Acetylcholine chloride supplier

Name
Acetylcholine chloride
EINECS 200-468-8
CAS No. 60-31-1
Article Data12
CAS DataBase
Density 1.1235 (rough estimate)
Solubility soluble in cold water
Melting Point 146-150 °C(lit.)
Formula C₇H₁₆NO₂^.Cl
Boiling Point
Molecular Weight 181.663
Flash Point
Transport Information
Appearance White crystalline powder
Safety 26-37/39-36
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms Cholineacetate (ester), chloride (8CI);Ethanaminium, 2-(acetyloxy)-N,N,N-trimethyl-,chloride (9CI);(2-Hydroxyethyl)trimethylammonium chloride acetate;2-Acetoxyethyltrimethylammonium chloride;ACh chloride;Acecholin;Acecoline;Acetylcholinium chloride;Arterocoline;Miochol;O-Acetylcholine chloride;Ovisot;Trimethyl(2-acetoxyethyl)ammonium chloride;
PSA 26.30000
LogP -2.74030

Synthetic route

: 67-48-1
choline chloride

: 108-24-7
acetic anhydride

: 60-31-1
acetylcholine chloride

: 67-48-1
choline chloride

: 75-36-5
acetyl chloride

: 60-31-1
acetylcholine chloride

: 75-50-3
trimethylamine

<β-chloro-ethyl>-acetate: <β-chloro-ethyl>-acetate

: 60-31-1
acetylcholine chloride

Conditions

Conditions	Yield
With benzene

: 67-48-1
choline chloride

: 64-19-7
acetic acid

A: 60-31-1
acetylcholine chloride

B H2O: H2O

Conditions

Conditions	Yield
With macrocyclic polyphenolate at 60℃; Equilibrium constant; pH 10.0; ionic strength 0.10 M; var. pH;

...Expand

: C29H38N6O4*C7H16NO2(1+)*Cl(1-)

A: 60-31-1
acetylcholine chloride

B: 232279-44-6
Trp-Aib-Gly-Leu-NHPh

Conditions

Conditions	Yield
In chloroform-d1 at 24.84℃; Equilibrium constant; complex formation;

: C31H42N6O4*C7H16NO2(1+)*Cl(1-)

A: 60-31-1
acetylcholine chloride

B: 271770-12-8
Trp-Aib-Gly-Leu-NH-C6H3(3,5-Me2)

Conditions

Conditions	Yield
In chloroform-d1 at 24.84℃; Equilibrium constant; complex formation;

: C32H32O4*C7H16NO2(1+)*Cl(1-)

A: 60-31-1
acetylcholine chloride

B: 143760-37-6
2,11,20,29-tetraoxa[3.3.3.3]paracyclophane

Conditions

Conditions	Yield
In chloroform-d1 at 22.85℃; Equilibrium constant;

: C7H16NO2(1+)*C33H32N4O6*Cl(1-)

A: N-[N-(3-carboxypropanoyl)-tryptophyl]-1-benzyltryptophan

B: 60-31-1
acetylcholine chloride

Conditions

Conditions	Yield
In water-d2 pH=7.4; Equilibrium constant; aq. buffer;

: C7H16NO2(1+)*C40H38N4O6*Cl(1-)

A: N-[N-(3-carboxypropanoyl)-1-benzyltryptophyl]-1-benzyltryptophan

B: 60-31-1
acetylcholine chloride

Conditions

Conditions	Yield
In water-d2 pH=7.4; Equilibrium constant; aq. buffer;

: C7H16NO2(1+)*C23H24N2O5*Cl(1-)

A: N-(3-carboxypropanoyl)-1-benzyltryptophan

B: 60-31-1
acetylcholine chloride

Conditions

Conditions	Yield
In water-d2 pH=7.4; Equilibrium constant; aq. buffer;

: 852998-99-3
C7H16NO2(1+)*C28H32N4O5*Cl(1-)

A: 60-31-1
acetylcholine chloride

B: 72254-56-9
(S,S)-methyl 2-[2-tert-butoxycarbonylamino-3-(indol-3-yl)-propionylamino]-3-(indol-3-yl)propanoate

Conditions

Conditions	Yield
In chloroform-d1 Equilibrium constant;

: C7H16NO2(1+)*C35H38N4O5*Cl(1-)

A: 1256796-96-9
methyl N-[N-(tert-butoxycarbonyltryptophyl)]-1-benzyltryptophanate

B: 60-31-1
acetylcholine chloride

Conditions

Conditions	Yield
In chloroform-d1 Equilibrium constant;

: C7H16NO2(1+)*C42H44N4O5*Cl(1-)

A: 1256796-97-0
methyl N-[N-(tert-butoxycarbonyl)-1-benzyltryptophyl]-1-benzyltryptophanate

B: 60-31-1
acetylcholine chloride

Conditions

Conditions	Yield
In chloroform-d1 Equilibrium constant;

: 60-31-1
acetylcholine chloride

: acetylcholine gibberallate

Conditions

Conditions	Yield
In methanol at 25℃; for 0.5h;	97%

: 60-31-1
acetylcholine chloride

: 79060-88-1
sodium tetrakis[(3,5-di-trifluoromethyl)phenyl]borate

: 2-acetyloxy-N,N,N-trimethylethanaminium tetrakis[3,5-bis(trifluoromethyl)phenyl]borate

Conditions

Conditions	Yield
In methanol at 20℃; for 4h;	90%

: sodium 1,2,3,4-tetracyano-5-((1R,3R,4S)-menthoxycarbonyl)cyclopentadienide

: 60-31-1
acetylcholine chloride

: C7H16NO2(1+)*C20H19N4O2(1-)

Conditions

Conditions	Yield
In water Inert atmosphere;	88%

: sodium 1,2,3,4-tetracyano-5-phenylcyclopentadienide

: 60-31-1
acetylcholine chloride

: C7H16NO2(1+)*C15H5N4(1-)

Conditions

Conditions	Yield
In water Inert atmosphere;	78%

: pentacyanocyclopentadienyl anion sodium salt

: 60-31-1
acetylcholine chloride

: C7H16NO2(1+)*C10N5(1-)

Conditions

Conditions	Yield
In water Inert atmosphere;	73%

: sodium 1,2,3,4-tetracyano-5-(ethoxycarbonyl)cyclopentadienide

: 60-31-1
acetylcholine chloride

: C7H16NO2(1+)*C12H5N4O2(1-)

Conditions

Conditions	Yield
In water Inert atmosphere;	60%

: indium(III) nitrate hydrate

: 60-31-1
acetylcholine chloride

: 144-62-7
oxalic acid

: 2C2O4(2-)*In(3+)*C7H16NO2(1+)

Conditions

Conditions	Yield
In ethanol; water at 120℃; for 120h;	56.8%

...Expand

: 64-17-5
ethanol

: 60-31-1
acetylcholine chloride

: 67-48-1
choline chloride

Conditions

Conditions	Yield
beim Umkrystallisieren;

: 60-31-1
acetylcholine chloride

A: 67-48-1
choline chloride

B: 64-19-7
acetic acid

Conditions

Conditions	Yield
With macrocyclic polyphenolate; water at 60℃; Rate constant; Equilibrium constant; Mechanism; pH 10.0; ionic strength 0.10 M; var. pH;

: 60-31-1
acetylcholine chloride

: 232279-44-6
Trp-Aib-Gly-Leu-NHPh

: C29H38N6O4*C7H16NO2(1+)*Cl(1-)

Conditions

Conditions	Yield
In chloroform-d1 at 24.84℃; Equilibrium constant; complex formation;

: 60-31-1
acetylcholine chloride

: 271770-12-8
Trp-Aib-Gly-Leu-NH-C6H3(3,5-Me2)

: C31H42N6O4*C7H16NO2(1+)*Cl(1-)

Conditions

Conditions	Yield
In chloroform-d1 at 24.84℃; Equilibrium constant; complex formation;

: 60-31-1
acetylcholine chloride

: 143760-37-6
2,11,20,29-tetraoxa[3.3.3.3]paracyclophane

: C32H32O4*C7H16NO2(1+)*Cl(1-)

Conditions

Conditions	Yield
In chloroform-d1 at 22.85℃; Equilibrium constant; Thermodynamic data; Further Variations:; Reaction partners;

: 60-31-1
acetylcholine chloride

: 868751-94-4, 406498-91-7
hexacyclohexanocucurbit[6]uril

: 485368-99-8
C7H16NO2(1+)*C60H72N24O12*Cl(1-)

: 60-31-1
acetylcholine chloride

: tin(ll) chloride

: 2Sn(2+)*(CH3)3NC2H4OC(O)CH3(1+)*5Cl(1-)=[CH3(O)COC2H4N(CH3)3]Sn2Cl5

Conditions

Conditions	Yield
In neat (no solvent) heated ammonium salt and SnCl2 (1:2 molar ratio) to ca. 150°C in air; dried at 100°C overnight;

: 60-31-1
acetylcholine chloride

: tin(ll) chloride

: 7646-85-7
zinc(II) chloride

: Sn(2+)*Zn(2+)*(CH3)3NC2H4OH(1+)*5Cl(1-)=[HOC2H4N(CH3)3]ZnSnCl5

Conditions

Conditions	Yield
In neat (no solvent) heated ammonium salt and metal chloride (1:1:1 molar ratio) to ca. 150°C in air; dried at 100°C overnight; MAS;

...Expand

: 60-31-1
acetylcholine chloride

: 7646-85-7
zinc(II) chloride

: 2Zn(2+)*(CH3)3NC2H4OC(O)CH3(1+)*5Cl(1-)=[CH3(O)COC2H4N(CH3)3]Zn2Cl5

Conditions

Conditions	Yield
In neat (no solvent) heated ammonium salt and zinc chloride (1:2 molar ratio) to ca. 150°C in air; dried at 100°C overnight;

: Cu(2+)*NH2CH(CH2C6H5)CO2(1-)*C12H8N2*NO3(1-)*2H2O=[Cu(NH2CH(CH2C6H5)CO2)(C12H8N2)(H2O)]NO3*H2O

: 60-31-1
acetylcholine chloride

: Cu(NH2CH(CH2C6H5)CO2)(C12H8N2)Cl*3H2O

Conditions

Conditions	Yield
In water crystn. (room temp.), recrystn. (aq. MeOH);

: C16H14N4*C42H42N28O14

: 60-31-1
acetylcholine chloride

A: 1095097-66-7
4-(4-aminophenylazo)naphthalen-1-amine

B: C7H16NO2(1+)*C42H42N28O14*Cl(1-)

Conditions

Conditions	Yield
pH=4.76; aq. acetate buffer;

...Expand

: sodium {[3-(5,6-dihydro-1,4,2-dioxazin-3-yl)pyridin-2-yl]sulfonyl}[(4,6-dimethoxypyrimidin-2-yl)carbamoyl]azanide

: 60-31-1
acetylcholine chloride

: 1187432-15-0
2-(acetyloxy)-N,N,N-trimethylethanaminium {[3-(5,6-dihydro-1,4,2-dioxazin-3-yl)pyridin-2-yl]sulfonyl}[(4,6-dimethoxypyrimidin-2-yl)carbamoyl]azanide

Conditions

Conditions	Yield
In methanol; water at 20℃; for 16h;

Acetylcholine chloride Consensus Reports

Reported in EPA TSCA Inventory.

Acetylcholine chloride Specification

The IUPAC name of 2-Acetoxyethyltrimethylammonium chloride is 2-acetyloxyethyl(trimethyl)azanium chloride. With the CAS registry number 60-31-1, it is also named as Chloroacetylcholine. The product's categories are Ammonium Chlorides (Quaternary); Quaternary Ammonium Compounds. It is white crystalline powder which is easily soluble in water, ethanol and propylene glycol, soluble in chloroform and acetic acid, insoluble in ether. And it is easy to decompose in hot water and alkaline solution. When heated to decomposition it emits very toxic fumes of NO_x and Cl⁻. Additionally, this chemical should be stored in the dry place and avoided direct sunshine with the temperature of 4°C.

The other characteristics of this product can be summarized as: (1)ACD/LogP: -3.90; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -3.9; (4)ACD/LogD (pH 7.4): -3.9; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 1; (8)ACD/KOC (pH 7.4): 1; (9)#H bond acceptors: 3; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 4; (12)Rotatable Bond Count: 4; (13)Exact Mass: 181.086956; (14)MonoIsotopic Mass: 181.086956; (15)Topological Polar Surface Area: 26.3; (16)Heavy Atom Count: 11; (17)Complexity: 115.

Preparation and Uses of 2-Acetoxyethyltrimethylammonium chloride: Using chloroethanol and trimethylamine aqueous solution as the starting material. And then acylating by acetic anhydride. Finally, after refining, we can get the product. Besides, this chemical is used as substrate for determination of acetylcholinesterase.

When you are using this chemical, please be cautious about it as the following:
It is irritating to eyes, respiratory system and skin. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. If you want to contact this product, you must wear suitable protective clothing, gloves and eye/face protection.

People can use the following data to convert to the molecule structure.
1. SMILES:[Cl-].O=C(OCC[N+](C)(C)C)C
2. InChI:InChI=1/C7H16NO2.ClH/c1-7(9)10-6-5-8(2,3)4;/h5-6H2,1-4H3;1H/q+1;/p-1
3. InChIKey:JUGOREOARAHOCO-REWHXWOFAJ

The following are the toxicity data which has been tested.

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
frog	LDLo	parenteral	200mg/kg (200mg/kg)	BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX) BEHAVIORAL: STIFFNESS CARDIAC: OTHER CHANGES	Naunyn-Schmiedeberg's Archiv fuer Experimentelle Pathologie und Pharmakologie. Vol. 166, Pg. 437, 1932.
frog	LDLo	unreported	500mg/kg (500mg/kg)	PERIPHERAL NERVE AND SENSATION: SPASTIC PARALYSIS WITH OR WITHOUT SENSORY CHANGE BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)	Naunyn-Schmiedeberg's Archiv fuer Experimentelle Pathologie und Pharmakologie. Vol. 164, Pg. 346, 1932.
guinea pig	LD50	intravenous	7700ug/kg (7.7mg/kg)		Archives Internationales de Pharmacodynamie et de Therapie. Vol. 170, Pg. 461, 1967.
mouse	LD50	intraperitoneal	15300ug/kg (15.3mg/kg)	BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES	Farmakologiya i Toksikologiya Vol. 20(4), Pg. 32, 1957.
mouse	LD50	intravenous	10mg/kg (10mg/kg)	PERIPHERAL NERVE AND SENSATION: SPASTIC PARALYSIS WITH OR WITHOUT SENSORY CHANGE	Journal of Pharmacology and Experimental Therapeutics. Vol. 119, Pg. 541, 1957.
mouse	LD50	oral	3gm/kg (3000mg/kg)		Journal of Pharmacology and Experimental Therapeutics. Vol. 58, Pg. 337, 1936.
mouse	LD50	subcutaneous	170mg/kg (170mg/kg)		Journal of Pharmacology and Experimental Therapeutics. Vol. 58, Pg. 337, 1936.
rat	LD50	intravenous	22mg/kg (22mg/kg)		Journal of Pharmacology and Experimental Therapeutics. Vol. 58, Pg. 337, 1936.
rat	LD50	oral	2500mg/kg (2500mg/kg)		Journal of Pharmacology and Experimental Therapeutics. Vol. 58, Pg. 337, 1936.
rat	LD50	subcutaneous	250mg/kg (250mg/kg)		Journal of Pharmacology and Experimental Therapeutics. Vol. 58, Pg. 337, 1936.

Product Name

Acetylcholine chloride

Synthetic route

Acetylcholine chloride Consensus Reports

Acetylcholine chloride Specification

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