Brunfelsamidine

Last updated
Brunfelsamidine
Brunfelsamidine.svg
Names
Preferred IUPAC name
1H-Pyrrole-3-carboximidamide
Identifiers
3D model (JSmol)
ChemSpider
PubChem CID
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

  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 (2009). Kirk's Current Veterinary Therapy XIV. W.B. Saunders. ISBN   978-0-7216-9497-9.
  3. 1 2 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. Bibcode:2005PlMed..71.1071Y. doi:10.1055/s-2005-873111. PMID   16320213.


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