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Neostigmine bromide

Neostigmine bromide structure

CAS No:
114-80-7
Formula:
C12H19N2O2.Br
Chemical Name:
Neostigmine bromide
Synonyms:
Benzenaminium,3-[[(dimethylamino)carbonyl]oxy]-N,N,N-trimethyl-,bromide (1:1);Neostigmine bromide;Ammonium,(m-hydroxyphenyl)trimethyl-,bromide,dimethylcarbamate;Benzenaminium,3-[[(dimethylamino)carbonyl]oxy]-N,N,N-trimethyl-,bromide;(m-Hydroxyphenyl)trimethylammonium bromide,dimethylcarbamate;Carbamic acid,dimethyl-,ester with (m-hydroxyphenyl)trimethylammonium bromide;Eustigmin bromide;Kirkstigmine bromide;Neoeserine bromide;Philostigmin bromide;Prostigmin bromide;Prostigmine bromide;Stigmanol bromide;Stigmosan bromide;Syntostigmin bromide;Vagostigmine bromide;Syntostigmin (tablet);(3-Dimethylcarbamoyloxyphenyl)trimethylammonium bromide;Neoesserin;Amostigmine
Categories:
Active Pharmaceutical Ingredients > Nervous System Drugs

Description

Neostigmine Bromide is a cholinesterase inhibitor used in the treatment of myasthenia gravis.Target: CholinesteraseNeostigmine is a parasympathomimetic that acts as a reversible acetylcholinesterase inhibitor. Neostigmine enhances excitatory parasympathetic activity by competing with acetylcholine for attachment to acetylcholinesterase at sites of cholinergic transmission and enhancing cholinergic action. Neostigmine is a safe and effective treatment for acute colonic pseudo-obstruction

Neostigmine bromide is the bromide salt of neostigmine. It contains a neostigmine.|A cholinesterase inhibitor used in the treatment of myasthenia gravis and to reverse the effects of muscle relaxants such as gallamine and tubocurarine. Neostigmine, unlike PHYSOSTIGMINE, does not cross the blood-brain barrier.

Neostigmine bromide Basic Attributes

Molecular Weight：

303.2

Exact Mass：

302.062988

EC Number：

204-054-8

UNII：

005SYP50G5

NSC Number：

757233

DSSTox ID：

DTXSID9041075

HScode：

2924299090

Characteristics

PSA：

29.5

XLogP3：

-1.05230

Appearance：

white powder

Melting Point：

167 °C (decomp)

Water Solubility：

H2O: 1 g/mL

Storage Conditions：

-20°C Freezer

Toxicity：

Intravenous-rat LD50: 0.165 mg/kg; Intravenous-mouse LD50: 0.30 mg/kg

Flammability characteristics：

Combustible, decomposes toxic nitrogen oxides and bromide gases when burned

Collision Cross Section：

153.9 Å² [M+H]+ [CCS Type: TW, Method: calibrated with polyalanine and drug standards]

Safety Information

Packing level：

Ⅱ

Hazard category：

6.1(a)

Transport codes：

UN 2811 6.1/PG 2

wgk germany：

hazard class code：

26/27/28-36/37/38-42/43-25

safety instructions：

22-26-36/37/39-45-37/39-28A

RTECS Number：

BR3150000

Marks：

T+,T

Storage features：

Treasury is low temperature, ventilated, dry; stored separately from food raw materials

Precautionary statement(s)：

Missing Phrase - N15.00950417-P260-P280-P284-P302 + P352 + P310-P304 + P340 + P310

Hazard Statements：

H300 + H310 + H330-H315-H317-H319-H334-H335

GHS Classification：

|Danger|H300 (95.12%): Fatal if swallowed [Danger Acute toxicity, oral]|P260, P261, P262, P264, P270, P271, P272, P280, P284, P285, P301+P310, P302+P350, P302+P352, P304+P340, P304+P341, P305+P351+P338, P310, P312, P320, P321, P322, P330, P332+P313, P333+P313, P337+P313, P342+P311, P361, P362, P363, P403+P233, P405, and P501|Aggregated GHS information provided by 41 companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Toxicity

Toxicity class：

most toxic

Drug Information

MeSH：

Drugs that mimic the effects of parasympathetic nervous system activity. Included here are drugs that directly stimulate muscarinic receptors and drugs that potentiate cholinergic activity, usually by slowing the breakdown of acetylcholine (CHOLINESTERASE INHIBITORS). Drugs that stimulate both sympathetic and parasympathetic postganglionic neurons (GANGLIONIC STIMULANTS) are not included here. (See all compounds classified as Parasympathomimetics.)|Drugs that inhibit cholinesterases. The neurotransmitter ACETYLCHOLINE is rapidly hydrolyzed, and thereby inactivated, by cholinesterases. When cholinesterases are inhibited, the action of endogenously released acetylcholine at cholinergic synapses is potentiated. Cholinesterase inhibitors are widely used clinically for their potentiation of cholinergic inputs to the gastrointestinal tract and urinary bladder, the eye, and skeletal muscles; they are also used for their effects on the heart and the central nervous system. (See all compounds classified as Cholinesterase Inhibitors.)

MeSH Entry Terms：

Bromide, Neostigmine

Neostigmine bromide Use and Manufacturing

Methods of Manufacturing

Meta-dimethylaminophenol (see 15070) and dimethylcarbamoyl chloride are esterified to obtain the neosmin base, which is then reacted with bromomethane to form a quaternary ammonium salt to produce bromosin. If the neosmin base is reacted with dimethyl sulfate to form a quaternary ammonium salt, the neosmin methyl sulfate ([51-60-5]) is prepared.

Uses

Cholinergic; miotic; antidote (curare)

Computed Properties

Molecular Weight:303.20
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:3
Exact Mass:302.06299
Monoisotopic Mass:302.06299
Topological Polar Surface Area:29.5
Heavy Atom Count:17
Complexity:246
Covalently-Bonded Unit Count:2
Compound Is Canonicalized:Yes

Drug Function and Efficacy

This product has anticholinesterase effect and can directly stimulate N2 choline receptors on the motor end plate of skeletal muscle, so it has a stronger effect on skeletal muscle. However, it has a weaker effect on glandular, eye, cardiovascular and bronchial smooth muscles. It can promote gastric contraction and increase gastric acid secretion on gastrointestinal smooth muscles. In patients with obvious esophageal relaxation and dilation, this product can effectively increase esophageal tension. This product can promote the peristalsis of the small intestine, large intestine, especially the colon, and promote the downward movement of contents.

This ingredient has been used in drugs with the following functions (note: it does not mean that the ingredient itself has the following health functions)

Related Drugs

Neostigmine Bromide Tablets
Ingredients	Neostigmine Bromide
Indication	1. This product should not be used in combination with depolarizing muscle relaxants. 2. This product should not be used in combination with beta-receptor blockers. 3. Certain drugs that can interfere with muscle transmission, such as quinidine, can weaken the effect of this product and should not be used together.
Specifications	15 mg
Manufacturer	Shanghai Sine Pharmaceutical Laboratories Co., Ltd.

Registered Holders

Patheon Austria GmbH & CoKG

Austria
Active
東京化成工業株式会社

Japan
Active
PATHEON AUSTRIA GMBH & CO. KG

European Union
Active

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CAS No.: 114-80-7

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Neostigmine bromide

CAS No.: 114-80-7

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