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Details

Stereochemistry ACHIRAL
Molecular Formula C6H6N4O2
Molecular Weight 166.1374
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of 9-METHYLXANTHINE

SMILES

CN1C=NC2=C1NC(=O)NC2=O

InChI

InChIKey=DHNIKYWYTSMDDA-UHFFFAOYSA-N
InChI=1S/C6H6N4O2/c1-10-2-7-3-4(10)8-6(12)9-5(3)11/h2H,1H3,(H2,8,9,11,12)

HIDE SMILES / InChI

Molecular Formula C6H6N4O2
Molecular Weight 166.1374
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

PubMed

PubMed

TitleDatePubMed
Theobromine inhibits sensory nerve activation and cough.
2005-02
Lisofylline: a potential lead for the treatment of diabetes.
2005-01-01
Molecular recognition and crystal energy landscapes: an X-ray and computational study of caffeine and other methylxanthines.
2004-12-17
Determination of methylxanthines in urine by liquid chromatography with diode array UV detection.
2004-11-15
Methylxanthines are the psycho-pharmacologically active constituents of chocolate.
2004-11
Urinary methylxanthine and autistic disorder: absence of previously reported correlation.
2004-10
Separation, pre-concentration, and HPLC analysis of methylxanthines in urine samples.
2004-10
Theophylline increases the uptake of radioiodine by mouse thyroid.
2004-10
Theophylline, a methylxanthine derivative, suppresses absence epileptic seizures in WAG/Rij rats.
2004-10
Influence of pentoxifylline on perforin expression in human PBMC.
2004-10
Chlorambucil plus theophylline vs chlorambucil alone as a front line therapy for B-cell chronic lymphatic leukemia.
2004-10
Phase II study of theophylline in chronic lymphocytic leukemia: a study of the Eastern Cooperative Oncology Group (E4998).
2004-10
Respiratory development in preterm infants.
2004-10
Phosphodiesterase inhibitors as anti-cancer drugs.
2004-09-15
Pharmacologic therapy for acute exacerbations of chronic obstructive pulmonary disease: a review.
2004-09
Chronic obstructive pulmonary disease: the clinical management of an acute exacerbation.
2004-09
Protein-polyamine conjugation by transglutaminase in cancer cell differentiation: review article.
2004-07
Controversies surrounding xanthine therapy.
2004-06
Differential influence of pentoxifylline on murine colon adenocarcinoma- and melanoma-derived metastatic tumor development in lungs.
2004-05
Pentoxifylline suppresses renal tumour necrosis factor-alpha and ameliorates experimental crescentic glomerulonephritis in rats.
2004-05
[Recommended therapy in chronic obstructive lung disease].
2004-04-04
Effect of doxapram on cerebral blood flow velocity in preterm infants.
2004-04
Is there a place for N-acetylcysteine in the treatment of septic shock?
2004-04
The effect of drinking tea at high altitude on hydration status and mood.
2004-04
[Theophylline induces contractures in porcine skeletal muscle preparations with the disposition to malignant hyperthermia].
2004-03
Phenotyping of N-acetyltransferase type 2 by caffeine from uncontrolled dietary exposure.
2004-03
Possible mechanism(s) for relaxant effect of aqueous and macerated extracts from Nigella sativa on tracheal chains of guinea pig.
2004-02-25
[Study of the cardiovascular properties of some new methyl-xanthine derivatives].
2004-02-06
[Researches on methyl-xanthine series.XI. Synthesis and physicochemical characterization of some 7-R-1,3-dimethyl-xanthine derivatives].
2004-02-06
The effects of intravenously administered methylxanthines on the proportion of goblet cells containing fucosylated glycoconjugates in rabbit tracheal epithelium.
2004-02
Insulin sensitivity of muscle capillary recruitment in vivo.
2004-02
Pentoxifylline, propentofylline and pentifylline for acute ischaemic stroke.
2004
Redefining treatment in COPD: new directions in bronchodilator therapy.
2004
What interventions facilitate weaning from the ventilator? A review of the evidence from systematic reviews.
2004
[Controversies in the pharmacological management of acute asthma in children].
2003-12-17
Effect of pentoxifylline on arachidonic acid metabolism, neutral lipid synthesis and accumulation during induction of the lipocyte phenotype by retinol in murine hepatic stellate cell.
2003-12
Guarana (Paullinia cupana Mart.) offers protection against gastric lesions induced by ethanol and indomethacin in rats.
2003-12
Pentoxifylline in the treatment of radiation-related pelvic insufficiency fractures of bone.
2003-11-25
Inhibition of DNA repair by Pentoxifylline and related methylxanthine derivatives.
2003-11-15
Pentoxifylline decreases tumor necrosis factor and interleukin-1 during high tidal volume.
2003-10
Study on inclusion complex of cyclodextrin with methyl xanthine derivatives by fluorimetry.
2003-10
Methylxanthines for exacerbations of chronic obstructive pulmonary disease: meta-analysis of randomised trials.
2003-09-20
Amelioration of B16F10 melanoma cells induced oxidative stress in DBA/2 mice by pentoxifylline.
2003-09
Signaling pathway for aloe-emodin-induced apoptosis in human H460 lung nonsmall carcinoma cell.
2003-08-10
Inhibition of TNF-alpha production by pentoxifylline does not prevent endotoxin-induced decrease in serum IGF-I.
2003-07
Pentoxifylline inhibits leukocyte infiltration and splenocyte cytotoxicity against murine colon adenocarcinoma.
2003-06-07
Preventive effect of pentoxifylline on renal scarring in rat model of pyelonephritis.
2003-05
Potentiation of lipid peroxidation in B16F10 and B16F1 melanoma cells by caffeine, a methylxanthine derivative: relationship to intracellular glutathione.
2003-05
Pathophysiology and management of neurocardiogenic syncope.
2003-04
Methylxanthines for exacerbations of chronic obstructive pulmonary disease.
2003
Patents
Substance Class Chemical
Created
by admin
on Mon Mar 31 19:22:00 GMT 2025
Edited
by admin
on Mon Mar 31 19:22:00 GMT 2025
Record UNII
13HCS9N24R
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
NSC-4917
Preferred Name English
9-METHYLXANTHINE
Systematic Name English
XANTHINE, 9-METHYL-
Systematic Name English
1H-PURINE-2,6-DIONE, 3,9-DIHYDRO-9-METHYL-
Systematic Name English
3,9-DIHYDRO-9-METHYL-1H-PURINE-2,6-DIONE
Systematic Name English
Code System Code Type Description
EPA CompTox
DTXSID40152592
Created by admin on Mon Mar 31 19:22:00 GMT 2025 , Edited by admin on Mon Mar 31 19:22:00 GMT 2025
PRIMARY
FDA UNII
13HCS9N24R
Created by admin on Mon Mar 31 19:22:00 GMT 2025 , Edited by admin on Mon Mar 31 19:22:00 GMT 2025
PRIMARY
NSC
4917
Created by admin on Mon Mar 31 19:22:00 GMT 2025 , Edited by admin on Mon Mar 31 19:22:00 GMT 2025
PRIMARY
PUBCHEM
70975
Created by admin on Mon Mar 31 19:22:00 GMT 2025 , Edited by admin on Mon Mar 31 19:22:00 GMT 2025
PRIMARY
ECHA (EC/EINECS)
214-831-3
Created by admin on Mon Mar 31 19:22:00 GMT 2025 , Edited by admin on Mon Mar 31 19:22:00 GMT 2025
PRIMARY
CAS
1198-33-0
Created by admin on Mon Mar 31 19:22:00 GMT 2025 , Edited by admin on Mon Mar 31 19:22:00 GMT 2025
PRIMARY