CAS 552-62-5 7-Methylxanthine (HCID 68374)

Overview

7-methylxanthine is an oxopurine that is xanthine in which the hydrogen attached to the nitrogen at position 7 is replaced by a methyl group. It is an intermediate metabolite in the synthesis of caffeine. It has a role as a mouse metabolite, a plant metabolite and a human xenobiotic metabolite. It is an oxopurine and a purine alkaloid. It is functionally related to a 7H-xanthine.

Names & identifiers

Preferred name: 7-Methylxanthine
IUPAC: 7-methyl-3H-purine-2,6-dione
English name: 7-Methylxanthine
Molecular formula: C6H6N4O2
Molecular weight: 166.14

Names & synonyms

7-Methylxanthine552-62-5Heteroxanthine7-Methylxanthin3,7-Dihydro-7-methyl-1H-purine-2,6-dione1H-Purine-2,6-dione, 3,7-dihydro-7-methyl-methyl xanthine7-methyl-2,3,6,7-tetrahydro-1H-purine-2,6-dioneNSC-7861E9M81NJM6GCHEBI:48991DTXSID60203696

Show more names

7-methyl-3H-purine-2,6-dioneNSC 78617-Methylxantine7-methyl-xanthin7-METHYLXANTHINE USP/EP/BP7-METHYLXANTHINE 552-62-5

RefChem:546893DTXCID90126187209-019-0Heteroxanthin7-methyl xanthine2,6-Dihydroxy-7-methylpurine7-Methyl-1H-purine-2,6(3H,7H)-dioneXanthine, 7-methyl-

Database identifiers

CAS: 552-62-5
PubChem CID: 68374
DTXSID: DTXSID60203696
ChEMBL: CHEMBL321248
ChEBI: CHEBI:48991
UNII: E9M81NJM6G
EC Number: 209-019-0
Nikkaji: J1.614D

Properties

Computed structural properties

XLogP: -0.9
Topological polar surface area: 76 Å²
Hydrogen bond donors: 2
Hydrogen bond acceptors: 3
Rotatable bonds: 0
Heavy atoms: 12
Formal charge: 0
Complexity: 242

Experimental & physicochemical properties

DrugsPharmaceuticals -> Metabolite of Caffeine

LogP · 2 items

-0.89

Melting Point> 300 °C

Physical DescriptionSolid

Collision Cross Section128.75 Å² [M-H]- [CCS Type: DT; Method: single field calibrated with Agilent tune mix (Agilent)]

Physicochemical properties

Melting point: 300 °C · ≥300 °C
Density: 1.83 · 1.83±0.1 g/cm3(Predicted)
storage temp.: 2 · 2-8°C
solubility: DMSO (Slightly, Heated), Methanol (Slightly, Heated)
form: Solid
pka: 1 · pK1:8.33;pK2:ca;pK3:13 (25°C)
color: Light Brown to Light Grey
Water Solubility: Soluble in dimethyl sulfoxide. Insoluble in water.
BRN: 171027 · 171027
InChI: 1S/C6H6N4O2/c1-10-2-7-4-3(10)5(11)9-6(12)8-4/h2H,1H3,(H2,8,9,11,12)
InChIKey: PFWLFWPASULGAN-UHFFFAOYSA-N
SMILES: Cn1cnc2NC(=O)NC(=O)c12
FDA UNII: 9 M81NJM6G · E9M81NJM6G
UNSPSC Code: 41106305 · 41106305
NACRES: 24 · NA.24
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 302 · H302
Precautionary statements: 264 · P264-P270-P301+P312-P330-P501
PPE: 95 · Eyeshields, Gloves, type N95 (US)
Hazard Codes: T+
Risk Statements: 26 · 26/27/28
Safety Statements: 22 · 22-24/25
WGK Germany: 3 · 3
RTECS: 8925000 · ZD8925000
F: 10 · 10
HS Code: 29335990 · 29335990
Storage Class: 13 · 13 - Non Combustible Solids

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]

P264, P270, P301+P317, P330, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 2 reports by companies from 2 notifications to the ECHA C&L Inventory.

Hazard information

Hazard Classes and CategoriesAcute Tox. 4 (100%)

Safety data

F: 10
PPE: Eyeshields, Gloves, type N95 (US)
wgk: 3
rtecs: ZD8925000
hs_code: 29335990
risk_code: 26/27/28
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: T+
safety_code: 22-24/25
Storage Class: 13 - Non Combustible Solids
Hazard statements: H302
Precautionary statements: P264-P270-P301+P312-P330-P501

Chemistry & industry

Pharmacology

Metabolism/Metabolites7-Methylxanthine is a known human metabolite of theobromine.

Tissue LocationsKidney

Cellular LocationsCytoplasm

Metabolite PathwaysCaffeine Metabolism

Applications · 3 items

Uses7-Methylxanthine can be used as a building block to synthesize tricyclic imidazo[2,1-i]purinone derivatives as potential adenosine receptor antagonists.

UsesMetabolite of Theophylline and Caffeine.

General Description7-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.

Upstream & downstream products

Downstream products

2,6-Dichloro-7-methylpurine

Suppliers96 total

Hangzhou Milon Pharmatech Co.,Ltd.+86-18083715844 · [email protected]

阿诺西（上海）生物技术有限公司400-1107768 15058188853 · [email protected]

郑州阿尔法化工有限公司+86-18530059196 · [email protected]

湖北永阔科技有限公司027-59223108 15972152991 · [email protected]

上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]

Additional notes

DefinitionChEBI: An oxopurine that is xanthine in which the hydrogen attached to the nitrogen at position 7 is replaced by a methyl group. It is an intermediate metabolite in the synthesis of caffeine.