General Information of Drug (ID: DM2WQ1E)

Drug Name
1-METHYLXANTHINE Drug Info
Synonyms
1-Methylxanthine; 6136-37-4; 1-Methyl-3,7-dihydro-purine-2,6-dione; 1-Methyl-1H-purine-2,6(3H,7H)-dione; Methylxanthine; Xanthine, 1-methyl-; UNII-7EE8WCA32U; 2,6-Dihydroxy-1-methylpurine; CCRIS 5816; 1-methyl-7H-xanthine; EINECS 228-108-5; 1H-Purine-2,6-dione, 3,7-dihydro-1-methyl-; 7EE8WCA32U; CHEMBL1250; 2,6 Dihydroxy-1-methylpurine; CHEBI:68444; 3,7-Dihydro-1-methyl-1H-purine-2,6-dione; MVOYJPOZRLFTCP-UHFFFAOYSA-N; 1-methyl-3,7-dihydropurine-2,6-dione; 1-methyl-3,9-dihydropurine-2,6-dione
Indication
Disease Entry ICD 11 Status REF
Discovery agent N.A. Investigative [1]
Cross-matching ID
PubChem CID
80220
ChEBI ID
CHEBI:68444
CAS Number
CAS 6136-37-4
TTD Drug ID
DM2WQ1E

Molecule-Related Drug Atlas

Molecule-Related Drug Atlas
Molecule Type:
DTT
DOT
Drug Status:
Approved Drug(s)
Clinical Trial Drug(s)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Caffeine DMKBJWP Allergic rhinitis CA08.0 Approved [4]
Istradefylline DM20VSK Parkinson disease 8A00.0 Approved [5]
Regadenoson DM76VHG Radionuclide imaging N.A. Approved [6]
Tozadenant DMATC14 Parkinson disease 8A00.0 Phase 3 [7]
Binodenoson DMVHF8G Hypertension BA00-BA04 Phase 3 [8]
Apadenoson DMD8QTC Coronary artery disease BA80 Phase 3 [9]
Tonapofylline DMBH316 Acute and chronic heart failure BD1Z Phase 2 [10]
Dexefaroxan DMTY4KN Parkinson disease 8A00.0 Phase 2 [11]
AMP-579 DMJ4GPR Hyperlipidaemia 5C80 Phase 2 [12]
BIIB014 DMH7RJ1 Parkinson disease 8A00.0 Phase 2 [13]
⏷ Show the Full List of 10 Drug(s)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Adenosine DMM2NSK Paroxysmal supraventricular tachycardia BC81.Z Approved [14]
Vidarabine DM0N85H Hepatosplenic T-cell lymphoma Approved [14]
A295 DM55GO2 Aggressive cancer 2A00-2F9Z IND submitted [15]
Tonapofylline DMBH316 Acute and chronic heart failure BD1Z Phase 2 [10]
YT-146 DM3YVKQ Hypertension BA00-BA04 Phase 2 [16]
AB928 DMDOXMN Metastatic colorectal cancer 2B91 Phase 1/2 [17]
KF-17837 DMQ6DLZ Parkinson disease 8A00.0 Phase 1 [18]
Xanthine DMFBOQ7 Apnea MD11.0 Phase 1 [19]
CVT-6883 DMY84TW Asthma CA23 Phase 1 [20]
PBF-1129 DMOPGXM Non-small-cell lung cancer 2C25.Y Phase 1 [17]
⏷ Show the Full List of 10 Drug(s)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Caffeine DMKBJWP Allergic rhinitis CA08.0 Approved [4]
Rolofylline DMSZPR3 Heart failure BD10-BD13 Phase 3 [21]
Tonapofylline DMBH316 Acute and chronic heart failure BD1Z Phase 2 [10]
AMP-579 DMJ4GPR Hyperlipidaemia 5C80 Phase 2 [12]
SELODENOSON DMQM3IX Cardiac arrhythmias BC9Z Phase 2 [22]
Apaxifylline DMQMV9F Cognitive impairment 6D71 Phase 2 [23]
SLV320 DM867BJ Heart failure BD10-BD13 Phase 2 [24]
DTI-0009 DMV84OK Atrial fibrillation BC81.3 Phase 2 [22]
Capadenoson DMYWO62 Atrial fibrillation BC81.3 Phase 2 [25]
BAY 1067197 DM4JGNH Heart failure BD10-BD13 Phase 2 [26]
⏷ Show the Full List of 10 Drug(s)
Drug(s) Affected By Cytochrome P450 1A2 (CYP1A2)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Zolmitriptan DM1IB4Q Migraine 8A80 Approved [27]
Rofecoxib DM3P5DA Osteoarthritis FA00-FA05 Approved [27]
Etoricoxib DM6A4NW Rheumatoid arthritis FA20 Approved [27]
Capsaicin DMGMF6V Back pain ME84.Z Approved [28]
Hesperetin DMKER83 High blood cholesterol level 5C80.00 Approved [29]
Stiripentol DMMSDOY Dravet syndrome 8A61.11 Approved [30]
Nifedipine DMSVOZT Angina pectoris BA40 Approved [31]
Zileuton DMVRIC2 Allergic asthma CA23.0 Approved [32]
Nicotine DMWX5CO Lung cancer 2C25.0 Approved [33]
Clonidine DM6RZ9Q Attention deficit hyperactivity disorder 6A05.Z Approved [34]
⏷ Show the Full List of 10 Drug(s)

Molecular Interaction Atlas of This Drug

Molecular Interaction Atlas

Drug Therapeutic Target (DTT)
DTT Name DTT ID UniProt ID MOA REF
Adenosine A1 receptor (ADORA1) TTK25J1 AA1R_HUMAN Inhibitor [1]
Adenosine A2a receptor (ADORA2A) TTM2AOE AA2AR_HUMAN Inhibitor [1]
Adenosine A2b receptor (ADORA2B) TTNE7KG AA2BR_HUMAN Inhibitor [1]

Drug Off-Target (DOT)
DOT Name DOT ID UniProt ID Interaction REF
Cytochrome P450 1A2 (CYP1A2) OTLLBX48 CP1A2_HUMAN Gene/Protein Processing [2]
Xanthine dehydrogenase/oxidase OTT40HOD XDH_HUMAN Regulation of Drug Effects [3]

References

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2 Inhibition of human CYP1A2 activity in vitro by methylxanthines: potent competitive inhibition by 8-phenyltheophylline. Xenobiotica. 2001 Mar;31(3):135-51.
3 Simultaneous action of the flavonoid quercetin on cytochrome P450 (CYP) 1A2, CYP2A6, N-acetyltransferase and xanthine oxidase activity in healthy volunteers. Clin Exp Pharmacol Physiol. 2009 Aug;36(8):828-33.
4 Caffeine as a psychomotor stimulant: mechanism of action. Cell Mol Life Sci. 2004 Apr;61(7-8):857-72.
5 Drugs@FDA. U.S. Food and Drug Administration. U.S. Department of Health Human Services. 2019
6 Drugs@FDA. U.S. Food and Drug Administration. U.S. Department of Health & Human Services. 2015
7 Tozadenant (SYN115) in patients with Parkinson's disease who have motor fluctuations on levodopa: a phase 2b, double-blind, randomised trial. Lancet Neurol. 2014 Aug;13(8):767-76.
8 Coronary circulation responses to binodenoson, a selective adenosine A2A receptor agonist. Am J Cardiol. 2007 Jun 1;99(11):1507-12.
9 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: 3290).
10 2-Amino-5-benzoyl-4-phenylthiazoles: Development of potent and selective adenosine A1 receptor antagonists. Bioorg Med Chem. 2010 Mar 15;18(6):2195-2203.
11 The pipeline and future of drug development in schizophrenia. Mol Psychiatry. 2007 Oct;12(10):904-22.
12 Adenosine A1/A2a receptor agonist AMP-579 induces acute and delayed preconditioning against in vivo myocardial stunning. Am J Physiol Heart Circ Physiol. 2004 Dec;287(6):H2746-53.
13 Novel pharmacological targets for the treatment of Parkinson's disease. Nat Rev Drug Discov. 2006 Oct;5(10):845-54.
14 Drugs@FDA. U.S. Food and Drug Administration. U.S. Department of Health & Human Services.
15 Clinical pipeline report, company report or official report of Klus Pharma
16 Identification of adenosine A2 receptor-cAMP system in human aortic endothelial cells. Biochem Biophys Res Commun. 1994 Mar 15;199(2):905-10.
17 Clinical pipeline report, company report or official report of the Pharmaceutical Research and Manufacturers of America (PhRMA)
18 Photoisomerization of a potent and selective adenosine A2 antagonist, (E)-1,3-Dipropyl-8-(3,4-dimethoxystyryl)-7-methylxanthine. J Med Chem. 1993 Nov 12;36(23):3731-3.
19 Role of adenosine in asthma. Drug Dev Res. 1996;39:333-6.
20 GS-6201, a selective blocker of the A2B adenosine receptor, attenuates cardiac remodeling after acute myocardial infarction in the mouse. J Pharmacol Exp Ther. 2012 Dec;343(3):587-95.
21 Association between the PDE4D gene and ischaemic stroke in the Chinese Han population. Clin Sci (Lond). 2009 Aug 17;117(7):265-72.
22 Recent developments in adenosine receptor ligands and their potential as novel drugs. Biochim Biophys Acta. 2011 May;1808(5):1290-308.
23 Trusted, scientifically sound profiles of drug programs, clinical trials, safety reports, and company deals, written by scientists. Springer. 2015. Adis Insight (drug id 800004779)
24 Role of matrix metalloproteinases and their tissue inhibitors as potential biomarkers of left ventricular remodelling in the athlete's heart. Clin Sci (Lond). 2009 Jul 16;117(4):157-64.
25 A1 adenosine receptor agonists and their potential therapeutic applications. Expert Opin Investig Drugs. 2008 Dec;17(12):1901-10.
26 Separation of on-target efficacy from adverse effects through rational design of a bitopic adenosine receptor agonist. Current Issue vol. 111 no. 12 Celine Valant, 4614-4619.
27 In vitro inhibition of CYP1A2 by model inhibitors, anti-inflammatory analgesics and female sex steroids: predictability of in vivo interactions. Basic Clin Pharmacol Toxicol. 2008 Aug;103(2):157-65.
28 Effects of capsaicin and dihydrocapsaicin on human and rat liver microsomal CYP450 enzyme activities in vitro and in vivo. J Asian Nat Prod Res. 2012;14(4):382-95.
29 Drug interaction study of flavonoids toward CYP3A4 and their quantitative structure activity relationship (QSAR) analysis for predicting potential effects. Toxicol Lett. 2018 Sep 15;294:27-36.
30 Stiripentol. Expert Opin Investig Drugs. 2005 Jul;14(7):905-11.
31 Inhibition of human cytochrome P450 enzymes by 1,4-dihydropyridine calcium antagonists: prediction of in vivo drug-drug interactions. Eur J Clin Pharmacol. 2000 Feb-Mar;55(11-12):843-52.
32 Mechanism-based inhibition of human liver microsomal cytochrome P450 1A2 by zileuton, a 5-lipoxygenase inhibitor. Drug Metab Dispos. 2003 Nov;31(11):1352-60.
33 Predictive three-dimensional quantitative structure-activity relationship of cytochrome P450 1A2 inhibitors. J Med Chem. 2005 Jun 2;48(11):3808-15.
34 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.