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Merck
CN

C5259

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
NACRES:
NA.25
PubChem Substance ID:
24277823
UNSPSC Code:
41116107
EC Number:
209-686-8
MDL number:
MFCD00055224

Key Documents

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Product Name

Carbamyl-β-methylcholine chloride, ≥99% (TLC), crystalline

InChI key

AIRHOJQHGLTTTB-UHFFFAOYSA-N

InChI

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

SMILES string

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

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

Quality Level

100

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Disclaimer

Hygroscopic.

General description

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

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.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKCV2701
MKCG7600
MKCF1378
MKBX1915V
MKBQ9916V

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S M Jankovic et al.
Physiological research, 47(6), 463-470 (1999-08-24)
The establishment of a dose-response relationship and its quantification is the usual procedure for analysing drug action on an isolated organ. However, the time course of the effect seems to be an inherent characteristic of the agonist which produces it.
Darryl J Adamko et al.
Zhongguo dang dai er ke za zhi = Chinese journal of contemporary pediatrics, 14(5), 321-327 (2012-05-23)
Diagnosing asthma in infancy is largely made on the basis of the symptoms of cough and wheezing. A similar presentation can be seen in neurologically normal infants with excessive gastroesophageal reflux (GER). There are no randomized placebo controlled studies in
Penn Clinical Manual of Urology, 454-454 (2014)
Remodeling of cardiac cholinergic innervation and control of heart rate in mice with streptozotocin-induced diabetes
Mabe AM and Hoover DB
Autonomic Neuroscience : Basic & Clinical, 162(1-2), 24-31 (2011)
Pharmacology for the Primary Care Provider, 380-380 (2008)
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