Neostigmine Methyl Sulfate Chemical Properties

Melting point:

175-177 °C(lit.)

storage temp. 

-20°C

solubility 

H₂O: 1 g/mL

form 

powder

color 

white

Water Solubility 

1g/10mL

Merck 

14,6464

CAS DataBase Reference

51-60-5(CAS DataBase Reference)

Safety Information

Hazard Codes 

T+

Risk Statements 

28-36/37/38-42/43-26/27/28

Safety Statements 

36-45-36/37/39-28A

RIDADR 

UN 2811 6.1/PG 2

WGK Germany 

3

RTECS 

CY1225000

HazardClass 

6.1(a)

PackingGroup 

II

HS Code 

29242990

Toxicity

LD50 in mice (mg/kg): 0.16 i.v.; 0.42 s.c.; 7.5 orally, (Randall, Lehmann)

MSDS

• Language:English Provider:3-[[(Dimethylamino)carbonyl]oxy]-N,N,N-trimethylbenzenaminium methyl sulfate
• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich

Neostigmine Methyl Sulfate Usage And Synthesis

Description

Neostigmine is a reversible inhibitor of acetylcholinesterase (AChE; K_d = 260 μM). In a rat model of knee joint inflammation, intrathecal administration of neostigmine (2-30 μg) increases endogenous acetylcholine levels and dose-dependently increases the latency of paw withdrawal in response to thermal and mechanical stimuli (ED₅₀s = 6.6 and 3.5 μg, respectively). Neostigmine (5 μg, i.p.) restores muscle action potentials in mice with a thymopoietin-induced neuromuscular block. Formulations containing neostigmine have been used in the treatment of myasthenia gravis and Ogilvie syndrome.

Chemical Properties

Crystalline Solid

Uses

Cholinergic; miotic; antidote (curare)

Definition

ChEBI: Neostigmine methyl sulfate is an arylammonium sulfate salt. It has a role as an EC 3.1.1.8 (cholinesterase) inhibitor.

brand name

Prostigmine (ICN).

General Description

Neostigmine methylsulfate,(m-hydroxyphenyl)trimethylammonium methylsulfatedimethylcarbamate or the dimethylcarbamic ester of 3-hydroxyphenyltrimethylammoniummethylsulfate (Prostigminmethylsulfate), is a bitter, odorless, white, crystalline powder.It is very soluble in water and soluble in alcohol. Solutionsare stable and can be sterilized by boiling. The compound istoo hygroscopic for use in a solid form and thus is alwaysused as an injection. Aqueous solutions are neutral to litmus.

Clinical Use

The methylsulfate salt is used postoperatively as a urinarystimulant and in the diagnosis and treatment of myastheniagravis.

Purification Methods

Crystallise the sulfate from EtOH or Me2CO (m 143-144o). Its solubility in H2O is ~10%. [Beilstein 13 III 939.] (It is cholinergic and highly TOXIC.)

Neostigmine Methyl Sulfate(51-60-5)Related Product Information

• Ammonium bisulfite
• Tetramethylammonium hydroxide pentahydrate
• PHENYLTRIMETHYLAMMONIUM METHOSULFATE
• DIMETHYLAMMONIUM DIMETHYLCARBAMATE(DIMCARB)
• AMMONIUM CARBAMATE
• 3-METHOXY-N-METHYLANILINE
• Neostigmine Methyl Sulfate
• Ammonium sulfate
• Sulfuric acid
• Ammonium bisulfate
• 3-Dimethylaminophenol
• Tetramethylammonium hydrogen sulfate
• 3-dimethylaminophenyl dimethylcarbamate
• 3-Dimethylaminoanisole
• PHENYLTRIMETHYLAMMONIUM HYDROXIDE
• 3-AMINOPHENYL N,N-DIMETHYLCARBAMATE, 97
• Phenyl carbamate
• Ammonium Sulfite