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Xanthine

Product Name
Xanthine
CAS No.
69-89-6
Chemical Name
Xanthine
Synonyms
XANTHINE;Xan;Xanthin;ISOXANTHINE;3,7-Dihydro-1H-purine-2,6-dione;7H-xanthine;9H-PURINE-2,6-DIOL;1H-Purine-2,6(3H,7H)-dione;Xanthione;usafcb-17
CBNumber
CB0197999
Molecular Formula
C5H4N4O2
Formula Weight
152.11
MOL File
69-89-6.mol
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Xanthine Property

Melting point:
300 °C
Boiling point:
274.55°C (rough estimate)
Density 
1.5452 (rough estimate)
vapor density 
5.3 (vs air)
refractive index 
1.8500 (estimate)
storage temp. 
Keep in dark place,Sealed in dry,Room Temperature
solubility 
NH4OH: freely soluble
pka
pKa 9.95 (Uncertain)
form 
Powder
color 
White to slightly yellow
Odor
Odorless
Water Solubility 
Soluble in water(0.067g/L).
Merck 
14,10059
BRN 
8733
InChIKey
LRFVTYWOQMYALW-UHFFFAOYSA-N
LogP
-0.730
CAS DataBase Reference
69-89-6(CAS DataBase Reference)
NIST Chemistry Reference
Xanthine(69-89-6)
EPA Substance Registry System
Xanthine (69-89-6)
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Safety

Hazard Codes 
Xi
Risk Statements 
36-43-36/37/38
Safety Statements 
36/37-37/39-26
WGK Germany 
3
RTECS 
ZD7700000
TSCA 
Yes
HS Code 
29335990
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H317May cause an allergic skin reaction

H319Causes serious eye irritation

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
X0626
Product name
Xanthine
Purity
≥99.5% (HPLC), purified by recrystallization
Packaging
5g
Price
$94.6
Updated
2024/03/01
TCI Chemical
Product number
X0004
Product name
Xanthine
Purity
>98.0%(HPLC)
Packaging
25g
Price
$65
Updated
2024/03/01
Alfa Aesar
Product number
A11077
Product name
Xanthine, 99%
Packaging
25g
Price
$84
Updated
2024/03/01
Alfa Aesar
Product number
A11077
Product name
Xanthine, 99%
Packaging
100g
Price
$207.65
Updated
2024/03/01
Sigma-Aldrich
Product number
X7375
Product name
Xanthine
Purity
≥99%
Packaging
10g
Price
$73.4
Updated
2024/03/01
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Xanthine Chemical Properties,Usage,Production

Chemical Properties

White to off-white crystalline powder

Uses

2,6-Dihydroxypurine was fund in animal organs, yeast, patatoes, coffee beans, tea. 2,6-Dihydroxypurine can be used to relax and widen certain breathing passages of the lungs. It is also found that a large number of derivatives have adenoside receptor antagonist properties.

Uses

Xanthine and xanthine oxidase system can be used to produce superoxide radicals.

Definition

A poisonous colorless crystalline organic compound that occurs in blood, coffee beans, potatoes, and urine. It is used as a chemical intermediate.

Definition

Xanthine: a purine base, C5H4N4O2,found in many organisms.

Origin

Xanthines (1H-purine-2,6(3H,7H)-diones) are purine based natural heterocyclic alkaloids. They were first discovered in 1817 by German chemist Emil Fisher and later the name ‘xanthine’ was coined in 1899[1].

Biological Functions

In fact, xanthine and its derivatives act as intermediate molecules in generation of GMP, GDP and GTP via the salvage pathway inside the cells. In addition, xanthine plays imperative role in catabolism of nucleotides and nucleic acids as xanthine acts as precursor of uric acid. Therefore, xanthine contains similar skeleton as that of purines which forms the building blocks of unit of life i.e. ribonucleotides (RNA) and deoxyribonucleotides (DNA). The structural resemblance with two of the important purine derivatives Adenine and Guanine; makes xanthine a good therapeutic molecule[1].

Synthesis Reference(s)

Chemical and Pharmaceutical Bulletin, 22, p. 1200, 1974 DOI: 10.1248/cpb.22.1200

General Description

Xanthine is a purine that can be produced in the purine metabolic pathway via different precursors:

  • Guanine deamination by guanine deaminase
  • Hypoxanthine conversion by xanthine oxidoreductase

Biochem/physiol Actions

A high level of xanthine is implicated in metabolic disorders like Lesch-Nyhan syndrome. A xanthine-based biosensor may be useful for detecting xanthine in food and clinical samples. Blood and urine samples of patients with renal failure, gout and xanthinuria show high levels of xanthine.

Purification Methods

The monohydrate separates in a microcrystalline form on slow acidification with acetic acid of a solution of xanthine in dilute NaOH. It is also precipitated by addition of conc NH3 to its solution in hot 2N HCl (charcoal). After washing with H2O and EtOH, it is dehydrated by heating above 125o. Its solubility in H2O is 1 in 14,000parts at 16o and 1 in 1,500parts of boiling H2O, and separates as plates . It has no m, but the perchlorate has m 262-264o [Lister Purines Part II, Fused Pyrimidines Brown Ed, Wiley-Interscience pp252-253 1971, ISBN 0-471-38205-1]. [Beilstein 26 H 447, 26 I 131, 26 II 260, 26 III/IV 2327.]

References

[1] Ahlawat, Jyoti Minakshi Sharma and Chandra S. Pundir. “Advances in xanthine biosensors and sensors: A review.” Enzyme and Microbial Technology 69 1 (2023).

Xanthine Preparation Products And Raw materials

Raw materials

Semicarbazide Imidazole Diethyl carbonate

Preparation Products

Caffeine 6-Mercaptopurine 2-Chloroadenine Theobromine
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Xanthine Suppliers

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View Lastest Price from Xanthine manufacturers

Hebei Zhuanglai Chemical Trading Co.,Ltd
Product
Xanthine 69-89-6
Price
US $120.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
10ton
Release date
2024-05-22
WUHAN FORTUNA CHEMICAL CO., LTD
Product
2,6-Dihydroxypurine (Xanthine) 69-89-6
Price
US $0.00/Kg/Bag
Min. Order
1KG
Purity
99%min
Supply Ability
3500kg/month
Release date
2021-06-03
hebei hongtan Biotechnology Co., Ltd
Product
2,6-Dihydroxypurine 69-89-6
Price
US $80.00/kg
Min. Order
1kg
Purity
99.9%
Supply Ability
1000
Release date
2024-05-17

69-89-6, XanthineRelated Search:

XANTHOSINE Diprophylline 8-Bromotheophylline 3-ISOBUTYL-1-METHYLXANTHINE ISOCAFFEINE Aminophylline 7-METHYLXANTHINE CAFFEINE PROXYPHYLLINE XANTHOSINE 5'-MONOPHOSPHATE DISODIUM SALT 7-(2-CHLOROETHYL)THEOPHYLLINE Theophylline-7-acetic acid 3-Methylxanthine 1,7-DIMETHYLXANTHINE 8-Aza-2,6-dihydroxypurine, Semihydrate, 3H-1,2,3-Triazolo(4,5-d)pyrimidine-5,7-diol 3-METHYL-7-PROPYL-2,6-DIHYDROXYPURINE 2,6-DIHYDROXYPURINE SODIUM SALT Oxipurinol

  • ISOXANTHINE
  • 2,6-DIOXOPURINE
  • 2,6-DIOXYPURINE
  • 2,6-DIHYDROXYPURINE
  • 9H-PURINE-2,6-DIOL
  • PURINE-2,6(1H,3H)-DIONE
  • TIMTEC-BB SBB004054
  • UREOUS ACID
  • XANTHINE
  • 3,7-Dihydro-1H-purine-2,6-dione
  • 3,7-dihydro-1h-purine-6-dione
  • 1H-Purine-2,6-diol
  • 1H-Purine-2,6-dione, 3,7-dihydro-
  • 2,6(1,3)-Purinedion
  • 2,6-Dioxo-1,2,3,6-tetrahydropurine
  • 2,6-Dixoxpurine
  • purine-2(3H),6(1H)-dione
  • xanthine 99-100%
  • xanthine sigmaultra
  • 2,6-DihydroxyPurine(Xanthine)
  • XanthineForBiochemistry
  • Lutein(MarigoldP.E)5%,20%ByHplc
  • Xanthine, 98+%
  • Xanthine,99%
  • 2,6[1,3]-Purinedione
  • 2,6-dihydroxypurin
  • Xanthione
  • XANTHINE OR 2,6-DIHYDROXYPURINE
  • XANTHINE(RG)
  • Xanthine (2,6-Dihydroxypurine)
  • 2,6-Dihydropurine
  • 2,6(1H,3H)purinedione
  • 6-dione,3,7-dihydro-1H-Purine-2
  • 9h-purine-2,6-(1h,3h)-dione
  • 9H-Purine-2,6(1H,3H)-dione
  • Dioxopurine
  • Pseudoxanthine
  • Purine-2,6-diol
  • USAF CB-17
  • usafcb-17
  • Xan
  • Xanthic oxide
  • xanthicoxide
  • Xanthin
  • XANTHINE extrapure CHR
  • 3,9-Dihydropurine-2,6-dione
  • H,3H,7H-Xanthine
  • 1H-Purine-2,6(3H,7H)-dione
  • 1H-Purine-2,6-dione
  • XANTHINEANALYTICAL GRADE
  • 3,7-Dihydroxy-1H-purine-2,6-dione
  • 2,3,6,7-tetrahydro-1H-purine-2,6-dione
  • Xanthine, 98% 25GR
  • Xanthine, 98% 5GR
  • 1H,3H,7H-Xanthine
  • 1H,3H,9H-Xanthine
  • 7H-xanthine
  • 3,7-dihydropurine-2,6-dione