TIODAZOSIN

Details

Stereochemistry	ACHIRAL
Molecular Formula	C18H21N7O4S
Molecular Weight	431.469
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

COC1=CC2=C(C=C1OC)C(N)=NC(=N2)N3CCN(CC3)C(=O)C4=NN=C(O4)SC

InChI

InChIKey=MULPYFRDYRZMDS-UHFFFAOYSA-N

InChI=1S/C18H21N7O4S/c1-27-12-8-10-11(9-13(12)28-2)20-17(21-14(10)19)25-6-4-24(5-7-25)16(26)15-22-23-18(29-15)30-3/h8-9H,4-7H2,1-3H3,(H2,19,20,21)

HIDE SMILES / InChI

Molecular Formula	C18H21N7O4S
Molecular Weight	431.469
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/6108841 | Elks, J. (2014) The Dictionary of Drugs: Chemical Data, page 1205, retrieved from: https://books.google.ru/books?id=0vXTBwAAQBAJ | Jucker, E. (2013) Progress in Drug Research, page 281, retrieved from: https://books.google.ru/books?id=wFX2BwAAQBAJ

Tiodazosin is a newly developed antihypertensive agent, structurally related to prazosin. Prazosin and tiodazosin administrated intravenously to anesthetized rats, are equally effective hypotensive agents, but that the hypotensive potency of prazosin is greater than that of tiodazosin. However, chronic administration of equivalent doses of the two compounds for 25 and 52 days via the drinking water indicated approximately equivalent, sustained reductions in blood pressure. Furthermore, at the end of the 52-day chronic dosing period tiodazosin caused appreciably less alpha-adrenergic receptor antagonist activity than prazosin as assessed by the norepinephrine dose-pressor response profiles.

Approval Year

PubMed

Title	Date	PubMed
In vitro comparison of the pre- and postsynaptic alpha adrenergic receptor blocking properties of prazosin and tiodazosin (BL5111).	1980	6108842
Effect of BL-5111-A, prazosin and phentolamine on responses of canine cutaneous veins to adrenergic activation.	1980 Apr	7406593
Profile of a new prazosin congener, BL-5111A. Studies in the rat.	1980 Jan-Feb	7379338
Determination of tiodazosin in plasma and whole blood by high-performance liquid chromatography.	1982 Jun 11	7107763
The bioavailability and disposition of tiodazosin levulinate in beagle dogs with a comparison to prazosin hydrochloride.	1983 Mar-Apr	6133719
Determinations of tiodazosin and levulinic acid from tablets by high-performance liquid chromatography.	1983 Oct	6644565
Non-competitive antagonism of the alpha-adrenoceptor-mediated fast component of contraction of rat aorta, by doxazosin and prazosin.	1983 Oct	6140057
Effects of tiodazosin, a new antihypertensive, hemodynamics and clinical variables.	1983 Sep	6883905
Cardiovascular adrenoreceptor function during compensatory and decompensatory hemorrhagic shock.	1984	6323052
[New hypotensive drugs].	1984 Dec 17-31	6097887
Determination of tiodazosin concentrations in human plasma with a fluorescence high-performance liquid chromatographic method.	1985 Jul 12	4044753
Alteration in the pharmacologic activity of alpha 1 adrenergic antagonists by alpha-1-acid glycoprotein.	1989	2571163
The effect of alpha 1-acid glycoprotein on the pharmacological activity of alpha 1-adrenergic antagonists in rabbit aortic strips.	1991 Aug	1681068

Substance Class	Chemical Created by `admin` on `Fri Dec 15 15:43:29 GMT 2023` Edited by `admin` on `Fri Dec 15 15:43:29 GMT 2023`
Record UNII	FQI0PYJ799
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

TIODAZOSIN

Official Name

English

tiodazosin [INN]

Common Name

English

BL-5111

Code

English

1-(4-Amino-6,7-dimethoxy-2-quinazolinyl)-4-[[5-(methylthio)-1,3,4-oxadiazol-2-yl]carbonyl]-piperazine

Systematic Name

English

TIODAZOSIN [USAN]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C29713