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

Details

Stereochemistry RACEMIC
Molecular Formula C21H36O4
Molecular Weight 352.5081
Optical Activity ( + / - )
Defined Stereocenters 3 / 3
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of DOXAPROST

SMILES

CCCCC[C@](C)(O)\C=C\[C@H]1CCC(=O)[C@@H]1CCCCCCC(O)=O

InChI

InChIKey=KTEHTTNELUAQFC-AHRHGKHWSA-N
InChI=1S/C21H36O4/c1-3-4-9-15-21(2,25)16-14-17-12-13-19(22)18(17)10-7-5-6-8-11-20(23)24/h14,16-18,25H,3-13,15H2,1-2H3,(H,23,24)/b16-14+/t17-,18-,21+/m1/s1

HIDE SMILES / InChI
Doxaprost is an orally active bronchodilator. Doxaprost was 73 and 32 times more potent that (+/-) 11-deoxy PGE1 by the aerosol and i.v. routes, respectively. Doxaprost also demonstrated a longer duration of effect. Doxaprost is indicated for the treatment of symptoms of benign prostatic hyperplasia and hypertension. Common side effects are: dizziness, weakness and rarely fainting, especially at the beginning of the medication use. Doxaprost potentiates the action of lowering the blood pressure of other alpha-blockers and anti-hypertensives.

Approval Year

PubMed

PubMed

TitleDatePubMed
A comparison of the bronchodilator activity of (+/-) 11-deoxy prostaglandin E1 with its 15-methyl analogue, (doxaprost).
1976 Jun
Prostaglandin IX-synthesis of (+/-)-15-methyl-11-deoxy PGE1 (doxaprost) - a potent bronchodilator - and its C-15-epimer.
1976 Jun

Sample Use Guides

Benign prostatic hyperplasia: The starting dose is 1 mg (2 mg half-tablet) given as a single daily dose.The dose may be increased after one or two weeks of treatment to 2 mg, and thus at similar intervals to 4 mg and 8 mg, which is the maximum recommended dose. The usual recommended dose range is 2 to 4 mg daily. Hypertension: The total dose of doxazosin ranges from 1 to 16 mg daily. An initial dose of 1 mg (2 mg tablet) given as a single daily dose for one to two weeks is recommended. The usual recommended dose range is 2 to 4 mg daily.
Route of Administration: Oral
Name Type Language
DOXAPROST
INN   USAN  
USAN   INN  
Official Name English
doxaprost [INN]
Common Name English
AY-24559
Code English
(1R*,2R*)-2-(E)-3-HYDROXY-3-METHYL-1-OCTENYL-5-OXOCYCLOPENTANEHEPTANOIC ACID
Common Name English
AY-24,559
Code English
PROST-13-EN-1-OIC ACID, 15-HYDROXY-15-METHYL-9-OXO-, (13E)-
Common Name English
DOXAPROST [USAN]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C78568
Created by admin on Fri Dec 15 16:18:49 GMT 2023 , Edited by admin on Fri Dec 15 16:18:49 GMT 2023
Code System Code Type Description
CAS
51953-95-8
Created by admin on Fri Dec 15 16:18:49 GMT 2023 , Edited by admin on Fri Dec 15 16:18:49 GMT 2023
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NCI_THESAURUS
C74370
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INN
3912
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FDA UNII
W3G873MK03
Created by admin on Fri Dec 15 16:18:49 GMT 2023 , Edited by admin on Fri Dec 15 16:18:49 GMT 2023
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EPA CompTox
DTXSID501023715
Created by admin on Fri Dec 15 16:18:49 GMT 2023 , Edited by admin on Fri Dec 15 16:18:49 GMT 2023
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ChEMBL
CHEMBL2106293
Created by admin on Fri Dec 15 16:18:49 GMT 2023 , Edited by admin on Fri Dec 15 16:18:49 GMT 2023
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EVMPD
SUB06383MIG
Created by admin on Fri Dec 15 16:18:49 GMT 2023 , Edited by admin on Fri Dec 15 16:18:49 GMT 2023
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PUBCHEM
11954376
Created by admin on Fri Dec 15 16:18:49 GMT 2023 , Edited by admin on Fri Dec 15 16:18:49 GMT 2023
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SMS_ID
100000080791
Created by admin on Fri Dec 15 16:18:49 GMT 2023 , Edited by admin on Fri Dec 15 16:18:49 GMT 2023
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