U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C31H44N2O10
Molecular Weight 604.6885
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of DILAZEP

SMILES

COC1=CC(=CC(OC)=C1OC)C(=O)OCCCN2CCCN(CCCOC(=O)C3=CC(OC)=C(OC)C(OC)=C3)CC2

InChI

InChIKey=QVZCXCJXTMIDME-UHFFFAOYSA-N
InChI=1S/C31H44N2O10/c1-36-24-18-22(19-25(37-2)28(24)40-5)30(34)42-16-8-12-32-10-7-11-33(15-14-32)13-9-17-43-31(35)23-20-26(38-3)29(41-6)27(21-23)39-4/h18-21H,7-17H2,1-6H3

HIDE SMILES / InChI

Molecular Formula C31H44N2O10
Molecular Weight 604.6885
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Dilazep is a coronary and cerebral vasodilator as an adenosine reuptake inhibitor. Dilazep is an inhibitor of platelet aggregation and of membrane transport of nucleosides. Dilazep is also known to have a vasodilating effect on renal vessels and is often used in patients with ischaemic heart disease, cerebral ischemia or renal dysfunction to improve tissue circulation.

Originator

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
17.5 nM [IC50]
8800.0 nM [IC50]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Preventing
Unknown

Approved Use

Unknown
Primary
Unknown

Approved Use

Unknown
Primary
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Interaction of the novel adenosine uptake inhibitor 3-[1-(6,7-diethoxy-2-morpholinoquinazolin-4-yl)piperidin-4-yl]-1,6-dimethyl-2,4(1H,3H)-quinazolinedione hydrochloride (KF24345) with the es and ei subtypes of equilibrative nucleoside transporters.
2004 Mar
Loss of equilibrative nucleoside transporter 1 in mice leads to progressive ectopic mineralization of spinal tissues resembling diffuse idiopathic skeletal hyperostosis in humans.
2013 May
Screening of a chemical library reveals novel PXR-activating pharmacologic compounds.
2015 Jan 5
Lack of the nucleoside transporter ENT1 results in the Augustine-null blood type and ectopic mineralization.
2015 Jun 4
Patents

Sample Use Guides

Dilazep dihydrochloride was administered orally at 300 mg/day for 24 months in 15 of these patients
Route of Administration: Oral
In Vitro Use Guide
The effect of dilazep or adenosine on the mechanical function was examined in both palmitoyl-L-camitine (PALCAR) treated heart (PALCAR-treated heart experiments) and normal (PALCAR-untreated) heart (normal heart experiments). Dilazep, adenosine or vehicle was infused into the aortic cannula for 45 mm at a constant flow rate of 0.1 ml/min. In the PALCAR-treated heart experiments, PALCAR was infused into the aortic cannula at the constant flow rate of 0.1 ml /min for 10 min from 10 min after the start of infusion of dilazep, adenosine or vehicle. The experimental condition and protocol of the normal heart experiments were essentially the same as in the PALCAR-treated heart experiments, except for an infusion of KHB buffer instead of PALCAR solution. In each group, LVSP, LVEDP and LVDP were recorded continuously before and during the infusion of dilazep, adenosine or vehicle.
Substance Class Chemical
Created
by admin
on Sat Dec 16 16:20:16 GMT 2023
Edited
by admin
on Sat Dec 16 16:20:16 GMT 2023
Record UNII
F8KLC2BD5Z
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
DILAZEP
INN   MI   WHO-DD  
INN  
Official Name English
Dilazep [WHO-DD]
Common Name English
TETRAHYDRO-1H-1,4-DIAZEPINE-1,4(5H)-DIPROPANOL 3,4,5-TRIMETHOXYBENZOATE (DIESTER)
Common Name English
DILAZEP [MI]
Common Name English
dilazep [INN]
Common Name English
Classification Tree Code System Code
WHO-VATC QC01DX10
Created by admin on Sat Dec 16 16:20:16 GMT 2023 , Edited by admin on Sat Dec 16 16:20:16 GMT 2023
NCI_THESAURUS C29709
Created by admin on Sat Dec 16 16:20:16 GMT 2023 , Edited by admin on Sat Dec 16 16:20:16 GMT 2023
WHO-ATC C01DX10
Created by admin on Sat Dec 16 16:20:16 GMT 2023 , Edited by admin on Sat Dec 16 16:20:16 GMT 2023
Code System Code Type Description
INN
2779
Created by admin on Sat Dec 16 16:20:16 GMT 2023 , Edited by admin on Sat Dec 16 16:20:16 GMT 2023
PRIMARY
WIKIPEDIA
DILAZEP
Created by admin on Sat Dec 16 16:20:16 GMT 2023 , Edited by admin on Sat Dec 16 16:20:16 GMT 2023
PRIMARY
EPA CompTox
DTXSID9045425
Created by admin on Sat Dec 16 16:20:16 GMT 2023 , Edited by admin on Sat Dec 16 16:20:16 GMT 2023
PRIMARY
EVMPD
SUB07144MIG
Created by admin on Sat Dec 16 16:20:16 GMT 2023 , Edited by admin on Sat Dec 16 16:20:16 GMT 2023
PRIMARY
PUBCHEM
3074
Created by admin on Sat Dec 16 16:20:16 GMT 2023 , Edited by admin on Sat Dec 16 16:20:16 GMT 2023
PRIMARY
DRUG BANK
DB13715
Created by admin on Sat Dec 16 16:20:16 GMT 2023 , Edited by admin on Sat Dec 16 16:20:16 GMT 2023
PRIMARY
MESH
D004109
Created by admin on Sat Dec 16 16:20:16 GMT 2023 , Edited by admin on Sat Dec 16 16:20:16 GMT 2023
PRIMARY
MERCK INDEX
m4492
Created by admin on Sat Dec 16 16:20:16 GMT 2023 , Edited by admin on Sat Dec 16 16:20:16 GMT 2023
PRIMARY Merck Index
FDA UNII
F8KLC2BD5Z
Created by admin on Sat Dec 16 16:20:16 GMT 2023 , Edited by admin on Sat Dec 16 16:20:16 GMT 2023
PRIMARY
ChEMBL
CHEMBL126075
Created by admin on Sat Dec 16 16:20:16 GMT 2023 , Edited by admin on Sat Dec 16 16:20:16 GMT 2023
PRIMARY
SMS_ID
100000082628
Created by admin on Sat Dec 16 16:20:16 GMT 2023 , Edited by admin on Sat Dec 16 16:20:16 GMT 2023
PRIMARY
NCI_THESAURUS
C65389
Created by admin on Sat Dec 16 16:20:16 GMT 2023 , Edited by admin on Sat Dec 16 16:20:16 GMT 2023
PRIMARY
CHEBI
92842
Created by admin on Sat Dec 16 16:20:16 GMT 2023 , Edited by admin on Sat Dec 16 16:20:16 GMT 2023
PRIMARY
CAS
35898-87-4
Created by admin on Sat Dec 16 16:20:16 GMT 2023 , Edited by admin on Sat Dec 16 16:20:16 GMT 2023
PRIMARY
DRUG CENTRAL
893
Created by admin on Sat Dec 16 16:20:16 GMT 2023 , Edited by admin on Sat Dec 16 16:20:16 GMT 2023
PRIMARY
Related Record Type Details
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
Related Record Type Details
ACTIVE MOIETY