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63590-64-7

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63590-64-7 Usage

Chemical Properties

White to Off-White Crystalline Powder

Uses

Different sources of media describe the Uses of 63590-64-7 differently. You can refer to the following data:
1. Terazosin is used for the same indications as is prazosin; however, it has the advantage of being able to be used once a day.
2. An a-1-adrenergicblocker related to prazosin

Clinical Use

Alpha-adrenoceptor blocker: Hypertension Benign prostatic hyperplasia (BPH)

Synthesis

Terazosin, 1-(4-amino-6,7-dimethoxy-2-quinazolinyl)-4-(2-tetrahydrofuroyl)- piperazine (12.2.13), only differs from prazosin in that the furyl radical is replaced with a tetrahydrofuryl radical. It is synthesized in exactly the same manner except using 1-(2-tetrahydrofuroyl)piperazine instead of 1-(2-furoyl)piperazine [48–51].

Drug interactions

Potentially hazardous interactions with other drugs Anaesthetics: enhanced hypotensive effect. Antidepressants: enhanced hypotensive effect with MAOIs. Avanafil, vardenafil, sildenafil and tadalafil: enhanced hypotensive effect - avoid concomitant use. Beta-blockers: enhanced hypotensive effect; increased risk of first dose hypotensive effect. Calcium-channel blockers: enhanced hypotensive effect; increased risk of first dose hypotensive effect. Diuretics: enhanced hypotensive effect; increased risk of first dose hypotensive effect. Moxisylyte: possibly severe postural hypotension when used in combination.

Metabolism

Terazosin is metabolised in the liver; one of the metabolites has antihypertensive activity. Terazosin is excreted in faeces via the bile, and in the urine, as unchanged drug and metabolites.

Check Digit Verification of cas no

The CAS Registry Mumber 63590-64-7 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 6,3,5,9 and 0 respectively; the second part has 2 digits, 6 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 63590-64:
(7*6)+(6*3)+(5*5)+(4*9)+(3*0)+(2*6)+(1*4)=137
137 % 10 = 7
So 63590-64-7 is a valid CAS Registry Number.
InChI:InChI=1/C19H25N5O4.ClH.2H2O/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;2*1H2/p-1

63590-64-7 Well-known Company Product Price

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  • (Code)Product description
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  • Sigma

  • (T4680)  Terazosin hydrochloride  ≥98% (TLC), powder

  • 63590-64-7

  • T4680-50MG

  • 1,805.31CNY

  • Detail
  • Sigma

  • (T4680)  Terazosin hydrochloride  ≥98% (TLC), powder

  • 63590-64-7

  • T4680-250MG

  • 7,879.95CNY

  • Detail

63590-64-7SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 16, 2017

Revision Date: Aug 16, 2017

1.Identification

1.1 GHS Product identifier

Product name terazosin

1.2 Other means of identification

Product number -
Other names [4-(4-amino-6,7-dimethoxyquinazolin-2-yl)piperazin-1-yl]-(oxolan-2-yl)methanone

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:63590-64-7 SDS

63590-64-7Synthetic route

tetrahydro-2-furancarboxylic acid
16874-33-2

tetrahydro-2-furancarboxylic acid

4-amino-6,7-dimethoxy-2-piperazin-1-ylquinazoline
60547-97-9

4-amino-6,7-dimethoxy-2-piperazin-1-ylquinazoline

terazosin
63590-64-7

terazosin

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine; ethyl cyanoglyoxylate-2-oxime In N,N-dimethyl-formamide at 20℃;65%
prazosin hydrochloride
19237-84-4

prazosin hydrochloride

terazosin
63590-64-7

terazosin

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal In ethanol; water at 20℃;
2-chloro-6,7-dimethoxyquinazolin-4-amine
23680-84-4

2-chloro-6,7-dimethoxyquinazolin-4-amine

N-(tetrahydro-2-furoyl)-piperazine
63074-07-7

N-(tetrahydro-2-furoyl)-piperazine

terazosin
63590-64-7

terazosin

Methyl Cellosolve (ethylene glycol monomethyl ether)

Methyl Cellosolve (ethylene glycol monomethyl ether)

ammonium hydroxide

ammonium hydroxide

2-chloro-6,7-dimethoxyquinazolin-4-amine
23680-84-4

2-chloro-6,7-dimethoxyquinazolin-4-amine

N-(tetrahydro-2-furoyl)-piperazine
63074-07-7

N-(tetrahydro-2-furoyl)-piperazine

terazosin
63590-64-7

terazosin

Conditions
ConditionsYield
In water84 grams (87%)
In water90.8 grams (94%)
With triethylamine In water
1-(4-amino-6,7-dimethoxyquinazolin-2-yl)-4-[[(2RS)2,3,4,5-tetrahydrofuran-2-yl]carbonyl]piperazine hydrochloride hydrobromide
943644-21-1

1-(4-amino-6,7-dimethoxyquinazolin-2-yl)-4-[[(2RS)2,3,4,5-tetrahydrofuran-2-yl]carbonyl]piperazine hydrochloride hydrobromide

terazosin
63590-64-7

terazosin

Conditions
ConditionsYield
With ammonia In water at 25 - 45℃; for 1h; pH=8.4;
terazosin
63590-64-7

terazosin

terazosin hydrochloride

terazosin hydrochloride

Conditions
ConditionsYield
With hydrogenchloride for 2.86667h;
With hydrogenchloride In ethanol; water at 60 - 65℃; for 0.25h;

63590-64-7Downstream Products

63590-64-7Relevant articles and documents

A facile synthesis of [tetrahydrofuran-3H] terazosin

Egan, Judith A.,Souza, Steven M.,Filer, Crist N.

, p. 1881 - 1884 (2004)

An efficient synthesis of [3H] terazosin at high specific activity from prazosin is described.

THERAPY FOR COMPLICATIONS OF DIABETES

-

, (2009/07/02)

A method for enhancing glycemic control and/or insulin sensitivity in a human subject having diabetic nephropathy and/or metabolic syndrome comprises administering to the subject a selective endothelin A (ETA) receptor antagonist in a glycemic control and/or insulin sensitivity enhancing effective amount. A method for treating a complex of comorbidities in an elderly diabetic human subject comprises administering to the subject a selective ETA receptor antagonist in combination or as adjunctive therapy with at least one additional agent that is (i) other than a selective ETA receptor antagonist and (ii) effective in treatment of diabetes and/or at least one of said comorbidities other than hypertension. A therapeutic combination useful in such a method comprises a selective ETA receptor antagonist and at least one antidiabetic, anti-obesity or antidyslipidemic agent other than a selective ETA receptor antagonist.

Process for the preparation of terazosin hydrocloride dihydrate

-

Page/Page column 2; 3-4, (2008/06/13)

The present invention relates to an improved process for the preparation of 1-(4-amino-6,7-dimethoxyquinazolin-2-yl)-4-[[(2RS)-2,3,4,5-tetrahydrofuran-2-yl]carbonyl]piperazine hydrochloride dihydrate of Formula I, through an intermediate 1-(4-amino-6,7-dimethoxyquinazolin-2-yl)-4-[[(2RS)-2,3,4,5-tetrahydrofuran-2-yl]carbonyl]piperazine hydrochloride/hydrobromide (V).

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