1977-05-5

Basic information

• Product Name: 3-(2-HYDROXYETHYL)-A-PICOLINE
• Synonyms: 3-(2-HYDROXYETHYL)-A-PICOLINE;2-(2-methyl-3-pyridyl)ethanol;2-(2-methylpyridin-3-yl)ethanol;2-Picoline-3-ethanol
• CAS NO: 1977-05-5
• Molecular Formula: C₈H₁₁NO
• Molecular Weight: 137.18
• Mol File: 1977-05-5.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 249.7 °C at 760 mmHg
• Flash Point: 104.8 °C
• Appearance: /
• Density: 1.061 g/cm³
• Vapor Pressure: 0.0119mmHg at 25°C
• Refractive Index: 1.535
• Solubility: Dichloromethane, Diethyl Ether, Ethyl Acetate, Methanol
• CAS DataBase Reference: 3-(2-HYDROXYETHYL)-A-PICOLINE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(2-HYDROXYETHYL)-A-PICOLINE(1977-05-5)
• EPA Substance Registry System: 3-(2-HYDROXYETHYL)-A-PICOLINE(1977-05-5)

Safety Data

• Hazardous Substances Data: 1977-05-5(Hazardous Substances Data)

Usage

Chemical Properties

3-(2-HYDROXYETHYL)-A-PICOLINE is White Solid

Uses

3-(2-HYDROXYETHYL)-A-PICOLINE is used in the preparation of pyridine analogues of vitamin B1.

Synthesis Reference(s)

Journal of the American Chemical Society, 73, p. 2388, 1951 DOI: 10.1021/ja01149a544

InChI:InChI=1/C8H11NO/c1-7-8(4-6-10)3-2-5-9-7/h2-3,5,10H,4,6H2,1H3

Upstream product

• 72563-35-0 3-(2-methylpyridyl)acetic acid methyl ester 
• 1721-12-6 1-(2-methylpyridin-3-yl)ethanone 
• 1118-66-7 4-amino-3-penten-2-one 
• 65719-09-7 methyl 2-methylnicotinate 
• 408328-27-8 3-(2-ethoxy-ethyl)-4,6-dichloro-2-methyl-pyridine 
• 807339-98-6 3-(2-ethoxy-ethyl)-2-methyl-pyridine 
• 408326-98-7 5-(2-ethoxy-ethyl)-6-methyl-pyridine-2,4-diol 
• 408314-46-5 4,6-dichloro-3-(2-chloro-ethyl)-2-methyl-pyridine 
• 31805-47-7 (2-methyl-[3]pyridyl)-acetic acid amide 
• 101166-73-8 (2-methylpyridin-3-yl)acetonitrile 
• 3654-30-6 ethyl 2-(2-methylpyridin-3-yl)acetate 
• 5959-99-9 3-(2-chloro-ethyl)-2-methyl-pyridine 
• 504404-51-7 2-(2-methyl-[3]pyridyl)-ethylamine 

Downstream Products

• 534-64-5 pyrithiamine hydrobromide 
• 1421928-17-7 C₃₁H₃₂N₂O₂ 

Relevant articles and documents

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Probing riboswitch-ligand interactions using thiamine pyrophosphate analogues

The Escherichia coli thiM riboswitch forms specific contacts with its natural ligand, thiamine pyrophosphate (TPP or thiamine diphosphate), allowing it to generate not only nanomolar binding affinity, but also a high degree of discrimination against similar small molecules. A range of synthetic TPP analogues have been used to probe each of the riboswitch-ligand interactions. The results show that the pyrimidine-sensing helix of thiM is exquisitely tuned to select for TPP by recognising the H-bonding donor and acceptors around its aminopyrimidine ring and also by forming π-stacking interactions that may be sensitive to the electronics of the ring. The central thiazolium ring of TPP appears to be more important for ligand recognition than previously thought. It may contribute to binding via long-range electrostatic interactions and/or by exerting an electron withdrawing effect on the pyrimidine ring, allowing its presence to be sensed indirectly and thereby allowing discrimination between thiamine (and its phosphate esters) and other aminopyrimidines found in vivo. The pyrophosphate moiety is essential for submicromolar binding affinity, but unexpectedly, it does not appear to be strictly necessary for modulation of gene expression.