TISOPURINE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C5H4N4S
Molecular Weight	152.177
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

S=C1N=CNC2=C1C=NN2

InChI

InChIKey=PYAOPMWCFSVFOT-UHFFFAOYSA-N

InChI=1S/C5H4N4S/c10-5-3-1-8-9-4(3)6-2-7-5/h1-2H,(H2,6,7,8,9,10)

HIDE SMILES / InChI

Molecular Formula	C5H4N4S
Molecular Weight	152.177
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/22454898 | https://www.ncbi.nlm.nih.gov/pubmed/9208004

Tisopurine (or Thiopurinol) was used in the treatment of gout. This drug reduces uric acid concentrations by interfering with the early stages of its synthesis, thus avoiding increased blood concentrations of hypoxanthine and xanthine. In addition, it was discovered, that tisopurine caused acute hepatitis.

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Uric acid 1 Target ID: CHEMBL2364183 Sources: https://www.ncbi.nlm.nih.gov/pubmed/8178077	Inhibitor 8504
platelet aggregation 80 Target ID: GO:0070527 Sources: https://www.ncbi.nlm.nih.gov/pubmed/2551060	Inhibitor 8504
Leishmania donovani 13 Target ID: CHEMBL367 Sources: https://www.ncbi.nlm.nih.gov/pubmed/3992630 \| https://www.ncbi.nlm.nih.gov/pubmed/2424909	Inhibitor 8504

PubMed

Title	Date	PubMed
Biochemical characterization of some pyrazolopyrimidine-based inhibitors of xanthine oxidase.	2006	16487068
Development of new fungicides against Magnaporthe grisea: synthesis and biological activity of pyrazolo[3,4-d][1,3]thiazine, pyrazolo[1,5-c][1,3,5]thiadiazine, and pyrazolo[3,4-d]pyrimidine derivatives.	2002-08-14	12166969
Structure-activity relationships for the binding of ligands to xanthine or guanine phosphoribosyl-transferase from Toxoplasma gondii.	1995-11-09	7503772
Antithrombotic effect of thiopurinol.	1989-06-15	2551060

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:21:21 GMT 2025` Edited by `admin` on `Mon Mar 31 18:21:21 GMT 2025`
Record UNII	79F9I2R16M
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

EXURACID

Preferred Name

English

TISOPURINE

Official Name

English

NSC-1392

Code

English

1H-PYRAZOLO(3,4-D)PYRIMIDINE-4-THIOL

Systematic Name

English

TISOPURINE [MART.]

Common Name

English

tisopurine [INN]

Common Name

English

Tisopurine [WHO-DD]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C921