Tisopurine

Tisopurine
Systematic (IUPAC) name

1,2-Dihydro-4H-pyrazolo[3,4-d]pyrimidine-4-thione
Clinical data
AHFS/Drugs.com	International Drug Names
Identifiers
CAS Number	5334-23-6^Y
ATC code	M04AA02 (WHO)
PubChem	CID 667510
ChemSpider	580886
UNII	79F9I2R16M^Y
KEGG	D07278^Y
Chemical data
Formula	C₅H₄N₄S
Molar mass	152.18 g/mol
SMILES c1c2c([nH]n1)ncnc2S
InChI InChI=1S/C5H4N4S/c10-5-3-1-8-9-4(3)6-2-7-5/h1-2H,(H2,6,7,8,9,10) Key:PYAOPMWCFSVFOT-UHFFFAOYSA-N
(verify)

Tisopurine (or thiopurinol) is a drug used in the treatment of gout in some countries.^[1] It reduces uric acid production through inhibiting an early stage in its production.^[2]

References

↑ DEAN, B.M.; PERRETT, D.; SIMMONDS, H.A.; GRAHAME, R (April 1974). "THIOPURINOL: COMPARATIVE ENZYME INHIBITION AND PROTEIN BINDING STUDIES WITH ALLOPURINOL, OXIPURINOL AND 6-MERCAPTOPURINE". British Journal of Clinical Pharmacology 1 (2): 119–127. doi:10.1111/j.1365-2125.1974.tb00220.x. Retrieved 31 August 2015.
↑ Jawad, A.S.M (1987). "Alternatives to allopurinol" (PDF). Annals of the Rheumatic Diseases 46: 493. doi:10.1136/ard.46.6.493-a. Retrieved 31 August 2015.

Drugs used for gout (M04)

Drugs to lower uric acid levels

primary	Probenecid Sulfinpyrazone Benzbromarone Isobromindione

secondary	Amlodipine Atorvastatin Fenofibrate Guaifenesin Lesinurad Losartan

Xanthine oxidase inhibitors

purine analogues	Allopurinol^# Oxypurinol Tisopurine

other	Febuxostat Inositols (Phytic acid Myo-inositol)

Mitotic inhibitors

Colchicine

Other

^#WHO-EM
^‡Withdrawn from market
Clinical trials:
- ^†Phase III
- ^§Never to phase III

Purinergics

Receptor
(ligands)

P0
(adenine)

Agonists: 8-Aminoadenine
Adenine

P1
(adenosine)

Agonists: 2-(1-Hexynyl)-N-methyladenosine
2-Cl-IB-MECA
2'-MeCCPA
4'-O-β-D-Glucosyl-9-O-(6''-deoxysaccharosyl)olivil
5'-N-ethylcarboxamidoadenosine
Adenosine
ADP
AMP
Apadenoson
ATL-146e
ATP
BAY 60–6583
Binodenoson
Capadenoson
CCPA
CGS-21680
CP-532,903
Evodenoson
GR 79236
LUF-5835
LUF-5845
N⁶-Cyclopentyladenosine
Neladenoson dalanate
Piclidenoson
Regadenoson
SDZ WAG 994
Selodenoson
Sonedenoson
Tecadenoson
UK-432,097

P2
(nucleotide)

P2X (ATP)	Agonists: 2-Me-SATP α,β-Me-ATP Adenosine ADP AMP Ap4A Ap5A ATP ATPγS BzATP Cibacron blue CTP D-β,γ-Me-ATP GTP HT-AMP Ivermectin L-β,γ-Me-ATP MRS-2219 PAPET-ATP UTP Zinc Antagonists: 5-BDBD A-317491 A-438079 A-740003 A-804598 A-839977 AF-353 AZ-10606120 AZ-11645373 BBG Calcium Calmidazolium Chelerythrine Copper Emodin (Rheum officinale) Evans Blue GW-791343 HMA Ip5I isoPPADS JNJ-47965567 KN-04 KN-62 Magnesium MRS-2159 NF-023 NF-110 NF-157 NF-279 NF-449 Oxidized-ATP Phenol Red Phenolphthalein PPADS PPNDS PSB-12062 Puerarin (Radix puerariae) Purotoxin 1 RB-2 Ro 0437626 Ro 51 RO-3 Sodium ferulate (Angelica sinensis, Ligusticum wallichii) Suramin TC-P 262 Tetramethylpyrazine (ligustrazine) (Ligusticum wallichii) TNP-ATP Zinc

P2Y	Agonists: 2-Me-SADP 2-Me-SATP 2-Thio-UTP 5-Br-UDP 5-OMe-UDP α,β-Me-ATP Adenosine ADP ADPβS Ap3A AR-C 67085MX ATP ATPγS CTP dATP Denufosol Diquafosol IDP ITP INS-365 INS-37217 MRS-2365 MRS-2690 MRS-2693 MRS-2768 MRS-2957 MRS-4062 NF-546 PAPET-ATP PSB-0474 PSB-1114 UDP UDPβS UDP-galactose UDP-glucose UDP-N-acetylglucosamine Up3U UTP UTPγS Antagonists: 2-Me-SAMP A3P5PS AMPαS Ap4A AR-C 66096 AR-C 67085MX AR-C 69931MX AR-C 118925XX ATP BzATP C1330-7 Cangrelor Clopidrogel Elinogrel Ip5I MRS-2179 MRS-2211 MRS-2279 MRS-2395 MRS-2500 MRS-2578 NF-157 NF-340 PIT PPADS Prasugrel PSB-0739 RB-2 Regrelor Suramin Ticagrelor Ticlopidine UDP

Transporter
(blockers)

CNTs	6-Hydroxy-7-methoxyflavone Adenosine dMeThPmR Estradiol KGO-2142 KGO-2173 MeThPmR Phloridzin Progesterone

ENTs	Barbiturates Benzodiazepines Cilostazol Dilazep Dipyridamole Estradiol Ethanol Hexobendine NBMPR Pentoxifylline Progesterone Propentofylline

PMAT	Decynium-22

Enzyme
(inhibitors)

XO	Allopurinol Amflutizole Benzbromarone Caffeic acid Cinnamaldehyde Cinnamomum osmophloeum Febuxostat Myo-inositol Kaempferol Myricetin Niraxostat Oxypurinol Phytic acid Pistacia integerrima Propolis Quercetin Tisopurine Topiroxostat

Others	Aminopterin Azathioprine Methotrexate Mycophenolic acid Pemetrexed Pralatrexate Many others

Others

Others: Chrysophanol (rhubarb)

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