ChemicalBook--->CAS DataBase List--->114-80-7

114-80-7

114-80-7 Structure

114-80-7 Structure
IdentificationBack Directory
[Name]

Neostigmine bromide
[CAS]

114-80-7
[Synonyms]

Prostigmi
prostigmin
Neoesserin
Neostigmin
Juvastigmin
PROSTIGMINE
eustigminbromide
stigmanolbromide
stigmosanbromide
proserinebromide
neoserinebromide
prostigminbromide
synstigminbromide
prostigminebromide
leostigminebromide
Neoeserine BroMide
philostigminbromide
rcrawastenumberu053
Synstigmine bromide
vagostigminebromide
syntostigminbromide
kirkstigminebromide
NEOSTIGMINE BROMIDE
NEOSTIGIMINE BROMIDE
syntostigminebromide
syntostigmin(tablet)
synthostigminebromide
NEOSTIGMINEBROMIDE,USP
NEOSTIGMINE BROMIDE(RG)
Neostigmine bromide,99%
neostigminemethylbromide
Neostigmine Bromide (200 mg)
NeostigMine broMide(ProstigMin)
NEOSTIGMINE BROMIDE IRREVERSIBLE INHIBIT O
3-dimethylcarbamoxyphenyltrimethylammoniumbromide
(3-DIMETHYLCARBAMOYLOXYPHENYL)TRIMETHYLAMMONIUM BROMIDE
3-[(diMethylcarbaMoyl)oxy]-N,N,N-triMethylaniliniuM broMide
3-hydroxyphenyltrimethylammoniumbromidedimethylcarbamicester
3-[[Dmiethylamino)carbonyl]oxy]-N,N,N-trimethylbenzen-aminium
(m-hydroxyphenyl)trimethyl-ammonium bromide dimethylcarbamate
(3-HYDROXYPHENYL)TRIMETHYLAMMONIUM BROMIDE DIMETHYL CARBAMATE
3-(n,n-dimethylcarbamoyloxy)-n,n,n,-trimethylanilinium bromide
Ammonium,(m-hydroxyphenyl)trimethyl-,bromide,dimethylcarbamate
3-((diMethylcarbaMoyl)oxy)-N,N,N-triMethylbenzenaMiniuM broMide
3-[[(DIMETHYLAMINO)CARBONYL]OXY]-N,N,N-TRIMETHYLBENZAMINIUM BROMIDE
dimethyl-carbamicaciesterwith(m-hydroxyphenyl)trimethylammoniumbromi
3-(((dimethylamino)carbonyl)oxy)-n,n,n-trimethyl-benzenaminiubromide
3-[[(DIMETHYLAMINO)CARBONYL]OXY]-N,N,N-TRIMETHYLBENZENAMINIUM BROMIDE
Benzenaminium,3-[[(dimethylamino)carbonyl]oxy]-N,N,N-trimethyl-,bromide(9CI)
3-[[(dimethylamino)carbonyl]oxy]-N,N,N-trimethyl-benzenaminium,bromide (1:1)
3-(N,N-Dimethylcarbamoyloxy)-N,N,N,-trimethylanilinium bromide, Prostigmine
(3-Dimethylcarbamoyloxyphenyl)trimethylammonium Bromide (3-Hydroxyphenyl)trimethylammonium Bromide Dimethyl Carbamate
[EINECS(EC#)]

204-054-8
[Molecular Formula]

C12H19BrN2O2
[MDL Number]

MFCD00011795
[MOL File]

114-80-7.mol
[Molecular Weight]

303.2
Chemical PropertiesBack Directory
[Appearance]

Crystalline Solid
[Melting point ]

175-177 °C(lit.)
[density ]

1.4344 (rough estimate)
[refractive index ]

1.5410 (estimate)
[storage temp. ]

-20?C Freezer
[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
[BCS Class]

3
[EPA Substance Registry System]

Benzenaminium, 3-[[(dimethylamino)carbonyl] oxy]-N,N,N-trimethyl-, bromide(114-80-7)
Hazard InformationBack Directory
[Chemical Properties]

Crystalline Solid
[Uses]

antiscorbutic, antiviral
[Uses]

Cholinergic; miotic; antidote (curare)
[Definition]

ChEBI: Neostigmine bromide is the bromide salt of neostigmine. It contains a neostigmine.
[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.
[Biological Activity]

neostigmine bromide is a reversible inhibitor of acetylcholinesterase.[1]ache (acetylcholinesterase) is a hydrolase that hydrolyzes the neurotransmitter acetylcholine at the neuromuscular junction and cholinergic synaspe. it terminates the signal transductions and plays a role in neuronal apoptosis.neostigmine bromide is a quaternary amine that blocked cholinesterase activity to extend and enhance the muscarinic and nicotinic effects of acetylcholine. it is implicated for the treatment of primary open-angle glaucoma, postoperative urinary retention, paralytic ileus, myasthenia gravis etc. it is also reported to be an adjuvant to local anaesthetics and opioids for post-surgical pain after gynaecological or abdominal surgery. [1]
[Biochem/physiol Actions]

Neostigmine bromide is a quaternary amine. It is involved in elongating and boosting the muscarinic and nicotinic effects of acetylcholine by inhibiting cholinesterase activity. It is used in anesthesia to reverse the neuromuscular blockade produced by competitive neuromuscular blockers.
[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.
[storage]

Store at -20°C, protect from light
[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).
[References]

[1] el-kosasy am, nebsen m, abd el-rahman mk, salem my, el-bardicy mg. comparative study of 2-hydroxy propyl beta cyclodextrin and calixarene as ionophores in potentiometric ion-selective electrodes for neostigmine bromide. talanta. 2011 aug 15;85(2):913-8.
Safety DataBack Directory
[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
[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.
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Methyl bromide-->Dimethylcarbamoyl chloride
[Preparation Products]

3-AMINOPHENYL N,N-DIMETHYLCARBAMATE, 97
Spectrum DetailBack Directory
[Spectrum Detail]

Neostigmine bromide(114-80-7)MS
Neostigmine bromide(114-80-7)1HNMR
Neostigmine bromide(114-80-7)13CNMR
Neostigmine bromide(114-80-7)IR1
Neostigmine bromide(114-80-7)IR2
Neostigmine bromide(114-80-7)Raman
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