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Xanthine

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Identification
Molecular formula
C5H4N4O2
CAS number
69-89-6
IUPAC name
3,7-dihydropurine-2,6-dione
State
State

At room temperature, Xanthine is a solid.

Melting point (Celsius)
220.00
Melting point (Kelvin)
493.15
Boiling point (Celsius)
202.00
Boiling point (Kelvin)
475.15
General information
Molecular weight
152.11g/mol
Molar mass
152.1120g/mol
Density
2.1200g/cm3
Appearence

Xanthine typically appears as a white or whitish powder. It is a purine base found in most human body tissues and fluids, certain plants, and certain other organisms.

Comment on solubility

Solubility of 3,7-dihydropurine-2,6-dione

The solubility of 3,7-dihydropurine-2,6-dione (C5H4N4O2), also known as uric acid, is an interesting topic within the realm of chemical compounds.

Typically, the solubility characteristics of a compound can significantly influence its behavior in biological systems and environmental contexts. For 3,7-dihydropurine-2,6-dione, the solubility can be summarized as follows:

  • Temperature Dependency: The solubility of this compound often increases with temperature, which is a common trait of many organic compounds.
  • pH Sensitivity: Its solubility is influenced by the pH of the solution; it is more soluble in alkaline conditions compared to acidic ones.
  • Solvent Compatibility: This compound tends to have higher solubility in polar solvents, such as water, especially when salts form.

In summary, the solubility behavior of 3,7-dihydropurine-2,6-dione is regulated by its temperature, pH, and the polar nature of the solvent used. Understanding these solubility properties can aid in applications ranging from pharmaceutical formulations to biological assessments. As the saying goes, “The right solvent is key to solubility!”

Interesting facts

Interesting Facts About 3,7-Dihydropurine-2,6-dione

3,7-Dihydropurine-2,6-dione, commonly referred to as *allopurinol*, is an important compound primarily known for its role in the treatment of gout. Here are several intriguing aspects of this fascinating molecule:

  • Role in Medicine: Allopurinol inhibits the enzyme xanthine oxidase, which plays a critical part in the production of uric acid. By reducing uric acid levels in the blood, it helps alleviate the painful symptoms associated with gout attacks.
  • History: First developed in the 1960s, allopurinol was one of the pioneering drugs for managing high uric acid levels, marking a significant advancement in treating gout and conditions related to hyperuricemia.
  • Mechanism of Action: This compound helps to shift the metabolism of purines, converting them into more soluble substances like xanthine and hypoxanthine, rather than uric acid. This mechanism not only prevents crystallization but also eases the burden on the kidneys.
  • Importance in Cancer Treatment: Allopurinol is also used in oncology to prevent tumor lysis syndrome, a potentially fatal condition characterized by the rapid release of cellular contents into the bloodstream after tumor cell destruction.
  • Side Effects: While generally well-tolerated, allopurinol may cause side effects such as allergic reactions and rashes in some individuals. Therefore, monitoring and consultation with a healthcare professional are essential during its use.

In summary, 3,7-dihydropurine-2,6-dione is more than just a chemical compound; it is a vital tool in modern medicine that plays a significant role in managing pain and preventing complications associated with high uric acid levels. As with many drugs, the balance between efficacy and potential side effects highlights the importance of continued research in pharmacology.

Synonyms
xanthine
69-89-6
2,6-Dihydroxypurine
2,6-dioxopurine
Xanthin
Xanthic oxide
1H-Purine-2,6(3H,7H)-dione
Isoxanthine
Pseudoxanthine
1H-Purine-2,6-diol
9H-Purine-2,6-diol
Purine-2,6-diol
1H-Purine-2,6-dione, 3,7-dihydro-
3,7-Dihydro-1H-purine-2,6-dione
3,7-dihydropurine-2,6-dione
2,6(1,3)-Purinedion
USAF CB-17
2,6-Dioxo-1,2,3,6-tetrahydropurine
1H-Purine-2,6-dione, 3,9-dihydro-
3,9-dihydro-1H-purine-2,6-dione
Purine-2(3H),6(1H)-dione
9H-xanthine
Purine-2,6(1H,3H)-dione
XAN
Purine-2,6-(1H,3H)-dione
Xanthine (VAN)
9H-Purine-2,6-(1H,3H)-dione
CCRIS 994
NSC 14664
Dioxopurine
EPA Pesticide Chemical Code 116900
9H-Purine-2,6(1H,3H)-dione
AI3-52268
EINECS 200-718-6
MFCD00078453
1AVZ07U9S7
3,9-dihydropurine-2,6-dione
CHEBI:17712
2,3,6,9-tetrahydro-1H-purine-2,6-dione
7H-purine-2,6-diol
XANTHINE [MI]
NSC-14664
XANTHINE [WHO-DD]
Xanthine (VAN) (8CI)
CHEMBL1424
1H,3H,7H-XANTHINE
1H,3H,9H-XANTHINE
1262670-81-4
DTXSID4035120
2,3,6,7-tetrahydro-1H-purine-2,6-dione
purine, 2,6-dihydroxy-
1H-purine-2,6(3H,9H)-dione
UNII-1AVZ07U9S7
Dioxypurin
xanthine (2,6-dihydroxypurine)
7H-xanthine
2,6Dioxopurine
2-Oxohypoxanthine
2,6-dioxypurine
Purine2,6diol
2,6-dioxopurines
1HPurine2,6diol
9HPurine2,6diol
Xanthine,(S)
2,6-Dihydroxypurin
Xanthine (Standard)
Xanthine, 98%
Purine-2,3H)-dione
Xanthine, >=99%
2uz9
XANTHINE [INCI]
2,6(1,3)Purinedion
bmse000127
MolMap_000070
Xanthine, p.a., 99%
2,6(1H,3H)Purinedione
9H-Purine-2,3H)-dione
Cambridge id 5126190
Purine2,6(1H,3H)dione
SCHEMBL4965
2,2,3,6-tetrahydropurine
Oprea1_474175
3,7Dihydro1Hpurine2,6dione
Purine2(3H),6(1H)dione
9HPurine2,6(1H,3H)dione
Xanthine, BioUltra, >=99%
GTPL4557
1HPurine2,6dione, 3,7dihydro
1HPurine2,6dione, 3,9dihydro
DTXCID2015120
3,7-dihydro-purine-2,6-dione
3,9-Dihydro-purine-2,6-dione
BDBM82009
CHEBI:15318
CHEBI:48517
LRFVTYWOQMYALW-UHFFFAOYSA-
2,6-Dihydroxypurine; Isoxanthine
HMS1659G11
HMS3604G12
2,6Dioxo1,2,3,6tetrahydropurine
BCP15189
CAS_1188
HY-W017389R
NSC_1188
NSC14664
1H-purine-2,6(3H, 7H)-dione
BBL028159
BDBM50227193
STL064827
STL453051
AKOS000498219
AKOS005208756
AKOS015896921
AC-8422
CCG-266216
CS-W018105
DB02134
FS-3231
FX01318
HY-W017389
SDCCGMLS-0065805.P001
CID 5280342
2,6-Dioxo-1,2,3, 6-tetrahydropurine
NCGC00164338-01
SY030113
DB-015929
NS00001219
S3693
X0004
EN300-18289
C00385
D71218
Q50980
AB00171825-02
AG-670/31548007
Z57825360
92AB342E-6550-4B2B-AD76-E75AC1C2EB45
Xanthine, >=99.5% (HPLC), purified by recrystallization
InChI=1/C5H4N4O2/c10-4-2-3(7-1-6-2)8-5(11)9-4/h1H,(H3,6,7,8,9,10,11)