3-[(dimethylcarbamoyl)oxy]-N,N,N-trimethylanilinium methyl sulfate

• ChemBase ID: 104408
• Molecular Formular: C13H22N2O6S
• Molecular Mass: 334.38858
• Monoisotopic Mass: 334.11985743
• SMILES: COS(=O)(=O)[O-].CN(C)C(=O)Oc1cc(ccc1)[N+](C)(C)C
• Canonical SMILES: O=C(N(C)C)Oc1cccc(c1)[N+](C)(C)C.COS(=O)(=O)[O-]
• InChI: InChI=1S/C12H19N2O2.CH4O4S/c1-13(2)12(15)16-11-8-6-7-10(9-11)14(3,4)5;1-5-6(2,3)4/h6-9H,1-5H3;1H3,(H,2,3,4)/q+1;/p-1
• InChIKey: OSZNNLWOYWAHSS-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[(dimethylcarbamoyl)oxy]-N,N,N-trimethylanilinium methyl sulfate
• IUPAC Traditional name: neostigmine methyl sulfate(1-); neostigmine monomethyl sulfate
• Synonyms: Intrastigmina; Juvastigmin; Metastigmin; Neostigmin; Normastigmin; Prostigmin; Stiglyn; 3-(N,N-Dimethylcarbamoyloxy)-N,N,N,-trimethylanilinium methyl sulfate; Neostigmine methyl sulfate; 3-[([Dimethylamino]carbonyl)-oxy]-N,N,N-trimethylbenzaminium methyl sulfate; NEOSTIGMINE METHYL SULFATE; N,N,N-三甲基-2-[(二甲氨基)甲酰氧基]苯铵甲磺酸盐; 甲基硫酸新斯的明

Database IDs

• CAS Number: 51-60-5
• EC Number: 200-109-5
• MDL Number: MFCD00011796
• PubChem SID: 162091047; 24897553
• PubChem CID: 5824

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): -2.2459824
• LogD (pH = 7.4): -2.2459824
• Log P: -2.2459824
• Molar Refractivity: 75.2818 cm^3
• Polarizability: 24.687561 Å^3
• Polar Surface Area: 29.54 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: White Solid
• Melting Point: 142°C; 142-145; 142-145°C

Safety Information

• Storage Condition: 0°C, Desiccate; Refrigerator
• RTECS: CY1225000
• European Hazard Symbols: Toxic (T); Highly toxic (T+)
• UN Number: 2811
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 2; II
• Australian Hazchem: 2XE
• Risk Statements: 28-36/37/38-42/43; R:25
• Safety Statements: 36-45; S:28-36/37/39-45-53
• EU Classification: T2
• EU Hazard Identification Number: 6.1B
• Emergency Response Guidebook(ERG) Number: 154
• GHS Pictograms: GHS06; GHS08
• GHS Signal Word: Danger
• GHS Hazard statements: H300-H315-H319-H334-H335
• GHS Precautionary statements: P261-P264-P301 + P310-P305 + P351 + P338-P342 + P311
• Personal Protective Equipment: Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• RID/ADR: UN 2811 6.1/PG 2
• Storage Temperature: -20°C

Product Information

• Purity: 98%
• Empirical Formula (Hill Notation): C13H22N2O6S

DETAILS

MP Biomedicals - 02155816

[3-[([Dimethylamino]carbonyl)-oxy]-N,N,N-trimethylbenzaminium methyl sulfate] Crystalline

MP Biomedicals - 05211344

MP Biomedicals Rare Chemical collection

Sigma Aldrich - N2126

Biochem/physiol Actions
Reversible inhibitor of acetylcholinesterase that is similar to eserine, but does not cross the blood-brain barrier.

Sigma Aldrich - 286818

Biochem/physiol Actions
Reversible inhibitor of acetylcholinesterase that is similar to eserine, but does not cross the blood-brain barrier.

Toronto Research Chemicals - N390020

Cholinergic; miotic; antidote (curare).

REFERENCES

• Calvey, T.N., et al.: Br. J. Clin. Pharmacol., 7, 149 (1979)
• Al-Badr, A.A., et al.: Anal. Profiles Drug Subs., 16, 403 (1979)