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Ethyl 6-bromoimidazo[1,2-a]pyridine-2-carboxylate is a chemical compound belonging to the imidazopyridine class, characterized by the molecular formula C10H8BrN3O2. It is recognized for its potential biological activities and is utilized as a building block in pharmaceutical research for the synthesis of new drug candidates. Its unique structure and reactivity contribute to its value in drug discovery, development, and academic research within medicinal chemistry.

67625-37-0

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67625-37-0 Usage

Uses

Used in Pharmaceutical Research:
Ethyl 6-bromoimidazo[1,2-a]pyridine-2-carboxylate is used as a building block for the synthesis of potential drug candidates due to its unique structure and reactivity, which facilitate the development of new therapeutic agents.
Used in Drug Discovery:
Ethyl 6-bromoimidazo[1,2-a]pyridine-2-carboxylate is employed as a valuable tool in drug discovery, enabling researchers to explore its potential biological activities and incorporate it into the design of novel pharmaceuticals.
Used in Academic Research:
Ethyl 6-bromoimidazo[1,2-a]pyridine-2-carboxylate is utilized in academic research within the field of medicinal chemistry, where its properties are studied to advance understanding and application in drug development.
Used in Anti-inflammatory Applications:
Ethyl 6-bromoimidazo[1,2-a]pyridine-2-carboxylate is studied for its anti-inflammatory properties, potentially offering a new avenue for the treatment of inflammatory conditions.
Used in Anti-cancer Applications:
Ethyl 6-bromoimidazo[1,2-a]pyridine-2-carboxylate is investigated for its anti-cancer properties, with the aim of developing it into a therapeutic agent for the treatment of various types of cancer.
Used in Antimicrobial Applications:
Ethyl 6-bromoimidazo[1,2-a]pyridine-2-carboxylate is also being studied for its antimicrobial properties, which could lead to its use in combating microbial infections.

Check Digit Verification of cas no

The CAS Registry Mumber 67625-37-0 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 6,7,6,2 and 5 respectively; the second part has 2 digits, 3 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 67625-37:
(7*6)+(6*7)+(5*6)+(4*2)+(3*5)+(2*3)+(1*7)=150
150 % 10 = 0
So 67625-37-0 is a valid CAS Registry Number.
InChI:InChI=1/C10H9BrN2O2/c1-2-15-10(14)8-6-13-5-7(11)3-4-9(13)12-8/h3-6H,2H2,1H3

67625-37-0 Well-known Company Product Price

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  • Alfa Aesar

  • (H35908)  Ethyl 6-bromoimidazo[1,2-a]pyridine-2-carboxylate, 95%   

  • 67625-37-0

  • 250mg

  • 489.0CNY

  • Detail
  • Alfa Aesar

  • (H35908)  Ethyl 6-bromoimidazo[1,2-a]pyridine-2-carboxylate, 95%   

  • 67625-37-0

  • 1g

  • 1361.0CNY

  • Detail
  • Alfa Aesar

  • (H35908)  Ethyl 6-bromoimidazo[1,2-a]pyridine-2-carboxylate, 95%   

  • 67625-37-0

  • 5g

  • 4544.0CNY

  • Detail

67625-37-0SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name Ethyl 6-bromoimidazo[1,2-a]pyridine-2-carboxylate

1.2 Other means of identification

Product number -
Other names ethyl 6-bromoimidazo<1,2-a>pyridine-2-carboxylate

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

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More Details:67625-37-0 SDS

67625-37-0Relevant academic research and scientific papers

A novel series of imidazo[1,2-a]pyridine derivatives as HIF-1α prolyl hydroxylase inhibitors

Warshakoon, Namal C.,Wu, Shengde,Boyer, Angelique,Kawamoto, Richard,Sheville, Justin,Renock, Sean,Xu, Kevin,Pokross, Matthew,Evdokimov, Artem G.,Walter, Richard,Mekel, Marlene

, p. 5598 - 5601 (2006)

Utilizing modeling information from a recently resolved structure of human HIF-1α prolyl hydroxylase (EGLN1) and structure-based design, a novel series of imidazo[1,2-a]pyridine derivatives was prepared. The activity of these compounds was determined in a

Bioinspired imidazo[1,2-a:4,5-c’]dipyridines with dual antiproliferative and anti-migrative properties in human cancer cells: The SAR investigation

Alzain, Abdulrahim A.,Brisson, Lucie,Delaye, Pierre-Olivier,Pénichon, Mélanie,Chadet, Stéphanie,Besson, Pierre,Chevalier, Stéphan,Allouchi, Hassan,Mohamed, Magdi A.,Roger, Sébastien,Enguehard-Gueiffier, Cécile

, (2021/04/09)

Herein, we report the design, synthesis and evaluation of novel bioinspired imidazo[1,2-a:4,5c’]dipyridines. The structural optimization identified four anti-proliferative compounds. Compounds 11, 18, 19 and 20 exhibited excellent anticancer activities in

HETEROCYCLIC COMPOUNDS AS MUTANT IDH INHIBITORS

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Paragraph 0360-0361, (2020/07/16)

The present disclosure relates generally to compounds useful in treatment of conditions associated with mutant isocitrate dehydrogenase (mt-IDH), particularly mutant IDH1 enzymes. Specifically, the present invention discloses compound of formula (IA), which exhibits inhibitory activity against mutant IDH1 enzymes. Method of treating conditions associated with excessive activity of mutant IDH1 enzymes with such compound is disclosed. Uses thereof, pharmaceutical composition, and kits are also disclosed.

Design, Synthesis, and Biological Evaluation of Imidazo[1,2- a]pyridine Derivatives as Novel PI3K/mTOR Dual Inhibitors

Yu, Ya'Nan,Han, Yuqiao,Zhang, Fupo,Gao, Zhenmei,Zhu, Tong,Dong, Suzhen,Ma, Mingliang

, p. 3028 - 3046 (2020/04/09)

PI3K-Akt-mTOR signaling pathway has been validated as an effective targeting pathway for cancer therapy. However, no PI3K/mTOR dual inhibitor has been approved by the FDA yet. Therefore, it is still essential to discover a candidate with good efficacy and low toxicity. In our design, a series of imidazo[1,2-a]pyridine derivatives had been synthesized and subjected to activity assessment in vitro and in vivo. 15a was proved to be a potent PI3K/mTOR dual inhibitor with excellent kinase selectivity, modest plasma clearance, and acceptable oral bioavailability. Besides, 15a displayed significant inhibition of tumor growth in HCT116 and HT-29 xenografts without obvious effect on body weight.

HETEROCYCLIC COMPOUNDS AS PRMT5 INHIBITORS

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Paragraph 000155, (2019/06/11)

The compounds of Formula I, Formula Ia, and Formula Ib are described herein along with their analogs, tautomeric forms, stereoisomers, polymorphs, hydrates, solvates, pharmaceutically acceptable salts, pharmaceutical compositions, metabolites, and prodrugs thereof. These compounds inhibit PRMT5 and are useful as therpeautic or ameliorating agent for diseases that are involved in cellular growth such as malignant tumors, schizophrenia, Alzheimer's disease, Parkinson's disease and the like.

Synthesis, Crystal Structure, and DFT Study of a New Compound 6-(2-Fluorophenyl)-N-(p-Tolyl)Imidazo[1,2-A]Pyridine-2-Carboxamide

Qin,Long,Zhu,Zhou,Chai,Zhao

, p. 1917 - 1924 (2020/01/11)

6-(2-Fluorophenyl)-N-(p-tolyl)imidazo[1,2-a]pyridine-2-carboxamide is an organic intermediate having both functions of azabicyclo and amide groups. In this paper, the title compound is obtained by the ring closure reaction, the Suzuki reaction, the hydrol

AMINOPYRIMIDINYL COMPOUNDS

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Paragraph 0672, (2016/03/14)

A compound having the structure: or a pharmaceutically acceptable salt thereof, wherein X is N or CR, where R is hydrogen, deuterium, C1-C4 alkyl, C1-C4 alkoxy, C3-C6 cycloalkyl, aryl, heteroaryl, aryl(C1-C6 alkyl), CN, amino, alkylamino, dialkylamino, CF3, or hydroxyl; A is selected from the group consisting of a bond, C═O, —SO2—, —(C═O)NR0—, and —(CRaRb)q—, where R0 is H or C1-C4 alkyl, and Ra and Rb are independently hydrogen, deuterium, C1-C6 alkyl, C3-C6 cycloalkyl, aryl, aryl(C1-C6 alkyl), heteroaryl, (C1-C6 alkyl)heteroaryl, etc.; A′ is selected from the group consisting of a bond, C═O, —SO2—, —(C═O)NR0′, —NR0′(C═O)—, and —(CRa′Rb′)q—, where R0′ is H or C1-C4 alkyl, and Ra′ and Rb′ are independently hydrogen, deuterium, C1-C6 alkyl, C3-C6 cycloalkyl, aryl, aryl(C1-C6 alkyl), heteroaryl, (C1-C6 alkyl)heteroaryl, heteroaryl(C1-C6 alkyl), and heterocyclic(C1-C6 alkyl); Z is —(CH2)h— or a bond, where one or more methylene units are optionally substituted by one or more C1-C3 alkyl, CN, OH, methoxy, or halo, and where said alkyl may be substituted by one or more fluorine atoms; R1 and R1′ are independently selected from the group consisting of hydrogen, deuterium, C1-C4 alkyl, C3-C6 cycloalkyl, aryl, heteroaryl, aryl(C1-C6 alkyl), CN, etc., wherein said alkyl, aryl, cycloalkyl, heterocyclic, or heteroaryl is further optionally substituted with one or more substituents selected from the group consisting of C1-C6 alkyl, halo, CN, C1-C4 alkylamino, C3-C6 cycloalkyl, etc.; R2 is selected from the group consisting of hydrogen, deuterium, C1-C6 alkyl, C3-C6 cycloalkyl, halo, and cyano, where said alkyl may be substituted by one or more fluorine atoms; R3 is selected from the group consisting of hydrogen, deuterium, and amino; R4 is monocyclic or bicyclic aryl or monocyclic or bicyclic heteroaryl wherein said aryl or heteroaryl is optionally substituted with one or more substituents selected from the group consisting of C1-C6 alkyl, heterocycloalkyl, halo, C3-C6 cycloalkyl, etc., where said alkyl, cycloalkyl, alkoxy, or heterocycloalkyl may be substituted by one or more C1-C6 alkyl, halo, CN, OH, alkoxy, amino, —CO2H, —(CO)NH2, —(CO)NH(C1-C6 alkyl), or —(CO)N(C1-C6 alkyl)2, and where said alkyl may be further substituted by one or more fluorine atoms; R5 is independently selected from the group consisting of hydrogen, C1-C6 alkyl, C1-C6 alkoxy, and hydroxyl; h is 1, 2 or 3; j and k are independently 0, 1, 2, or 3; m and n are independently 0, 1 or 2; and, q is 0, 1 or 2. Also provided are methods of treatment as Janus Kinase inhibitors and pharmaceutical compositions containing the compounds of the invention and combinations with other therapeutic agents.

FUSED TRICYCLIC IMIDAZOLE DERIVATIVES AS MODULATORS OF TNF ACTIVITY

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Page/Page column 173, (2015/06/25)

A series of fused tricyclic imidazole derivatives, in particular dihydro-1H-cyclopenta[4,5]imidazo[1,2-a]pyridine derivatives, and analogues thereof, being potent modulators of human TNFα activity, are accordingly of benefit in the treatment and/or prevention of various human ailments, including autoimmune and inflammatory disorders; neurological and neurodegenerative disorders; pain and nociceptive disorders; cardiovascular disorders; metabolic disorders; ocular disorders; and oncological disorders.

New 6-bromoimidazo[1,2-A]pyridine-2-carbohydrazide derivatives: Synthesis and anticonvulsant studies

Ulloora, Shrikanth,Shabaraya, Ramakrishna,Adhikari, Airody Vasudeva

, p. 3019 - 3028 (2014/05/06)

In the present work, we report the facile synthesis and anticonvulsant study of new imidazo[1,2-A]pyridines carrying biologically active hydrazone functionality (3a-3e) and suitably substituted 1,2,4-triazole moieties (4, 5a-5d, 6, and 7a-7d). The newly synthesized intermediates and final compounds were characterized by various spectral techniques such as FTIR, 1H NMR, 13C NMR, and mass spectral and elemental analysis studies. The in vivo anticonvulsant study of the target compounds were carried out following maximal electroshock seizure and subcutaneous pentylene tetrazole methods, while their toxicity study was performed following rotarod method by taking 20, 40, and 100 mg/kg dose levels. Most of the new compounds displayed remarkable anticonvulsant properties at these doses. Particularly, compounds 3b and 4 carrying hydrogen bond donor groups, viz. hydroxyl and amine moieties respectively, exhibited complete protection against seizure and their results are comparable to that of standard drug diazepam. Further, the motor impairment study revealed that all the compounds are nontoxic upto 100 mg/kg.

OXAZOLIDINONE DERIVATIVE HAVING FUSED RING

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Page/Page column 57, (2011/05/05)

The present invention provides a novel antimicrobial drug comprising an oxazolidinone derivative of the formula (I): or a pharmaceutically acceptable salt or solvate thereof; wherein ring A is ring B is a benzene ring optionally substituted with lower alkyl; ring C is an optionally substituted six-membered heterocycle containing at least one nitrogen atom and one to three double bond(s) in the ling wherein the atom at the point of attachment to ring B is a carbon atom; ring D is an optionally substituted five-membered ring containing one or two double bond(s) in the ring; A1 and A2 are independently nitrogen or carbon; m is 0 or 1; R represents H, —NHC(═O)RA, —NHC(═S)RA, —NH-het1, —O-het1, —S-het1, —S(═O)-het1, —S(═O)2-het1, het2, —CONHRA, —OH, lower alkyl, lower alkoxy or lower alkenyl; and het1 and het2 are independently a heterocyclic group; with the proviso that the fused ring C-D is not

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