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Merck
CN

O9126

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)
NACRES:
NA.77
PubChem Substance ID:
24278614
UNSPSC Code:
12352200
EC Number:
241-388-3
MDL number:
MFCD00013163

Key Documents

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Product Name

Oxotremorine sesquifumarate salt, ≥98% (HPLC), solid

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

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

assay

≥98% (HPLC)

form

solid

mp

102-105 °C (lit.)

solubility

H2O: >10 mg/mL

storage temp.

2-8°C

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

signalword

Danger

Hazard Classifications

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

Storage Class

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

wgk

WGK 3

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

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Certificates of Analysis (COA)

Lot/Batch Number
0000083831
0000077578
0000077577
0000064706
0000064707

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An in vivo pharmacological study on muscarinic receptor subtypes regulating cholinergic neurotransmission in rat striatum.
S Consolo et al.
Biochemical pharmacology, 36(18), 3075-3077 (1987-09-15)
S Shabani et al.
Neuroscience, 170(2), 559-569 (2010-07-30)
The cholinergic input from the lateral dorsal tegmental area (LDTg) modulates the dopamine cells of the ventral tegmental area (VTA) and plays an important role in cocaine taking. Specific pharmacological agents that block or stimulate muscarinic receptors in the LDTg
D H Overstreet et al.
Biological psychiatry, 21(7), 657-664 (1986-06-01)
Immobility during forced swimming or after mild footshock (1 mA for 2 sec) was observed in five groups of rats. The Flinders Sensitive Line (FSL) of rats, known to be more sensitive to cholinergic agonists, exhibited the greatest degree of
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
I Izquierdo et al.
Pharmacology, biochemistry, and behavior, 33(3), 545-548 (1989-07-01)
CD-1 mice were trained in a classically conditioned emotional response paradigm and tested 24 hr later. Exposure to an open field 0 or 1, but not 3 hr after training retroactively interfered with retention of the conditioned emotional response. The
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