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3-Bromo-6-chloroimidazo[1,2-b]pyridazine is a chemical compound belonging to the imidazopyridazine family. It is characterized by the presence of a bromine atom at the 3rd position and a chlorine atom at the 6th position in its molecular structure. 3-Bromo-6-chloroimidazo[1,2-b]pyridazine is known for its potential applications in various fields, particularly in the development of pharmaceuticals and bioactive molecules.

13526-66-4

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13526-66-4 Usage

Uses

Used in Pharmaceutical Industry:
3-Bromo-6-chloroimidazo[1,2-b]pyridazine is used as a reagent for the synthesis of imidazopyridazine series of inhibitors. These inhibitors are specifically designed to target Plasmodium falciparum calcium-dependent protein kinase 1 (PfCDPK1), which plays a crucial role in the survival and growth of the Plasmodium parasite responsible for malaria. By inhibiting PfCDPK1, these compounds can potentially help in the development of novel antimalarial drugs, offering a new approach to combat this life-threatening disease.

Check Digit Verification of cas no

The CAS Registry Mumber 13526-66-4 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,3,5,2 and 6 respectively; the second part has 2 digits, 6 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 13526-66:
(7*1)+(6*3)+(5*5)+(4*2)+(3*6)+(2*6)+(1*6)=94
94 % 10 = 4
So 13526-66-4 is a valid CAS Registry Number.
InChI:InChI=1/C6H3BrClN3/c7-4-3-9-6-2-1-5(8)10-11(4)6/h1-3H

13526-66-4 Well-known Company Product Price

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  • Alfa Aesar

  • (H66531)  3-Bromo-6-chloroimidazo[1,2-b]pyridazine, 95%   

  • 13526-66-4

  • 1g

  • 431.0CNY

  • Detail
  • Alfa Aesar

  • (H66531)  3-Bromo-6-chloroimidazo[1,2-b]pyridazine, 95%   

  • 13526-66-4

  • 5g

  • 1617.0CNY

  • Detail

13526-66-4SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name 3-Bromo-6-chloroimidazo[1,2-b]pyridazine

1.2 Other means of identification

Product number -
Other names IMIDAZO[1,2-B]PYRIDAZINE,3-BROMO-6-CHLORO

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
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More Details:13526-66-4 SDS

13526-66-4Relevant academic research and scientific papers

Synthesis and antifungal activity of imidazo[1,2-b]pyridazine derivatives against phytopathogenic fungi

Fan, Judi,Fan, Lingling,Li, Yi,Li, Yong,Liu, Xinyun,Luo, Zhongfu,Tang, Lei,Xue, Wei

supporting information, (2020/05/18)

A series of 3,6-disubstituted imidazo[1,2-b]pyridazine derivatives have been synthesized and characterized with spectroscopic analyses. The antifungal activities of these compounds against nine phytopathogenic fungi were evaluated by the mycelium growth rate method. The in vitro antifungal bioassays indicated that most of compounds displayed excellent and broad-spectrum antifungal activities. Especially, compounds 4a, 4c, 4d, 4l and 4r exhibited 1.9–25.5 fold more potent than the commercially available fungicide hymexazol against Corn Curvalaria Leaf Spot (CL), Alternaria alternate (AA), Pyricularia oryzae (PO) and Alternaria brassicae (AB) strains. Structure-activity relationship analysis showed that the enhanced antifungal activity is significantly affected by the substituents on the benzene ring and pyridazine ring.

Application of 3,6-disubstituted imidazo[1, 2-b] pyridazine derivatives in preparation of fungicides

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Paragraph 0030; 0034-0036; 0079, (2020/06/20)

The invention belongs to the technical field of farm chemicals, and specifically relates to application of 3,6-disubstituted imidazo[1, 2-b] pyridazine derivatives in preparation of fungicides. The 3,6-disubstituted imidazo[1, 2-b] pyridazine derivatives are prepared and applied in farm chemical preparation. The inhibition activity of the derivatives on nine common plant pathogenic fungi is testedby adopting a hypha growth rate inhibition method; some of the derivatives show excellent fungistat activity, and are expected to be used for preventing and treating plant diseases caused by pathogenic fungi such as wheat scab, rice blast, cotton blight, tobacco brown spot, cabbage black spot, pumpkin blight, apple ring spot, Curvularia lunata(Walk) Boed and potato dry rot.

Exploration of the imidazo[1,2-b]pyridazine scaffold as a protein kinase inhibitor

Bendjeddou, Lyamin Z.,Loa?c, Nadège,Villiers, Beno?t,Prina, Eric,Sp?th, Gerald F.,Galons, Hervé,Meijer, Laurent,Oumata, Nassima

supporting information, p. 696 - 709 (2016/10/13)

3,6-Disubstituted imidazo[1,2-b]pyridazine derivatives were synthesized to identify new inhibitors of various eukaryotic kinases, including mammalian and protozoan kinases. Among the imidazo[1,2-b]pyridazines tested as kinase inhibitors, several derivatives were selective for DYRKs and CLKs, with IC50?50?=?82?nM), CLK4 (IC50?=?44?nM), DYRK1A (IC50?=?50?nM), and PfCLK1 (IC50?=?32?nM). The compounds were also tested against Leishmania amazonensis. Several compounds showed anti-leishmanial activity at rather high (10?μM) concentration, but were not toxic at 1?μM or 10?μM, as judged by viability assays carried out using a neuroblastoma cell line.

AMIDO-SUBSTITUTED IMIDAZOPYRIDAZINES USEFUL IN THE TREATMENT OF HYPER-PROLIFERATIVE AND/OR ANGIOGENESIS DISORDERS

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Paragraph 0525; 0526; 0530; 0531; 0532, (2017/02/28)

The present invention relates to amido-substituted imidazopyridazine compounds of general formula (I): in which A, E, R2, R3, R4 and n are as defined in the claims, to methods of preparing said compounds, to intermediate compounds useful for preparing said compounds, to pharmaceutical compositions and combinations comprising said compounds and to the use of said compounds for manufacturing a pharmaceutical composition for the treatment or prophylaxis of a disease, in particular of a hyper-proliferative and/or angiogenesis disorder, as a sole agent or in combination with other active ingredients.

6-HYDROXYBENZOFURANYL- AND 6-ALKOXYBENZOFURANYL-SUBSTITUTED IMIDAZOPYRIDAZINES

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Page/Page column 62, (2016/07/27)

The present invention relates to 6-hydroxybenzofuranyl- and 6-alkoxybenzofuranyl- substituted imidazopyridazine compounds of general formula (I) in which R1 and R2 are as defined in the claims, to methods of preparing said compounds, to intermediate compounds useful for preparing said compounds, to pharmaceutical compositions and combinations comprising said compounds and to the use of said compounds for manufacturing a pharmaceutical composition for the treatment or prophylaxis of a disease, in particular of a hyper-proliferative and/or angiogenesis disorder, as a sole agent or in combination with other active ingredients.

AMINO-SUBSTITUTED IMIDAZOPYRIDAZINES

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Paragraph 0157-0159, (2015/03/31)

The present invention relates to amino-substituted imidazopyridazine compounds of general formula (I), in which A, R1, R2, R3, R4, R5 and n are as defined in the claims, to methods of preparing said compounds, to intermediate compounds useful for preparing said compounds, to pharmaceutical compositions and combinations comprising said compounds and to the use of said compounds for manufacturing a pharmaceutical composition for the treatment or prophylaxis of a disease, in particular of a hyper-proliferative and/or angiogenesis disorder, as a sole agent or in combination with other active ingredients.

AMIDO-SUBSTITUTED IMIDAZOPYRIDAZINES USEFUL IN THE TREATMENT OF HYPER-PROLIFERATIVE AND/OR ANGIOGENESIS DISORDERS

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Page/Page column 92; 93, (2015/07/23)

The present invention relates to amido-substituted imidazopyridazine compounds of general formula (I): in which A, E, R2, R3, R4 and n are as defined in the claims, to methods of preparing said compounds, to intermediate compounds useful for preparing said compounds, to pharmaceutical compositions and combinations comprising said compounds and to the use of said compounds for manufacturing a pharmaceutical composition for the treatment or prophylaxis of a disease, in particular of a hyper- proliferative and/or angiogenesis disorder, as a sole agent or in combination with other active ingredients.

(R)-2-Phenylpyrrolidine substituted imidazopyridazines: A new class of potent and selective pan-TRK inhibitors

Choi, Ha-Soon,Rucker, Paul V.,Wang, Zhicheng,Fan, Yi,Albaugh, Pamela,Chopiuk, Greg,Gessier, Francois,Sun, Fangxian,Adrian, Francisco,Liu, Guoxun,Hood, Tami,Li, Nanxin,Jia, Yong,Che, Jianwei,McCormack, Susan,Li, Allen,Li, Jie,Steffy, Auzon,Culazzo, Annemarie,Tompkins, Celine,Phung, Van,Kreusch, Andreas,Lu, Min,Hu, Bin,Chaudhary, Apurva,Prashad, Mahavir,Tuntland, Tove,Liu, Bo,Harris, Jennifer,Seidel, H. Martin,Loren, Jon,Molteni, Valentina

supporting information, p. 562 - 567 (2015/05/27)

Deregulated kinase activities of tropomyosin receptor kinase (TRK) family members have been shown to be associated with tumorigenesis and poor prognosis in a variety of cancer types. In particular, several chromosomal rearrangements involving TRKA have be

ARYL AMIDE KINASE INHIBITORS

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Page/Page column 118; 119, (2015/02/02)

The present disclosure is generally directed to compounds which can inhibit AAK1 (adaptor associated kinase 1), compositions comprising such compounds, and methods for inhibiting AAK1.

SUBSTITUTED-IMIDAZO[1,2-B]PYRIDAZINES AS MKNK1 INHIBITORS

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Page/Page column 203; 204; 215; 229; 230, (2014/09/03)

The present invention relates to amido-substituted imidazopyridazine compounds of general formula (I): (Ia) (Ib) (Ic) (Id) in which A, Y, R1, R2, R3, R4 and n are as defined in the claims, to methods of preparing said compounds, to intermediate compounds useful for preparing said compounds, to pharmaceutical compositions and combinations comprising said compounds and to the use of said compounds for manufacturing a pharmaceutical composition for the treatment or prophylaxis of a disease, in particular of a hyper-proliferative and/or angiogenesis disorder, as a sole agent or in combination with other active ingredients.

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