7-Methylxanthine - 97%, high purity , CAS No.552-62-5

  • ≥97%
Item Number
M111858
Grouped product items
SKUSizeAvailabilityPrice Qty
M111858-50mg
50mg
In stock
$137.90
M111858-100mg
100mg
Available within 4-8 weeks(?)
Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!
$248.90
M111858-250mg
250mg
In stock
$558.90
M111858-1g
1g
In stock
$2,012.90

Basic Description

Synonyms2,6-Dihydroxy-7-methylpurine | 7-methyl xanthine | CHEBI:48991 | MFCD00037979 | PDSP2_001024 | 7-Methylxanthine | 7-Methyl-2,6-dioxypurin | BDBM82522 | Heteroxanthin | 7-methyl-2,3,6,7-tetrahydro-1H-purine-2,6-dione | FT-0672370 | 1H-Purine-2, 3,7-dihydro
Specifications & Purity≥97%
Storage TempStore at 2-8°C,Argon charged
Shipped InWet ice
Product Description

General description:

7-Methylxanthine is an oxopurine, which belongs to the class of xanthines. It may be synthesized by the reaction between 4-amino-1-methylimidazole-5-carboxamide and diethyl carbonate.


description:

7-Methylxanthine can be used as a building block to synthesize tricyclic imidazo[2,1-i]purinone derivatives as potential adenosine receptor antagonists


Associated Targets(Human)

DNA2 Tbio DNA replication ATP-dependent helicase/nuclease DNA2 (0 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
HDAC6 Tclin Histone deacetylase 6 (0 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
ADORA2B Tclin Adenosine receptor A2b (0 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
ADORA1 Tclin Adenosine receptor A1 (0 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
GDA Tbio Guanine deaminase (0 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
ADORA1 Tclin Adenosine A1 receptor (17603 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
GDA Tbio Guanine deaminase (19 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Hdac6 Histone deacetylase 6 (222 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
rep Replicase polyprotein 1ab (378 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Adora2b Adenosine A2 receptor (1828 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SARS-CoV-2 (38078 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Names and Identifiers

IUPAC Name 7-methyl-3H-purine-2,6-dione
INCHI InChI=1S/C6H6N4O2/c1-10-2-7-4-3(10)5(11)9-6(12)8-4/h2H,1H3,(H2,8,9,11,12)
InChi Key PFWLFWPASULGAN-UHFFFAOYSA-N
Canonical SMILES CN1C=NC2=C1C(=O)NC(=O)N2
Isomeric SMILES CN1C=NC2=C1C(=O)NC(=O)N2
WGK Germany 3
PubChem CID 68374
Molecular Weight 166.14
Beilstein 171027

Certificates

Certificate of Analysis(COA)

Enter Lot Number to search for COA:

Find and download the COA for your product by matching the lot number on the packaging.

5 results found

Lot NumberCertificate TypeDateItem
D2425054Certificate of AnalysisJul 18, 2022 M111858
H2229420Certificate of AnalysisJul 18, 2022 M111858
H2229672Certificate of AnalysisJul 18, 2022 M111858
H2229717Certificate of AnalysisJul 18, 2022 M111858
H2229718Certificate of AnalysisJul 18, 2022 M111858

Chemical and Physical Properties

SolubilitySoluble in dimethyl sulfoxide. Insoluble in water.
Melt Point(°C)≥300℃

Safety and Hazards(GHS)

Pictogram(s) GHS07
Signal Warning
Hazard Statements

H302:Harmful if swallowed

Precautionary Statements

P501:Dispose of contents/container to ...

P264:Wash hands [and …] thoroughly after handling.

P270:Do not eat, drink or smoke when using this product.

P330:Rinse mouth.

P301+P317:IF SWALLOWED: Get medical help.

WGK Germany 3

Related Documents

Citations of This Product

1. Fan Yuzhuo, Li Jiarui, Huang Lvzhen, Wang Kai, Zhao Mingwei.  (2022)  7-Methylxanthine Influences the Behavior of ADORA2A-DRD2 Heterodimers in Human Retinal Pigment Epithelial Cells.  OPHTHALMIC RESEARCH,  65  (6): (678-684).  [PMID:35724635] [10.1159/000525563]

References

1. S Gates,J O Miners.  (1999-04-24)  Cytochrome P450 isoform selectivity in human hepatic theobromine metabolism..  British journal of clinical pharmacology,  47  ((3)): (299-305).  [PMID:10215755]
2. Kouichi Mizuno,Akira Okuda,Misako Kato,Naho Yoneyama,Hiromi Tanaka,Hiroshi Ashihara,Tatsuhito Fujimura.  (2003-01-16)  Isolation of a new dual-functional caffeine synthase gene encoding an enzyme for the conversion of 7-methylxanthine to caffeine from coffee (Coffea arabica L.)..  FEBS letters,  534  ((1-3)): (75-81).  [PMID:12527364]
3. Swati Sucharita Dash,Sathyanarayana N Gummadi.  (2007-06-08)  Degradation kinetics of caffeine and related methylxanthines by induced cells of Pseudomonas sp..  Current microbiology,  55  ((1)): (56-60).  [PMID:17554468]
4. Karsten Nödler,Maria Tsakiri,Tobias Licha.  (2014-10-14)  The impact of different proportions of a treated effluent on the biotransformation of selected micro-contaminants in river water microcosms..  International journal of environmental research and public health,  11  ((10)): (10390-10405).  [PMID:25310538]
5. Kai He,Shinya Echigo,Yasuhiro Asada,Sadahiko Itoh.  (2018-03-13)  Determination of Caffeine and Its Metabolites in Wastewater Treatment Plants Using Solid-Phase Extraction and Liquid Chromatography-Tandem Mass Spectrometry..  Analytical sciences : the international journal of the Japan Society for Analytical Chemistry,  34  ((3)): (349-354).  [PMID:29526904]
6. Di Sun,Xueying Yang,Chao Zeng,Bo Li,Yi Wang,Chunzhi Zhang,Wenzhong Hu,Xianzhen Li,Ziqing Gao.  (2020-02-06)  Novel caffeine degradation gene cluster is mega-plasmid encoded in Paraburkholderia caffeinilytica CF1..  Applied microbiology and biotechnology,  104  ((7)): (3025-3036).  [PMID:32009202]
7. Binxing Zhou,Cunqiang Ma,Chengqin Zheng,Tao Xia,Bingsong Ma,Xiaohui Liu.  (2020-08-29)  3-Methylxanthine production through biodegradation of theobromine by Aspergillus sydowii PT-2..  BMC microbiology,  20  ((1)): (269-269).  [PMID:32854634]
8. W A Tramontano,D A Phillips,C A Carman,A M Massaro.  (1990-01-01)  Nuclear incorporation of [adenine 14C]NAD is altered by compounds which affect poly(ADP-ribose) formation..  Phytochemistry,  29  ((1)): (31-33).  [PMID:1367419]
9. H M Himmel,V Sadony,U Ravens.  (1991-07-17)  Quantitation of hypoxanthine in plasma from patients with ischemic heart disease: adaption of a high-performance liquid chromatographic method..  Journal of chromatography,  568  ((1)): (105-115).  [PMID:1770088]
10. K Trier,E B Olsen,T Kobayashi,S M Ribel-Madsen.  (1999-11-27)  Biochemical and ultrastructural changes in rabbit sclera after treatment with 7-methylxanthine, theobromine, acetazolamide, or L-ornithine..  The British journal of ophthalmology,  83  ((12)): (1370-1375).  [PMID:10574816]
11. Chun-xi Zhou,Jie Liao,Li Li.  (2003-01-25)  [Research on the separation of caffeine and its nine analogues by micellar electrokinetic capillary chromatography]..  Se pu = Chinese journal of chromatography,  20  ((3)): (233-236).  [PMID:12541944]
12. Dongmei Cui,Klaus Trier,Junwen Zeng,Kaili Wu,Minbin Yu,Jianmin Hu,Xiang Chen,Jian Ge.  (2009-10-29)  Effects of 7-methylxanthine on the sclera in form deprivation myopia in guinea pigs..  Acta ophthalmologica,  89  ((4)): (328-334).  [PMID:19860777]
13. Fan Yuzhuo, Li Jiarui, Huang Lvzhen, Wang Kai, Zhao Mingwei.  (2022)  7-Methylxanthine Influences the Behavior of ADORA2A-DRD2 Heterodimers in Human Retinal Pigment Epithelial Cells.  OPHTHALMIC RESEARCH,  65  (6): (678-684).  [PMID:35724635] [10.1159/000525563]

Solution Calculators