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Ambenonium chloride

Ambenonium chloride structure

CAS No:
115-79-7
Formula:
C28H42Cl2N4O2.2Cl
Chemical Name:
Ambenonium chloride
Synonyms:
Benzenemethanaminium,N,N′-[(1,2-dioxo-1,2-ethanediyl)bis(imino-2,1-ethanediyl)]bis[2-chloro-N,N-diethyl-,chloride (1:2);Ammonium,[oxalylbis(iminoethylene)]bis[(o-chlorobenzyl)diethyl-,dichloride;Benzenemethanaminium,N,N′-[(1,2-dioxo-1,2-ethanediyl)bis(imino-2,1-ethanediyl)]bis[2-chloro-N,N-diethyl-,dichloride;[Oxalylbis(iminoethylene)]bis[(o-chlorobenzyl)diethylammonium chloride];Win 8077;Ambenonium chloride;N,N′-Bis-2-[(2-chlorobenzyl)diethylammonium chloride]-ethyloxamide;N,N′-Bis-(2-diethylaminoethyl)oxamide bis-2-chlorobenzylchloride;Mysuran;Mytelase;Mytelase chloride;Oxamizil;Oxazyl;Ambenonium dichloride;Mysuran chloride;Oxazil;Misuran;Ambestigmin chloride
Categories:
Organic Chemistry > Amides

Description

Ambenonium chloride is a symmetrical oxalamide-based bis-quaternary ammonium salt having ethyl and 2-chlorobenzyl groups attached to the nitrogens. It has a role as an EC 3.1.1.8 (cholinesterase) inhibitor and a neurotransmitter agent. It is a quaternary ammonium salt and an organic chloride salt.|Ambenonium Chloride is the chloride salt form of ambenonium, a quaternary ammonium compound with parasympathomimetic activity. Ambenonium chloride is a rapid indirect-acting cholinergic agonist that reversibly blocks the activity of acetylcholinesterase, thereby prevents acetylcholine hydrolysis and prolonging its activity on nicotinic receptors at the neuromuscular junction.|A quaternary ammonium compound that is an inhibitor of cholinesterase activity with actions similar to those of NEOSTIGMINE, but of longer duration. Ambenonium is given by mouth in the treatment of myasthenia gravis. (From Martindale, The Extra Pharmacopoeia, 30th ed, p1112)

Ambenonium chloride Basic Attributes

Molecular Weight：

608.478

Exact Mass：

606.20600

EC Number：

204-107-5

UNII：

51FOB87G3I

DSSTox ID：

DTXSID3022582

NCI Thesaurus Code：

C47388

Characteristics

PSA：

58.20000

Melting Point：

197.5 °C

Safety Information

Transport codes：

UN 2811 6.1/PG 2

hazard class code：

safety instructions：

28-36/37-45

Marks：

T+

Precautionary statement(s)：

P264, P270, P301+P310, P321, P330, P405, P501

Hazard Statements：

H300

GHS Classification：

|Danger|H300 (100%): Fatal if swallowed [Danger Acute toxicity, oral]|P264, P270, P301+P310, P321, P330, P405, and P501|Aggregated GHS information provided by 38 companies from 1 notifications to the ECHA C&L Inventory.

Drug Information

MeSH：

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.)|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.)

MeSH Entry Terms：

Ambenonium Chloride

Ambenonium chloride Use and Manufacturing

Uses

Ambenonium Dichloride used in the discovery and design of ApoE4 (apolipoprotein E4) inhibitors with biological activity showing against Alzheimer~"s disease. Cholinesterase inhibitor.

Use Classification：

Human Drugs -> FDA Approved Drug Products with Therapeutic Equivalence Evaluations (Orange Book) -> Active Ingredients

Computed Properties

Molecular Weight:608.5
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:14
Exact Mass:608.203237
Monoisotopic Mass:606.206187
Topological Polar Surface Area:58.2
Heavy Atom Count:38
Complexity:614
Covalently-Bonded Unit Count:3
Compound Is Canonicalized:Yes

Drug Function and Efficacy

This product is a cholinesterase inhibitor, similar to neostigmine, but with a stronger and longer-lasting effect. The minimum lethal dose for humans is 60 mg.

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

Compound Licorice and Fritillary Ammonium Chloride Tablets
Ingredients	Ambenonium chloride
Indication	1. This product should not be used with sulfadiazine or nitrofurantoin. 2. If used with other drugs at the same time, drug interactions may occur. Please consult your doctor or pharmacist for details.
Specifications	Compound
Manufacturer	Zhejiang Conba Pharmaceutical Co., Ltd.

Compound Licorice and Fritillary Ammonium Chloride Tablets
Ingredients	Ambenonium chloride
Indication	Not yet clear.
Specifications	Each tablet weighs 0.6 grams
Manufacturer	Shandong Xianhe Pharmaceutical Co., Ltd.

Compound Licorice and Fritillary Ammonium Chloride Tablets
Ingredients	Ambenonium chloride
Indication	1 This product should not be used with sulfadiazine or nitrofurantoin. 2 If used with other drugs at the same time, drug interactions may occur. Please consult your doctor or pharmacist for details.
Specifications	Compound
Manufacturer	Xinjiang Quanan Pharmaceutical Co., Ltd.

See More Related Drugs