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21760

Sigma-Aldrich

Carbamoylcholine chloride

purum, ≥99.0% (AT)

Synonym(s):

(2-Hydroxyethyl)trimethylammonium chloride carbamate, Carbachol, Carbamylcholine chloride

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About This Item

Linear Formula:
NH2COOCH2CH2N(Cl)(CH3)3
CAS Number:
51-83-2
Molecular Weight:
182.65
Beilstein:
3917459
EC Number:
200-127-3
MDL number:
MFCD00012011
UNSPSC Code:
12352200

grade

purum

Assay

≥99.0% (AT)

mp

200-210 °C (dec.)
210 °C (dec.) (lit.)

SMILES string

[Cl-].C[N+](C)(C)CCOC(N)=O

InChI

1S/C6H14N2O2.ClH/c1-8(2,3)4-5-10-6(7)9;/h4-5H2,1-3H3,(H-,7,9);1H

InChI key

AIXAANGOTKPUOY-UHFFFAOYSA-N

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Other Notes

Agonist of muscarinic acetylcholine receptors

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Statements

H300

Hazard Classifications

Acute Tox. 2 Oral

Storage Class Code

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

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
444533/1
435621/1
407854/1
362461/1
1328403

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N M Nathanson et al.
The Journal of pharmacology and experimental therapeutics, 229(2), 455-458 (1984-05-01)
Previous work has demonstrated that prolonged treatment of chick embryos in vivo with muscarinic agonists leads to a decrease in the number of muscarinic acetylcholine binding sites in the heart and a decrease in the sensitivity of isolated atria to
S Uchida et al.
European journal of pharmacology, 100(3-4), 291-298 (1984-05-04)
Multiple site models of muscarinic acetylcholine receptors (mAChR) for agonist binding were applied to curves for the inhibition of QNB binding by carbachol by using nonlinear least square regression analysis. The effects of a guanine nucleotide guanyl-5'-yl imidodiphosphate (Gpp(NH)p) and
Kalinne Kelly Lima Gadelha et al.
Experimental physiology, 104(2), 199-208 (2018-12-19)
What is the central question of this study? Is the responsiveness of isolated segments of the rat oesophagus to contractile or relaxant stimuli susceptible to acute luminal exposure of the oesophagus to an acid solution that contains pepsin and bile
Jianmin Zhao et al.
Stem cells and development, 26(7), 528-540 (2016-12-09)
The epicardium promotes neovascularization and cardiomyocyte regeneration by generating vascular smooth muscle cells (SMCs) and producing regenerative factors after adult heart infarction. It is therefore a potential cell resource for repair of the injured heart. However, the epicardium also participates
Megan J Agajanian et al.
Cell reports, 26(1), 79-93 (2019-01-04)
β-Catenin-dependent WNT signal transduction governs development, tissue homeostasis, and a vast array of human diseases. Signal propagation through a WNT-Frizzled/LRP receptor complex requires proteins necessary for clathrin-mediated endocytosis (CME). Paradoxically, CME also negatively regulates WNT signaling through internalization and degradation

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