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Brunfelsamidine

From Wikipedia, the free encyclopedia
Brunfelsamidine
Names
Preferred IUPAC name
1H-Pyrrole-3-carboximidamide
Identifiers
3D model (JSmol)
ChemSpider
UNII
  • InChI=1S/C5H7N3/c6-5(7)4-1-2-8-3-4/h1-3,8H,(H3,6,7)
    Key: XVEVWOAHSYZRQE-UHFFFAOYSA-N
  • C1=CNC=C1C(=N)N
Properties
C5H7N3
Molar mass 109.132 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Brunfelsamidine is a poisonous pyrrolidine occurring in several species belonging to the Solanaceous (nightshade family) genus Brunfelsia, which has convulsant and neurotoxic effects.[1] It is a fairly common cause of poisoning among domestic animals such as cows and dogs that eat the plant. Symptoms are similar to poisoning from strychnine and can last from a few hours up to several days.[2] It is also a weak tryptase (type of serine protease) inhibitor[3] and found in Leptonychia pubescens[3]

References

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  1. ^ Lloyd HA; et al. (1985). "Brunfelsamidine: a novel convulsant from the medicinal plant Brunfelsia grandiflora". Tetrahedron Letters. 26 (22): 2623–4. doi:10.1016/S0040-4039(00)98119-X.
  2. ^ Bonagura JD, Twedt DC. Kirk's Current Veterinary Therapy XIV. ISBN 978-0-7216-9497-9.
  3. ^ a b Yang LK, Ng SP, Flotow H, Yoganathan K, Daramola BO, Soejarto DD, Buss AD, Butler MS (November 2005). "Pyrrole carboxamidine tryptase inhibitors from Leptonychia pubescens". Planta Medica. 71 (11): 1071–2. doi:10.1055/s-2005-873111. PMID 16320213.