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O9126

Sigma-Aldrich

Oxotremorine sesquifumarate salt

≥98% (HPLC), solid

Synonym(s):

1-(4-[1-Pyrrolidinyl]-2-butynyl)-2-pyrrolidinone, 1-(4-[1-Pyrrolidinyl]2-butynyl)-2-pyrrolidinone

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About This Item

Empirical Formula (Hill Notation):
C12H18N2O · 1.5C4H4O4 · xH2O
CAS Number:
17360-35-9
Molecular Weight:
380.39 (anhydrous basis)
EC Number:
241-388-3
MDL number:
MFCD00013163
UNSPSC Code:
12352200
PubChem Substance ID:
24278614
NACRES:
NA.77

Assay

≥98% (HPLC)

form

solid

mp

102-105 °C (lit.)

solubility

H2O: >10 mg/mL

storage temp.

2-8°C

SMILES string

[H]\C(=C(\[H])C(O)=O)C(O)=O.[H]\C(=C(\[H])C(O)=O)C(O)=O.[H]\C(=C(\[H])C(O)=O)C(O)=O.O=C1CCCN1CC#CCN2CCCC2.O=C3CCCN3CC#CCN4CCCC4

InChI

1S/2C12H18N2O.3C4H4O4/c2*15-12-6-5-11-14(12)10-4-3-9-13-7-1-2-8-13;3*5-3(6)1-2-4(7)8/h2*1-2,5-11H2;3*1-2H,(H,5,6)(H,7,8)/b;;3*2-1+

InChI key

WLYYOFJEBGHKEC-VQYXCCSOSA-N

Gene Information

human ... CHRM2(1129)

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Biochem/physiol Actions

Oxotremorine sesquifumarate salt is a muscarinic acetylcholine receptor agonist with preference for the M2 receptor.

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Statements

H300 + H310 + H330

Hazard Classifications

Acute Tox. 1 Inhalation - Acute Tox. 2 Dermal - Acute Tox. 2 Oral

Storage Class Code

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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I B Introini-Collison et al.
Behavioral and neural biology, 57(3), 248-255 (1992-05-01)
Post-training administration of the centrally acting muscarinic agonist oxotremorine (50.0 microgram/kg, ip) facilitated 48-hr retention, in mice, of a one-trial step-through inhibitory avoidance response. Oxotremorine-induced memory facilitation was not prevented by the simultaneous post-training administration of the central beta-adrenoceptor antagonist
P G Gunasekar et al.
Neuroscience research, 49(1), 13-18 (2004-04-22)
Cyanide is generated in neurons and this report examines the two different receptors which mediate cyanide formation in neuronal tissue. An opiate receptor blocked by naloxone increases cyanide production both in rat brain and in rat pheochromocytoma (PC12) cells. A
J D Brioni et al.
Behavioral and neural biology, 50(3), 251-254 (1988-11-01)
The pre-test administration of beta-endorphin (0.05 microgram/mouse), oxotremorine sesquifumarate (5.0 micrograms/mouse), or beta-endorphin plus oxotremorine enhanced retention test performance of a conditioned emotional response in mice. The effects were blocked by scopolamine. Scopolamine had no effect of its own. The
T Reinheimer et al.
American journal of respiratory and critical care medicine, 156(2 Pt 1), 389-395 (1997-08-01)
Human bronchi were incubated in organ baths to measure histamine release. The calcium ionophore A23187 (10 mumol/L; 1 min) stimulated histamine release by 148 +/- 28% (n = 11) above the prestimulation level but was ineffective in epithelium-denuded bronchi. Neither
B Sanz et al.
Neurochemical research, 22(3), 281-286 (1997-03-01)
The present study was undertaken to examine the effects of different muscarinic receptor agonists on glutamate and GABA concentrations in the medial prefrontal cortex of the rat. In vivo perfusions were made in the conscious rat using a concentric push-pull
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