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Compound Detail

CHEMBL181

DIAZOXIDE
💊 Approved Drug
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💊 Approved Drug
CC1=Nc2ccc(Cl)cc2S(=O)(=O)N1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL181
Name DIAZOXIDE
Phase Approved
Structure Type MOL
InChI Key GDLBFKVLRPITMI-UHFFFAOYSA-N
Therapeutic ✓ Yes

Known Names

Diazoxide Diazoxido Diazoxidum Eudemine Eudemine injection Eudimine Hyperstat Hypertonalum Mutabase NSC-64198 NSC-76130 Proglycem +4 more
10
Targets
63
Activities
4
Assay Types
17
PK Parameters
20
Publications
16
Known Names
7
Indications
2
Mechanisms

Molecular Properties

230.7
MW (Da)
1.68
ALogP
3
HBA
1
HBD
58.5
PSA (Ų)
0.74
QED
0
Ro5 Violations
0
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1973
Availability Prescription
Chirality Achiral

Routes of Administration

Oral Parenteral

Flags

Natural Product
USAN Year 1962

Extended Properties

Molecular Formula C8H7ClN2O2S
MW 230.68
Aromatic Rings 1
Heavy Atoms 14
NP-Likeness -1.38

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Potassium channel, inwardly rectifying, subfamily J, member 11 opener OPENER ATP-sensitive inward rectifier potassium channel 11 ✓ ✓
Potassium channel, inwardly rectifying, subfamily J, member 8 opener OPENER ATP-sensitive inward rectifier potassium channel 8 ✓ ✓

Indications

Adenoma, Islet Cell Hyperinsulinism Hypertension Hypoglycemia Obesity Diabetes Mellitus, Type 2 Depressive Disorder

ATC Classification

C02DA01
diazoxide
Level 1: CARDIOVASCULAR SYSTEM
Level 2: ANTIHYPERTENSIVES
V03AH01
diazoxide
Level 1: VARIOUS
Level 2: ALL OTHER THERAPEUTIC PRODUCTS

Activity Summary

EC50 32 meas. best 5.06
IC50 29 meas. best 5.21
Kd 1 meas. best 3.64
Ki 1 meas.

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Rattus norvegicus
CHEMBL376
 IC50 5.21 4.766 6100.0 10
Sulfonylurea receptor 1, Kir6.2
CHEMBL2096972
 EC50 5.06 4.6771 8800.0 7
Rattus norvegicus
CHEMBL376
 EC50 4.89 4.718 12800.0 5
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 4.86 4.465 13700.0 2
Beta-TC3
CHEMBL614063
 EC50 4.86 4.86 13700.0 2
Beta-TC3
CHEMBL614063
 IC50 4.86 4.86 13700.0 1
Unchecked
CHEMBL612545
 IC50 4.74 4.5525 18400.0 4
Aorta
CHEMBL613606
 IC50 4.72 4.72 19054.6 2
Thoracic aorta
CHEMBL2367449
 EC50 4.71 4.6375 19500.0 4
Unchecked
CHEMBL612545
 EC50 4.69 4.5075 20280.0 4
NON-PROTEIN TARGET
CHEMBL3879801
 EC50 4.65 4.65 22400.0 1
Aorta
CHEMBL613606
 EC50 4.65 4.63 22400.0 3
Beta-TC6
CHEMBL614357
 IC50 4.65 4.6475 22400.0 4
Beta-TC6
CHEMBL614357
 EC50 4.64 4.64 22980.0 1
HEK293
CHEMBL614818
 IC50 4.48 4.48 33000.0 1
Nicotinamide phosphoribosyltransferase
CHEMBL1744525
 Kd 3.64 3.64 230000.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC -3008.0 % -
CL 8.0 mL.min-1.kg-1 Rattus norvegicus
CL 0.06 mL.min-1.kg-1 Homo sapiens
CL - mL.min-1.kg-1 Homo sapiens
CL 0.06 mL.min-1.kg-1 Homo sapiens
CL 0.06 mL.min-1.kg-1 Homo sapiens
Cmax 6294.43 nM Rattus norvegicus
F 154.0 % Rattus norvegicus
F 80.0 % Homo sapiens
F 154.0 % Rattus norvegicus
Fu 0.06 - Homo sapiens
Fu 0.06 - Homo sapiens
MRT 58.0 hr Homo sapiens
T1/2 1.317 hr Rattus norvegicus
T1/2 1.317 hr Rattus norvegicus
T1/2 48.0 hr Homo sapiens
Tmax 1.0 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Rattus norvegicus IC50 = 6100.0 nM 5.21 Compound was evaluated for the inhibition of insulin release from rat islets 11425552
Sulfonylurea receptor 1, Kir6.2 EC50 = 8800.0 nM 5.06 Inhibition of Beta-cell KATP channel 12270187
Sulfonylurea receptor 1, Kir6.2 EC50 = 8800.0 nM 5.06 Maximum activation of human KATP (SUR1/Kir6.2) channel expressed in Xenopus oocy... 14741296
Rattus norvegicus IC50 = 11500.0 nM 4.94 In vitro ability to relax phenylephrine contracted rat aorta rings 11425552
Rattus norvegicus EC50 = 12800.0 nM 4.89 Effective concentration required for relaxation of rat aorta rings 12213059
Rattus norvegicus IC50 = 12800.0 nM 4.89 Relaxation of phenylephrine precontracted rat isolated aorta rings. 15163199
Beta-TC3 EC50 = 13700.0 nM 4.86 Repolarization of tolbutamide-depolarized beta-TC3 cells 17425298
Beta-TC3 EC50 = 13700.0 nM 4.86 Repolarization of beta-TC3 cells 16821773
Beta-TC3 IC50 = 13700.0 nM 4.86 Ability to repolarize beta-TC3 cell membrane potential 15163199
NON-PROTEIN TARGET IC50 = 13700.0 nM 4.86 inhibitory concentration required for repolarization of beta cell membrane poten... 15501029
Unchecked IC50 = 18400.0 nM 4.74 Inhibition of glucose induced insulin secretion from rat Pancreatic islet assess... 21428460
Aorta IC50 = 19054.61 nM 4.72 Vasorelaxation activity in Wistar rat thoracic aortic ring assessed as inhibitio... 18925735
Aorta IC50 = 19054.61 nM 4.72 Vasorelaxation activity on KCl-induced contractile tone in Wistar rat thoracic a... 17181142
Thoracic aorta EC50 = 19500.0 nM 4.71 Vasorelaxant activity in Wistar rat endothelium thoracic aortic ring assessed as... 25773016
Rattus norvegicus IC50 = 19300.0 nM 4.71 In vitro inhibition of 30 mM KCl-induced contraction of rat aorta rings. 11472211
Unchecked IC50 = 19700.0 nM 4.71 Activation of ATP-sensitive potassium channel in Wistar rat pancreatic beta isle... 18479927
Rattus norvegicus IC50 = 20280.0 nM 4.69 Inhibition of glucose-stimulated insulin release from Wistar rat islets 12213059
Unchecked EC50 = 20280.0 nM 4.69 Inhibition of insulin release from rat INS-1E cells 17425298
Rattus norvegicus EC50 = 20280.0 nM 4.69 Inhibition of glucose-stimulated insulin release in Wistar rat islets 16821773
Rattus norvegicus EC50 = 20800.0 nM 4.68 Vasodilation effects on Wistar rat mesenteric arteries precontracted with phenyl... 12213059

Literature References

PubMed DOI Target Context # Activities
22194678 10.1371/journal.pcbi.1002310 Hepatotoxicity 14
15887958 10.1021/jm0311339 Rattus norvegicus 12
10780901 10.1021/jm991069o Rattus norvegicus 10
16821773 10.1021/jm060042j Rattus norvegicus 9
20070106 10.1021/jm901371v Homo sapiens 8
24763361 10.1016/j.ejmech.2014.04.024 Thoracic aorta 8
17181142 10.1021/jm061228l Rattus norvegicus 8
12213059 10.1021/jm0208121 Rattus norvegicus 7
21428460 10.1021/jm200100c Unchecked 7
12852765 10.1021/jm021117w Rattus norvegicus 7
11472211 10.1021/jm0004648 Rattus norvegicus 7
36748235 10.1021/acs.jnatprod.2c01029 H9c2 6
16033278 10.1021/jm0580050 Rattus norvegicus 5
8230110 10.1021/jm00073a025 Rattus norvegicus 5
8632417 10.1021/jm9500582 Rattus norvegicus 5
18426954 10.1124/dmd.108.020479 ADMET 4
27031211 10.1016/j.ejmech.2016.03.028 Thoracic aorta 4
21428460 10.1021/jm200100c NON-PROTEIN TARGET 4
18479927 10.1016/j.bmc.2008.04.043 Unchecked 4
23517501 10.1021/jm301743b Aorta 4

Data from ChEMBL 36 via Core Engine