doxazosin Indications/Contra | FAERs | Orange Book | BioActivity |

Stem definitionDrug idCAS RN
antihypertensive substances, prazosin derivatives 954 74191-85-8

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • doxazosin
  • doxazosin mesylate
  • doxazosine
  • doxazosin mesilate
A prazosin-related compound that is a selective alpha-1-adrenergic blocker.
  • Molecular weight: 451.48
  • Formula: C23H25N5O5
  • CLOGP: 3.53
  • LIPINSKI: 0
  • HAC: 10
  • HDO: 1
  • TPSA: 112.27
  • ALOGS: -2.76
  • ROTB: 4

Drug dosage:

DoseUnitRoute
4 mg O

Approvals:

DateAgencyCompanyOrphan
Nov. 2, 1990 FDA PFIZER

FDA Adverse Event Reporting System

MedDRA adverse event termLikelihood ratioLikelihood ratio thresholdPatients taking drug having adverse eventPatients taking drug not having adverse eventPatients not taking drug having adverse eventPatients not taking drug not having adverse event
Hypotension 1074.95 38.84 352 2560 67048 4569032
Syncope 773.09 38.84 233 2679 33162 4602918
Orthostatic hypotension 753.37 38.84 166 2746 6708 4629372
Loss of consciousness 451.54 38.84 158 2754 35524 4600556
Dizziness 422.40 38.84 201 2711 99670 4536410
Hypertension 404.17 38.84 160 2752 50638 4585442
Hypertensive crisis 354.71 38.84 83 2829 4336 4631744
Drug interaction 325.09 38.84 147 2765 64361 4571719
Acute kidney injury 318.96 38.84 149 2763 70282 4565798
Bradycardia 312.02 38.84 107 2805 22462 4613618
Presyncope 237.05 38.84 66 2846 6898 4629182
Dyspnoea 236.37 38.84 154 2758 138831 4497249
Blood pressure increased 230.59 38.84 92 2820 29368 4606712
Overdose 227.49 38.84 102 2810 43457 4592623
Drug ineffective 227.02 38.84 168 2744 185893 4450187
Hyperkalaemia 187.46 38.84 67 2845 15770 4620310
Fall 184.52 38.84 107 2805 77939 4558141
Asthenia 179.86 38.84 109 2803 86054 4550026
Urinary incontinence 175.71 38.84 53 2859 7327 4628753
Drug hypersensitivity 159.46 38.84 93 2819 68307 4567773
Left ventricular hypertrophy 153.48 38.84 35 2877 1617 4634463
Renal failure 148.65 38.84 75 2837 41294 4594786
Headache 142.82 38.84 108 2804 122265 4513815
Cardiomegaly 136.97 38.84 40 2872 4937 4631143
Vomiting 125.08 38.84 99 2813 119600 4516480
Completed suicide 123.96 38.84 67 2845 42378 4593702
Circulatory collapse 123.33 38.84 41 2871 7744 4628336
Blood lactic acid increased 122.11 38.84 30 2882 1912 4634168
Oedema peripheral 121.86 38.84 66 2846 41906 4594174
Renin increased 121.73 38.84 19 2893 99 4635981
Chest pain 120.78 38.84 70 2842 50630 4585450
Angioedema 118.08 38.84 51 2861 19714 4616366
Blood pressure inadequately controlled 117.00 38.84 28 2884 1597 4634483
Malaise 114.87 38.84 84 2828 90073 4546007
Nocturia 114.06 38.84 29 2883 2126 4633954
Nausea 113.59 38.84 111 2801 177222 4458858
Renal impairment 112.07 38.84 53 2859 25285 4610795
Toxicity to various agents 109.99 38.84 75 2837 71965 4564115
Floppy iris syndrome 105.40 38.84 18 2894 176 4635904
Atrial fibrillation 104.46 38.84 54 2858 31161 4604919
Pulmonary oedema 103.91 38.84 43 2869 14943 4621137
Abdominal distension 102.81 38.84 45 2867 17944 4618136
Cardiac failure 102.36 38.84 51 2861 27237 4608843
Vertigo 100.61 38.84 42 2870 14914 4621166
Suicide attempt 99.57 38.84 46 2866 20796 4615284
Shock 95.18 38.84 35 2877 8881 4627199
Pollakiuria 94.89 38.84 33 2879 7132 4628948
Palpitations 91.88 38.84 46 2866 24800 4611280
Therapy non-responder 91.38 38.84 40 2872 15937 4620143
Abdominal pain 90.36 38.84 62 2850 59962 4576118
Sinus bradycardia 89.70 38.84 28 2884 4321 4631759
Blood creatinine increased 88.42 38.84 46 2866 26854 4609226
Renal artery stenosis 86.20 38.84 18 2894 547 4635533
Fatigue 85.38 38.84 87 2825 145479 4490601
Joint swelling 84.40 38.84 43 2869 24035 4612045
Metabolic acidosis 83.87 38.84 35 2877 12405 4623675
Pancreatitis acute 81.56 38.84 31 2881 8612 4627468
Hyponatraemia 80.44 38.84 42 2870 24688 4611392
Hypokalaemia 79.10 38.84 38 2874 18722 4617358
Head injury 78.73 38.84 29 2883 7386 4628694
Intentional overdose 76.65 38.84 39 2873 21727 4614353
Blood pressure decreased 74.68 38.84 36 2876 17864 4618216
Hyperhidrosis 72.94 38.84 42 2870 29875 4606205
Troponin I increased 71.32 38.84 16 2896 684 4635396
Vision blurred 69.07 38.84 38 2874 24765 4611315
Mitral valve incompetence 67.33 38.84 23 2889 4705 4631375
Mouth breathing 67.31 38.84 11 2901 80 4636000
Oedema 67.18 38.84 34 2878 18717 4617363
Left ventricular dysfunction 62.19 38.84 19 2893 2726 4633354
Crystalluria 61.04 38.84 11 2901 150 4635930
Condition aggravated 60.21 38.84 48 2864 58123 4577957
Myalgia 59.82 38.84 42 2870 42006 4594074
Hypertensive angiopathy 58.12 38.84 8 2904 13 4636067
Diastolic dysfunction 57.32 38.84 15 2897 1229 4634851
Hypoglycaemia 56.23 38.84 30 2882 18379 4617701
Blood pressure fluctuation 55.68 38.84 19 2893 3871 4632209
Contusion 54.96 38.84 30 2882 19228 4616852
Urinary retention 54.15 38.84 24 2888 9823 4626257
Hypoxia 53.53 38.84 26 2886 13095 4622985
Tremor 53.39 38.84 37 2875 36222 4599858
Bradyarrhythmia 53.32 38.84 13 2899 800 4635280
Urinary tract discomfort 52.03 38.84 8 2904 37 4636043
Cough 51.47 38.84 43 2869 55544 4580536
Cold sweat 51.17 38.84 18 2894 4013 4632067
Dizziness postural 51.04 38.84 15 2897 1884 4634196
Lower respiratory tract infection 50.60 38.84 23 2889 9980 4626100
Osmolar gap abnormal 49.92 38.84 7 2905 14 4636066
Drug abuse 49.50 38.84 32 2880 27915 4608165
Mitral valve thickening 48.43 38.84 7 2905 19 4636061
Dehydration 48.28 38.84 37 2875 42253 4593827
Tricuspid valve incompetence 47.68 38.84 16 2896 3098 4632982
Somnambulism 47.67 38.84 14 2898 1754 4634326
Chest discomfort 47.18 38.84 29 2883 23181 4612899
Blood uric acid increased 47.12 38.84 14 2898 1826 4634254
Dyspnoea exertional 46.91 38.84 22 2890 10250 4625830
Treatment noncompliance 46.56 38.84 23 2889 12004 4624076
Confusional state 45.66 38.84 38 2874 48796 4587284
Ventricular hyperkinesia 44.14 38.84 7 2905 41 4636039
Lethargy 44.11 38.84 25 2887 17216 4618864
Stenosis 43.76 38.84 9 2903 253 4635827
Right atrial enlargement 43.45 38.84 7 2905 46 4636034
Muscle spasms 42.59 38.84 32 2880 35458 4600622
Anaemia 42.16 38.84 43 2869 71517 4564563
Hypertensive heart disease 42.00 38.84 11 2901 904 4635176
Gait disturbance 41.68 38.84 32 2880 36608 4599472
Arterial stenosis 41.32 38.84 9 2903 335 4635745
Asthma 41.26 38.84 24 2888 17350 4618730
Left ventricular enlargement 41.02 38.84 7 2905 68 4636012
Somnolence 40.86 38.84 34 2878 43626 4592454
Haemodialysis 40.64 38.84 16 2896 4871 4631209
Supraventricular tachycardia 40.20 38.84 15 2897 3950 4632130
Diabetes mellitus inadequate control 40.04 38.84 15 2897 3994 4632086
Hypochromasia 39.98 38.84 7 2905 80 4636000
Sopor 39.42 38.84 17 2895 6509 4629571
Left atrial enlargement 39.08 38.84 7 2905 92 4635988
Dry mouth 39.01 38.84 21 2891 13080 4623000
Dysuria 38.98 38.84 18 2894 8092 4627988

Pharmacologic Action:

SourceCodeDescription
ATC C02CA04 CARDIOVASCULAR SYSTEM
ANTIHYPERTENSIVES
ANTIADRENERGIC AGENTS, PERIPHERALLY ACTING
Alpha-adrenoreceptor antagonists
MeSH PA D018663 Adrenergic Agents
MeSH PA D058668 Adrenergic alpha-1 Receptor Antagonists
FDA EPC N0000175553 alpha-Adrenergic Blocker
MeSH PA D000317 Adrenergic alpha-Antagonists
MeSH PA D018674 Adrenergic Antagonists
MeSH PA D000959 Antihypertensive Agents
MeSH PA D002317 Cardiovascular Agents
MeSH PA D018377 Neurotransmitter Agents
CHEBI has role CHEBI:35674 antihypertensive agent
CHEBI has role CHEBI:37890 alpha-adrenergic antagonist
CHEBI has role CHEBI:35610 antineoplastic agent
CHEBI has role CHEBI:35620 vasodilator agent
CHEBI has role CHEBI:59844 antihyperplasia drug

Drug Use (View source of the data)

DiseaseRelationSNOMED_IDDOID
Hypertensive disorder indication 38341003 DOID:10763
Benign prostatic hyperplasia indication 266569009
Priapism contraindication 6273006 DOID:9286
Stenosis of intestine contraindication 23065003
Orthostatic hypotension contraindication 28651003
Low blood pressure contraindication 45007003
Hepatic failure contraindication 59927004
Chronic idiopathic constipation contraindication 82934008
Cataract surgery contraindication 110473004
Disease of liver contraindication 235856003 DOID:409
Pyloric obstruction contraindication 244815007
Syncope contraindication 271594007
Intraoperative floppy iris syndrome contraindication 418801006

Acid dissociation constants calculated using MoKa v3.0.0

Dissociation levelDissociation constantType (acidic/basic)
pKa1 7.22 Basic
pKa2 0.72 Basic

Orange Book patent data (new drug applications)

None

Orange Book exclusivity data (new drug applications)

None

Bioactivity Summary:

TargetClassPharosUniProtActionTypeActivity value
(-log[M])
Mechanism
action
Bioact sourceMoA source
Alpha-1D adrenergic receptor GPCR ANTAGONIST Ki 8.85 WOMBAT-PK CHEMBL
Alpha-1A adrenergic receptor GPCR ANTAGONIST Ki 8.80 WOMBAT-PK CHEMBL
Alpha-1B adrenergic receptor GPCR ANTAGONIST Ki 9.10 WOMBAT-PK CHEMBL
5-hydroxytryptamine receptor 2B GPCR Ki 6.63 DRUG MATRIX
5-hydroxytryptamine receptor 2C GPCR Ki 6.55 DRUG MATRIX
Sodium-dependent dopamine transporter Transporter Ki 6.83 DRUG MATRIX
Interstitial collagenase Enzyme IC50 5.24 DRUG MATRIX
Potassium voltage-gated channel subfamily H member 2 Ion channel IC50 6.23 WOMBAT-PK
Multidrug resistance protein 1 Transporter Ki 5 WOMBAT-PK
Alpha-2A adrenergic receptor GPCR Ki 6.14 CHEMBL
Alpha-2C adrenergic receptor GPCR Ki 6.55 CHEMBL
Beta-2 adrenergic receptor GPCR Ki 5.72 DRUG MATRIX
Sodium-dependent serotonin transporter Transporter Ki 5.85 DRUG MATRIX
5-hydroxytryptamine receptor 4 GPCR Ki 6.90 DRUG MATRIX
Alpha-1B adrenergic receptor GPCR Ki 9.38 DRUG MATRIX
Alpha-1A adrenergic receptor GPCR IC50 8.81 CHEMBL

External reference:

IDSource
4019735 VUID
N0000147827 NUI
C0114873 UMLSCUI
D00608 KEGG_DRUG
108556006 SNOMEDCT_US
4019735 VANDF
004493 NDDF
49276 RXNORM
372508002 SNOMEDCT_US
d00726 MMSL
86P6PQK0MU UNII
77883-43-3 SECONDARY_CAS_RN
CHEMBL707 ChEMBL_ID
DB00590 DRUGBANK_ID
CHEMBL1200561 ChEMBL_ID
5143 INN_ID
CHEBI:4708 CHEBI
7170 IUPHAR_LIGAND_ID
D017292 MESH_DESCRIPTOR_UI
3157 PUBCHEM_CID

Pharmaceutical products:

ProductCategoryIngredientsNDCFormQuantityRouteMarketingLabel
Cardura HUMAN PRESCRIPTION DRUG LABEL 1 0049-2710 TABLET, MULTILAYER, EXTENDED RELEASE 4 mg ORAL NDA 19 sections
Cardura HUMAN PRESCRIPTION DRUG LABEL 1 0049-2720 TABLET, MULTILAYER, EXTENDED RELEASE 8 mg ORAL NDA 19 sections
Cardura HUMAN PRESCRIPTION DRUG LABEL 1 0049-2750 TABLET 1 mg ORAL NDA 18 sections
Cardura HUMAN PRESCRIPTION DRUG LABEL 1 0049-2760 TABLET 2 mg ORAL NDA 18 sections
Cardura HUMAN PRESCRIPTION DRUG LABEL 1 0049-2770 TABLET 4 mg ORAL NDA 18 sections
Cardura HUMAN PRESCRIPTION DRUG LABEL 1 0049-2780 TABLET 8 mg ORAL NDA 18 sections
Doxazosin HUMAN PRESCRIPTION DRUG LABEL 1 0093-2067 TABLET 8 mg ORAL ANDA 17 sections
Doxazosin HUMAN PRESCRIPTION DRUG LABEL 1 0093-2068 TABLET 4 mg ORAL ANDA 17 sections
Doxazosin HUMAN PRESCRIPTION DRUG LABEL 1 0093-2069 TABLET 2 mg ORAL ANDA 17 sections
Doxazosin HUMAN PRESCRIPTION DRUG LABEL 1 0093-2070 TABLET 1 mg ORAL ANDA 17 sections
Doxazosin HUMAN PRESCRIPTION DRUG LABEL 1 0378-4021 TABLET 1 mg ORAL ANDA 17 sections
Doxazosin HUMAN PRESCRIPTION DRUG LABEL 1 0378-4022 TABLET 2 mg ORAL ANDA 17 sections
Doxazosin HUMAN PRESCRIPTION DRUG LABEL 1 0378-4024 TABLET 4 mg ORAL ANDA 17 sections
Doxazosin HUMAN PRESCRIPTION DRUG LABEL 1 0378-4028 TABLET 8 mg ORAL ANDA 17 sections
Doxazosin HUMAN PRESCRIPTION DRUG LABEL 1 0615-5536 TABLET 1 mg ORAL ANDA 13 sections
Doxazosin HUMAN PRESCRIPTION DRUG LABEL 1 0615-5537 TABLET 8 mg ORAL ANDA 13 sections
Doxazosin HUMAN PRESCRIPTION DRUG LABEL 1 0615-6570 TABLET 2 mg ORAL ANDA 13 sections
Doxazosin HUMAN PRESCRIPTION DRUG LABEL 1 0615-6571 TABLET 4 mg ORAL ANDA 13 sections
Doxazosin HUMAN PRESCRIPTION DRUG LABEL 1 0832-0356 TABLET 1 mg ORAL ANDA 18 sections
Doxazosin HUMAN PRESCRIPTION DRUG LABEL 1 0832-0357 TABLET 2 mg ORAL ANDA 18 sections
Doxazosin HUMAN PRESCRIPTION DRUG LABEL 1 0832-1358 TABLET 4 mg ORAL ANDA 18 sections
Doxazosin HUMAN PRESCRIPTION DRUG LABEL 1 0832-1359 TABLET 8 mg ORAL ANDA 18 sections
Doxazosin HUMAN PRESCRIPTION DRUG LABEL 1 0904-5522 TABLET 1 mg ORAL ANDA 17 sections
Doxazosin HUMAN PRESCRIPTION DRUG LABEL 1 0904-5523 TABLET 2 mg ORAL ANDA 17 sections
Doxazosin HUMAN PRESCRIPTION DRUG LABEL 1 0904-5524 TABLET 4 mg ORAL ANDA 17 sections
Doxazosin Mesylate HUMAN PRESCRIPTION DRUG LABEL 1 10544-292 TABLET 4 mg ORAL ANDA 12 sections
Doxazosin Mesylate HUMAN PRESCRIPTION DRUG LABEL 1 10544-629 TABLET 1 mg ORAL ANDA 12 sections
Doxazosin HUMAN PRESCRIPTION DRUG LABEL 1 16590-274 TABLET 4 mg ORAL ANDA 12 sections
Doxazosin HUMAN PRESCRIPTION DRUG LABEL 1 16729-211 TABLET 1 mg ORAL ANDA 17 sections
Doxazosin HUMAN PRESCRIPTION DRUG LABEL 1 16729-212 TABLET 2 mg ORAL ANDA 17 sections