Brunfelsamidine

Brunfelsamidine
Names
	Preferred IUPAC name 1H-Pyrrole-3-carboximidamide
Identifiers
CAS Number	97744-98-4;
3D model (JSmol)	Interactive image;
ChemSpider	15942384;
PubChem CID	176662;
UNII	FT2DW4V2WG ;
CompTox Dashboard (EPA)	DTXSID70913673 ;
	InChI InChI=1S/C5H7N3/c6-5(7)4-1-2-8-3-4/h1-3,8H,(H3,6,7) Key: XVEVWOAHSYZRQE-UHFFFAOYSA-N;
	SMILES C1=CNC=C1C(=N)N;
Properties
Chemical formula	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). Infobox references

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

^ 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.
^ Bonagura JD, Twedt DC. Kirk's Current Veterinary Therapy XIV. ISBN 978-0-7216-9497-9.
^ ^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.

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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.

[pmid16320213-3] 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.

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