2-(trimethylazaniumyl)ethyl carbamate chloride

• ChemBase ID: 126395
• Molecular Formular: C6H15ClN2O2
• Molecular Mass: 182.6485
• Monoisotopic Mass: 182.08220541
• SMILES: [Cl-].O=C(OCC[N+](C)(C)C)N
• Canonical SMILES: NC(=O)OCC[N+](C)(C)C.[Cl-]
• InChI: InChI=1S/C6H14N2O2.ClH/c1-8(2,3)4-5-10-6(7)9;/h4-5H2,1-3H3,(H-,7,9);1H
• InChIKey: AIXAANGOTKPUOY-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(trimethylazaniumyl)ethyl carbamate chloride
• IUPAC Traditional name: lentine chloride
• Brand Name: Miostat
• Synonyms: (2-Hydroxyethyl)trimethylammonium chloride carbamate; Carbachol; Carbamylcholine chloride; Carbamoylcholine chloride; (2-Carbamoyloxyethyl)trimethylammonium Chloride; (2-Hydroxyethyl)trimethyl ammonium Chloride Carbamate; Carbachol Chloride; Carbacholin; Carbacholine; Carbacholine Chloride; Carbacolina; Carbaminocholine Chloride; Carbaminoylcholine Chloride; Carbamiotin; Carbamoylcholine Chloride; Carbamoylcholine-hydrochloride; Carbastat Intraocular; Carbochol; Carbocholin; Carbocholine; Carbyl; Carcholin; Choline Carbamate Chloride; Coletyl; Doryl; Doryl (pharmaceutical); Isopto Carbachol; Jestryl; Lentin; Miostat; Moryl; Vasoperif; γ-Carbamoyl Choline Chloride; Carbamylcholine Chloride; 2-(trimethylazaniumyl)ethyl carbamate chloride; Carbachol; Carbachol; Carbamylcholine; 卡巴可

Database IDs

• CAS Number: 51-83-2
• EC Number: 200-127-3
• MDL Number: MFCD00012011
• Beilstein Number: 3917459
• Merck Index: 141779
• PubChem SID: 24892328; 162220729; 24277829
• PubChem CID: 5831
• CHEBI ID: 3385
• ATC CODE: QA03AB92; S01EB02; N07AB01
• CHEMBL: 14
• Chemspider ID: 5626
• DrugBank ID: DB00411
• IUPHAR ligand ID: 298
• KEGG ID: D00524
• Unique Ingredient Identifier: 8Y164V895Y
• Wikipedia Title: Carbachol

CALCULATED PROPERTIES

• Acid pKa: 15.226036
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): -4.554689
• LogD (pH = 7.4): -4.5546737
• Log P: -4.5546894
• Molar Refractivity: 50.0222 cm^3
• Polarizability: 15.18228 Å^3
• Polar Surface Area: 52.32 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: ethanol: soluble20 mg/mL; H2O: soluble1 g/mL
• Apperance: white crystalline
• Melting Point: 200-210 °C (dec.); 210 - 212°C; 210 °C (dec.)(lit.); ca 210°C dec.
• Hydrophobicity(logP): -4.319

Safety Information

• Storage Warning: Hygroscopic
• RTECS: GA0875000
• European Hazard Symbols: Toxic (T)
• UN Number: 2811; UN2811
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 2; II
• Risk Statements: 25
• Safety Statements: 36-45; 45
• TSCA Listed: 是
• GHS Pictograms: GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H300
• GHS Precautionary statements: P264-P270-P301+P310-P321-P405-P501A; P264-P301 + P310
• Personal Protective Equipment: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
• RID/ADR: UN 2811 6.1/PG 2

Pharmacology Properties

• Target: Others
• Admin Routes: Tablet, liquid, eye drops
• Legal Status: Rx-only
• Pregnancy Category: C (US)
• Gene Information: human ... CHRM1(1128), CHRM2(1129), CHRM3(1131), CHRM4(1132), CHRM5(1133), CHRNA2(1135)mouse ... Chrm1(12669)rat ... Chrm1(25229), Chrm2(81645), Chrm3(24260), Chrna2(170945), Chrna3(25101), Chrna4(25590); human ... CHRM1(1128), CHRM2(1129), CHRM3(1131), CHRM4(1132), CHRM5(1133)mouse ... Chrm1(12669)rat ... Chrm1(25229), Chrm2(81645), Chrm3(24260), Chrna2(170945), Chrna3(25101), Chrna4(25590)

Product Information

• Purity: ≥98% (titration); ≥99.0% (AT); 95%; 99%
• Grade: purum
• Linear Formula: NH2COOCH2CH2N(Cl)(CH3)3

DETAILS

Sigma Aldrich - C4382

Frequently Asked Questions
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包装
1 g in poly tube
10, 25 g in poly bottle
Biochem/physiol Actions
Non-selective cholinergic agonist that is resistant to the action of cholinesterases; inhibits apoptotic death of cultured neurons, and may induce apoptosis in thymocytes.

Sigma Aldrich - 21760

Other Notes
Agonist of muscarinic acetylcholine receptors1,2

Toronto Research Chemicals - C175970

Carbamylcholine Chloride is a cholinergic receptor agonist. Studies show that Carbamylcholine Chloride is resistant to the action of cholinesterases. Carbamylcholine Chloride also displays antiapoptotic effects in cerebellar granule neurons.

REFERENCES

• Yan, G.M. et al.: Mol. Pharmacol., 47, 248 (1995)
• Pugh, P.C. et al.: Mol. Cell. Neurosci., 15, 113 (1995)