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Neostigmine bromide

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Neostigmine bromide Basic information

Product Name:
Neostigmine bromide
Synonyms:
  • stigmanolbromide
  • stigmosanbromide
  • synstigminbromide
  • (3-HYDROXYPHENYL)TRIMETHYLAMMONIUM BROMIDE DIMETHYL CARBAMATE
  • 3-[[(DIMETHYLAMINO)CARBONYL]OXY]-N,N,N-TRIMETHYLBENZAMINIUM BROMIDE
  • 3-[[(DIMETHYLAMINO)CARBONYL]OXY]-N,N,N-TRIMETHYLBENZENAMINIUM BROMIDE
  • (3-DIMETHYLCARBAMOYLOXYPHENYL)TRIMETHYLAMMONIUM BROMIDE
  • Juvastigmin
CAS:
114-80-7
MF:
C12H19BrN2O2
MW:
303.2
EINECS:
204-054-8
Product Categories:
  • CENOLATE
  • Alkaloids
  • Ammonium Bromides (Quaternary)
  • Quaternary Ammonium Compounds
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
  • Benzene derivatives
  • Acetylcholine receptor
  • 1
Mol File:
114-80-7.mol
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Neostigmine bromide Chemical Properties

Melting point:
175-177 °C(lit.)
Density 
1.4344 (rough estimate)
refractive index 
1.5410 (estimate)
storage temp. 
Inert atmosphere,Room Temperature
solubility 
H2O: 1 g/mL
form 
powder
color 
white
PH
5.2~6.2 (100g/l, 25℃)
Water Solubility 
1 g/ mL
Merck 
14,6464
EPA Substance Registry System
Benzenaminium, 3-[[(dimethylamino)carbonyl]oxy]-N,N,N-trimethyl-, bromide (114-80-7)
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Safety Information

Hazard Codes 
T+,T
Risk Statements 
26/27/28-36/37/38-42/43-25
Safety Statements 
22-26-36/37/39-45-37/39-28A
RIDADR 
UN 2811 6.1/PG 2
WGK Germany 
3
RTECS 
BR3150000
HazardClass 
6.1(a)
PackingGroup 
II
HS Code 
29239000

MSDS

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Neostigmine bromide Usage And Synthesis

Chemical Properties

Crystalline Solid

Uses

antiscorbutic, antiviral

Uses

Cholinergic; miotic; antidote (curare)

General Description

Neostigmine bromide, (m-hydroxyphenyl)trimethylammonium bromide dimethylcarbamateor the dimethylcarbamic ester of 3-hydroxyphenyltrimethylammoniumbromide (Prostigmin bromide), is usedas an antidote to nondepolarizing neuromuscular blockingdrugs and in the treatment of myasthenia gravis. It occurs asa bitter, odorless, white, crystalline powder. It is soluble inwater and alcohol. The crystals are much less hygroscopicthan those of neostigmine methylsulfate and thus may beused in tablets. Solutions are stable and may be sterilized byboiling. Aqueous solutions are neutral to litmus.

Clinical Use

Use of physostigmine, as a prototype of an indirect-actingparasympathomimetic drug, facilitated the development ofstigmine, in which a trimethylamine group was placed para toa dimethylcarbamate group in benzene. Better inhibition ofcholinesterase was observed when these groups were placedmeta to each other as in neostigmine, a more active and usefulagent. Although physostigmine contains a methylcarbamatefunctional group, greater chemical stability towardhydrolysis was obtained with the dimethylcarbamyl group inneostigmine.

Safety Profile

Poison by ingestion, subcutaneous, intravenous, and intraperitoneal routes. When heated to decomposition it emits very toxic fumes of Br-, NH3, and NOx. See also CARBAMATES and BROMIDES.

Purification Methods

Crystallise neostigmine bromide from EtOH/diethyl ether. Its solubility in H2O is ~50%. [Beilstein 13 III 939.] (It is cholinergic and highly TOXIC.) The starting material 3-dimethylcarbamoyl-N,N-dimethylaniline [59-99-4] has b 195o/20mm [Beilstein 13 III 936], and its picrate has m 138o (from EtOH).

Neostigmine bromide Preparation Products And Raw materials

Raw materials

Neostigmine bromide Supplier

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