C9392
(±)-Coniine
≥98%, liquid
Synonym(s):
2-Propylpiperidine
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About This Item
Empirical Formula (Hill Notation):
C8H17N
CAS Number:
Molecular Weight:
127.23
EC Number:
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
Recommended Products
Assay
≥98%
form
liquid
color
, clear colorless to yellow-green
density
0.85 g/mL at 25 °C (lit.)
storage temp.
2-8°C
SMILES string
CCCC1CCCCN1
InChI
1S/C8H17N/c1-2-5-8-6-3-4-7-9-8/h8-9H,2-7H2,1H3
InChI key
NDNUANOUGZGEPO-UHFFFAOYSA-N
Application
Coniine, a neurotoxic alkaloid from hemlock, is used in comparative analysis versus other alkaloids that act at the level of the nicotinic acid/nicotinic acetylcholine (nAChR) receptors.
Other Notes
Toxic principle of poison hemlock (racemic modification).
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Carc. 2 - Flam. Liq. 3
Storage Class Code
3 - Flammable liquids
WGK
WGK 3
Flash Point(F)
119.3 °F - closed cup
Flash Point(C)
48.5 °C - closed cup
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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D Rizzi et al.
Nephrology, dialysis, transplantation : official publication of the European Dialysis and Transplant Association - European Renal Association, 6(12), 939-943 (1991-01-11)
In the past, hemlock poisoning was only known for its neurotoxic effects; quite recently non-neurological features, consisting of rhabdomyolysis and acute renal failure, have been also described. Here we report our experience with these clinical findings, which we frequently observe
F D Galey et al.
Journal of veterinary diagnostic investigation : official publication of the American Association of Veterinary Laboratory Diagnosticians, Inc, 4(1), 60-64 (1992-01-01)
Cattle in two herds developed signs of bloating, increased salivation and lacrimation, depression, respiratory distress, ataxia, and death after ingestion of hay that contained large amounts of poison hemlock (Conium maculatum). Twenty of 30 Angus cows and calves were affected
J F Hayes et al.
Chemical communications (Cambridge, England), (18)(18), 1784-1785 (2002-09-21)
(S)-Coniine is made using a reaction which assembles the piperidine ring by the sequential formation of four new chemical bonds and installs the C-2 stereogenic centre with high levels of diastereocontrol (90% de).
Nutrition borne myolysis; an uncommon cause of myolysis in Europe.
R Tzanetea et al.
Upsala journal of medical sciences, 105(3), 255-257 (2001-03-23)
C S Forsyth et al.
Teratology, 48(1), 59-64 (1993-07-01)
Conium maculatum (poison hemlock, CM) is teratogenic in several domestic species, presumably due to its piperidine alkaloids, including coniine, which has been verified to be teratogenic in cattle. Coniine/CM teratogenicity culminates in production of arthrogryposis. The purpose of this study
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