DOXAPROST

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 Search

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

Molecular Formula	C21H36O4
Molecular Weight	352.5081
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	3 / 3
E/Z Centers	1
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/7000 | https://consultaremedios.com.br/doxaprost/p#bula | http://www.anvisa.gov.br/datavisa/fila_bula/frmVisualizarBula.asp?pNuTransacao=18194362016&pIdAnexo=3525293

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

Title	Date	PubMed
A comparison of the bronchodilator activity of (+/-) 11-deoxy prostaglandin E1 with its 15-methyl analogue, (doxaprost).	1976-06	935524
Prostaglandin IX-synthesis of (+/-)-15-methyl-11-deoxy PGE1 (doxaprost) - a potent bronchodilator - and its C-15-epimer.	1976-06	7000

Sample Use Guides

In Vivo Use Guide

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

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:24:49 GMT 2025` Edited by `admin` on `Mon Mar 31 18:24:49 GMT 2025`
Record UNII	W3G873MK03
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

DOXAPROST

Official Name

English

AY-24559

Preferred Name

English

doxaprost [INN]

Common Name

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