Vesamicol information

Vesamicol
Legal status
Legal status	Investigational;
Identifiers
	IUPAC name 2-(4-Phenyl-1-piperidyl)cyclohexan-1-ol;
CAS Number	22232-64-0 ;
PubChem CID	5662;
IUPHAR/BPS	4759;
ChemSpider	5460;
UNII	3D416V0FLM;
ChEMBL	ChEMBL20730;
CompTox Dashboard (EPA)	DTXSID701009898 ;
Chemical and physical data
Formula	C17H25NO
Molar mass	259.393 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES OC1CCCCC1N2CCC(CC2)c3ccccc3;

Vesamicol is an experimental drug, acting presynaptically by inhibiting acetylcholine (ACh) uptake into synaptic vesicles and reducing its release.^[1] Vesamicol may have applications for the treatment of adenocarcinoma in situ of the lung.^[2]

^ Salin-Pascual RJ, Jimenez-Anguiano A (October 1995). "Vesamicol, an acetylcholine uptake blocker in presynaptic vesicles, suppresses rapid eye movement (REM) sleep in the rat". Psychopharmacology. 121 (4): 485–7. doi:10.1007/BF02246498. PMID 8619013. S2CID 25197707.
^ Lau JK, Brown KC, Thornhill BA, Crabtree CM, Dom AM, Witte TR, et al. (February 2013). "Inhibition of cholinergic signaling causes apoptosis in human bronchioalveolar carcinoma" (PDF). Cancer Research. 73 (4): 1328–39. doi:10.1158/0008-5472.CAN-12-3190. PMC 10461321. PMID 23222296.

[pmid8619013-1] Salin-Pascual RJ, Jimenez-Anguiano A (October 1995). "Vesamicol, an acetylcholine uptake blocker in presynaptic vesicles, suppresses rapid eye movement (REM) sleep in the rat". Psychopharmacology. 121 (4): 485–7. doi:10.1007/BF02246498. PMID 8619013. S2CID 25197707.

[2] Lau JK, Brown KC, Thornhill BA, Crabtree CM, Dom AM, Witte TR, et al. (February 2013). "Inhibition of cholinergic signaling causes apoptosis in human bronchioalveolar carcinoma" (PDF). Cancer Research. 73 (4): 1328–39. doi:10.1158/0008-5472.CAN-12-3190. PMC 10461321. PMID 23222296.

Vesamicol information

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Vesamicol

Caffeine

Tetrahydrocannabinol

Botulinum toxin

Donepezil

Acetylcholine

Choline

Carbaryl

Novichok

Physostigmine

Carbendazim

Itopride

Anticholinergic

Neostigmine

Pyridostigmine

Rivastigmine

Malathion

Neurotransmitter transporter

Soman

Ethylcholine mustard

Dichlorvos

Parathion

Cholinergic

Cholinergic blocking drug

Nerve agent

Legal status

Legal status	Investigational
Identifiers
IUPAC name 2-(4-Phenyl-1-piperidyl)cyclohexan-1-ol
CAS Number	22232-64-0^Y
PubChem CID	5662
IUPHAR/BPS	4759
ChemSpider	5460
UNII	3D416V0FLM
ChEMBL	ChEMBL20730
CompTox Dashboard (EPA)	DTXSID701009898
Chemical and physical data
Formula	C₁₇H₂₅NO
Molar mass	259.393 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES OC1CCCCC1N2CCC(CC2)c3ccccc3