Norbormide

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Norbormide

Preferred IUPAC name 5-(α-Hydroxy-α-2-pyridylbenzyl)-7-(α-2-pyridylbenzylidene)-5-norbornene-2,3-dicarboximide
Systematic name (10E)-8-[hydroxy(phenyl)pyridin-2-ylmethyl]-10-[phenyl(pyridin-2-yl)methylidene]-4-azatricyclo[5.2.1.0^2,6]dec-8-ene-3,5-dione
Identifiers
CAS number	991-42-4
PubChem	24744067 (1R,7S) ^Y, 24840617 (6R,7R) ^Y, 12399560 ^Y
ChemSpider	10468605 ^Y
EC number	213-589-6
KEGG	C19139^Y
Jmol-3D images	Image 1
SMILES OC(C1=CC2C3C(C1\C2=C(/C1=CC=CC=C1)C1=CC=CC=N1)C(=O)NC3=O)(C1=CC=CC=C1)C1=NC=CC=C1
InChI InChI=1S/C33H25N3O3/c37-31-28-22-19-23(33(39,21-13-5-2-6-14-21)25-16-8-10-18-35-25)29(30(28)32(38)36-31)27(22)26(20-11-3-1-4-12-20)24-15-7-9-17-34-24/h1-19,22,28-30,39H,(H,36,37,38)/b27-26+ Key: DNTHHIVFNQZZRD-CYYJNZCTSA-N
Properties
Molecular formula	C₃₃H₂₅N₃O₃
Molar mass	511.570
Hazards
Main hazards	Toxic
Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
Infobox references

Norbormide (Raticate, Shoxin) is a toxic compound used as a rodenticide. It has several mechanisms of action, acting as a vasoconstrictor and calcium channel blocker,^[1] but is selectively toxic to rats and has relatively low toxicity to other species, due to a species specific action of opening the permeability transition pores in rat mitochondria.^[2]

References

↑ Rennison D, Bova S, Cavalli M, Ricchelli F, Zulian A, Hopkins B, Brimble MA. Synthesis and activity studies of analogues of the rat selective toxicant norbormide. Bioorganic and Medicinal Chemistry. 2007 Apr 15;15(8):2963-74. PMID 17321141
↑ Zulian A, Petronilli V, Bova S, Dabbeni-Sala F, Cargnelli G, Cavalli M, Rennison D, Stäb J, Laita O, Lee DJ, Brimble MA, Hopkins B, Bernardi P, Ricchelli F. Assessing the molecular basis for rat-selective induction of the mitochondrial permeability transition by norbormide. Biochimica et Biophysica Acta. 2007 Jul;1767(7):980-8. PMID 17509521

Pest control: Rodenticides

Anticoagulants /
Vitamin K antagonists

Coumarins /
4-Hydroxycoumarins

1st generation	Warfarin Coumatetralyl

2nd generation	Brodifacoum Bromadiolone Difenacoum Flocoumafen

1,3-Indandiones

Chlorophacinone
Pindone
Diphacinone

Others

Difethialone

Convulsants

Calciferols

Inorganic compounds

Organochlorine

Organophosphorus

Phosacetim

Metabolic poisons

Others

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