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IMIDAZO[1,2-A]PYRIDINE-8-CARBOXYLIC ACID is a heterocyclic compound characterized by a fused imidazo-pyridine ring system and a carboxylic acid functional group. It is recognized for its potential applications in the synthesis of pharmaceuticals, agrochemicals, and organic materials, as well as its potential anti-inflammatory, anti-cancer, and anti-viral properties, which make it a significant component in drug discovery and development. Its unique structure and diverse reactivity also position it as a versatile building block for the synthesis of complex organic molecules with a wide range of applications.

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  • 133427-08-4 Structure
  • Basic information

    1. Product Name: IMIDAZO[1,2-A]PYRIDINE-8-CARBOXYLIC ACID
    2. Synonyms: IMIDAZO[1,2-A]PYRIDINE-8-CARBOXYLIC ACID;H-imidazo[1,2-a]pyridine-8-carboxylic acid;Imidazo[1,2-a]pyridine-8-...;IMidazo[1,2-a]pyridin-8-carboxylic acid;H-iMidazo[1,2-a]pyridine-8-carbo×ylic acid
    3. CAS NO:133427-08-4
    4. Molecular Formula: C8H6N2O2
    5. Molecular Weight: 162.15
    6. EINECS: N/A
    7. Product Categories: CHIRAL CHEMICALS
    8. Mol File: 133427-08-4.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: N/A
    3. Flash Point: N/A
    4. Appearance: /
    5. Density: 1.41
    6. Refractive Index: 1.676
    7. Storage Temp.: Sealed in dry,Room Temperature
    8. Solubility: N/A
    9. PKA: -0.61±0.41(Predicted)
    10. CAS DataBase Reference: IMIDAZO[1,2-A]PYRIDINE-8-CARBOXYLIC ACID(CAS DataBase Reference)
    11. NIST Chemistry Reference: IMIDAZO[1,2-A]PYRIDINE-8-CARBOXYLIC ACID(133427-08-4)
    12. EPA Substance Registry System: IMIDAZO[1,2-A]PYRIDINE-8-CARBOXYLIC ACID(133427-08-4)
  • Safety Data

    1. Hazard Codes: Xn
    2. Statements: 22-43
    3. Safety Statements: 36/37
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 133427-08-4(Hazardous Substances Data)

133427-08-4 Usage

Uses

Used in Pharmaceutical Industry:
IMIDAZO[1,2-A]PYRIDINE-8-CARBOXYLIC ACID is used as a key intermediate in the synthesis of various pharmaceuticals for its potential anti-inflammatory, anti-cancer, and anti-viral properties, contributing to the development of new drugs with therapeutic benefits.
Used in Agrochemical Industry:
IMIDAZO[1,2-A]PYRIDINE-8-CARBOXYLIC ACID is utilized as a building block in the creation of agrochemicals, where its unique chemical properties can be harnessed to develop new pesticides or other agricultural chemicals to improve crop protection and yield.
Used in Organic Materials Development:
IMIDAZO[1,2-A]PYRIDINE-8-CARBOXYLIC ACID is used as a component in the development of organic materials, such as in the fabrication of organic electronic devices, due to its potential to enhance the performance and functionality of these materials.
Used in Materials Science:
IMIDAZO[1,2-A]PYRIDINE-8-CARBOXYLIC ACID is employed in materials science research for its potential use in creating new materials with unique properties, leveraging its structural and reactive characteristics to innovate in this field.

Check Digit Verification of cas no

The CAS Registry Mumber 133427-08-4 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,3,3,4,2 and 7 respectively; the second part has 2 digits, 0 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 133427-08:
(8*1)+(7*3)+(6*3)+(5*4)+(4*2)+(3*7)+(2*0)+(1*8)=104
104 % 10 = 4
So 133427-08-4 is a valid CAS Registry Number.
InChI:InChI=1/C8H6N2O2/c11-8(12)6-2-1-4-10-5-3-9-7(6)10/h1-5H,(H,11,12)

133427-08-4SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name Imidazo[1,2-a]pyridine-8-carboxylic acid

1.2 Other means of identification

Product number -
Other names IMIDAZO[1,2-A]PYRIDINE-8-CARBOXYLIC ACID

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:133427-08-4 SDS

133427-08-4Relevant articles and documents

Identification of fused bicyclic heterocycles as potent and selective 5-HT2A receptor antagonists for the treatment of insomnia

Xiong, Yifeng,Ullman, Brett,Choi, Jin-Sun Karoline,Cherrier, Martin,Strah-Pleynet, Sonja,Decaire, Marc,Feichtinger, Konrad,Frazer, John M.,Yoon, Woo H.,Whelan, Kevin,Sanabria, Erin K.,Grottick, Andrew J.,Al-Shamma, Hussien,Semple, Graeme

experimental part, p. 1870 - 1873 (2012/04/17)

A series of fused bicyclic heterocycles was identified as potent and selective 5-HT2A receptor antagonists. Optimization of the series resulted in compounds that had improved PK properties, favorable CNS partitioning, good pharmacokinetic properties, and significant improvements on deep sleep (delta power) and sleep consolidation.

HETEROCYCLIC COMPOUNDS AS CCR1 RECEPTOR ANTAGONISTS

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Page/Page column 46, (2011/06/11)

Disclosed are CCR1 receptor antagonists of the formula (I) wherein Ar1, Ar2, R1-R3, X and L are disclosed herein. Also disclosed are compositions, methods of making and using compounds of the formula (I).

IMIDAZO[L,2-α]PYRIDINE DERIVATIVES AS MODULATORS OF THE 5-HT2A SEROTONIN RECEPTOR USEFUL FOR THE TREATMENT OF DISORDERS RELATED THERETO

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Page/Page column 52, (2009/04/25)

rmidazo[l,2-α]pyridine derivatives of Formula (Ia) and pharmaceutical compositions thereof that modulate the activity of the 5-HT2A serotonin receptor. Compounds and pharmaceutical compositions thereof are directed to methods useful in the treatment of insomnia, dyssomnia, parasomnia and related sleep disorders, platelet aggregation, coronary artery disease, myocardial infarction, transient ischemic attack, angina, stroke, atrial fibrillation, thrombosis, asthma or symptoms thereof, agitation or symptoms thereof, behavioral disorders, drug induced psychosis, excitative psychosis, Gilles de Ia Tourette's syndrome, manic disorder, organic or NOS psychosis, psychotic disorders, psychosis, acute schizophrenia, chronic schizophrenia, NOS schizophrenia and related disorders, diabetic- related disorders, progressive multifocal leukoencephalopathy and the like. The present invention also relates to methods for the treatment of 5-HT2A serotonin receptor mediated disorders in combination with other pharmaceutical agents administered separately or together.

Pyrrolizidine esters and amides as 5-HT4 receptor agonists and antagonists

Becker, Daniel P.,Flynn, Daniel L.,Moormann, Alan E.,Nosal, Roger,Villamil, Clara I.,Loeffler, Richard,Gullikson, Gary W.,Moummi, Chafiq,Yang, Dai-C.

, p. 1125 - 1139 (2007/10/03)

A series of pyrrolizidine esters, amides, and ureas was prepared and tested for 5-HT4 and 5-HT3 receptor binding, 5-HT4 receptor agonism in the rat tunica muscularis mucosae (TMM) assay, and for 5-HT3 receptor-mediated functional antagonism in the Bezold-Jarisch reflex assay. Several pyrrolizidine derivatives were identified with high affinity for the 5-HT4 receptor, including benzamide 12a (SC-53116), a potent and selective 5-HT4 partial agonist that exhibits efficacy in promoting antral contractions and activity in promoting gastric emptying in canine models. Also discovered were 5-HT4 receptor antagonists, including imidazopyridine amide 12h (SC-53606), which is a potent and selective 5-HT4 receptor antagonist with a pA2 value of 8.13 in the rat TMM assay. N-Methyl indole ester 13d was identified as a potent 5-HT 4 antagonist with a pA2 value of 8.93. High selectivity was observed for these pyrrolizidine derivatives versus other monoamine receptors, including 5-HT1, 5-HT2, D1, D 2, α1, α2, and β receptors. 2006 American Chemical Society.

Nicotinamide derivatives useful as PDE4 inhibitors

-

Page 16, (2010/02/10)

This invention relates to nicotinamide derivatives of general formula (I): in which R1, R2 and R3 have the meanings defined herein, and to processes for the preparation of, intermediates used in the preparation of, compositions containing and the uses of such derivatives.

Novel compounds

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Page 15, (2010/02/10)

This invention relates to nicotinamide derivatives of general formula (I): in which R1, X, Y, Z and R2 have the meanings defined herein, and to processes for the preparation of, intermediates used in the preparation of, compositions containing and the uses of such derivatives.

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