1977-05-5 Usage
Description
3-(2-HYDROXYETHYL)-A-PICOLINE, also known as N-(2-hydroxyethyl)pyridine, is an organic compound with the molecular formula C7H9NO. It is a white solid and is used as a key intermediate in the synthesis of various chemical compounds, including pyridine analogues of vitamin B1.
Uses
Used in Pharmaceutical Industry:
3-(2-HYDROXYETHYL)-A-PICOLINE is used as a chemical intermediate for the preparation of pyridine analogues of vitamin B1. These analogues have potential applications in the development of new drugs and therapeutic agents, particularly in the treatment of various health conditions related to vitamin B1 deficiency or imbalance.
Used in Chemical Synthesis:
3-(2-HYDROXYETHYL)-A-PICOLINE is used as a building block in the synthesis of various organic compounds, particularly those containing the pyridine ring structure. Its unique chemical properties, such as the presence of a hydroxyethyl group, make it a versatile starting material for the development of new molecules with potential applications in various industries, including pharmaceuticals, agrochemicals, and materials science.
Synthesis Reference(s)
Journal of the American Chemical Society, 73, p. 2388, 1951 DOI: 10.1021/ja01149a544
Check Digit Verification of cas no
The CAS Registry Mumber 1977-05-5 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,9,7 and 7 respectively; the second part has 2 digits, 0 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 1977-05:
(6*1)+(5*9)+(4*7)+(3*7)+(2*0)+(1*5)=105
105 % 10 = 5
So 1977-05-5 is a valid CAS Registry Number.
InChI:InChI=1/C8H11NO/c1-7-8(4-6-10)3-2-5-9-7/h2-3,5,10H,4,6H2,1H3
1977-05-5Relevant articles and documents
Probing riboswitch-ligand interactions using thiamine pyrophosphate analogues
Chen, Liuhong,Cressina, Elena,Dixon, Neil,Erixon, Karl,Agyei-Owusu, Kwasi,Micklefield, Jason,Smith, Alison G.,Abell, Chris,Leeper, Finian J.
, p. 5924 - 5931 (2012/08/28)
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.