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O100

Sigma-Aldrich

Oxotremorine M

solid

Sinônimo(s):

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

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About This Item

Fórmula empírica (Notação de Hill):
C11H19IN2O
Número CAS:
63939-65-1
Peso molecular:
322.19
Número MDL:
MFCD00055133
Código UNSPSC:
12352200
ID de substância PubChem:
24277861
NACRES:
NA.77

Formulário

solid

cor

white

solubilidade

H2O: 24 mg/mL
ethanol: 4.6 mg/mL

temperatura de armazenamento

2-8°C

cadeia de caracteres SMILES

[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

chave InChI

VVLMSCJCXMBGDI-UHFFFAOYSA-M

Informações sobre genes

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

Aplicação

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

Ações bioquímicas/fisiológicas

Oxotremorine M is a nonselective muscarinic acetylcholine receptor agonist.

Características e benefícios

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.

Pictogramas

Skull and crossbones
GHS06

Palavra indicadora

Danger

Frases de perigo

H300 + H310 + H330

Classificações de perigo

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

Código de classe de armazenamento

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

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

Eyeshields, Gloves, type N95 (US)

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Certificados de análise (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
M Gillard et al.
Molecular pharmacology, 32(1), 100-108 (1987-07-01)
We compared the binding characteristics of muscarinic receptors labeled by [3H]oxotremorine-M ([3H]oxo-M) in homogenates of brain cortex and heart from rat. In both tissues [3H]oxo-M bound, with the same KD (6.5 nM), to a fraction of the receptors labeled by
Seungwoo Chang et al.
PloS one, 7(9), e45651-e45651 (2012-10-03)
We describe the design, construction and validation of a fluorescence sensor to measure activation by agonist of the m1 muscarinic cholinergic receptor, a prototypical class I G(q)-coupled receptor. The sensor uses an established general design in which Förster resonance energy
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