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Chemistry

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Also known as: 63590-64-7, Terazosine, Hytrin, Terazosina, Terazosinum, Flumarc
Molecular Formula
C19H25N5O4
Molecular Weight
387.4  g/mol
InChI Key
VCKUSRYTPJJLNI-UHFFFAOYSA-N
FDA UNII
8L5014XET7

Terazosin
Terazosin is a quinazoline derivative alpha-1-selective adrenergic blocking agent indicated for benign prostatic hyperplasia and hypertension. Terazosin blocks adrenaline's action on alpha-1 adrenergic receptors, causing relaxation of smooth muscle in blood vessels and the prostate.
Terazosin is an alpha-Adrenergic Blocker. The mechanism of action of terazosin is as an Adrenergic alpha-Antagonist.
1 2D Structure

Terazosin

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
[4-(4-amino-6,7-dimethoxyquinazolin-2-yl)piperazin-1-yl]-(oxolan-2-yl)methanone
2.1.2 InChI
InChI=1S/C19H25N5O4/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)
2.1.3 InChI Key
VCKUSRYTPJJLNI-UHFFFAOYSA-N
2.1.4 Canonical SMILES
COC1=C(C=C2C(=C1)C(=NC(=N2)N3CCN(CC3)C(=O)C4CCCO4)N)OC
2.2 Other Identifiers
2.2.1 UNII
8L5014XET7
2.3 Synonyms
2.3.1 MeSH Synonyms

1. A 45975

2. Adecur

3. Apo-terazosin

4. Deflox

5. Dysalfa

6. Flotrin

7. Heitrin

8. Hytrin

9. Hytrin Bph

10. Hytrine

11. Magnurol

12. Novo-terazosin

13. Nu-terazosin

14. Pms-terazosin

15. Ratio-terazosin

16. Sutif

17. Tazusin

18. Terazoflo

19. Terazosin Azu

20. Terazosin Hexal

21. Terazosin Hydrochloride

22. Terazosin Hydrochloride Anhydrous

23. Terazosin, Monohydrochloride, Dihydrate

24. Terazosina Alter

25. Terazosina Kern

26. Terazosina Qualix

27. Zayasel

2.3.2 Depositor-Supplied Synonyms

1. 63590-64-7

2. Terazosine

3. Hytrin

4. Terazosina

5. Terazosinum

6. Flumarc

7. Vasomet

8. Terazosine [inn-french]

9. Terazosinum [inn-latin]

10. Terazosina [inn-spanish]

11. Terazosabb

12. Terazosin Hcl

13. Terazosin (inn)

14. 1-(4-amino-6,7-dimethoxy-2-quinazolinyl)-4-((tetrahydro-2-furanyl)carbonyl)piperazine

15. Chembl611

16. [4-(4-amino-6,7-dimethoxyquinazolin-2-yl)piperazin-1-yl]-(oxolan-2-yl)methanone

17. Mls000069703

18. Chebi:9445

19. 141269-44-5

20. Terazosin (hydrochloride)

21. 8l5014xet7

22. 141269-45-6

23. Smr000058309

24. Terazosin [inn]

25. Terazosin [inn:ban]

26. 1-(4-amino-6,7-dimethoxy-2-quinazolinyl)-4-(tetrahydro-2-furoyl)piperazine

27. 6,7-dimethoxy-2-[4-(oxolane-2-carbonyl)piperazin-1-yl]quinazolin-4-amine

28. (4-(4-amino-6,7-dimethoxyquinazolin-2-yl)piperazin-1-yl)(tetrahydrofuran-2-yl)methanone

29. [4-(4-amino-6,7-dimethoxyquinazolin-2-yl)piperazin-1-yl](tetrahydrofuran-2-yl)methanone

30. 6,7-dimethoxy-2-[4-(tetrahydrofuran-2-ylcarbonyl)piperazin-1-yl]quinazolin-4-amine

31. Abbott 45975

32. 1-(4-amino-6,7-dimethoxy-2-quinazolinyl)-4-[(tetrahydro-2-furanyl)carbonyl]piperazine

33. 1-(4-amino-6,7-dimethoxy-2-quinazolinyl)-4-{(tetnaphydro-2-furanyl)carbonyl}piperazine

34. 1-(4-amino-6,7-dimethoxy-2-quinazolinyl)4-[(tetrahydro-2-furanyl)carbonyl]piperazine

35. Terazosabb (tn)

36. 6,7-dimethoxy-2-[4-(tetrahydrofuran-2-ylcarbonyl)piperazin-1-yl]quinazolin-4-amine Hydrochloride

37. Terazosin A

38. Unii-8l5014xet7

39. Terazosinhydrochloride

40. Terazosin [mi]

41. 1-(4-amino-6,7-dimethoxy-2-quinazolinyl)4-[(tetrahydro-2-furanyl)carbonyl]piperazine Hydrochloride

42. Opera_id_1910

43. Prestwick0_000751

44. Prestwick1_000751

45. Prestwick2_000751

46. Prestwick3_000751

47. Terazosin [vandf]

48. Schembl6528

49. Terazosin [who-dd]

50. Lopac0_001138

51. Regid_for_cid_5401

52. Bspbio_000762

53. Mls001201836

54. Mls006011889

55. Spbio_002701

56. Bpbio1_000840

57. Gtpl7302

58. Dtxsid3023639

59. Hms2090p21

60. Hms2232n21

61. Hms3259f04

62. Hms3369p14

63. Hms3371e20

64. Hms3742i09

65. Hy-b0371

66. Bbl010743

67. Bdbm50033111

68. Stk567029

69. Akos005266642

70. Ccg-205212

71. Db01162

72. Nc00689

73. Sdccgsbi-0051105.p002

74. 6,7-bis(methyloxy)-2-[4-(tetrahydrofuran-2-ylcarbonyl)piperazin-1-yl]quinazolin-4-amine

75. Piperazine, 1-(4-amino-6,7-dimethoxy-2-quinazolinyl)-4-((tetrahydro-2-furanyl)carbonyl)-

76. Ncgc00016026-04

77. Ncgc00016026-05

78. Ncgc00016026-08

79. Ncgc00016026-11

80. Ncgc00025191-03

81. Ac-11120

82. Ls-14728

83. Ft-0630739

84. C07127

85. D08569

86. 590t647

87. A834201

88. L000692

89. Q280786

90. Brd-a22256192-003-03-7

91. Brd-a22256192-003-14-4

92. Z1172269406

93. 1-(4-amino-6,7-dimethoxy-2-quinazolinyl)-4-(2-tetrahydrofuroyl)piperazine

94. 1-(4-amino-6,7-dimethoxy-2-quinazolinyl)-4-(2-tetrahydrofuroyl)-piperazine

95. 6,7-dimethoxy-2-[4-(oxolane-2-carbonyl)piperazin-1-yl]-3,4-dihydroquinazolin-4-imine

96. 6,7-dimethoxy-2-[4-(tetrahydro-2-furanylcarbonyl)-1-piperazinyl]-4-quinazolinamine #

97. 6,7-dimethoxy-2-{4-[(oxolan-2-yl)carbonyl]piperazin-1-yl}quinazolin-4-amine

98. 1-(4-amino-6,7-dimethoxy-2-quinazolinyl)-4-[(tetrahydro-2-furanyl)carbonyl]-piperazinehydrochloride

99. 1-(4-amino-6,7-dimethoxyquinazolin-2-yl)-4-[[(2rs)-2,3,4,5-tetrahydrofuran-2-yl]carbonyl]piperazine

2.4 Create Date
2005-03-25
3 Chemical and Physical Properties
Molecular Weight 387.4 g/mol
Molecular Formula C19H25N5O4
XLogP31.4
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count8
Rotatable Bond Count4
Exact Mass387.19065430 g/mol
Monoisotopic Mass387.19065430 g/mol
Topological Polar Surface Area103 Ų
Heavy Atom Count28
Formal Charge0
Complexity544
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count1
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Drug and Medication Information
4.1 Drug Indication

Terazosin is indicated for use in treating symptomatic benign prostatic hyperplasia and hypertension.


FDA Label


5 Pharmacology and Biochemistry
5.1 Pharmacology

Terazosin is a quinazoline derivative alpha-1-selective adrenergic blocker.


5.2 MeSH Pharmacological Classification

Adrenergic alpha-1 Receptor Antagonists

Drugs that bind to and block the activation of ADRENERGIC ALPHA-1 RECEPTORS. (See all compounds classified as Adrenergic alpha-1 Receptor Antagonists.)


Urological Agents

Drugs used in the treatment of urological conditions and diseases such as URINARY INCONTINENCE and URINARY TRACT INFECTIONS. (See all compounds classified as Urological Agents.)


5.3 FDA Pharmacological Classification
5.3.1 Active Moiety
TERAZOSIN
5.3.2 FDA UNII
8L5014XET7
5.3.3 Pharmacological Classes
alpha-Adrenergic Blocker [EPC]; Adrenergic alpha-Antagonists [MoA]
5.4 ATC Code

G04CA03

S76 | LUXPHARMA | Pharmaceuticals Marketed in Luxembourg | Pharmaceuticals marketed in Luxembourg, as published by d'Gesondheetskeess (CNS, la caisse nationale de sante, www.cns.lu), mapped by name to structures using CompTox by R. Singh et al. (in prep.). List downloaded from https://cns.public.lu/en/legislations/textes-coordonnes/liste-med-comm.html. Dataset DOI:10.5281/zenodo.4587355


G - Genito urinary system and sex hormones

G04 - Urologicals

G04C - Drugs used in benign prostatic hypertrophy

G04CA - Alpha-adrenoreceptor antagonists

G04CA03 - Terazosin


5.5 Absorption, Distribution and Excretion

Absorption

Approximately 90%.


Route of Elimination

Approximately 10% of the oral dose is excreted unchanged in the urine and approximately 20% is excreted in the feces. 40% of the total dose is eliminated in urine and 60% of the total dose is eliminated in the feces.


Volume of Distribution

25L to 30L.


Clearance

Plasma clearance is 80mL/min and renal clearance is 10mL/min.


5.6 Metabolism/Metabolites

The majority of terazosin is hepatically metabolized. The metabolites recovered include 6-O-demethyl terazosin, 7-O-methyl terazosin, a piperozine derivative, and a diamine derivative.


5.7 Biological Half-Life

Terazosin has a mean half life 12 hours though this can be as high as 14 hours in patients over 70 years and as low as 11.4 hours in patients 20 to 39 years old.


5.8 Mechanism of Action

Terazosin is selective for alpha-1-adrenoceptors but not their individual subtypes. Inhibition of these alpha-1-adrenoceptors results in relaxation of smooth muscle in blood vessels and the prostate, lowering blood pressure and improving urinary flow. Smooth muscle cells accounts for roughly 40% of the volume of the prostate and so their relaxation reduces pressure on the urethra. It has also been shown that catecholamines induce factors responsible for mitogenesis and alpha-1-adrenergic receptor blockers inhibit this effect. A final long term mechanism of terazosin and other alpha-1-adrenergic receptor blockers is the induction of apoptosis of prostate cells. Treatment with terazosin enhances the expression of transforming growth factor beta-1 (TGF-beta1), which upregulates p27kip1, and the caspase cascade.


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SPA","supplierCountry":"ITALY","foreign_port":"SEGRATE","customer":"AJANTA PHARMA LIMITED","customerCountry":"INDIA","quantity":"36.00","actualQuantity":"36","unit":"KGS","unitRateFc":"1913","totalValueFC":"69772.5","currency":"USD","unitRateINR":"162417.3","date":"13-Sep-2024","totalValueINR":"5847023","totalValueInUsd":"69772.5","indian_port":"Dahez-SEZ","hs_no":"29349990","bill_no":"1004564","productDescription":"API","marketType":"REGULATED MARKET","country":"ITALY","selfForZScoreResived":"Pharma Grade","supplierPort":"SEGRATE","supplierAddress":"BIOINDUSTRIA LABORATORIO ITALIANO MEDICINAL S.P.A.VIA DE AMBROSIIS,2\/ 4\/6,15067 NOVI LIGUREAL ITALY","customerAddress":"98, GOVT.INDUSTRIAL AREA,"}]
29-Jan-2021
09-Oct-2024
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Quantity (KGS) & Unit rate (USD/KGS) over time

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ABOUT THIS PAGE

Terazosin Manufacturers

A Terazosin manufacturer is defined as any person or entity involved in the manufacture, preparation, processing, compounding or propagation of Terazosin, including repackagers and relabelers. The FDA regulates Terazosin manufacturers to ensure that their products comply with relevant laws and regulations and are safe and effective to use. Terazosin API Manufacturers are required to adhere to Good Manufacturing Practices (GMP) to ensure that their products are consistently manufactured to meet established quality criteria.

click here to find a list of Terazosin manufacturers with USDMF, JDMF, KDMF, CEP, GMP, COA and API Price related information on PhamaCompass.

Terazosin Suppliers

A Terazosin supplier is an individual or a company that provides Terazosin active pharmaceutical ingredient (API) or Terazosin finished formulations upon request. The Terazosin suppliers may include Terazosin API manufacturers, exporters, distributors and traders.

click here to find a list of Terazosin suppliers with USDMF, JDMF, KDMF, CEP, GMP, COA and API Price related information on PharmaCompass.

Terazosin NDC

National Drug Code is a comprehensive database maintained by the FDA that contains information on all drugs marketed in the US. This directory includes information about finished drug products, unfinished drug products, and compounded drug products, including those containing Terazosin as an active pharmaceutical ingredient (API).

Finished drug products

The FDA updates the NDC directory daily. The NDC numbers for Terazosin API and other APIs are published in this directory by the FDA.

Unfinished drugs

The NDC unfinished drugs database includes product listing information submitted for all unfinished drugs, such as active pharmaceutical ingredients (APIs), drugs intended for further processing and bulk drug substances for compounding.

Pharmaceutical companies that manufacture Terazosin as an active pharmaceutical ingredient (API) must furnish the FDA with an updated record of all drugs that they produce, prepare, propagate, compound, or process for commercial distribution in the US at their facilities.

Compounded drug products

The NDC directory also contains data on finished compounded human drug products that contain Terazosin and are produced by outsourcing facilities. While these outsourcing facilities are not mandated to assign a Terazosin NDC to their finished compounded human drug products, they may choose to do so.

click here to find a list of Terazosin suppliers with NDC on PharmaCompass.

Terazosin GMP

Terazosin Active pharmaceutical ingredient (API) is produced in GMP-certified manufacturing facility.

GMP stands for Good Manufacturing Practices, which is a system used in the pharmaceutical industry to make sure that goods are regularly produced and monitored in accordance with quality standards. The FDA’s current Good Manufacturing Practices requirements are referred to as cGMP or current GMP which indicates that the company follows the most recent GMP specifications. The World Health Organization (WHO) has its own set of GMP guidelines, called the WHO GMP. Different countries can also set their own guidelines for GMP like China (Chinese GMP) or the EU (EU GMP).

PharmaCompass offers a list of Terazosin GMP manufacturers, exporters & distributors, which can be sorted by USDMF, JDMF, KDMF, CEP (COS), WC, API price, and more, enabling you to easily find the right Terazosin GMP manufacturer or Terazosin GMP API supplier for your needs.

Terazosin CoA

A Terazosin CoA (Certificate of Analysis) is a formal document that attests to Terazosin's compliance with Terazosin specifications and serves as a tool for batch-level quality control.

Terazosin CoA mostly includes findings from lab analyses of a specific batch. For each Terazosin CoA document that a company creates, the USFDA specifies specific requirements, such as supplier information, material identification, transportation data, evidence of conformity and signature data.

Terazosin may be tested according to a variety of international standards, such as European Pharmacopoeia (Terazosin EP), Terazosin JP (Japanese Pharmacopeia) and the US Pharmacopoeia (Terazosin USP).

Inform the supplier about your product requirements, specifying if you need a product with particular monograph like EP (Ph. Eur.), USP, JP, BP, or any other quality. In addition, clarify whether you need hydrochloride (HCl), anhydricum, base, micronisatum or a specific level of purity. To find reputable suppliers, utilize the filters and select those certified by GMP, FDA, or any other certification as per your requirement.
For your convenience, we have listed synonyms and CAS numbers to help you find the best supplier. The use of synonyms and CAS numbers can be helpful in identifying potential suppliers, but it is crucial to note that they might not always indicate the exact same product. It is important to confirm the product details with the supplier before making a purchase to ensure that it meets your requirements.
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