Basic information
- CAS
1866-15-5- Standard SMILES
CC(=O)SCC[N+](C)(C)C.[I-]- InChIKey
NTBLZMAMTZXLBP-UHFFFAOYSA-M- Molecular formula
- C7H16INOS
- Average molar mass
- 289.18 g/mol
- Monoisotopic mass
- 288.99973
Names & identifiers
- Preferred name
- Acetylthiocholine iodide
- IUPAC
- 2-acetylsulfanylethyl(trimethyl)azanium iodide
- English name
- Acetylthiocholine iodide
- Molecular formula
- C7H16INOS
- Molecular weight
- 289.18
Names & synonyms
Show more names
Database identifiers
- CAS
1866-15-5- PubChem CID
- 74629
- DTXSID
DTXSID50883764- UNII
- 6SKH6P4YRN
- EC Number
- 217-474-1
Properties
Computed structural properties
- Topological polar surface area
- 42.4 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 4
- Heavy atoms
- 11
- Formal charge
- 0
- Complexity
- 117
Physicochemical properties
- Melting point
- 205 · 205-210 °C(lit.)
- Density
- 1.4885 · 1.4885 (estimate)
- storage temp.
- 2 · 2-8°C
- solubility
- 2 O: · H2O: 100 mg/mL
- form
- powder
- color
- white
- Water Solubility
- 2 O: · H2O: 100mg/mL
- Sensitive
- Light Sensitive & Hygroscopic
- BRN
- 3916578 · 3916578
- InChI
- InChI=1S/C7H16NOS.HI/c1-7(9)10-6-5-8(2,3)4;/h5-6H2,1-4H3;1H/q+1;/p-1
- InChIKey
- NTBLZMAMTZXLBP-UHFFFAOYSA-M
- SMILES
- [N+](C)(C)(C)CCSC(=O)C.[I-]
- CAS DataBase Reference
- 1866 · 1866-15-5(CAS DataBase Reference)
- FDA UNII
- 6 SKH6P4YRN · 6SKH6P4YRN
- EPA Substance Registry System
- 2 · Ethanaminium, 2-(acetylthio)-N,N,N-trimethyl-, iodide (1866-15-5)
- UNSPSC Code
- 12352204 · 12352204
- NACRES
- 83 · NA.83
- Symbol(GHS)
- 6 · GHS06
- Signal word
- Danger
- Hazard statements
- 301 · H301+H311
- Precautionary statements
- 264 · P264-P270-P280-P301+P310-P302+P352+P312-P361+P364
- PPE
- 2 · Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
- Hazard Codes
- T,Xi
- Risk Statements
- 21 · 21-25-36/37/38
- Safety Statements
- 26 · 26-36
- RIDADR
- 2811 · UN 2811 6.1/PG 3
- WGK Germany
- 3 · 3
- RTECS
- 9865000 · FZ9865000
- F
- 3 · 3-8-10
- TSCA
- TSCA listed
- HazardClass
- 6.1 · 6.1
- PackingGroup
- III
- HS Code
- 29309099 · 29309099
- Storage Class
- 6.1 C · 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
- Hazard Classifications
- 3 DermalAcute · Acute Tox. 3 DermalAcute Tox. 3 Oral
Safety & regulation
GHS classification
GHS Classification
Danger
H301 (100%): Toxic if swallowed [Danger Acute toxicity, oral];H311 (97.9%): Toxic in contact with skin [Danger Acute toxicity, dermal];H315 (97.9%): Causes skin irritation [Warning Skin corrosion/irritation];H319 (97.9%): Causes serious eye irritation [Warning Serious eye damage/eye irritation];H335 (95.8%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]
P261, P262, P264, P264+P265, P270, P271, P280, P301+P316, P302+P352, P304+P340, P305+P351+P338, P316, P319, P321, P330, P332+P317, P337+P317, P361+P364, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 48 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.;Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.
Hazard information
Regulatory Information
Chemical: Ethanaminium, 2-(acetylthio)-N,N,N-trimethyl-, iodide
2-Acetylthioethyltrimethylammonium iodide: Does not have an individual approval but may be used under an appropriate group standard
Regulatory information
Regulatory Information
Chemical: Ethanaminium, 2-(acetylthio)-N,N,N-trimethyl-, iodide
2-Acetylthioethyltrimethylammonium iodide: Does not have an individual approval but may be used under an appropriate group standard
Safety data
- F
- 3-8-10
- PPE
- Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
- wgk
- 3
- tsca
- TSCA listed
- rtecs
- FZ9865000
- ridadr
- UN 2811 6.1/PG 3
- hs_code
- 29309099
- risk_code
- 21-25-36/37/38
- Signal word
- Danger
- Symbol(GHS)
- GHS06
- hazard_code
- T,Xi
- safety_code
- 26-36
- hazard_class
- 6.1
- Storage Class
- 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
- packing_group
- III
- Hazard statements
- H301+H311
- Hazard Classifications
- Acute Tox. 3 DermalAcute Tox. 3 Oral
- Precautionary statements
- P264-P270-P280-P301+P310-P302+P352+P312-P361+P364
Chemistry & industry
Uses & manufacturing
Applications
DescriptionAcetylthiocholine iodide, also known as ATCI, serves as both an acetylcholinesterase (AChE) substrate and a nicotinic acetylcholine receptor (AChR) agonist. ATCI itself is a colorless and odorless compound. It exhibits solubility in both water and ethanol. It is a synthetic compound extensively employed in laboratory experiments to measure the activity of AChE, a vital enzyme responsible for the breakdown of the neurotransmitter acetylcholine (ACh) in the central and peripheral nervous systems. Additionally, it enables the evaluation of drug effects on AChE activity and facilitates investigations into the impact of toxins on the nervous system. Acetylthiocholine iodide functions as an inhibitor of AChE. By binding to the enzyme′s active site, it prevents AChE from catalyzing the breakdown of ACh. Consequently, ACh accumulates in the synaptic cleft, leading to increased neuron excitability. This inhibition of AChE by ATCI ultimately results in a higher ACh concentration within the synaptic cleft, yielding a range of physiological effects. These effects encompass heightened muscle contraction, increased heart rate and blood pressure, elevated salivation, intensified bronchial secretions, and augmented gastrointestinal activity[1].
UsesA nAChR agonist and substrate of acetylcholinesterase
UsesAcetylthiocholine iodide has been used as a substrate in the preparation of acetylcholine esterase (AChE) assay working solution for AChE activity assay. It has also been used as a component in phosphate buffer (PB) for cholinesterase assay.
UsesSubstrate for the colorimetric determination of acetylcholinesterase activity.
Upstream & downstream products
Upstream raw materials
Suppliers100 total
Related reactions
Compound notes
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