ContaminantDB: Doxazosin

Identification Taxonomy Biological Properties Physical Properties Toxicity Profile Spectra Concentrations Links References Targets (6)XML

Record Information

Version

1.0

Creation Date

2016-05-25 18:21:28 UTC

Update Date

2026-05-14 16:43:14 UTC

Accession Number

CHEM022142

Identification

Common Name

Doxazosin

Class

Small Molecule

Description

A member of the class of quinazolines that is quinazoline substituted by an amino group at position 4, methoxy groups at positions 6 and 7 and a piperazin-1-yl group at position 2 which in turn is substituted by a 2,3-dihydro-1,4-benzodioxin-2-ylcarbonyl group at position 4. An antihypertensive agent, it is used in the treatment of high blood pressure.

Contaminant Sources

HMDB Contaminants - Urine
STOFF IDENT Compounds

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
1-(4-Amino-6,7-dimethoxy-2-chinazolinyl)-4-(2,3-dihydro-1,4-benzodioxixin-2-ylcarbonyl)piperazin	ChEBI
1-(4-Amino-6,7-dimethoxy-2-quinazolinyl)-4-(1,4-benzodioxan-2-ylcarbonyl)piperazin	ChEBI
Doxazosina	ChEBI
Doxazosine	ChEBI
Doxazosinum	ChEBI
Cardura XL	Kegg
Doxazosin mesilate	HMDB
Alter brand OF doxazosin mesylate	MeSH, HMDB
Apogepha brand OF doxazosin mesylate	MeSH, HMDB
AstraZeneca brand OF doxazosin mesylate	MeSH, HMDB
Cardura	MeSH, HMDB
Ciclum brand OF doxazosin mesylate	MeSH, HMDB
combino Brand OF doxazosin mesylate	MeSH, HMDB
Doxa puren	MeSH, HMDB
Doxacor	MeSH, HMDB
Doxazosin al	MeSH, HMDB
Doxazosin findusfit	MeSH, HMDB
Doxazosina geminis	MeSH, HMDB
Geminis brand OF doxazosin mesylate	MeSH, HMDB
Gen doxazosin	MeSH, HMDB
Heumann brand OF doxazosin mesylate	MeSH, HMDB
Juta brand OF doxazosin mesylate	MeSH, HMDB
Jutalar	MeSH, HMDB
Kade brand OF doxazosin mesylate	MeSH, HMDB
Linden brand OF doxazosin mesylate	MeSH, HMDB
MTW Doxazosin	MeSH, HMDB
neo, Carduran	MeSH, HMDB
Stadapharm brand OF doxazosin	MeSH, HMDB
TAD brand OF doxazosin mesylate	MeSH, HMDB
Uriduct	MeSH, HMDB
FindusFit brand OF doxazosin mesylate	MeSH, HMDB
ratio-Doxazosin	MeSH, HMDB
Alfamedin	MeSH, HMDB
Almirall brand OF doxazosin mesylate	MeSH, HMDB
Alpharma brand OF doxazosin mesylate	MeSH, HMDB
Cantabria brand OF doxazosin mesylate	MeSH, HMDB
Diblocin	MeSH, HMDB
Doxatensa	MeSH, HMDB
Doxazosin mesylate	MeSH, HMDB
Doxazosin wolff	MeSH, HMDB
Doxazosin ratiopharm	MeSH, HMDB
Doxazosin-wolff	MeSH, HMDB
Doxazosin-ratiopharm	MeSH, HMDB
Doxazosina normon	MeSH, HMDB
Doxazosina pharmagenus	MeSH, HMDB
Genpharm brand OF doxazosin mesylate	MeSH, HMDB
Hexal brand OF doxazosin mesylate	MeSH, HMDB
Merck dura brand OF doxazosin mesylate	MeSH, HMDB
Monohydrochloride, doxazosin	MeSH, HMDB
novo Doxazosin	MeSH, HMDB
Progandol neo	MeSH, HMDB
Q-Pharm brand OF doxazosin mesylate	MeSH, HMDB
Zoxan	MeSH, HMDB
CT-Arzneimittel brand OF doxazosin mesylate	MeSH, HMDB
Doxazosin von CT	MeSH, HMDB
Aliud brand OF doxazosin mesylate	MeSH, HMDB
Apotex brand OF doxazosin mesylate	MeSH, HMDB
Cardular	MeSH, HMDB
Carduran neo	MeSH, HMDB
Cinfa brand OF doxazosin mesylate	MeSH, HMDB
Doxagamma	MeSH, HMDB
Doxazosin heumann	MeSH, HMDB
Doxazosin monohydrochloride	MeSH, HMDB
Doxazosin beta	MeSH, HMDB
Doxazosina combino pharm	MeSH, HMDB
Doxazosina ratiopharm	MeSH, HMDB
Doxazosina ur	MeSH, HMDB
Gen-doxazosin	MeSH, HMDB
MTW-Doxazosin	MeSH, HMDB
Normon brand OF doxazosin mesylate	MeSH, HMDB
Ratiopharm brand OF doxazosin mesylate	MeSH, HMDB
Solvay brand OF doxazosin mesylate	MeSH, HMDB
ratio Doxazosin	MeSH, HMDB
1 (4-amino-6,7-Dimethoxy-2-quinazolinyl)-4-((2,3-dihydro-1,4-benzodioxin-2-yl)carbonyl)piperazine	MeSH, HMDB
apo Doxazosin	MeSH, HMDB
apo-Doxazosin	MeSH, HMDB
Azupharma brand OF doxazosin mesylate	MeSH, HMDB
Carduran	MeSH, HMDB
Doxa-puren	MeSH, HMDB
DoxaUro	MeSH, HMDB
Doxamax	MeSH, HMDB
Doxazomerck	MeSH, HMDB
Doxazosin azu	MeSH, HMDB
Doxazosin apogepha	MeSH, HMDB
Doxazosin klast	MeSH, HMDB
Doxazosin stada	MeSH, HMDB
Doxazosina alter	MeSH, HMDB
Doxazosina cinfa	MeSH, HMDB
MTW Brand OF doxazosin mesylate	MeSH, HMDB
Mesylate, doxazosin	MeSH, HMDB
novo-Doxazosin	MeSH, HMDB
Novopharm brand OF doxazosin mesylate	MeSH, HMDB
Pfizer brand OF doxazosin mesylate	MeSH, HMDB
Pharmagenus brand OF doxazosin mesylate	MeSH, HMDB
Q Pharm brand OF doxazosin mesylate	MeSH, HMDB
Ratiopharm, doxazosina	MeSH, HMDB
Wolff brand OF doxazosin mesylate	MeSH, HMDB
Wörwag brand OF doxazosin mesylate	MeSH, HMDB
Betapharm brand OF doxazosin mesylate	MeSH, HMDB
CT Arzneimittel brand OF doxazosin mesylate	MeSH, HMDB
Esparma brand OF doxazosin mesylate	MeSH, HMDB
CT, Doxazosin von	MeSH, HMDB
Von CT, doxazosin	MeSH, HMDB

Chemical Formula

C₂₃H₂₅N₅O₅

Average Molecular Mass

451.475 g/mol

Monoisotopic Mass

451.186 g/mol

CAS Registry Number

74191-85-8

IUPAC Name

2-[4-(2,3-dihydro-1,4-benzodioxine-2-carbonyl)piperazin-1-yl]-6,7-dimethoxyquinazolin-4-amine

Traditional Name

doxazosin

SMILES

COC1=C(OC)C=C2C(N)=NC(=NC2=C1)N1CCN(CC1)C(=O)C1COC2=CC=CC=C2O1

InChI Identifier

InChI=1S/C23H25N5O5/c1-30-18-11-14-15(12-19(18)31-2)25-23(26-21(14)24)28-9-7-27(8-10-28)22(29)20-13-32-16-5-3-4-6-17(16)33-20/h3-6,11-12,20H,7-10,13H2,1-2H3,(H2,24,25,26)

InChI Key

RUZYUOTYCVRMRZ-UHFFFAOYSA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as n-arylpiperazines. These are organic compounds containing a piperazine ring where the nitrogen ring atom carries an aryl group.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Diazinanes

Sub Class

Piperazines

Direct Parent

N-arylpiperazines

Alternative Parents

Substituents

N-arylpiperazine
Quinazolinamine
Diazanaphthalene
Benzo-1,4-dioxane
Benzodioxane
Quinazoline
Anisole
Dialkylarylamine
Alkyl aryl ether
Aminopyrimidine
Para-dioxin
Pyrimidine
Imidolactam
Benzenoid
Heteroaromatic compound
Tertiary carboxylic acid amide
Carboxamide group
Amino acid or derivatives
Oxacycle
Azacycle
Carboxylic acid derivative
Ether
Organic oxygen compound
Amine
Carbonyl group
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organonitrogen compound
Organooxygen compound
Primary amine
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

N-arylpiperazine (CHEBI:4708 )
monocarboxylic acid amide (CHEBI:4708 )
aromatic amine (CHEBI:4708 )
quinazolines (CHEBI:4708 )
benzodioxine (CHEBI:4708 )
N-acylpiperazine (CHEBI:4708 )

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.79 g/L	ALOGPS
logP	2.53	ALOGPS
logP	2.14	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	12.67	ChemAxon
pKa (Strongest Basic)	7.24	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	112.27 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	121.64 m³·mol⁻¹	ChemAxon
Polarizability	46.63 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-000i-0792300000-541be6ba12e92be79321	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , negative	splash10-0udi-0010900000-9601aa919c95799ec009	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , negative	splash10-0kei-0981100000-a9ee3121ba6832366f8e	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , negative	splash10-0a4i-0970000000-5261f1bc60ceee4364de	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , negative	splash10-0a4i-0950000000-f649236044e4e2a5de38	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , negative	splash10-0a4i-1920000000-86655cc3bb892d757068	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , negative	splash10-0a4i-1900000000-88bca2ddf2930fa0c468	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , positive	splash10-0udi-0000900000-449254642300c1324285	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , positive	splash10-0udi-0002900000-3097c8a3403b52610918	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , positive	splash10-0006-0079100000-06d36a9b7afe6cf0c6e9	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , positive	splash10-000t-1091000000-cbd9b2106818ef5fd2ba	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , positive	splash10-001i-1190000000-a1c84b0c3657d8000e35	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , positive	splash10-001i-1390000000-e802cb93ca8d6934ee96	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 30V, Positive	splash10-0udi-0002900000-4bf3463746e5cedb4582	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 15V, Positive	splash10-0udi-0000900000-439134f282b4b9ac6da0	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 45V, Positive	splash10-0006-0079100000-e52fef19f2d7df13686f	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 60V, Positive	splash10-000t-1091000000-8545cbf9afb97ce44d20	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 60V, Negative	splash10-0a4i-0950000000-1a542e27420bd69823af	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 45V, Negative	splash10-0a4i-0970000000-7ca89cc9e15bcae386a0	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 15V, Negative	splash10-0udi-0010900000-6e481ed6a67e73c1a9e4	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0udi-1020900000-64c5e9c37f904260cdbd	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0f6x-1387900000-1564571c4e6f2bd22799	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0032-5090000000-29e9f7a134a59719b1e7	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0udi-0213900000-03663ba73cebf8b1bbb7	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0h3i-0494500000-e01cd92097617b53acea	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-059f-4193000000-4a19be62579d7f700895	Spectrum

Toxicity Profile

Route of Exposure

Not Available

Mechanism of Toxicity

Not Available

Metabolism

Not Available

Toxicity Values

Not Available

Lethal Dose

Not Available

Carcinogenicity (IARC Classification)

Not Available

Uses/Sources

Not Available

Minimum Risk Level

Not Available

Health Effects

Not Available

Symptoms

Not Available

Treatment

Not Available

Concentrations

Not Available

External Links

DrugBank ID

DB00590

HMDB ID

HMDB0257073

FooDB ID

Not Available

Phenol Explorer ID

Not Available

KNApSAcK ID

Not Available

BiGG ID

Not Available

BioCyc ID

Not Available

METLIN ID

Not Available

PDB ID

Not Available

Wikipedia Link

Doxazosin

Chemspider ID

3045

ChEBI ID

4708

PubChem Compound ID

Not Available

Kegg Compound ID

C06970

YMDB ID

Not Available

ECMDB ID

Not Available

References

Synthesis Reference

Not Available

MSDS

Not Available

General References

1. https://www.ncbi.nlm.nih.gov/pubmed/?term=17171413

2. https://www.ncbi.nlm.nih.gov/pubmed/?term=18559700

Doxazosin (CHEM022142)

Structure for CHEM022142: Doxazosin