167884-17-5

Basic information

• Product Name: Imidazo[1,2-a]pyridine-5-methanol (9CI)
• Synonyms: Imidazo[1,2-a]pyridine-5-methanol (9CI);IMidazo[1,2-a]pyridine-5-Methanol;Imidazo[1,2-a]pyridin-5-ylmethanol
• CAS NO: 167884-17-5
• Molecular Formula: C8H8N2O
• Molecular Weight: 148.16192
• Product Categories: AMINETERTIARY
• Mol File: 167884-17-5.mol

Chemical Properties

• Appearance: /
• Density: 1.26±0.1 g/cm3(Predicted)
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 13.09±0.10(Predicted)
• CAS DataBase Reference: Imidazo[1,2-a]pyridine-5-methanol (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Imidazo[1,2-a]pyridine-5-methanol (9CI)(167884-17-5)
• EPA Substance Registry System: Imidazo[1,2-a]pyridine-5-methanol (9CI)(167884-17-5)

Safety Data

• Hazardous Substances Data: 167884-17-5(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
Imidazo[1,2-a]pyridine-5-methanol (9CI) is used as a key intermediate in the synthesis of various pharmaceutical compounds for its potential biological activity. Its derivatives have demonstrated antitumor, anti-inflammatory, and antiviral properties, making it a promising candidate for the development of new drugs to treat a range of diseases.
Used in Agrochemical Industry:
Imidazo[1,2-a]pyridine-5-methanol (9CI) is used as a building block in the development of new agrochemical compounds. Its potential biological activity and versatility in chemical synthesis make it a valuable component in creating effective pesticides, herbicides, and other agricultural chemicals to improve crop yield and protect against pests.
Used in Medicinal Chemistry Research:
Imidazo[1,2-a]pyridine-5-methanol (9CI) is used as a research tool in medicinal chemistry to explore its potential applications and properties. Its unique structure and biological activity provide a foundation for designing and synthesizing new chemical compounds with therapeutic potential, contributing to the advancement of drug discovery and development.

Upstream product

• 177485-39-1 ethyl (imidazo[1,2-a]pyridin-5-yl)carboxylate 
• 69142-64-9 ethyl 6-aminopicolinate 
• 107-20-0 2-chloroethanal 
• 79651-64-2 (6-Amino-pyridin-2-yl)-methanol 
• 479028-72-3 imidazo[1,2-a]pyridine-5-carboxylic acid 

Downstream Products

• 372147-50-7 imidazo[1,2-a]pyridine-5-carbaldehyde 
• 372147-66-5 (Z)-ethyl α-[(triphenylphosphoranylidene)amino]-β-(imidazo[1,2-a]pyridin-5-yl)propenoate 

Relevant articles and documents

Triazolopyridazine derivative as well as preparation method, pharmaceutical composition and application thereof

The invention relates to triazolopyridazine derivatives as well as a preparation method, a pharmaceutical composition and application thereof. The invention provides a compound shown in a general formula (I), cis-trans isomers, enantiomers, diastereoisomers, racemes, solvates, hydrates or pharmaceutically acceptable salts or prodrugs of the compound, and a preparation method of the compound, the cis-trans isomers, the enantiomers, the diastereoisomers, the racemes, the solvates, the hydrates or the pharmaceutically acceptable salts or the prodrugs of the compound; preparation method thereof; pharmaceutical compositions containing the compounds, and the use of the compounds as alpha 5-GABAA receptor modulators, wherein R 1, R 2, and Z are as defined in the specification. pharmaceutical compositions containing the compounds and application of the compounds as alpha-5-GABAA receptor modulators, wherein R1, R2 and Z are as defined in the specification.

Enantioselective Hydrogenation of Imidazo[1,2-a]pyridines

The enantioselective synthesis of tetrahydroimidazo[1,2-a]pyridines by direct hydrogenation was achieved using a ruthenium/N-heterocyclic carbene (NHC) catalyst. The reaction forgoes the need for protecting or activating groups, proceeds with complete regioselectivity, good to excellent yields, enantiomeric ratios of up to 98:2, and tolerates a broad range of functional groups. 5,6,7,8-Tetrahydroimidazo[1,2-a]pyridines, which are found in numerous bioactive molecules, were directly obtained by this method, and its applicability was demonstrated by the (formal) synthesis of several functional molecules.

BENZISOXAZOLE COMPOUND

Disclosed is a compound represented by the general formula (I) or a salt thereof: wherein any one of R1, R2 and R3 represents a group represented by the formula: -(CH2)m-NR11R12 (wherein m is 1 or 2; and R11 and R12 independently represent a hydrogen atom or a C1-6 alkyl group or may, together with a nitrogen atom to which R11 and R12 are bound, form a 4- or 5-membered cyclic group); the remaining two or R1, R2 and R3 independently represent a group represented by the formula: -(O)n-R21 (wherein n is 0 or 1; and R21 represents a hydrogen atom, a C1-6 alkyl group, a C2-6 alkenyl group, a C2-6 alkynyl group, or the like); and R4 represents a C1-6 alkyl group which may have a substituent or the like.

Heterocyclization of functionalized vinylic derivatives of imidazo[1,2-α]pyridines

Heterocyclization of functionalized vinylic derivatives of imidazo[1,2-α]pyridines was explored experimentally and theoretically using semiempirical AM1 and ab initio methods. A range of functionalized vinylic derivatives (azido, amino, and carbodiimide groups) were prepared for conversion into pyrroloazaindoles 19-22, imidazo[1,x]-; (x=5, 6, 7, 8), [2,6]-, and [2,7]naphthyridines 28-30, 35-38 by thermal reaction. In the case of vinylic groups in the 5 position, peri annulation also was observed. The experimental and theoretical data are compared and discussed.