114-80-7 Usage
Chemical Properties
Crystalline Solid
Uses
Different sources of media describe the Uses of 114-80-7 differently. You can refer to the following data:
1. antiscorbutic, antiviral
2. Cholinergic; miotic; antidote (curare)
3. A reversible acetylcholinesterase inhibitor
4. Neostigmine bromide has been used as an acetyl cholinesterase (AChE) inhibitor: to control reaction specificity of acetylcholinesterase in coronal organ of Botryllus schlosseri.to study its effects on abnormal contraction of pyloric circular smooth muscle strips (PCSMS).to study its effects on depolarization of bag cell neurons.
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.
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).
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.
Check Digit Verification of cas no
The CAS Registry Mumber 114-80-7 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,1 and 4 respectively; the second part has 2 digits, 8 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 114-80:
(5*1)+(4*1)+(3*4)+(2*8)+(1*0)=37
37 % 10 = 7
So 114-80-7 is a valid CAS Registry Number.
InChI:InChI=1/C12H19N2O2.BrH/c1-13(2)12(15)16-11-8-6-7-10(9-11)14(3,4)5;/h6-9H,1-5H3;1H/q+1;/p-1
114-80-7Relevant articles and documents
Synthesis method of neostigmine bromide
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Paragraph 0029; 0043; 0049; 0057; 0063, (2021/08/21)
The invention relates to the technical field of medicine synthesis, in particular to a synthesis method of neostigmine bromide. The synthesis method comprises the following steps of 1) selecting m-aminophenol of a formula (1) to react with halogenated methane to obtain halogenated quaternary ammonium salt methyl ether of a formula (2), 2) adding a catalyst into the halogenated quaternary ammonium salt methyl ether in the formula (2), and removing methyl ether to obtain m-phenolic hydroxyl quaternary ammonium salt in a formula (3), 3) forming a compound shown in a formula (4) from the m-phenolic hydroxyl quaternary ammonium salt shown in the formula (3) under a strong alkali condition, and 4) carrying out esterification reaction on the compound in the formula (4) and dimethyl carbamoyl bromide to obtain neostigmine bromide in a formula (5). According to the method, the m-aminophenol is adopted as the starting material, the price of the m-aminophenol is only one hundred of that of m-dimethylaminophenol, the cost of the neostigmine bromide can be greatly reduced when the m-aminophenol is used for synthesizing the neostigmine bromide, and mass production can be achieved.
Polystyrene sulfonate containing opthalmic solutions
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, (2008/06/13)
An opthalmic solution is provided for treatment of "dry eye", providing lubricating and cushioning effects for traumatized eyes, including trauma caused by the wearing of hard or gel-type contact lenses, and as a carrier for opthalmic medicaments. The solution is an aqueous solution of polystyrene sulfonate, optionally and preferably including polyethylene glycol, and other optional ingredients.
