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Lead

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mention high water solubility

mention selective toxicity - metal working fluids usually need antimicrobial agents to context the liability of microbial growth

Studies have shown that at higher pH's the antimicrobial effect of the alkanolamines increases. Alkanolamines have also shown a broad toxicty for a variety of organisms including parasites, insect larvae and eggs, and microbes.- [1]

Article body

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1-Aminoalcohols

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[edit | edit source] 1-Aminoalcohols are better known as hemiaminals. Methanolamine is the simplest member. 1-Aminoalcohols tend to be labile, readily converting to more highly condensed derivatives or hydrolyzing to the amine and carbonyl.

What are they used for?


2-Aminoalcohols

2-AminoAlcohols --> also called 1,2-amino alcohols. 1,2 amino alcohols

2-Aminoalcohols are an important class of organic compounds that are often generated by the reaction of amines with epoxides:

C2H4O + R−NH2 → RNHC2H4OH --> THIS IS WRONG ADD CORRECT FIGURE
add that ring openings in GENERAL. Usual opening mechanisms

Simple alkanolamines are used as solvents, synthetic intermediates, and high-boiling bases.

Hydrogenation or hydride reduction of amino acids gives the corresponding 2-aminoalcohols. EXPAND: Biological reductions


Examples include prolinol (from proline), valinol (from valine), tyrosinol (from tyrosine).

Key members: ethanolamine, dimethylethanolamine, N-methylethanolamine, Aminomethyl propanol. Two popular drugs, often called alkanolamine beta blockers, are members of this structural class: propranolol, pindolol [2] [3] [4] . 2-Aminoalcohols can also be found in direct action subgroup of adrenergic drugs such as epinephrine, isoproterenol, phenylephrine and isoetarine [5] . NEED TO FIND A SOURCE FOR THIS

1,3-, 1,4-, and 1,5-amino alcohols

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[edit | edit source] 1,3-aminoalcohols are present in several bioactive molecules, such as Sedinone, Dumetorine, and Hygroline. 1,3-aminoalcohpls have be synthesize through a couple methods. Similar to 2-aminoalcohols, 1,3 aminoalcohols can be formed through ring openings, such as an azo-ring opening and addition. !,3-aminoalcohols can also be synthesized through an azo-aldol condensation or an intermolecular C-H activation. [6] Formations from larger ring openings [7] 1,3-aminoalcohols

References

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  1. Sandin, M; Allenmark, S; Edebo, L (1990-03). "Selective toxicity of alkanolamines". Antimicrobial Agents and Chemotherapy. 34 (3): 491–493. doi:10.1128/AAC.34.3.491. ISSN 0066-4804. {{cite journal}}: Check date values in: |date= (help)
  2. "Propranolol Monograph for Professionals". Drugs.com. Retrieved 2025年03月28日.
  3. "Pindolol Uses, Side Effects & Warnings". Drugs.com. Retrieved 2025年03月28日.
  4. Wong, Gavin W. K.; Boyda, Heidi N.; Wright, James M. (2014年11月27日). "Blood pressure lowering efficacy of partial agonist beta blocker monotherapy for primary hypertension". The Cochrane Database of Systematic Reviews. 2014 (11): CD007450. doi:10.1002/14651858.CD007450.pub2. ISSN 1469-493X. PMC 6486122 . PMID 25427719.{{cite journal}}: CS1 maint: article number as page number (link)
  5. Vardanyan, R. S.; Hruby, V. J. (2006年01月01日), Vardanyan, R. S.; Hruby, V. J. (eds.), "11 - Adrenergic (Sympathomimetic) Drugs", Synthesis of Essential Drugs, Amsterdam: Elsevier, pp. 143–159, ISBN 978-0-444-52166-8 , retrieved 2025年03月28日{{citation}}: CS1 maint: work parameter with ISBN (link)
  6. Wang, Wei; Hu, Yi; Lin, Ruiqi; Wu, Heng; Tong, Qi; Wang, Liansheng; Xiao, Zufeng; Zhu, Lei (2020). "Progress on the Synthesis of 1,3-Amino Alcohol". Chinese Journal of Organic Chemistry. 40 (5): 1129. doi:10.6023/cjoc201911011. ISSN 0253-2786.
  7. Xiao, Zhen; Li, Juanjuan; Yue, Qiang; Zhang, Qian; Li, Dong (2018). "An efficient and atom-economical route to N -aryl amino alcohols from primary amines". RSC Advances. 8 (60): 34304–34308. doi:10.1039/C8RA07355D.

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