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A2251

Acetyl-β-methylcholine chloride

≥98% (TLC), powder

Synonym(s):

(2-Acetoxypropyl)trimethylammonium chloride, Methacholine chloride

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About This Item

Linear Formula:
CH3COOCH(CH3)CH2N(Cl)(CH3)3
CAS Number:
Molecular Weight:
195.69
UNSPSC Code:
12352211
NACRES:
NA.25
PubChem Substance ID:
EC Number:
200-537-2
Beilstein/REAXYS Number:
4162373
MDL number:
Assay:
≥98% (TLC)
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Quality Level

assay

≥98% (TLC)

form

powder

mp

171-173 °C (lit.)

solubility

H2O: 50 mg/mL (solutions undergo rapid, pH-dependent decomposition at pH > 6.)

storage temp.

−20°C

SMILES string

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

InChI

1S/C8H18NO2.ClH/c1-7(11-8(2)10)6-9(3,4)5;/h7H,6H2,1-5H3;1H/q+1;/p-1

InChI key

JHPHVAVFUYTVCL-UHFFFAOYSA-M

Application

Acetyl-β-methylcholine (methacholine), an analog of acetylcholine, is use as a receptor agonist to study processes such as airway hyperresponsiveness associated with asthma.

Biochem/physiol Actions

Metabolically stable analog of acetylcholine; muscarinic agonist. Its ability to constrict airway smooth muscle is used to assess bronchial reactivity in the laboratory and clinically.

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This Item
A56262697826978
Quality Level

100

Quality Level

200

Quality Level

200

Quality Level

200

assay

≥98% (TLC)

assay

≥99% (TLC)

assay

≥99.0% (AT)

assay

≥99.0% (AT)

solubility

H2O: 50 mg/mL (solutions undergo rapid, pH-dependent decomposition at pH > 6.)

solubility

water: 100 mg/mL, clear to slightly hazy, colorless

solubility

H2O: 1 M, clear, colorless

solubility

H2O: 1 M, clear, colorless

form

powder

form

powder

form

powder or crystals

form

powder or crystals

mp

171-173 °C (lit.)

mp

-

mp

302-305 °C (dec.) (lit.)

mp

302-305 °C (dec.) (lit.)

Gene Information

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

Gene Information

human ... ACHE(43)

Gene Information

-

Gene Information

-


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pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves



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Mina Youssef et al.
The Journal of pharmacology and experimental therapeutics, 373(3), 476-487 (2020-04-11)
Zona pellucida binding protein 2 (Zpbp2) and ORMDL sphingolipid biosynthesis regulator 3 (Ormdl3), mapped downstream of Zpbp2, were identified as two genes associated with airway hyper-responsiveness (AHR). Ormdl3 gene product has been shown to regulate the biosynthesis of ceramides. Allergic
Bing Han et al.
PloS one, 6(2), e17236-e17236 (2011-03-02)
The great advances of nanomaterials have brought out broad important applications, but their possible nanotoxicity and risks have not been fully understood. It is confirmed that exposure of environmental particulate matter (PM), especially ultrafine PM, are responsible for many lung
J G Martin et al.
Canadian journal of physiology and pharmacology, 70(4), 597-601 (1992-04-01)
Airway responsiveness to methacholine and other bronchoconstrictors is highly variable within and among species. The aim of the experiments in this report was to evaluate the importance of the quantity of airway smooth muscle as a determinant of intra- and



Global Trade Item Number

SKUGTIN
A2251-100G04061835505869
A2251-25G04061835541980

Questions

1–2 of 2 Questions  
  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/418/501/product-dating-information-06-25-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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