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Compound Detail

CHEMBL188921

BUFLOMEDIL
💊 Approved Drug
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💊 Approved Drug
COc1cc(OC)c(C(=O)CCCN2CCCC2)c(OC)c1

Basic Information

ChEMBL ID CHEMBL188921
Name BUFLOMEDIL
Phase Approved
Structure Type MOL
InChI Key OWYLAEYXIQKAOL-UHFFFAOYSA-N

Known Names

Buflomedil
3
Targets
5
Activities
2
Assay Types
8
PK Parameters
20
Publications
1
Known Names
1
Indications

Molecular Properties

307.4
MW (Da)
2.77
ALogP
5
HBA
0
HBD
48.0
PSA (Ų)
0.69
QED
0
Ro5 Violations
8
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Withdrawn
Chirality Achiral

Flags

Withdrawn Natural Product
USAN Stem -dil

Extended Properties

Molecular Formula C17H25NO4
MW 307.39
Aromatic Rings 1
Heavy Atoms 22
NP-Likeness -0.24

Indications

Cardiovascular Diseases

ATC Classification

C04AX20
buflomedil
Level 1: CARDIOVASCULAR SYSTEM
Level 2: PERIPHERAL VASODILATORS

Drug Warnings

Withdrawn
neurotoxicity
Serious nervous (convulsions, myoclonia and status epilepticus) and cardiac (tachycardia, hypotension, ventricular rhythm disorders and cardiac arrest) events especially in accidental overdose or volu...
Country: France; European Union; Madagascar; Brazil   Year: 2011
Withdrawn
vascular toxicity
Serious nervous (convulsions, myoclonia and status epilepticus) and cardiac (tachycardia, hypotension, ventricular rhythm disorders and cardiac arrest) events especially in accidental overdose or volu...
Country: France; European Union; Madagascar; Brazil   Year: 2011
Withdrawn
neurotoxicity
Serious nervous (convulsions, myoclonia and status epilepticus) and cardiac (tachycardia, hypotension, ventricular rhythm disorders and cardiac arrest) events especially in accidental overdose or volu...
Country: France; European Union; Madagascar; Brazil   Year: 2011
Withdrawn
cardiotoxicity
Serious nervous (convulsions, myoclonia and status epilepticus) and cardiac (tachycardia, hypotension, ventricular rhythm disorders and cardiac arrest) events especially in accidental overdose or volu...
Country: France; European Union; Madagascar; Brazil   Year: 2011
Withdrawn
cardiotoxicity
risk of serious neurological and cardiac side effects in patients when buflomedil is used normally
Country: France; European Union; Madagascar; Brazil   Year: 2011
Withdrawn
cardiotoxicity
risk of serious neurological and cardiac side effects in patients when buflomedil is used normally
Country: France; European Union; Madagascar; Brazil   Year: 2011
Withdrawn
cardiotoxicity
Low efficacy and with regards to a risk of serious side- effects linked to neurological and cardiac misuse (non- compliance with the indication, contraindications, dosage, and monitoring of renal func...
Country: France; European Union; Madagascar; Brazil   Year: 2011
Withdrawn
neurotoxicity
Low efficacy and with regards to a risk of serious side- effects linked to neurological and cardiac misuse (non- compliance with the indication, contraindications, dosage, and monitoring of renal func...
Country: France; European Union; Madagascar; Brazil   Year: 2011
Withdrawn
drug misuse
Low efficacy and with regards to a risk of serious side- effects linked to neurological and cardiac misuse (non- compliance with the indication, contraindications, dosage, and monitoring of renal func...
Country: France; European Union; Madagascar; Brazil   Year: 2011
Withdrawn
cardiotoxicity
Serious nervous (convulsions, myoclonia and status epilepticus) and cardiac (tachycardia, hypotension, ventricular rhythm disorders and cardiac arrest) events especially in accidental overdose or volu...
Country: France; European Union; Madagascar; Brazil   Year: 2011

Activity Summary

Ki 4 meas. best 7.22
IC50 1 meas. best 5.66

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
3-beta-hydroxysteroid-Delta(8),Delta(7)-isomerase
CHEMBL4931
Ki 7.22 7.22 60.0 1
Sigma non-opioid intracellular receptor 1
CHEMBL287
Ki 6.04 5.965 912.2 2
Sigma non-opioid intracellular receptor 1
CHEMBL287
IC50 5.66 5.66 2170.5 1
C-8 sterol isomerase ERG2
CHEMBL3224
Ki 5.15 5.15 7150.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 5.6 mL.min-1.kg-1 Homo sapiens
CL 4.3 mL.min-1.kg-1 Homo sapiens
CL 5.6 mL.min-1.kg-1 Homo sapiens
CL 5.6 mL.min-1.kg-1 Homo sapiens
Fu 0.4 - Homo sapiens
Fu 0.4 - Homo sapiens
MRT 3.9 hr Homo sapiens
T1/2 3.3 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL3885881 Rattus norvegicus 467
20070106 10.1021/jm901371v Homo sapiens 8
18426954 10.1124/dmd.108.020479 ADMET 4
34547896 10.1021/acs.jmedchem.1c00823 Transthyretin 4
37468498 10.1038/s41467-023-40064-9 Nuclear receptor subfamily 1 group I member 2 3
- 10.6019/CHEMBL4651402 SARS-CoV-2 2
37468498 10.1038/s41467-023-40064-9 Gamma-aminobutyric acid receptor subunit alpha-1 2
37468498 10.1038/s41467-023-40064-9 Muscarinic acetylcholine receptor M2 2
37468498 10.1038/s41467-023-40064-9 5-hydroxytryptamine receptor 2A 2
37468498 10.1038/s41467-023-40064-9 5-hydroxytryptamine receptor 1A 2
37468498 10.1038/s41467-023-40064-9 Alpha-2A adrenergic receptor 2
37468498 10.1038/s41467-023-40064-9 Progesterone receptor 2
37468498 10.1038/s41467-023-40064-9 Cannabinoid receptor 1 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
37468498 10.1038/s41467-023-40064-9 5-hydroxytryptamine receptor 2B 2
37468498 10.1038/s41467-023-40064-9 Alpha-1A adrenergic receptor 2
19445515 10.1021/jm900403j Homo sapiens 2
37468498 10.1038/s41467-023-40064-9 Androgen receptor 2
38318365 10.1016/j.isci.2024.108907 Deoxynucleoside triphosphate triphosphohydrolase SAMHD1 1
20070106 10.1021/jm901371v Plasma 1

Data from ChEMBL 36 via Core Engine