2- Amino-6-mercaptopurine

Pt(2—amino—6—mercaptopurine riboside)2 [Pt(2—A—6—MPR)2l, using Extended X-ray Aborption Fine Structure (EXAFS) spectroscopy. The EXAFS technique (24-M) allows an accurate determination of interatomic distances between an X-ray absorbing atom and its near-neighbors as well as the coordination numbers. 

The purpose of these experiments was to determine the binding mode of 6-mercaptopurineriboside to platinum using EXAFS spectroscopy. The Pt-EXAFS data presented here establish the presence of two nitrogen and two sulfur atoms at normal bonding distances from the platinum in Pt(6—mercaptopurineriboside) 2 and Pt(2-amino—6—mercaptopurine—riboside)2. For Pt(6—MPR>2 and... 

The compounds described above may be regarded as analogs of adenosine nucleotides. The guanosine nucleotide analogs of the same group have been synthesized from 2-amino-6-mercaptopurine nucleoside using very similar procedures. A 3, 5 -cyclic monophosphate was synthesized from the 5 -monophosphate (I) after the method of Smith et aV... 

Mercaptopurine probably exists in a thione form (e.g., 167) since its ultraviolet spectrum is different from that of 2-(methylthio)pur-ine. Purine-2-thione and its 6-amino derivative were assigned thione structures on the basis of their infrared spectra.8-Mercapto-9-methyl- and b-mercapto-T-methjd-purine exist at least partially in thione forms, presumably 168 and 169, respectively, since their in-... 

To B20 mg of 7-amino-thiazolo (5,4-d) pyrimidine was added 2.5 cc of 2 N sodium hydroxide. The water was removed under reduced pressure. The sodium salt was then heated at 240°C for one hour, during which time it melted, gave off water and resolidified. The sodium salt of 6-mercaptopurine was dissolved in 15 ml of water and acidified to pH 5 with acetic acid. Yellow crystals of 6-mercaptopurine hydrate precipitated, according to U.S. Patent 2,933,49B. 

The present primary mode of therapy for these diseases involves the use 5-amino-salicylate (5-ASA) products. Often patients require additional medications, including corticosteroids, to help induce remission and various immune modulators, such as azathioprine, 6-mercaptopurine or methotrexate, to maintain remission. In Crohn s disease certain antibiotics, such as metronidazole and ciprofloxacin, and infliximab Remi-cade), an anti-tumor necrosis factor-a(TNFa) antibody, also have been used. The pharmacology of antibiotics, immunosuppressive drugs, and corticosteroids is discussed in Chapters 43,57, and 60, respectively. 

A one-pot procedure for the transformation of 6-thiopurine nucleosides to 6-aminopurines was developed using DMDO as the oxidant in the presence of a stoichiometric amount of various amines <1996T6759>. For example, 6-thio-9-(2, 3, 5 -tri-0-acetyl-/3-D-ribosyl)purine was readily converted to the 6-alkylamino derivatives (6-amino, 75% yield 6-methylamino, 55% yield). Similarly, A -6-acetyl-8-thio-9-(2, 3, 5 -tri-0-acetyl-/3-D-ribosyl)adenosine was converted to A -6-acetyl-8-methylamino-9-(2, 3, 5 -tri-0-acetyl-/3-D-ribosyl)adenosine (DMDO, methylamine, CH2CI2, 25 °C, 83% yield). Less nucleophilic 2-mercaptopurine derivatives did not undergo the displacement reaction, however, and only the products of dithiane formation and desulfurization were isolated. 

An example of a CILA using optical fibers has been described by Wang et al. [114] for the analysis of 6-mercaptopurine (6-MP). The template, 6-MP, was oxidized to a strong fluorescent compound by H202 in alkaline solution. Upon optimization of the H202 and NaOH concentrations and of the assay temperature, the sensor showed a linear response in the 1.0 x 10 s to 6.0 x 10 6 g mL-1 range with a detection limit of 3.0 x 10-9 g mL-1. Cross reactivity to metal ions, amino acids, and carbohydrates was tested and the sensor was applied to the analysis of 6-MP in spiked serum. 

Difluoro-5,7-dimethyl-4-bora-3a,4a-diaza-s-indacene-3-pentanoic acid 4,ll-bis[(2-Aminoethyl)amino]anthra[2,3-b]furan-5,10-diones 4(l-Anilino-podophyllotoxin derivatives 5-Aza-2 -deoxycytidine 5-Bromotetrandrine 5-Cyclohexylindolyl-2 -deoxyribose (non-natural nucleoside) 5 -Fluorosulfonylbenzoyl 5 -adenosine 5-Fluorouracil 5,5-Diphenylbarbituric acid 6-[(2S,4R,6E)-4-Methyl-2-(methylamino)-3-oxo-6-octenoic acid] cyclosporine D (PSC833) 6-Hydroxy-2,5,7,8-tetramethylchroman-2-carboxylic acid 6-Mercaptopurine 6-Prenylchrysin 6-Thioguanine 6,7-Dimethoxy-... 

Since specificity of the nucleoside phosphorylases varies, enzymes that catalyze the formation of the nucleosides of the so-called fraudulent purine bases, 6-mercaptopurine (purine-6(lH)-thione) and 8-aza-guanine (5-amino-t -triazolo[ 4,5-d]pyrimidin-7(6if)-one), have been found, and gram quantities of 8-azaguanosine have been isolated. ... 

Amino-6-chloro-5-nitropyrimidine Mercaptopurine 2-Amino-4[Pg.1612]

Both 2-amino-4-mercaptopurine (XLVII) and its 9- -D-ribofuranOside have high activity in vitro against cytomegalovirus. This virus is repeatedly found in patients on immunosuppressive treatment, is highly infective and can produce severe congenital disease in newborn infants. 

Azathioprine 3A1 p. 102) is the 5 -(l-methyl-4-nitroimidazol-5-yl) derivative of 6-mercaptopurine which it slowly releases in the body. It is much used as an immunosuppressant to prevent rejection of organ grafts, particularly those of the kidney (Elion, 1967 Elion and Hitchings, 1975). The 2-amino derivative of 6-mercaptopurine, known as thioguanine, is used to a smaller extent in cancer therapy and as an immunosuppressant. 

Thiols are impurities distributed among petroleum products. They cause foul odor and deterioration of additives in finished products. Some thiol compounds such as 6-mercaptopurine and 6-thioguanine are used in medicine (e.g., treatment of leukemia) while others form essentials components of biological systems (e.g., amino acids). Some thiols (e.g., cysteine) are not readily detected on bare electrodes, hence the need for chemical modification of electrodes with electroactive catalysts. The use of CME also enhances sensitivity for the detection of thiols even for those that can be determined directly on bare electrodes. Phthalo-cyanines and porphyrins have been studied extensively as electrocatalysts for the detection of thiols. Electrocatalytic oxidations of cysteine and 2-mercaptoethanol have received considerable attention over many years. The aim is to lower the... 

---