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C5259

Sigma-Aldrich

Carbamyl-β-methylcholine chloride

≥99% (TLC), crystalline

Synonym(s):

Bethanechol chloride

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About This Item

Linear Formula:
C7H17N2O2Cl
CAS Number:
590-63-6
Molecular Weight:
196.68
EC Number:
209-686-8
MDL number:
MFCD00055224
UNSPSC Code:
41116107
PubChem Substance ID:
24277823
NACRES:
NA.25

Quality Level

100

Assay

≥99% (TLC)

form

crystalline

color

white

solubility

H2O: 1.7 g/mL (stable for several days at 4°C.)
ethanol: 80 mg/mL (stable for several days at 4°C.)

storage temp.

2-8°C

SMILES string

Cl.CC(C[N](C)(C)C)OC(N)=O

InChI

1S/C7H17N2O2.ClH/c1-6(11-7(8)10)5-9(2,3)4;/h6H,5H2,1-4H3,(H2,8,10);1H

InChI key

AIRHOJQHGLTTTB-UHFFFAOYSA-N

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Application

Carbamyl-β-methylcholine chloride has been used in western blotting and bactericidal assay. It has also been used in concentration-response studies with isolated atrial preparation.

Biochem/physiol Actions

Carbamyl-β-methylcholine has a selective action on urinary bladder and intestine. It induces smooth muscle tension in the bladder. Its main function is to induce detrusor muscle action, mediated by postganglionic parasympathetic effector cells. Nausea, flushing, sweating, abdominal cramps are some of the side effect caused by carbamyl-β-methylcholine.

Caution

Hygroscopic.

Substrates

Muscarinic acetylcholine receptor agonist that is not a substrate for acetylcholinesterase.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302

Precautionary Statements

P264 - P270 - P301 + P312 - P501

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Ana Beatriz Albino de Almeida et al.
Journal of medicinal food, 15(4), 378-383 (2011-12-24)
Arctium lappa L. has been used in folk medicine as a diuretic, depurative, and digestive stimulant and in dermatological conditions. The mechanisms involved in the anti-ulcerogenic activity of the sesquiterpene onopordopicrin (ONP)-enriched fraction (termed the ONP fraction), obtained from A.
Jagmohan Singh et al.
Gastroenterology, 143(5), 1308-1318 (2012-08-07)
Patients with systemic sclerosis (SSc) have impairments in gastrointestinal smooth muscle function. The disorder has been associated with circulating antibodies to cholinergic muscarinic the type-3 receptor (M(3)-R). We investigated whether it is possible to neutralize these antibodies with pooled human
Generation of a human urinary bladder smooth muscle cell line.
Zheng Y, Chang S, Boopathi E, et al.
In Vitro Cellular & Developmental Biology, 48, 84-96 (2012)
Y Koga et al.
European journal of pharmacology, 220(2-3), 141-146 (1992-09-22)
To seek evidence for the involvement of acetylcholinesterase activity in the modulatory influence of the airway epithelium, we examined responses to acetylcholine (ACh), bethanechol, histamine or KCl in isolated epithelium-intact and epithelium-denuded guinea-pig trachealis preparations. The concentration-response curves to ACh
Adult and Pediatric Urology, 1, 1127-1127 (2002)
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