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Distigmine

Distigmine structure

Distigmine 

structure
  • CAS No:

    17299-00-2

  • Formula:

    C22H32N4O4

  • Chemical Name:

    Distigmine

  • Synonyms:

    Pyridinium,3,3′-[1,6-hexanediylbis[(methylimino)carbonyloxy]]bis[1-methyl-;Pyridinium,3-hydroxy-1-methyl-,hexamethylenebis[methylcarbamate] (2:1) (ester);3,3′-[1,6-Hexanediylbis[(methylimino)carbonyloxy]]bis[1-methylpyridinium];Distigmine

Description

Distigmine is a carbamate ester resulting from the formal condensation of both carboxy groups of hexane-1,6-diylbis(methylcarbamic acid) with the hydroxy group of 3-hydroxy-1-methylpyridinium. It has a role as an EC 3.1.1.8 (cholinesterase) inhibitor and a muscarinic agonist. It is a pyridinium ion and a carbamate ester.|Distigmine is a parasympathomimetic agent with a longer duration of action and enhanced drug accumulation compared to [DB00545] and [DB01400]. It is an anticholinergic drug and long-acting reversible carbamate cholinesterase inhibitor that binds directly and competitively to the agonist binding sites of muscurinic receptors. Distigmine is available in several countries as a treatment of underactive detrusor and voiding dysfunction in the urinary tract where the active ingredient is distigmine bromide. It improves detrusor function thereby restoring normal voiding patterns in patients suffering from detrusor underactivity.

Distigmine Basic Attributes

416.5 g/mol

416.24235551 g/mol

T940307O7B

DTXSID00169484

N - Nervous system

Characteristics

66.8 Ų

Drug Information

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.)

distigmine

Computed Properties

Molecular Weight:416.5
XLogP3:2.7
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:11
Exact Mass:416.24235551
Monoisotopic Mass:416.24235551
Topological Polar Surface Area:66.8
Heavy Atom Count:30
Formal Charge:2
Complexity:487
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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