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

CAS: 552-62-5 Cat. No.: M111858 Formule: C₆H₆N₄O₂ Poids moléculaire: 166.14 Beilstein Registry Number: 171027 Numéro CE: 209-019-0

GRADE & PURITY ≥97%

Synonyms

2,6-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

Storage

Store at 2-8°C,Argon charged

Shipped In

Wet ice

Vue d’ensemble

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

Specifications

Synonymes

2,6-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

Spécifications et pureté

≥97%

Conditions de stockage de stockage

Store at 2-8°C,Argon charged

Expédié en

Wet ice

Ce produit nécessite l'expédition en chaîne froide. Les services terrestres et autres services économiques ne sont pas disponibles.

Pureté

≥97%

Noms et identifiants

• Pubchem Sid: 504754284
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504754284
• Sourires canoniques: CN1C=NC2=C1C(=O)NC(=O)N2
• IUPAC Name: 7-methyl-3H-purine-2,6-dione
• InChIKey: PFWLFWPASULGAN-UHFFFAOYSA-N
• INCHI: 1S/C6H6N4O2/c1-10-2-7-4-3(10)5(11)9-6(12)8-4/h2H,1H3,(H2,8,9,11,12)
• Isomères SMILES: CN1C=NC2=C1C(=O)NC(=O)N2
• WGK Allemagne: 3
• Poids moléculaire: 166.14
• Beilstein: 171027
• Reaxy-Rn: 171027
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=171027&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Classe Imidazopyrimidines
      • Subclass Purines and purine derivatives

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Classe: Imidazopyrimidines
• Subclass: Purines and purine derivatives
• Intermediate Tree Nodes: Not available
• Direct Parent: Xanthines
• Alternative Parents: Alkaloids and derivatives Hydroxypyrimidines N-substituted imidazoles Heteroaromatic compounds Azacyclic compounds Organopnictogen compounds Organooxygen compounds Organonitrogen compounds Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Xanthine - Alkaloid or derivatives - Hydroxypyrimidine - Pyrimidine - N-substituted imidazole - Heteroaromatic compound - Imidazole - Azole - Azacycle - Hydrocarbon derivative - Organic oxygen compound - Organic nitrogen compound - Organooxygen compound - Organonitrogen compound - Organopnictogen compound - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as xanthines. These are purine derivatives with a ketone group conjugated at carbons 2 and 6 of the purine moiety.
• External Descriptors: a small molecule

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Cibles associées (humaines)

ADORA1 Tclin Adenosine A1 receptor (17603 Activities)

Discover Target: ADORA1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

GDA Tbio Guanine deaminase (19 Activities)

Discover Target: GDA

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Cibles associées (non humaines)

Hdac6 Histone deacetylase 6 (222 Activities)

Discover Target: Hdac6

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

rep Replicase polyprotein 1ab (378 Activities)

Discover Target: rep

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Adora2b Adenosine A2 receptor (1828 Activities)

Discover Target: Adora2b

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

SARS-CoV-2 (38078 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mécanismes d'action

Propriétés chimiques et physiques

• Solubilité: Soluble in dimethyl sulfoxide. Insoluble in water.
• Point de fusion (°C): ≥300℃
• Poids moléculaire: 166.140 g/mol
• XLogP3: -0.900
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 166.049 Da
• Monoisotopic Mass: 166.049 Da
• Topological Polar Surface Area: 76.000 Ų
• Heavy Atom Count: 12
• Formal Charge: 0
• Complexity: 242.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

Références

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]

2. Dekai Zheng, Changhao Cheng, Yanhua Tang, Zhixin Fang, Xuelian Gao, Yuchuan Chen, Qiuhong You, Kaifeng Wang, Heqi Zhou, Zhixian Lan, Jian Sun.  (2024)  Circulating metabolites are associated with persistent elevations of ALT in patients with chronic hepatitis B with complete viral suppression.  JOURNAL OF MEDICAL VIROLOGY,  96  (6): (e29723).  [PMID:38828911] [10.1002/jmv.29723]

3. Chang Liu, Yinuo Wu, Huizhe Zhao, Xiangyu Gu, Jinyang Gu, Mengmeng Zhao, Shangci Zuo, Pengchao Wang.  (2024)  Highly Efficient Whole-Cell Biocatalysis for the Biosynthesis of 7-Methylxanthine and Other Xanthine Derivatives.  ACS Sustainable Chemistry & Engineering,      [PMID:] [10.1021/acssuschemeng.4c01165]

Foire aux questions

What is the purity of this product?

This product is supplied at ≥97% purity (chemical assay). Lot-specific values are stated on the Certificate of Analysis.

How should this product be stored?

Store at 2–8 °C under argon. It is supplied under an argon blanket; reseal under inert gas after each use.

How is this product shipped?

This product ships chilled on wet ice. Unpack on arrival and transfer it to the storage condition stated above.

What are the CAS number, molecular formula and molecular weight?

The CAS Number is 552-62-5, the molecular formula is C6H6N4O2, and the molecular weight is 166.14 g/mol. InChIKey PFWLFWPASULGAN-UHFFFAOYSA-N.

What documentation is provided?

Available product documentation, including Certificates of Analysis (COA), Safety Data Sheets (SDS), and specification sheets, is shown in the product document area. Document availability and access follow the current site policy.