating the strength of hydrogen bond acceptors to achieve low Caco2 efflux for oral bioavailability of PARP inhibitors blocking centrosome clustering.
AID701844Dissociation constant, pKa of the compound2012Journal of medicinal chemistry, Jul-12, Volume: 55, Issue:13
Mitigating heterocycle metabolism in drug discovery.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (182)

TimeframeStudies, This Drug (%)All Drugs %
pre-199045 (24.73)18.7374
1990's4 (2.20)18.2507
2000's34 (18.68)29.6817
2010's83 (45.60)24.3611
2020's16 (8.79)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 49.97

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 strong demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index49.97 (24.57)
Research Supply Index5.21 (2.92)
Research Growth Index5.54 (4.65)
Search Engine Demand Index76.34 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (49.97)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews6 (3.30%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other176 (96.70%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]