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Compound Detail

CHEMBL817

TOLAZAMIDE
💊 Approved Drug
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💊 Approved Drug
Cc1ccc(S(=O)(=O)NC(=O)NN2CCCCCC2)cc1

Basic Information

ChEMBL ID CHEMBL817
Name TOLAZAMIDE
Phase Approved
Structure Type MOL
InChI Key OUDSBRTVNLOZBN-UHFFFAOYSA-N
Therapeutic ✓ Yes

Known Names

NSC-70762 Tolazamida Tolazamide Tolinase U-17835
2
Targets
4
Activities
2
Assay Types
0
PK Parameters
20
Publications
5
Known Names
2
Indications
1
Mechanisms

Molecular Properties

311.4
MW (Da)
1.77
ALogP
4
HBA
2
HBD
78.5
PSA (Ų)
0.89
QED
0
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1966
Availability Prescription
Chirality Achiral

Routes of Administration

Oral

Flags

Natural Product
USAN Year 1964

Extended Properties

Molecular Formula C14H21N3O3S
MW 311.41
Aromatic Rings 1
Heavy Atoms 21
NP-Likeness -1.26

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Sulfonylurea receptor 1, Kir6.2 blocker BLOCKER Sulfonylurea receptor 1, Kir6.2

Indications

Diabetes Mellitus Diabetes Mellitus, Type 2

ATC Classification

A10BB05
tolazamide
Level 1: ALIMENTARY TRACT AND METABOLISM
Level 2: DRUGS USED IN DIABETES

Activity Summary

IC50 3 meas. best 5.29
Ki 1 meas.

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Polyunsaturated fatty acid lipoxygenase ALOX15
CHEMBL4358
IC50 5.29 5.29 5106.0 1
Unchecked
CHEMBL612545
IC50 5.16 5.16 6976.9 1

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL3885881 Rattus norvegicus 270
- 10.5281/zenodo.13943903 ADMET 89
31158845 10.1038/s41586-019-1291-3 ADMET 62
22194678 10.1371/journal.pcbi.1002310 Hepatotoxicity 14
15646539 10.1016/s0399-8320(04)95062-2 Unchecked 11
15646539 10.1016/s0399-8320(04)95062-2 NON-PROTEIN TARGET 8
7310831 10.1021/jm00144a031 Rattus norvegicus 8
7069714 10.1021/jm00346a006 Rattus norvegicus 7
7310831 10.1021/jm00144a031 Cavia porcellus 4
7069714 10.1021/jm00346a006 Cavia porcellus 4
- 10.6019/CHEMBL3301361 No relevant target 3
20014752 10.1021/tx900326k Hepatotoxicity 3
15801837 10.1021/jm049227l Albumin 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
7310831 10.1021/jm00144a031 Mus musculus 2
37468498 10.1038/s41467-023-40064-9 Gamma-aminobutyric acid receptor subunit alpha-1 2
- 10.6019/CHEMBL4651402 SARS-CoV-2 2
7069714 10.1021/jm00346a006 Mus musculus 2
21601448 10.1016/j.bmcl.2011.04.133 No relevant target 2
7069714 10.1021/jm00346a006 Monkey 2

Data from ChEMBL 36 via Core Engine