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CAS 93668-43-0

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2-Imidazol-1-ylethanamine

Description:
2-Imidazol-1-ylethanamine, also known as histamine, is an organic compound characterized by its imidazole ring and an ethylamine side chain. It is a colorless to pale yellow solid that is soluble in water and polar organic solvents. This compound features a primary amine group, which contributes to its basicity and reactivity. As a biogenic amine, it plays a crucial role in various physiological processes, including immune responses, gastric acid secretion, and neurotransmission. The imidazole ring allows for resonance stabilization, making it a versatile building block in medicinal chemistry. Additionally, 2-Imidazol-1-ylethanamine can participate in hydrogen bonding due to its amine and imidazole functionalities, influencing its interactions with biological targets. Its derivatives are often explored for therapeutic applications, particularly in allergy treatments and as potential antihistamines. Overall, this compound exemplifies the intersection of organic chemistry and biochemistry, highlighting its significance in both synthetic and natural contexts.
Formula:C5H9N3
InChI:InChI=1/C5H9N3/c6-1-3-8-4-2-7-5-8/h2,4-5H,1,3,6H2
SMILES:C(Cn1ccnc1)N
Synonyms:
  • 2-(1H-Imidazol-1-yl)ethanamine
  • 2-(1-Imidazolyl)ethanamine
  • 1H-Imidazole-1-ethanamine
  • 2-Imidazol-1-yl-Ethylamine
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