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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Anthony J Burke et al.
Organic & biomolecular chemistry, 2(9), 1387-1394 (2004-04-24)
Conjugate addition of lithium (S)-N-benzyl-N-alpha-methylbenzylamide to a range of alpha, beta-unsaturated Weinreb amides proceeds with high levels of diastereoselectivity (>95% de). The beta-amino Weinreb amide products may be transformed into beta-amino ketones via reactions with Grignard reagents, while treatment with
Benedict T Green et al.
Neurotoxicology and teratology, 32(3), 383-390 (2010-02-02)
Teratogenic alkaloids are found in many species of plants including Conium maculatum L., Nicotiana glauca, Nicotiana tabaccum, and multiple Lupinus spp. Fetal musculoskeletal defects produced by alkaloids from these plants include arthrogyropisis, scoliosis, torticollis, kyposis, lordosis, and cleft palate. A
Ingestion of poison hemlock (Conium maculatum).
B S Frank et al.
The Western journal of medicine, 163(6), 573-574 (1995-12-01)
Okan Arihan et al.
Journal of ethnopharmacology, 125(2), 274-278 (2009-07-08)
Hemlock was used as an analgesic in certain ethnopharmacological traditions and there has been no record about the antinociceptive effect of coniine which is the major alkaloid compound of Hemlock. The present study was undertaken to evaluate the possible antinociceptive
K E Panter et al.
Toxicon : official journal of the International Society on Toxinology, 28(12), 1377-1385 (1990-01-01)
Three piperidine alkaloid containing plants, Conium maculatum (poison-hemlock), Nicotiana glauca (tree tobacco) and Lupinus formosus (lunara lupine), induced multiple congenital contractures (MCC) and palatoschisis in goat kids when their dams were gavaged with the plant during gestation days 30-60. The
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