General Information of Drug (ID: DM5VWOB)

Drug Name
Methylscopolamine Drug Info
Synonyms
Methscopolamine; methscopolamine; N-Methylscopolamine; N-methyl scopolamine; UNII-VDR09VTQ8U; VDR09VTQ8U; 13265-10-6; CHEMBL376897; (1r,2r,4s,5s)-7-{[(2s)-3-hydroxy-2-phenylpropanoyl]oxy}-9,9-dimethyl-3-oxa-9-azoniatricyclo[33102,4]nonane; Metylskopolamin; 56552-70-6; 3-Oxa-9-azoniatricyclo[33102,4]nonane, 7-[(2S)-3-hydroxy-1-oxo-2-phenylpropoxy]-9,9-dimethyl-, (1a,2b,4b,5a,7b); HSDB 5420; [3H]N-methylscopolamine; [3H]N-methyl scopolamine; [3H]NMS; Methyl scopolamine; 3C0
Indication
Disease Entry ICD 11 Status REF
Peptic ulcer DA61 Approved [1]
Therapeutic Class
Anticholinergic Agents
Cross-matching ID
PubChem CID
71183
ChEBI ID
CHEBI:135361
CAS Number
CAS 13265-10-6
TTD Drug ID
DM5VWOB

Molecule-Related Drug Atlas

Molecule-Related Drug Atlas
Molecule Type:
DTT
DOT
Drug Status:
Approved Drug(s)
Clinical Trial Drug(s)
Discontinued Drug(s)
Patented Agent(s)
Investigative Drug(s)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Acetylcholine DMDF79Z Cataract 9B10 Approved [7]
Tiotropium DMFDC0Q Chronic obstructive pulmonary disease CA22 Approved [8]
Darifenacin DMWXLYZ Overactive bladder GC50.0 Approved [9]
Clidinium DMUMQZ0 Abdominal stomach pain DD91.4 Approved [10]
Oxybutynin hydrochloride DMF2KLU Urinary incontinence MF50.2 Approved [11]
Incruse Ellipta DM32GSJ Chronic obstructive pulmonary disease CA22 Approved [12]
Revefenacin DMMP5SI Chronic obstructive pulmonary disease CA22 Approved [13]
Scopolamine DMOM8AL Addictive disorder 6C50-6C5Z Approved [14]
Isopropamide iodide DMQYV60 Allergic rhinitis CA08.0 Approved [15]
SUN-101 DMXNZQK Chronic obstructive pulmonary disease CA22 Phase 3 [16]
⏷ Show the Full List of 10 Drug(s)
Drug Name Drug ID Indication ICD 11 Highest Status REF
ACECLIDINE DMOLNCZ Glaucoma/ocular hypertension 9C61 Approved [17]
Methacholine Chloride DMGS4QH Asthma CA23 Approved [18]
SMT-D002 DM1I93C Seborrhea ED91.2 Approved [19]
Gallamine Triethiodide DMPO0MS Stabilize muscle contraction FB3Z Approved [20]
FP-1097 DMC1F2T Urinary incontinence MF50.2 Phase 2 [21]
PSD-506 DMT0KB1 Overactive bladder GC50.0 Discontinued in Phase 2 [22]
Otenzepad DMRXHAC Heart failure BD10-BD13 Discontinued in Phase 2 [23]
SCH-211803 DM92E0W Parkinson disease 8A00.0 Discontinued in Phase 1 [24]
Alvameline DMLN0Y5 Alzheimer disease 8A20 Terminated [25]
HIMBACINE DMGAKD8 N. A. N. A. Terminated [26]
Gallamine Triethiodide DMPO0MS Stabilize muscle contraction FB3Z Approved [6]
Cannabidiol DM0659E Dravet syndrome 8A61.11 Approved [43]
Tretinoin DM49DUI Acne vulgaris ED80 Approved [36]
Acetylcholine DMDF79Z Cataract 9B10 Approved [44]
Omadacycline DMR2J95 Acute bacterial skin infection 1C41 Approved [45]
Doxorubicin DMVP5YE Acute myelogenous leukaemia 2A41 Approved [46]
Carbachol DMX9K8F Glaucoma/ocular hypertension 9C61 Approved [5]
Bardoxolone methyl DMODA2X Mixed connective tissue disease 4A43.3 Phase 3 [47]
Benzo(a)pyrene DMN7J43 N. A. N. A. Phase 1 [48]
PMID28460551-Compound-2 DM4DOUB N. A. N. A. Patented [49]
⏷ Show the Full List of 20 Drug(s)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Tolterodine DMSHPW8 Overactive bladder GC50.0 Approved [27]
ACECLIDINE DMOLNCZ Glaucoma/ocular hypertension 9C61 Approved [17]
Tiotropium DMFDC0Q Chronic obstructive pulmonary disease CA22 Approved [28]
Ipratropium DMFQ320 Obstructive lung disease CA22.Z Approved [29]
Darifenacin DMWXLYZ Overactive bladder GC50.0 Approved [30]
Methacholine Chloride DMGS4QH Asthma CA23 Approved [31]
SMT-D002 DM1I93C Seborrhea ED91.2 Approved [19]
Solifenacin DMG592Q Overactive bladder GC50.0 Approved [32]
Cevimeline DMWSMND Sjogren syndrome 4A43.20 Approved [33]
Methscopolamine Bromide DMHP8FI Nausea and vomiting MD90 Approved [34]
Carbachol DMX9K8F Glaucoma/ocular hypertension 9C61 Approved [35]
Tretinoin DM49DUI Acne vulgaris ED80 Approved [36]
Panobinostat DM58WKG Chronic graft versus host disease Approved [37]
Arsenic trioxide DM61TA4 Acute lymphoblastic leukaemia 2A85 Approved [38]
Testosterone DM7HUNW Hot flushes GA30 Approved [39]
Calcitriol DM8ZVJ7 Congenital alopecia LC30 Approved [39]
Valproate DMCFE9I Epilepsy 8A60-8A68 Approved [40]
Acetylcholine DMDF79Z Cataract 9B10 Approved [41]
Atropine DMEN6X7 Organophosphate poisoning NE6Z Approved [41]
Arsenic DMTL2Y1 N. A. N. A. Approved [42]
⏷ Show the Full List of 20 Drug(s)
Drug Name Drug ID Indication ICD 11 Highest Status REF
ALCURONIUM DM2U4XQ Anaesthesia 9A78.6 Approved [50]
Valproate DMCFE9I Epilepsy 8A60-8A68 Approved [51]
Acetylcholine DMDF79Z Cataract 9B10 Approved [44]
Atropine DMEN6X7 Organophosphate poisoning NE6Z Approved [50]
Cisplatin DMRHGI9 Adenocarcinoma 2D40 Approved [52]
DTI-015 DMXZRW0 Brain cancer 2A00 Approved [53]
Carbachol DMX9K8F Glaucoma/ocular hypertension 9C61 Approved [5]
Benzo(a)pyrene DMN7J43 N. A. N. A. Phase 1 [48]
PMID28460551-Compound-2 DM4DOUB N. A. N. A. Patented [49]
brucine DM50RUD Discovery agent N.A. Investigative [50]
⏷ Show the Full List of 10 Drug(s)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Pirenzepine DMP6M1N Peptic ulcer DA61 Approved [54]
Gabapentin DM6T924 Complex partial seizure 8A68.0 Approved [55]
Marinol DM70IK5 Anorexia nervosa cachexia 6B80 Approved [56]
Acetylcholine DMDF79Z Cataract 9B10 Approved [57]
Atropine DMEN6X7 Organophosphate poisoning NE6Z Approved [41]
Clozapine DMFC71L Schizophrenia 6A20 Approved [58]
Olanzapine DMPFN6Y Bipolar depression Approved [59]
Gallamine Triethiodide DMPO0MS Stabilize muscle contraction FB3Z Approved [60]
Carbachol DMX9K8F Glaucoma/ocular hypertension 9C61 Approved [57]
Dihydrotestosterone DM3S8XC Prostate hyperplasia GA90 Phase 4 [61]
⏷ Show the Full List of 10 Drug(s)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Hydrogen peroxide DM1NG5W Infectious disease 1A00-CA43.1 Approved [62]
Valproate DMCFE9I Epilepsy 8A60-8A68 Approved [51]
Acetylcholine DMDF79Z Cataract 9B10 Approved [63]
Gallamine Triethiodide DMPO0MS Stabilize muscle contraction FB3Z Approved [6]
Benzo(a)pyrene DMN7J43 N. A. N. A. Phase 1 [48]
[3H]QNB DMC1WHR Discovery agent N.A. Investigative [64]
[3H]dimethyl-W84 DMBWAIE Discovery agent N.A. Investigative [6]
⏷ Show the Full List of 7 Drug(s)

Molecular Interaction Atlas of This Drug

Molecular Interaction Atlas

Drug Therapeutic Target (DTT)
DTT Name DTT ID UniProt ID MOA REF
Muscarinic acetylcholine receptor (CHRM) TTOXS3C NOUNIPROTAC Antagonist [2]
Muscarinic acetylcholine receptor M2 (CHRM2) TTYEG6Q ACM2_HUMAN Antagonist [3]
Muscarinic acetylcholine receptor M3 (CHRM3) TTQ13Z5 ACM3_HUMAN Antagonist [4]

Drug Off-Target (DOT)
DOT Name DOT ID UniProt ID Interaction REF
Muscarinic acetylcholine receptor M1 (CHRM1) OTKW3E6B ACM1_HUMAN Drug Response [5]
Muscarinic acetylcholine receptor M2 (CHRM2) OTUMZ2WR ACM2_HUMAN Drug Response [6]
Muscarinic acetylcholine receptor M3 (CHRM3) OTKSD095 ACM3_HUMAN Drug Response [5]
Muscarinic acetylcholine receptor M4 (CHRM4) OTF0F0FF ACM4_HUMAN Drug Response [5]
Muscarinic acetylcholine receptor M5 (CHRM5) OTNQRQGG ACM5_HUMAN Drug Response [6]

References

1 URL: http://www.guidetopharmacology.org Nucleic Acids Res. 2015 Oct 12. pii: gkv1037. The IUPHAR/BPS Guide to PHARMACOLOGY in 2016: towards curated quantitative interactions between 1300 protein targets and 6000 ligands. (Ligand id: 316).
2 Lithocholylcholine, a bile acid/acetylcholine hybrid, is a muscarinic receptor antagonist. J Pharmacol Exp Ther. 2002 Oct;303(1):29-35.
3 Methylacridinium and its cholinergic properties. Neurotox Res. 2009 Nov;16(4):372-7.
4 Interaction of neuromuscular blocking drugs with recombinant human m1-m5 muscarinic receptors expressed in Chinese hamster ovary cells. Br J Pharmacol. 1998 Nov;125(5):1088-94.
5 Positive cooperativity of acetylcholine and other agonists with allosteric ligands on muscarinic acetylcholine receptors. Mol Pharmacol. 1997 Jul;52(1):172-9.
6 Allosteric interactions with muscarinic acetylcholine receptors: complex role of the conserved tryptophan M2422Trp in a critical cluster of amino acids for baseline affinity, subtype selectivity, and cooperativity. Mol Pharmacol. 2006 Jul;70(1):181-93. doi: 10.1124/mol.106.023481. Epub 2006 Apr 26.
7 Thiochrome enhances acetylcholine affinity at muscarinic M4 receptors: receptor subtype selectivity via cooperativity rather than affinity. Mol Pharmacol. 2004 Jan;65(1):257-66.
8 Pharmacological characterization of GSK573719 (umeclidinium): a novel, long-acting, inhaled antagonist of the muscarinic cholinergic receptors for treatment of pulmonary diseases. J Pharmacol Exp Ther. 2013 May;345(2):260-70.
9 Characterisation of [3H]-darifenacin as a novel radioligand for the study of muscarinic M3 receptors. J Recept Signal Transduct Res. 1997 Jan-May;17(1-3):177-84.
10 Pharmacological comparison of the cloned human and rat M2 muscarinic receptor genes expressed in the murine fibroblast (B82) cell line. J Pharmacol Exp Ther. 1998 Feb;284(2):500-7.
11 Effects of propiverine hydrochloride (propiverine) on the muscarinic receptor binding affinity in guinea pig tissues and on salivation in conscious dogs. Nihon Yakurigaku Zasshi. 1999 Mar;113(3):157-66.
12 Clinical pipeline report, company report or official report of GlaxoSmithKline.
13 2018 FDA drug approvals.Nat Rev Drug Discov. 2019 Feb;18(2):85-89.
14 The amygdala modulates morphine-induced state-dependent memory retrieval via muscarinic acetylcholine receptors. Neuroscience. 2009 May 5;160(2):255-63.
15 Competitive and non-competitive antagonism exhibited by 'selective' antagonists at atrial and ileal muscarinic receptor subtypes. Br J Pharmacol. 1987 Apr;90(4):701-7.
16 Long-acting bronchodilators in COPD: Where are we now and where are we going Breathe 06/2014; 10(2):110-120.
17 Design, synthesis, and neurochemical evaluation of 5-(3-alkyl-1,2,4- oxadiazol-5-yl)-1,4,5,6-tetrahydropyrimidines as M1 muscarinic receptor agonists. J Med Chem. 1993 Apr 2;36(7):842-7.
18 6beta-Acetoxynortropane: a potent muscarinic agonist with apparent selectivity toward M2-receptors. J Med Chem. 1998 Jun 4;41(12):2047-55.
19 Demonstration of bladder selective muscarinic receptor binding by intravesical oxybutynin to treat overactive bladder. J Urol. 2004 Nov;172(5 Pt 1):2059-64.
20 Cholinergic regulation of the corpora allata in adult male loreyi leafworm Mythimna loreyi. Arch Insect Biochem Physiol. 2002 Apr;49(4):215-24.
21 Clinical pipeline report, company report or official report of FemmePharma.
22 Interpreting expression profiles of cancers by genome-wide survey of breadth of expression in normal tissues. Genomics 2005 Aug;86(2):127-41.
23 Beneficial effect of muscarinic-2 antagonist on dilated cardiomyopathy induced by autoimmune mechanism against muscarinic-2 receptor. J Cardiovasc Pharmacol. 2001 Oct;38 Suppl 1:S43-9.
24 Improving the oral efficacy of CNS drug candidates: discovery of highly orally efficacious piperidinyl piperidine M2 muscarinic receptor antagonists. J Med Chem. 2002 Dec 5;45(25):5415-8.
25 In vivo muscarinic cholinergic mediated effects of Lu 25-109, a M1 agonist and M2/M3 antagonist in vitro. Psychopharmacology (Berl). 1998 Jun;137(3):233-40.
26 Himbacine analogs as muscarinic receptor antagonists--effects of tether and heterocyclic variations. Bioorg Med Chem Lett. 2004 Aug 2;14(15):3967-70.
27 Signal transduction underlying carbachol-induced contraction of human urinary bladder. J Pharmacol Exp Ther. 2004 Jun;309(3):1148-53.
28 DrugBank: a knowledgebase for drugs, drug actions and drug targets. Nucleic Acids Res. 2008 Jan;36(Database issue):D901-6.
29 Role of parasympathetic nerves and muscarinic receptors in allergy and asthma.Chem Immunol Allergy.2012;98:48-69.
30 M(1) and M(3) muscarinic receptors are involved in the release of urinary bladder-derived relaxant factor. Pharmacol Res. 2009 May;59(5):300-5.
31 Muscarinic M3-receptors mediate cholinergic synergism of mitogenesis in airway smooth muscle. Am J Respir Cell Mol Biol. 2003 Feb;28(2):257-62.
32 Comparison of muscarinic receptor selectivity of solifenacin and oxybutynin in the bladder and submandibular gland of muscarinic receptor knockout ... Eur J Pharmacol. 2009 Aug 1;615(1-3):201-6.
33 Degradation of submandibular gland AQP5 by parasympathetic denervation of chorda tympani and its recovery by cevimeline, an M3 muscarinic receptor ... Am J Physiol Gastrointest Liver Physiol. 2008 Jul;295(1):G112-G123.
34 Agonist-regulated alteration of the affinity of pancreatic muscarinic cholinergic receptors. J Biol Chem. 1993 Oct 25;268(30):22436-43.
35 Zinc oxide nanoparticle disruption of store-operated calcium entry in a muscarinic receptor signaling pathway. Toxicol In Vitro. 2010 Oct;24(7):1953-61. doi: 10.1016/j.tiv.2010.08.005. Epub 2010 Aug 12.
36 Phenotypic characterization of retinoic acid differentiated SH-SY5Y cells by transcriptional profiling. PLoS One. 2013 May 28;8(5):e63862.
37 A transcriptome-based classifier to identify developmental toxicants by stem cell testing: design, validation and optimization for histone deacetylase inhibitors. Arch Toxicol. 2015 Sep;89(9):1599-618.
38 Identification of transcriptome signatures and biomarkers specific for potential developmental toxicants inhibiting human neural crest cell migration. Arch Toxicol. 2016 Jan;90(1):159-80.
39 Effects of 1alpha,25 dihydroxyvitamin D3 and testosterone on miRNA and mRNA expression in LNCaP cells. Mol Cancer. 2011 May 18;10:58.
40 Design principles of concentration-dependent transcriptome deviations in drug-exposed differentiating stem cells. Chem Res Toxicol. 2014 Mar 17;27(3):408-20.
41 Assessment of false transmitters as treatments for nerve agent poisoning. Toxicol Lett. 2020 Mar 15;321:21-31. doi: 10.1016/j.toxlet.2019.12.010. Epub 2019 Dec 9.
42 Prenatal arsenic exposure and the epigenome: identifying sites of 5-methylcytosine alterations that predict functional changes in gene expression in newborn cord blood and subsequent birth outcomes. Toxicol Sci. 2015 Jan;143(1):97-106. doi: 10.1093/toxsci/kfu210. Epub 2014 Oct 10.
43 Cannabidiol Activates Neuronal Precursor Genes in Human Gingival Mesenchymal Stromal Cells. J Cell Biochem. 2017 Jun;118(6):1531-1546. doi: 10.1002/jcb.25815. Epub 2016 Dec 29.
44 Allosteric effects of four stereoisomers of a fused indole ring system with 3H-N-methylscopolamine and acetylcholine at M1-M4 muscarinic receptors. Life Sci. 1999;64(6-7):519-26. doi: 10.1016/s0024-3205(98)00596-7.
45 In Vitro and In Vivo Assessments of Cardiovascular Effects with Omadacycline. Antimicrob Agents Chemother. 2016 Aug 22;60(9):5247-53. doi: 10.1128/AAC.00320-16. Print 2016 Sep.
46 Bringing in vitro analysis closer to in vivo: studying doxorubicin toxicity and associated mechanisms in 3D human microtissues with PBPK-based dose modelling. Toxicol Lett. 2018 Sep 15;294:184-192.
47 Characterization of the potent, selective Nrf2 activator, 3-(pyridin-3-ylsulfonyl)-5-(trifluoromethyl)-2H-chromen-2-one, in cellular and in vivo models of pulmonary oxidative stress. J Pharmacol Exp Ther. 2017 Oct;363(1):114-125.
48 Air pollution and DNA methylation alterations in lung cancer: A systematic and comparative study. Oncotarget. 2017 Jan 3;8(1):1369-1391. doi: 10.18632/oncotarget.13622.
49 Cell-based two-dimensional morphological assessment system to predict cancer drug-induced cardiotoxicity using human induced pluripotent stem cell-derived cardiomyocytes. Toxicol Appl Pharmacol. 2019 Nov 15;383:114761. doi: 10.1016/j.taap.2019.114761. Epub 2019 Sep 15.
50 Interaction studies of multiple binding sites on m4 muscarinic acetylcholine receptors. Mol Pharmacol. 2006 Aug;70(2):736-46. doi: 10.1124/mol.106.024711. Epub 2006 May 18.
51 Integrative omics data analyses of repeated dose toxicity of valproic acid in vitro reveal new mechanisms of steatosis induction. Toxicology. 2018 Jan 15;393:160-170.
52 Activation of AIFM2 enhances apoptosis of human lung cancer cells undergoing toxicological stress. Toxicol Lett. 2016 Sep 6;258:227-236.
53 Gene expression profile induced by BCNU in human glioma cell lines with differential MGMT expression. J Neurooncol. 2005 Jul;73(3):189-98.
54 Fluorescent pirenzepine derivatives as potential bitopic ligands of the human M1 muscarinic receptor. J Med Chem. 2004 Aug 12;47(17):4300-15. doi: 10.1021/jm040800a.
55 ADReCS-Target: target profiles for aiding drug safety research and application. Nucleic Acids Res. 2018 Jan 4;46(D1):D911-D917. doi: 10.1093/nar/gkx899.
56 Evaluation of first generation synthetic cannabinoids on binding at non-cannabinoid receptors and in a battery of in?vivo assays in mice. Neuropharmacology. 2016 Nov;110(Pt A):143-153. doi: 10.1016/j.neuropharm.2016.07.016. Epub 2016 Jul 20.
57 Regional differences in functional receptor distribution and calcium mobilization in the intact human lens. Invest Ophthalmol Vis Sci. 2001 Sep;42(10):2355-63.
58 Increasing D2 affinity results in the loss of clozapine's atypical antipsychotic action. Neuroreport. 2002 May 7;13(6):831-5. doi: 10.1097/00001756-200205070-00019.
59 No evidence for binding of clozapine, olanzapine and/or haloperidol to selected receptors involved in body weight regulation. Pharmacogenomics J. 2007 Aug;7(4):275-81. doi: 10.1038/sj.tpj.6500418. Epub 2006 Sep 19.
60 Allosteric interactions of staurosporine and other indolocarbazoles with N-[methyl-(3)H]scopolamine and acetylcholine at muscarinic receptor subtypes: identification of a second allosteric site. Mol Pharmacol. 2000 Jul;58(1):194-207.
61 Androgen receptor-mediated repression of novel target genes. Prostate. 2007 Sep 15;67(13):1371-83. doi: 10.1002/pros.20623.
62 Oxidative stress modulates theophylline effects on steroid responsiveness. Biochem Biophys Res Commun. 2008 Dec 19;377(3):797-802.
63 Characterizing fucoxanthin as a selective dopamine D(3)/D(4) receptor agonist: Relevance to Parkinson's disease. Chem Biol Interact. 2019 Sep 1;310:108757. doi: 10.1016/j.cbi.2019.108757. Epub 2019 Jul 16.
64 A snake venom inhibitor to muscarinic acetylcholine receptor (mAChR): isolation and interaction with cloned human mAChR. Arch Biochem Biophys. 2000 May 15;377(2):290-5. doi: 10.1006/abbi.2000.1784.