Drug Details

General Information of the Drug (ID: DR0176)
Name
Neostigmine
Synonyms
NEOSTIGMINE; Eustigmin; Eustigmine; Prostigmine; Vagostigmine; Prostigmin; 59-99-4; Juvastigmin; m-Trimethylammoniumphenyldimethylcarbamate; Neostigmine [BAN]; 3-Trimethylammoniumphenyl N,N-dimethylcarbamate; 3-[(dimethylcarbamoyl)oxy]-N,N,N-trimethylanilinium; Vagostigmin; Neostigmine (BAN); UNII-3982TWQ96G; (m-Hydroxyphenyl)trimethylammonium dimethylcarbamate; Prostigmin (TN); Neostigmin; CHEBI:7514; CHEMBL278020; Intrastigmina; Neostigminum; Benzenaminium, 3-(((dimethylamino)carbonyl)oxy)-N,N,N-trimethyl-; 3982TWQ96G; [3-(dimethylcarbamoyloxy)phenyl]-trimethyl-azanium bromide; 3-{[(dimethylamino)carbonyl]oxy}-N,N,N-trimethylanilinium; Benzenaminium, 3-[[(dimethylamino)carbonyl]oxy]-N,N,N-trimethyl-; 3-((dimethylcarbamoyl)oxy)-N,N,N-trimethylbenzenaminium; [3-(dimethylcarbamoyloxy)phenyl]-trimethyl-azanium; sulfonatooxymethane; CCRIS 3079; HSDB 3921; NCGC00163240-01; CAS-114-80-7; BRN 3615946; (m-Hydroxyphenyl)trimethylammonium dimethylcarbamate (ester); Ammonium, (m-hydroxyphenyl)trimethyl-, dimethylcarbamate (ester); [3-(dimethylcarbamoyloxy)phenyl]-trimethylazanium; Spectrum_001061; Prestwick0_000468; Prestwick1_000468; Prestwick2_000468; Prestwick3_000468; Spectrum2_001278; Spectrum4_000072; Spectrum5_001234; Lopac-N-2001; bmse000762; Lopac0_000816; SCHEMBL34419; BSPBio_000576; KBioGR_000623; KBioSS_001541; [3-(dimethylcarbamoyloxy)phenyl]-trimethyl-azanium; DivK1c_000165; DivK1c_000198; SPBio_001276; SPBio_002515; BPBio1_000634; GTPL8993; ZINC1792; DTXSID1023360; ALWKGYPQUAPLQC-UHFFFAOYSA-; KBio1_000165; KBio1_000198; KBio2_001541; KBio2_004109; KBio2_006677; NINDS_000165; NINDS_000198; HMS2089A22; BDBM50022775; STL058953; AKOS005711366; CCG-204900; DB01400; MCULE-3501840981; IDI1_000165; IDI1_000198; MLS-0002855; NCGC00015730-01; NCGC00015730-02; NCGC00015730-03; NCGC00015730-04; NCGC00015730-05; NCGC00015730-06; NCGC00015730-07; NCGC00015730-08; NCGC00015730-09; NCGC00015730-24; NCGC00021658-03; SBI-0050793.P004; AB00053807; C07258; D08261; AB00053807-25; AB00053807-26; AB00053807_27; AB00053807_28; AB00053807_29; Q410546; BRD-K18922609-004-04-1; BRD-K18922609-004-14-0; Benzenaminium, 3-(((dimethylamino)carbonyl)oxy)-N,N,N-trimethyl- (9CI)
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Molecular Type
Small molecule
Disease Myasthenia gravis [ICD-11: 8C6Y] Approved [1]
Structure
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2D MOL

3D MOL

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Formula
C12H19N2O2+
PubChem CID
4456
Canonical SMILES
CN(C)C(=O)OC1=CC=CC(=C1)[N+](C)(C)C
InChI
1S/C12H19N2O2/c1-13(2)12(15)16-11-8-6-7-10(9-11)14(3,4)5/h6-9H,1-5H3/q+1
InChIKey
ALWKGYPQUAPLQC-UHFFFAOYSA-N
CAS Number
CAS 59-99-4
ChEBI ID
CHEBI:7514
TTD Drug ID
D08USJ
DrugBank ID
DB01400
Combinatorial Therapeutic Effect(s) Validated Clinically or Experimentally
    α. A List of Natural Product(s) Able to Enhance the Efficacy of This Drug
          Anisodamine      Solanaceae     Click to Show/Hide the Molecular Data of This NP
                 Achieving Therapeutic Synergy     Click to Show/Hide
                    Representative Experiment Reporting the Effect of This Combination [2]
                    Detail(s)  Combination Info  click to show the detail info of this combination
                    Molecule(s)
                    Regulation		 Up-regulation Expression JAK-2  Molecule Info 
Pathway MAP
Up-regulation Expression STAT3  Molecule Info 
Pathway MAP
                    In-vivo Model SD rats (250-270 g), C57BL/6 mice (25-30 g), and rabbits (2-3 kg) CS models were used in this study.
                    Experimental
                    Result(s)		 Ani/Neo combination could produce therapeutic effects in CS.
Target and Pathway
Target(s) Acetylcholinesterase (AChE)  Molecule Info  [3]
KEGG Pathway Glycerophospholipid metabolism Click to Show/Hide
2 Cholinergic synapse
Panther Pathway Muscarinic acetylcholine receptor 1 and 3 signaling pathway Click to Show/Hide
2 Muscarinic acetylcholine receptor 2 and 4 signaling pathway
3 Nicotinic acetylcholine receptor signaling pathway
Pathwhiz Pathway Phospholipid Biosynthesis Click to Show/Hide
Pathway Interaction Database ATF-2 transcription factor network Click to Show/Hide
WikiPathways Monoamine Transport Click to Show/Hide
2 Biogenic Amine Synthesis
3 Acetylcholine Synthesis
4 Integrated Pancreatic Cancer Pathway
References
Reference 1 Drugs@FDA. U.S. Food and Drug Administration. U.S. Department of Health & Human Services. 2015
Reference 2 Combined administration of anisodamine and neostigmine rescued acute lethal crush syndrome through Alpha7nAChR-dependent JAK2-STAT3 signaling. Sci Rep. 2016 Nov 22;6:37709.
Reference 3 Screening of acetylcholinesterase inhibitors by CE after enzymatic reaction at capillary inlet. J Sep Sci. 2009 May;32(10):1748-56.
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