Weight | 127.231 g/mol |
---|---|
Formula | C8H17N |
Hydrogen Acceptors | 1 |
Hydrogen Donors | 1 |
Aromatic Rings | 0 |
Rotatable Bonds | 2 |
2-Propylpiperidine (458-88-8, 3238-60-6)
coniine · cicutine · conicine
Score:
#1642 in Biochemistry
,
#3720 in Biology
,
#4676 in Chemistry
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- Chiral 1,4-dihydropyridine equivalents: a new approach to the asymmetric synthesis of alkaloids The enantiospecific synthesis of (+)- and ()-coniine and -dihydropinidine (Journal of the American Chemical Society, 1983)
- Enantioselective Organocatalytic Intramolecular Aza-Michael Reaction: a Concise Synthesis of (+)-Sedamine, (+)-Allosedamine, and (+)-Coniine (Organic Letters, 2007)
- Practical and highly regio- and stereoselective synthesis of 2-substituted dihydropyridines and piperidines: application to the synthesis of (-)-coniine. (Journal of the American Chemical Society, 2001)
- Enantioselective syntheses of 2-alkyl- and 2,6-dialkylpiperidine alkaloids: preparations of the hydrochlorides of (-)-coniine, (-)-solenopsin A, and (-)-dihydropinidine. (Organic Letters, 2000)
- Highly Enantioselective Catalytic Dynamic Resolution of N-Boc-2-lithiopiperidine: Synthesis of (R)-(+)-N-Boc-Pipecolic Acid, (S)-()-Coniine, (S)-(+)-Pelletierine, (+)--Conhydrine, and (S)-()-Ropivacaine and Formal Synthesis of ()-Lasubine II and (+)-Cermizine C (Journal of the American Chemical Society, 2010)
- Applications of intramolecular amidomercuration. 2. Synthesis of trans-5-hydroxy-2-propylpiperidine, (.+-.)-pseudoconhydrine (Journal of Organic Chemistry, 1984)
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Including Acute Oral Tox, Skin Sensitization, Eye Irritation, Aquatic Tox, & more. - coniine
- cicutine
- conicine
- coniine hydrochloride, (S)-isomer
- coniine, (S)-isomer
- coniine hydrochloride, (+-)-isomer
- coniine, (+-)-isomer
- koniin
- coniine hydrobromide, (S)-isomer
-
SMILESCCCC1CCCCN1
-
InChIKeyNDNUANOUGZGEPO-UHFFFAOYSA-N
- Pubchem - 2-Propylpiperidine
- Wikipedia - coniine
Coniine refers to a poisonous chemical compound, an alkaloid present in and isolable from poison hemlock (Conium maculatum), where its presence has been a source of significant economic, medical, and historico-cultural interest; coniine is also produced by the yellow pitcher plant (Sarracenia flava), and fool's parsley (Aethusa cynapium). Its ingestion and extended exposure are toxic to humans and all classes of livestock; its mechanism of poisoning involves disruption of the peripheral nervous system, with death caused by respiratory paralysis. The biosynthesis of coniine contains as its penultimate step the non-enzymatic cyclisation of 5-oxooctylamine to -coniceine, a Schiff base differing from coniiine only by its carbon-nitrogen double bond in the ring.
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