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THIOURIC ACID is a metabolite of Azathioprine, an immunosuppressive antimetabolite and active disease-modifying antirheumatic drug (DMARD). It is a purine analog with immunosuppressive effects and is characterized by its beige solid chemical properties.

2002-60-0

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2002-60-0 Usage

Uses

Used in Pharmaceutical Industry:
THIOURIC ACID is used as a metabolite for Azathioprine, which is an immunosuppressive drug. It plays a crucial role in the metabolism of Azathioprine, contributing to its therapeutic effects in treating autoimmune diseases and organ transplant rejection.
Used in Immunosuppression:
THIOURIC ACID is used as an immunosuppressive agent for managing autoimmune conditions and preventing organ transplant rejection. Its role in the metabolism of Azathioprine helps in modulating the immune system and reducing inflammation.
Used in Disease Modifying Antirheumatic Drug (DMARD):
THIOURIC ACID is used as a component of Azathioprine, which is a disease-modifying antirheumatic drug (DMARD). It aids in the management of rheumatoid arthritis and other autoimmune disorders by suppressing the immune system and reducing inflammation.

Synthesis Reference(s)

Journal of the American Chemical Society, 81, p. 3042, 1959 DOI: 10.1021/ja01521a033

Check Digit Verification of cas no

The CAS Registry Mumber 2002-60-0 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 2,0,0 and 2 respectively; the second part has 2 digits, 6 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 2002-60:
(6*2)+(5*0)+(4*0)+(3*2)+(2*6)+(1*0)=30
30 % 10 = 0
So 2002-60-0 is a valid CAS Registry Number.
InChI:InChI=1/C5H4N4O2S/c10-4-6-1-2(7-4)8-5(11)9-3(1)12/h(H4,6,7,8,9,10,11,12)

2002-60-0Downstream Products

2002-60-0Relevant academic research and scientific papers

Purines oxidation by immobilized xanthine oxidase on magnetic polysiloxane-polyvinyl alcohol composite

Neri, David F.M.,Bernardino, Débora P.B.,Beltr?o, Eduardo I.C.,Carvalho Jr., Luiz B.

, p. 210 - 214 (2011)

Bovine milk xanthine oxidase (XOD, E.C. 1.17.3.2) was covalently immobilized, via glutaraldehyde, on magnetic polysiloxane-polyvinyl alcohol (mPOS-PVA) particles yielding a preparation containing 9.5 ± 0.5 μg of protein per mg of support and specific activity of 36.3 ± 7.8 mU/mg of protein (55.0 ± 11.7% of the free enzyme). Optimal pH (8.8) and temperature (60 °C) were slightly higher than those established for the free enzyme (8.2 and 55 °C, respectively). No decrease of activity was observed after five reuses and only 17% was lost at the tenth reuse. The apparent Michaelis constant estimated for the mPOS-PVA-XOD (8.86 ± 0.88 μM) was not statistically different from the free enzyme (7.48 ± 1.01 μM). The 6-mercaptopurine oxidation catalyzed by the mPOS-PVA-XOD followed the same pathway described for the free enzyme, namely, 6-mercaptopurine → 6-mercapto-8-hydroxypurine → 6-thiouric acid, and no 6-thioxanthine was formed.

Thermodynamic quantities for different steps involved in the mechanism of the oxidation of 6-mercaptopurine by diperiodatocuprate(III) in aqueous alkaline medium

Naik, Keerti M.,Nandibewoor, Sharanappa T.

, p. 123 - 136 (2011)

The kinetics of oxidation of 6-mercaptopurine (6-MP) by diperiodatocuprate(III) (DPC) in aqueous alkaline medium at a constant ionic strength of 0.01mol/dm3 was studied spectrophotometrically. The reaction between DPC and 6-MP in an alkaline medium exhibits 1:4 stoichiometry (6-MP:DPC). The reaction is of first order in [DPC] and has less than unit order in both [6-MP] and [alkali]. However, the order of [6-MP] and [alkali] changes from first order to zero order as their concentration increases. Intervention of free radicals was observed in the reaction. An increase in periodate concentration decreases the rate. The oxidation reaction in an alkaline medium has been shown to proceed via a monoperiodatocuprate(III)-6-MP complex, which decomposes slowly in a rate-determining step followed by other fast steps to give the products. The main oxidative products were identified by spot test, IR, GC-MS and HPLC studies. The reaction constants involved in the different steps of the mechanism are calculated. The activation parameters with respect to a slow step of the mechanism are computed and discussed, and thermodynamic quantities are also determined. Figure Presented.

In vitro oxidative metabolism of 6-mercaptopurine in human liver: Insights into the role of the molybdoflavoenzymes aldehyde oxidase, xanthine oxidase, and xanthine dehydrogenase

Choughule, Kanika V.,Barnaba, Carlo,Joswig-Jones, Carolyn A.,Jones, Jeffrey P.

, p. 1334 - 1340 (2017/01/22)

Anticancer agent 6-mercaptopurine (6MP) has been in use since 1953 for the treatment of childhood acute lymphoblastic leukemia (ALL) and inflammatory bowel disease. Despite being available for 60 years, several aspects of 6MP drug metabolism and pharmacok

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