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O100

Oxotremorine M

muscarinic acetylcholine receptor agonist, solid

Synonym(s):

N,N,N,-Trimethyl-4-(2-oxo-1-pyrrolidinyl)-2-butyn-1-ammonium iodide, Oxotremorine methiodide

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About This Item

Empirical Formula (Hill Notation):
C11H19IN2O
CAS Number:
63939-65-1
Molecular Weight:
322.19
UNSPSC Code:
12352200
PubChem Substance ID:
24277861
NACRES:
NA.77
MDL number:
MFCD00055133
Form:
solid
Quality level:
200
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Product Name

Oxotremorine M, solid

form

solid

Quality Level

200

color

white

solubility

H2O: 24 mg/mL, ethanol: 4.6 mg/mL

storage temp.

2-8°C

SMILES string

[I-].C[N+](C)(C)CC#CCN1CCCC1=O

InChI

1S/C11H19N2O.HI/c1-13(2,3)10-5-4-8-12-9-6-7-11(12)14;/h6-10H2,1-3H3;1H/q+1;/p-1

InChI key

VVLMSCJCXMBGDI-UHFFFAOYSA-M

Gene Information

human ... CHRM1(1128), CHRM2(1129), CHRM3(1131), CHRM4(1132), CHRM5(1133)

Application

Oxotremorine M has been used as a muscarinic acetylcholine receptor (mAchR) agonist:
  • to study its acute effects on the movement of Caenorhabditis elegans
  • to treat hippocampal neurons for studying fibroblast growth factor receptor 1 (FGFR1) phosphorylation
  • to induce bladder overactivity in rats

Biochem/physiol Actions

Oxotremorine M is a nonselective muscarinic acetylcholine receptor agonist.

Features and Benefits

This compound is a featured product for Neuroscience research. Click here to discover more featured Neuroscience products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.
This compound is featured on the Acetylcholine Receptors (Muscarinic) and Acetylcholine Receptors (Nicotinic) pages of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

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

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
033M4724V
BGBB8927
039K4603
088K4620
086K4604

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Wiebke K Seemann et al.
The Journal of pharmacology and experimental therapeutics, 360(2), 289-299 (2017-01-14)
Drug discovery strives for selective ligands to achieve targeted modulation of tissue function. Here we introduce engineered context-sensitive agonism as a postreceptor mechanism for tissue-selective drug action through a G protein-coupled receptor. Acetylcholine M
Simona Dedoni et al.
Journal of neurochemistry, 122(1), 58-71 (2012-04-27)
Type I interferons (IFNs) have been shown to act on neurons and to cause neuronal damage through mechanisms not completely defined. Here, we investigated the effects of type I IFNs on brain-derived neurotrophic factor (BDNF)-induced TrkB receptor signaling and neurotrophic
Paola Correa et al.
PLoS genetics, 8(11), e1003015-e1003015 (2012-11-21)
Caenorhabditis elegans male copulation requires coordinated temporal-spatial execution of different motor outputs. During mating, a cloacal circuit consisting of cholinergic sensory-motor neurons and sex muscles maintains the male's position and executes copulatory spicule thrusts at his mate's vulva. However, distinct
View All Related Papers

Global Trade Item Number

SKUGTIN
O100-100MG04061834212690
O100-500MG04061838065063