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6-Chloroimidazo[1,2-a]pyridine-3-carbaldehyde is a heterocyclic chemical compound with the molecular formula C8H5ClN2O. It features an imidazo[1,2-a]pyridine ring system, with a chlorine atom and a formyl group attached at the 3-position. 6-CHLOROIMIDAZO[1,2-A]PYRIDINE-3-CARBALDEHYDE is recognized for its versatility as a building block in the synthesis of pharmaceuticals, agrochemicals, and functional materials. Its unique structure and reactivity allow it to participate in various chemical reactions, such as cross-coupling, cycloaddition, and substitution reactions, leading to the formation of a broad spectrum of derivatives with a range of properties and applications. It holds a significant position as an intermediate in organic synthesis and medicinal chemistry.

29096-59-1

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29096-59-1 Usage

Uses

Used in Pharmaceutical Industry:
6-Chloroimidazo[1,2-a]pyridine-3-carbaldehyde is used as a key intermediate in the synthesis of various pharmaceutical compounds. Its ability to undergo multiple types of chemical reactions enables the creation of a wide array of drug candidates with potential therapeutic applications.
Used in Agrochemical Industry:
In the agrochemical sector, 6-CHLOROIMIDAZO[1,2-A]PYRIDINE-3-CARBALDEHYDE serves as a crucial building block for the development of new agrochemicals. Its reactivity and structural features contribute to the design of effective compounds for crop protection and other agricultural applications.
Used in Functional Materials:
6-CHLOROIMIDAZO[1,2-A]PYRIDINE-3-CARBALDEHYDE is utilized as a precursor in the preparation of functional materials with specific properties. These materials can find applications in various fields, such as electronics, sensors, and advanced materials science, where unique properties are required for performance enhancement.

Check Digit Verification of cas no

The CAS Registry Mumber 29096-59-1 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,9,0,9 and 6 respectively; the second part has 2 digits, 5 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 29096-59:
(7*2)+(6*9)+(5*0)+(4*9)+(3*6)+(2*5)+(1*9)=141
141 % 10 = 1
So 29096-59-1 is a valid CAS Registry Number.

29096-59-1SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name 6-CHLOROIMIDAZO[1,2-A]PYRIDINE-3-CARBALDEHYDE

1.2 Other means of identification

Product number -
Other names -

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 -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:29096-59-1 SDS

29096-59-1Downstream Products

29096-59-1Relevant academic research and scientific papers

Method for synthesizing formyl-substituted imidazo[1,2a]pyridine compounds

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Paragraph 0040-0043, (2019/12/29)

The invention discloses a method for synthesizing formyl-substituted imidazo[1,2a]pyridine compounds. The method is carried out according to the following steps: taking a substituted pyridine allyl amine compound represented by the formula I as an initiat

Microwave-assisted synthesis of 3-formyl substituted imidazo[1,2-a]pyridines

Kusy, Damian,Maniukiewicz, Waldemar,B?a?ewska, Katarzyna M.

supporting information, (2019/10/16)

An efficient, metal-free method for the synthesis of 3-formyl imidazo[1,2-a]pyridines is reported. The method utilises commercially available substrates and features a broad substrate scope. The intermediate enamine was isolated and a plausible reaction mechanism proposed.

Identification of the Privileged Position in the Imidazo[1,2-a]pyridine Ring of Phosphonocarboxylates for Development of Rab Geranylgeranyl Transferase (RGGT) Inhibitors

Ka?mierczak, Aleksandra,Kusy, Damian,Niinivehmas, Sanna P.,Gmach, Joanna,Joachimiak, ?ukasz,Pentik?inen, Olli T.,Gendaszewska-Darmach, Edyta,B?azewska, Katarzyna M.

supporting information, p. 8781 - 8800 (2017/11/15)

Members of the Rab GTPase family are master regulators of vesicle trafficking. When disregulated, they are associated with a number of pathological states. The inhibition of RGGT, an enzyme responsible for post-translational geranylgeranylation of Rab GTPases represents one way to control the activity of these proteins. Because the number of molecules modulating RGGT is limited, we combined molecular modeling with biological assays to ascertain how modifications of phosphonocarboxylates, the first reported RGGT inhibitors, rationally improve understanding of their structure-activity relationship. We have identified the privileged position in the core scaffold of the imidazo[1,2-a]pyridine ring, which can be modified without compromising compounds' potency. Thus modified compounds are micromolar inhibitors of Rab11A prenylation, simultaneously being inactive against Rap1A/Rap1B modification, with the ability to inhibit proliferation of the HeLa cancer cell line. These findings were rationalized by molecular docking, which recognized interaction of phosphonic and carboxylic groups as decisive in phosphonocarboxylate localization in the RGGT binding site.

Design, synthesis and biological evaluation of acylhydrazone derivatives as PI3K inhibitors

Gao, Guo-Rui,Liu, Jia-Li,Mei, De-Sheng,Ding, Jian,Meng, Ling-Hua,Duan, Wen-Hu

, p. 118 - 120 (2015/01/30)

Since the PI3K signaling pathway is the most commonly activated in human cancers, inhibition of PI3K is a promising approach to cancer therapy. In this study, a series of 2-methyl-5-nitrobenzeneacylhydrazones were designed and synthesized. All the new der

Copper-catalyzed intramolecular dehydrogenative aminooxygenation: Direct access to formyl-substituted aromatic N-heterocycles

Wang, Honggen,Wang, Yong,Liang, Dongdong,Liu, Lanying,Zhang, Jiancun,Zhu, Qiang

supporting information; experimental part, p. 5678 - 5681 (2011/08/02)

A direct synthesis of carbaldehydes through intramolecular dehydrogenative aminooxygenation has been developed. The process uses a catalytic amount of copper(II) in DMF or DMA under oxygen and does not require additional oxidants (see scheme). Mechanistic studies suggest that the carbonyl oxygen atom of the aldehyde is derived from oxygen through a copper-mediated oxygen activation process via a peroxy-copper(III) intermediate. Copyright

Synthesis and biological evaluation of imidazo[1,2-a]pyridine derivatives as novel PI3 kinase p110α inhibitors

Hayakawa, Masahiko,Kaizawa, Hiroyuki,Kawaguchi, Ken-ichi,Ishikawa, Noriko,Koizumi, Tomonobu,Ohishi, Takahide,Yamano, Mayumi,Okada, Minoru,Ohta, Mitsuaki,Tsukamoto, Shin-ichi,Raynaud, Florence I.,Waterfield, Michael D.,Parker, Peter,Workman, Paul

, p. 403 - 412 (2008/02/05)

3-{1-[(4-Fluorophenyl)sulfonyl]-1H-pyrazol-3-yl}-2-methylimidazo[1,2-a]pyridine, 2a, was discovered in our chemical library as a novel p110α inhibitor with an IC50 of 0.67 μM, through screening in a scintillation proximity assay. Optimization o

Synthesis and biological evaluation of sulfonylhydrazone-substituted imidazo[1,2-a]pyridines as novel PI3 kinase p110α inhibitors

Hayakawa, Masahiko,Kawaguchi, Ken-ichi,Kaizawa, Hiroyuki,Koizumi, Tomonobu,Ohishi, Takahide,Yamano, Mayumi,Okada, Minoru,Ohta, Mitsuaki,Tsukamoto, Shin-ichi,Raynaud, Florence I.,Parker, Peter,Workman, Paul,Waterfield, Michael D.

, p. 5837 - 5844 (2008/03/18)

We have previously reported the imidazo[1,2-a]pyridine derivative 4 as a novel p110α inhibitor; however, although 4 is a potent inhibitor of p110α enzymatic activity and tumor cell proliferation in vitro, it is unstable in solution and ineffective in vivo

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