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Merck

T4680

Terazosin hydrochloride

≥98% (TLC), α1-adrenoceptor antagonist, powder

Synonym(s):

1-(4-Amino-6,7-dimethoxy-2-quinazolinyl)-4-[(tetrahydro-2-furanyl)carbonyl]piperazine hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C19H25N5O4 · HCl
CAS Number:
63074-08-8
Molecular Weight:
423.89
UNSPSC Code:
12352200
PubChem Substance ID:
24278740
NACRES:
NA.77
MDL number:
MFCD00467965

Product Name

Terazosin hydrochloride, ≥98% (TLC), powder

SMILES string

Cl[H].COc1cc2nc(nc(N)c2cc1OC)N3CCN(CC3)C(=O)C4CCCO4

InChI key

IWSWDOUXSCRCKW-UHFFFAOYSA-N

InChI

1S/C19H25N5O4.ClH/c1-26-15-10-12-13(11-16(15)27-2)21-19(22-17(12)20)24-7-5-23(6-8-24)18(25)14-4-3-9-28-14;/h10-11,14H,3-9H2,1-2H3,(H2,20,21,22);1H

assay

≥98% (TLC)

form

powder

color

white to off-white

solubility

H2O: soluble 19.60-20.40 mg/mL, clear, colorless to faintly yellow
methanol: 20 mg/mL, clear, colorless
ethanol: 4 mg/mL

originator

Abbott

Quality Level

200

Gene Information

human ... ADRA1A(148), ADRA1B(147), ADRA1D(146)

Related Categories

Application

Terazosin hydrochloride has been used for orthogonality and similarity analysis using reversed-phase chromatographic studies5. Furthermore, terazosin has also been used for the evaluation of chemometric techniques to determine orthogonality and similarity in chromatographic methods6.

Biochem/physiol Actions

α1-adrenoceptor antagonist.

Features and Benefits

This compound was developed by Abbott. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

General description

Terazosin hydrochloride is used to treat hypertension and benign prostatic hyperplasia (BPH). It is metabolised in the liver. It might be associated with dizziness, headache and asthenia. Terazosin hydrochloride is linked to acute generalized exanthematous pustulosis.

Preparation Note

Terazosin hydrochloride is soluble in water at 19.60 - 20.40 mg/ml and yields a clear, colorless to faint yellow solution. It is also soluble in ethanol at 4 mg/ml. Furthermore, the product is soluble in methanol at 20 mg/ml, with heat as needed, and yields a clear, colorless solution.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
0000453616
0000453615
0000453616
0000453615
0000432990

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E Van Gyseghema et al.
Journal of chromatography. A, 1074(1-2), 117-131 (2005-06-09)
The starting point of this study was a current set of 32 chromatographic systems used to select initial conditions for method development to determine the impurity profile of a drug. The system exhibiting the best selectivity is then selected for
A A Hancock et al.
Journal of receptor and signal transduction research, 15(7-8), 863-885 (1995-09-01)
Terazosin and its enantiomers, antagonists of alpha 1-adrenoceptors, were studied in radioligand binding and functional assays to determine relative potencies at subtypes of alpha 1- and alpha 2-adrenoceptors in vitro. The racemic compound and its enantiomers showed high and apparently
R McCarty et al.
Hypertension (Dallas, Tex. : 1979), 27(5), 1115-1120 (1996-05-01)
To examine the contribution of the sympathetic nervous system to the development of hypertension, we injected spontaneously hypertensive rat (SHR) pups and normotensive Wistar-Kyoto rat (WKY) pups twice daily with saline (1.0 mL/kg SC) or terazosin (0.5 mg/kg SC), an
E Van Gyseghem et al.
Journal of pharmaceutical and biomedical analysis, 41(1), 141-151 (2005-12-15)
Several chemometric techniques were compared for their performance to determine the orthogonality and similarity between chromatographic systems. Pearson's correlation coefficient (r) based color maps earlier were used to indicate selectivity differences between systems. These maps, in which the systems were
A G Ramage et al.
European journal of pharmacology, 294(2-3), 645-650 (1995-12-29)
The effects of i.v. infusion of the alpha1-adrenoceptor antagonists doxazosin and terazosin (2 mg kg-1 h-1) on spontaneous hypogastric, renal and inferior cardiac nerve activity, spontaneous bladder contractions, blood pressure, heart rate and femoral arterial flow were investigated separately in
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