Sazetidine A

Sazetidine A
Systematic (IUPAC) name
	6-[5-[(2S)-2-Azetidinylmethoxy]-3-pyridinyl]-5-hexyn-1-ol
Clinical data
Pregnancy cat.	?
Legal status	?
Identifiers
CAS number	820231-95-6
ATC code	?
Chemical data
Formula	C15H20N2O2
Mol. mass	260.331
	SMILES OCCCCC#Cc1cc(cnc1)OCC2CCN2;
(what is this?) (verify);

Sazetidine A (AMOP-H-OH) is a drug which acts as a subtype selective partial agonist at α4β2 neural nicotinic acetylcholine receptors, acting as an agonist at (α4)2(β2)3 pentamers, but as an antagonist at (α4)3(β2)2 pentamers.^[1]^[2] It has potent analgesic effects in animal studies comparable to those of epibatidine, but with less toxicity,^[3] and also has antidepressant action.^[4]

[edit] References

^ Xiao Y, Fan H, Musachio JL, Wei ZL, Chellappan SK, Kozikowski AP, Kellar KJ (October 2006). "Sazetidine-A, a novel ligand that desensitizes alpha4beta2 nicotinic acetylcholine receptors without activating them". Molecular Pharmacology 70 (4): 1454–60. doi:10.1124/mol.106.027318. PMID 16857741.
^ Zwart R, Carbone AL, Moroni M, Bermudez I, Mogg AJ, Folly EA, Broad LM, Williams AC, Zhang D, Ding C, Heinz BA, Sher E (June 2008). "Sazetidine-A is a potent and selective agonist at native and recombinant alpha 4 beta 2 nicotinic acetylcholine receptors". Molecular Pharmacology 73 (6): 1838–43. doi:10.1124/mol.108.045104. PMID 18367540.
^ Cucchiaro G, Xiao Y, Gonzalez-Sulser A, Kellar KJ (September 2008). "Analgesic effects of Sazetidine-A, a new nicotinic cholinergic drug". Anesthesiology 109 (3): 512–9. doi:10.1097/ALN.0b013e3181834490. PMID 18719450.
^ Kozikowski AP, Eaton JB, Bajjuri KM, Chellappan SK, Chen Y, Karadi S, He R, Caldarone B, Manzano M, Yuen PW, Lukas RJ (August 2009). "Chemistry and Pharmacology of Nicotinic Ligands Based on 6-5-(Azetidin-2-ylmethoxy) pyridin-3-ylhex-5-yn-1-ol (AMOP-H-OH) for Possible Use in Depression". Chemmedchem 4 (8): 1279–91. doi:10.1002/cmdc.200900079. PMC 2955514. PMID 19569163.

[pmid16857741-1] Xiao Y, Fan H, Musachio JL, Wei ZL, Chellappan SK, Kozikowski AP, Kellar KJ (October 2006). "Sazetidine-A, a novel ligand that desensitizes alpha4beta2 nicotinic acetylcholine receptors without activating them". Molecular Pharmacology 70 (4): 1454–60. doi:10.1124/mol.106.027318. PMID 16857741.

[pmid18367540-2] Zwart R, Carbone AL, Moroni M, Bermudez I, Mogg AJ, Folly EA, Broad LM, Williams AC, Zhang D, Ding C, Heinz BA, Sher E (June 2008). "Sazetidine-A is a potent and selective agonist at native and recombinant alpha 4 beta 2 nicotinic acetylcholine receptors". Molecular Pharmacology 73 (6): 1838–43. doi:10.1124/mol.108.045104. PMID 18367540.

[pmid18719450-3] Cucchiaro G, Xiao Y, Gonzalez-Sulser A, Kellar KJ (September 2008). "Analgesic effects of Sazetidine-A, a new nicotinic cholinergic drug". Anesthesiology 109 (3): 512–9. doi:10.1097/ALN.0b013e3181834490. PMID 18719450.

[pmid19569163-4] Kozikowski AP, Eaton JB, Bajjuri KM, Chellappan SK, Chen Y, Karadi S, He R, Caldarone B, Manzano M, Yuen PW, Lukas RJ (August 2009). "Chemistry and Pharmacology of Nicotinic Ligands Based on 6-5-(Azetidin-2-ylmethoxy) pyridin-3-ylhex-5-yn-1-ol (AMOP-H-OH) for Possible Use in Depression". Chemmedchem 4 (8): 1279–91. doi:10.1002/cmdc.200900079. PMC 2955514. PMID 19569163.

[1]

[2]

[3]

[4]

Mar	APR	May
	26
2012	2013	2014

Sazetidine A

[edit] References

Navigation menu

Personal tools

Namespaces

Variants

Views

Actions

Search

Navigation

Interaction

Toolbox

Print/export

Languages