ChemicalBook--->CAS DataBase List--->2260-50-6

2260-50-6

2260-50-6 Structure

2260-50-6 Structure
IdentificationMore
[Name]

ACETYLCHOLINE IODIDE
[CAS]

2260-50-6
[Synonyms]

2-ACETOXYETHYLTRIMETHYLAMMONIUM IODIDE
2-(ACETYLOXY)-N,N,N-TRIMETHYLETHANAMINIUM IODIDE
ACETYLCHOLINE IODIDE
ACH
N-(2-HYDROXYETHYL)TRIMETHYLAMMONIUM IODIDE ACETATE
2-(acetyloxy)-n,n,n-trimethyl-ethanamiuiodide
2-(acetyloxy)-n,n,n-trimethylethanamiumiodide
acetyl-choliniodide
acetylcolina
choline,iodide,acetate(ester)
cholineacetate(ester),iodide
(2-Hydroxyethyl)-trimethylammonium iodide acetate
Acetycholine iodide
(2-Acetoxyethyl)-trimethyammoniumiodide
Acetylcholine iodide
(2-Acetoxyethyl)-trimethyammoniumiodide
ACETYLCHOLINE IODIDE CRYSTALLINE
O-AcetylcholineIodide
Acetylchloineiodide
[EINECS(EC#)]

218-862-3
[Molecular Formula]

C7H16INO2
[MDL Number]

MFCD00011815
[Molecular Weight]

273.11
[MOL File]

2260-50-6.mol
Chemical PropertiesBack Directory
[Appearance]

WHITE CRYSTALLINE POWDER
[Melting point ]

161-164 °C
[density ]

1.4816 (estimate)
[storage temp. ]

2-8°C
[solubility ]

Soluble in DMSO
[form ]

Crystalline Powder
[color ]

White
[biological source]

rabbit
[Water Solubility ]

almost transparency
[Sensitive ]

Light Sensitive & Hygroscopic
[BRN ]

3571339
[Specific Activity]

95-129nmol/min·mg
[InChI]

1S/C7H16NO2.HI/c1-7(9)10-6-5-8(2,3)4;/h5-6H2,1-4H3;1H/q+1;/p-1
[InChIKey]

SMBBQHHYSLHDHF-UHFFFAOYSA-M
[SMILES]

[I-].CC(=O)OCC[N+](C)(C)C
[CAS DataBase Reference]

2260-50-6(CAS DataBase Reference)
[EPA Substance Registry System]

Ethanaminium, 2-(acetyloxy)-N,N,N-trimethyl-, iodide (2260-50-6)
Safety DataBack Directory
[Hazard Codes ]

Xi
[Risk Statements ]

R36/37/38:Irritating to eyes, respiratory system and skin .
[Safety Statements ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
[WGK Germany ]

3
[RTECS ]

KH3300000
[F ]

8-9
[TSCA ]

Yes
[HS Code ]

29239000
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

Eye Irrit. 2
Skin Irrit. 2
STOT SE 3
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Ethanol-->Isopropyl alcohol-->Trimethylamine-->Barium hydroxide-->2-Iodoethanol-->ACETYL IODIDE-->Choline Bitartrate-->3,5-Dihydroxy-4-acetyltoluene-->CHOLINE IODIDE
Hazard InformationBack Directory
[Chemical Properties]

WHITE CRYSTALLINE POWDER
[Uses]

Acetylcholine is an endogenous neurotransmitter at cholinergic synapses that amplifies action potential of the sarcolemma thereby inducing muscle contractions. Acetylcholine iodide is used as an acetylcholine receptor agonist to identify, characterize and differentiate among types of cholinergic receptors. Acetylcholine iodide is used as a substrate to identify and characterize natural and mutated acetylcholinesterase(s).
[Biochem/physiol Actions]

Endogenous neurotransmitter at cholinergic synapses; amplifies action potential of the sarcolemma thereby inducing muscle contractions.
[Synthesis]

3,5-DIHYDROXY-4-ACETYLTOLUENE

1634-34-0

CHOLINE IODIDE

17773-10-3

ACETYLCHOLINE IODIDE

2260-50-6

General procedure for the synthesis of 2-acetoxy-N,N,N-trimethylethane-1-ammonium iodide from 3,5-dihydroxy-4-acetyltoluene and (2-hydroxyethyl)trimethylammonium iodide: 3 moles of 3,5-dihydroxy-4-acetyltoluene and 5 moles of (2-hydroxyethyl)trimethylammonium iodide were added to a reaction vessel with controlled stirring at a speed of 130 rpm, and the temperature was raised to 65 °C. The temperature was increased to 65 °C. The temperature was maintained with continuous stirring until the reactants were completely dissolved. Subsequently, the reaction mixture was allowed to stand for 120 minutes. The temperature of the solution was lowered to 15 °C to promote crystal precipitation, followed by filtration. The crystals were washed with 85% cyclohexane solution, followed by washing again with 90% toluene solution. Finally, dehydration was carried out using anhydrous potassium carbonate as dehydrating agent to afford 761.67 g of 2-acetoxy-N,N,N-trimethylethane-1-ammonium iodide in 93% yield.

[in vivo]

Acetylcholine iodide (3 μg; i.v.) increases the electrical potential difference in the proximal colon of rats[2].
Acetylcholine iodide (25 mg/kg; subcutaneous injection; twice a day; 15 days) induces mammary ductal growth in some virgin rats[3].
Acetylcholine iodide (25 mg/kg; subcutaneous injection; twice a day; 5 days) induces lobular-acinar growth and secretion in the mammary glands of virgin rats pretreated with estrogen[3].

Animal Model:Female albino rats (Carworth, weighing 175 - 200 g, age unspecified) for studying mammary growth and lactation induction; Female albino rats (Carworth, postparturient, litter removed on 4th day after parturition) for studying maintenance of mammary structure and secretion[3].
Dosage:25 mg/kg, 50 mg/kg (dissolved in an unspecified solvent for subcutaneous injection)
Administration:Subcutaneous injection, twice daily for 15 days (for induction in virgin rats), twice daily for 5 days after 10 days of estradiol pretreatment (for induction in estrogen-primed virgin rats), twice daily for 10 days (for maintenance in lactating rats after litter removal)
Result:Induced duct growth in some cases without estradiol priming, and lobule-alveolar growth and secretion with estradiol priming in virgin rats.
Retarded mammary involution and maintained lactation in lactating rats after litter removal.
[IC 50]

Human Endogenous Metabolite
[References]

[1] Patent: CN108250089, 2018, A. Location in patent: Paragraph 0011; 0013; 0015
Spectrum DetailBack Directory
[Spectrum Detail]

ACETYLCHOLINE IODIDE(2260-50-6)1HNMR
ACETYLCHOLINE IODIDE(2260-50-6)13CNMR
ACETYLCHOLINE IODIDE(2260-50-6)IR1
ACETYLCHOLINE IODIDE(2260-50-6)Raman
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

Acetylcholine iodide, 99%(2260-50-6)
[Alfa Aesar]

Acetylcholine iodide, 98%(2260-50-6)
[Sigma Aldrich]

2260-50-6(sigmaaldrich)
[TCI AMERICA]

Acetylcholine Iodide,>98.0%(LC)(T)(2260-50-6)
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17518-43-3 17773-10-3 62-49-7 123-41-1 507-02-8 2494-56-6 2260-50-6