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Chemistry

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Also known as: 1-hydrazinophthalazine, 86-54-4, Hydralazin, 1-hydrazinylphthalazine, Hypophthalin, Hydrazinophthalazine
Molecular Formula
C8H8N4
Molecular Weight
160.18  g/mol
InChI Key
RPTUSVTUFVMDQK-UHFFFAOYSA-N
FDA UNII
26NAK24LS8

Hydralazine
A direct-acting vasodilator that is used as an antihypertensive agent.
Hydralazine is an Arteriolar Vasodilator. The physiologic effect of hydralazine is by means of Arteriolar Vasodilation.
1 2D Structure

Hydralazine

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
phthalazin-1-ylhydrazine
2.1.2 InChI
InChI=1S/C8H8N4/c9-11-8-7-4-2-1-3-6(7)5-10-12-8/h1-5H,9H2,(H,11,12)
2.1.3 InChI Key
RPTUSVTUFVMDQK-UHFFFAOYSA-N
2.1.4 Canonical SMILES
C1=CC=C2C(=C1)C=NN=C2NN
2.2 Other Identifiers
2.2.1 UNII
26NAK24LS8
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Apresoline

2. Apressin

3. Apressoline

4. Hydralazine Hydrochloride

5. Hydralazine Mono Hydrochloride

6. Hydralazine Mono-hydrochloride

7. Hydrallazin

8. Hydrazinophthalazine

9. Hydrochloride, Hydralazine

10. Mono-hydrochloride, Hydralazine

11. Nepresol

2.3.2 Depositor-Supplied Synonyms

1. 1-hydrazinophthalazine

2. 86-54-4

3. Hydralazin

4. 1-hydrazinylphthalazine

5. Hypophthalin

6. Hydrazinophthalazine

7. Apresoline

8. Apresolin

9. Apressin

10. Aprezolin

11. Hidralazin

12. Idralazina

13. Phthalazin-1-ylhydrazine

14. 6-hydralazine

15. Hidralazina

16. Hipoftalin

17. Hydrallazine

18. 1(2h)-phthalazinone, Hydrazone

19. 1-phthalazinylhydrazine

20. 59275-69-3

21. Hydralazinum

22. Hydrazone 1(2h)-phthalazinone

23. (e)-1-hydrazono-1,2-dihydrophthalazine

24. Ciba 5968

25. Apressin (pharmaceutical)

26. Phthalazine, 1-hydrazino-

27. Ba 5968

28. Praparat 5968

29. (2h)-phthalazinone Hydrazone

30. C-5968

31. (1z)-1(2h)-phthalazinone Hydrazone

32. C 5968

33. Hydralazine (inn)

34. Nsc 126699

35. Chebi:5775

36. Nsc-126699

37. 26nak24ls8

38. Apresolin; Apresoline; Apressin

39. C-5068

40. Idralazina [dcit]

41. Idralazina [italian]

42. Hidralazina [spanish]

43. Hydralazine [inn]

44. Hydralazine [inn:ban]

45. Hydralazinum [inn-latin]

46. Hidralazina [inn-spanish]

47. 1(2h)-phthalazinone Hydrazone

48. Hidral

49. Hidral (tn)

50. Ccris 5385

51. Ncgc00015501-02

52. Cas-304-20-1

53. Einecs 201-680-3

54. Brn 0132615

55. Unii-26nak24ls8

56. Phthalazone Hydrazone

57. Hydralazine Polistirex

58. 1-hydrazonophthalazine

59. Spectrum_000875

60. (1e)-1-hydrazono-1,2-dihydrophthalazine

61. Hydralazine [mi]

62. Prestwick0_000169

63. Prestwick1_000169

64. Prestwick2_000169

65. Spectrum2_000969

66. Spectrum3_000455

67. Spectrum4_000005

68. Spectrum5_000822

69. Lopac-h-1753

70. Ec-000.1838

71. Hydralazine [iarc]

72. Epitope Id:137349

73. Hydralazine [vandf]

74. Schembl7810

75. Nciopen2_001484

76. Lopac0_000593

77. Oprea1_207681

78. Oprea1_416878

79. Bspbio_002130

80. Hydralazine [who-dd]

81. Kbiogr_000349

82. Kbioss_001355

83. Wln: T66 Cnnj Bmz

84. 5-25-17-00412 (beilstein Handbook Reference)

85. Divk1c_000117

86. Spbio_000977

87. Spbio_001958

88. Discontinued See: H716531

89. Chembl276832

90. Gtpl7326

91. Dtxsid4023129

92. Bdbm81461

93. Hy-b0464a

94. Kbio1_000117

95. Kbio2_001355

96. Kbio2_003923

97. Kbio2_006491

98. Kbio3_001350

99. Rptusvtufvmdqk-uhfffaoysa-

100. 1(2h)-phthalazinone Hydrazone #

101. Ninds_000117

102. Albb-023848

103. Nsc_3637

104. Nsc126699

105. Stk246900

106. Zinc12360535

107. Hydralazine; Phthalazin-1-ylhydrazine

108. Akos000122609

109. Akos016843064

110. Akos028109138

111. Ccg-204682

112. Db01275

113. Sdccgsbi-0050575.p005

114. Cas_86-54-4

115. Idi1_000117

116. 1-hydrazinylidene-1,2-dihydrophthalazine

117. Ncgc00015501-01

118. Ncgc00015501-03

119. Ncgc00015501-04

120. Ncgc00015501-05

121. Ncgc00015501-06

122. Ncgc00015501-07

123. Ncgc00015501-17

124. Ncgc00162199-01

125. Phthalazine, 1-hydrazino-, Hydrochloride

126. Hlz

127. Ls-13412

128. Sbi-0050575.p004

129. Cs-0013620

130. Ft-0669282

131. (1e)-1-hydrazinylidene-1,2-dihydrophthalazine

132. C07040

133. D08044

134. Ab00053483_03

135. Ab01274815-01

136. Ab01274815_02

137. 599h497

138. A914301

139. A916276

140. Q419987

141. Brd-k82103381-003-03-7

2.4 Create Date
2005-03-25
3 Chemical and Physical Properties
Molecular Weight 160.18 g/mol
Molecular Formula C8H8N4
XLogP30.7
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count4
Rotatable Bond Count1
Exact Mass160.074896272 g/mol
Monoisotopic Mass160.074896272 g/mol
Topological Polar Surface Area63.8 Ų
Heavy Atom Count12
Formal Charge0
Complexity150
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Drug and Medication Information
4.1 Drug Indication

Hydralazine is indicated alone or adjunct to standard therapy to treat essential hypertension. A combination product with isosorbide dinitrate is indicated as an adjunct therapy in the treatment of heart failure.


5 Pharmacology and Biochemistry
5.1 Pharmacology

Hydralazine interferes with calcium transport to relax arteriolar smooth muscle and lower blood pressure. Hydralazine has a short duration of action of 2-6h. This drug has a wide therapeutic window, as patients can tolerate doses of up to 300mg. Patients should be cautioned regarding the risk of developing systemic lupus erythematosus syndrome.


5.2 MeSH Pharmacological Classification

Antihypertensive Agents

Drugs used in the treatment of acute or chronic vascular HYPERTENSION regardless of pharmacological mechanism. Among the antihypertensive agents are DIURETICS; (especially DIURETICS, THIAZIDE); ADRENERGIC BETA-ANTAGONISTS; ADRENERGIC ALPHA-ANTAGONISTS; ANGIOTENSIN-CONVERTING ENZYME INHIBITORS; CALCIUM CHANNEL BLOCKERS; GANGLIONIC BLOCKERS; and VASODILATOR AGENTS. (See all compounds classified as Antihypertensive Agents.)


Vasodilator Agents

Drugs used to cause dilation of the blood vessels. (See all compounds classified as Vasodilator Agents.)


5.3 FDA Pharmacological Classification
5.3.1 Active Moiety
HYDRALAZINE
5.3.2 FDA UNII
26NAK24LS8
5.3.3 Pharmacological Classes
Established Pharmacologic Class [EPC] - Arteriolar Vasodilator
5.4 ATC Code

C - Cardiovascular system

C02 - Antihypertensives

C02D - Arteriolar smooth muscle, agents acting on

C02DB - Hydrazinophthalazine derivatives

C02DB02 - Hydralazine


5.5 Absorption, Distribution and Excretion

Absorption

Taking oral hydralazine with food improves the bioavailability of the drug. An intravenous dose of 0.3mg/kg leads to an AUC of 17.5-29.4M\*min and a 1mg/kg oral dose leads to an AUC of 4.0-30.4M\*min. The Cmax of oral hydralazine is 0.12-1.31M depending on the acetylator status of patients.


Route of Elimination

<10% of hydralazine is recovered in the feces; 65-90% is recovered in the urine.


Volume of Distribution

The volume of distribution is 1.340.79L/kg in congestive heart failure patients and 1.980.22L/kg in hypertensive patients.


Clearance

The majority of hydralazine clearance is extrahepatic- 55% for rapid acetylators and 70% for slow acetylators. The average clearance in congestive heart failure patients is 1.770.48L/kg/h, while hypertensive patients have an average clearance of 42.78.9mL/min/kg.


5.6 Metabolism/Metabolites

Acetylation is a minor metabolic pathway for hydralazine; the major pathway is hydroxylation followed by glucuronidation. There are 5 identified metabolic pathways for hydralazine. Hydralazine can be metabolized to phthalazine or -ketoglutarate hydrazone. These metabolites can be further converted to phthalazinone or hydralazine can be metabolized directly to phthalazinone. Hydralazine can undergo a reversible converstion to the active hydralazine acetone hydrazone. Hydralazine is spontaneously converted to the active pyruvic acid hydrazone or the pyruvic acid hydrazone tricyclic dehydration product, and these metabolites can convert back and forth between these 2 forms. Hydralazine can be converted to hydrazinophthalazinone, which is further converted to the active acetylhydrazinophthalazinone. The final metabolic process hydralazine can undergo is the conversion to an unnamed hydralazine metabolite, which is further metabolized to 3-methyl-s-triazolophthalazine (MTP). MTP can be metabolized to 9-hydroxy-methyltriazolophthalazine or 3-hydroxy-methyltriazolophthalazine; the latter is converted to triazolophthalazine.


Hydralazine has known human metabolites that include hydralazine N-acetyl.

S73 | METXBIODB | Metabolite Reaction Database from BioTransformer | DOI:10.5281/zenodo.4056560


5.7 Biological Half-Life

Hydralazine has a half life of 2.2-7.8h in rapid acetylators and 2.0-5.8h in slow acetylators. The half life in heart failure patients is 57-241 minutes with an average of 105 minutes and in hypertensive patients is 200 minutes for rapid acetylators and 297 minutes for slow acetylators.


5.8 Mechanism of Action

Hydralazine may interfere with calcium transport in vascular smooth muscle by an unknown mechanism to relax arteriolar smooth muscle and lower blood pressure. The interference with calcium transport may be by preventing influx of calcium into cells, preventing calcium release from intracellular compartments, directly acting on actin and myosin, or a combination of these actions. This decrease in vascular resistance leads to increased heart rate, stroke volume, and cardiac output. Hydralazine also competes with protocollagen prolyl hydroxylase (CPH) for free iron. This competition inhibits CPH mediated hydroxylation of HIF-1, preventing the degradation of HIF-1. Induction of HIF-1 and VEGF promote proliferation of endothelial cells and angiogenesis.


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Bharuch SDNF India","customerAddress":"OLD NO.1\/63, NEW NO.1\/58 PUDUPAKKAM"}]
11-Jan-2021
29-Mar-2025
KGS
overview
Loading...

Average Price (USD/KGS)

184.1

Number of Transactions

51 - 200

Total Quantity (KGS)

63.6k

Total Value (USD)

11.7M

Quantity (KGS) & Unit rate (USD/KGS) over time

API/FDF Prices: Book a Demo to explore the features and consider upgrading later

API Imports and Exports

Importing Country Total Quantity
(KGS)
Average Price
(USD/KGS)
Number of Transactions
THAILAND25,530.00158.951 - 200
UNITED STATES23,300.87160.211 - 50
PAKISTAN2,212.25239.811 - 50
MEXICO137.00461.8<10
HONG KONG3,100.00291.2<10
BELGIUM160.00311.5<10
UNITED KINGDOM910.95538.0<10
ITALY3,310.46189.0<10
CYPRUS900.00333.7<10

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Hydralazine manufacturers, exporters & distributors 1

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

Send us enquiries for free, and we will assist you in establishing a direct connection with your preferred Hydralazine manufacturer or Hydralazine supplier.

PharmaCompass also assists you with knowing the Hydralazine API Price utilized in the formulation of products. Hydralazine API Price is not always fixed or binding as the Hydralazine Price is obtained through a variety of data sources. The Hydralazine Price can also vary due to multiple factors, including market conditions, regulatory modifications, or negotiated pricing deals.

API | Excipient name

Hydralazine

Synonyms

1-hydrazinophthalazine, 86-54-4, Hydralazin, 1-hydrazinylphthalazine, Hypophthalin, Hydrazinophthalazine

Cas Number

86-54-4

Unique Ingredient Identifier (UNII)

26NAK24LS8

About Hydralazine

A direct-acting vasodilator that is used as an antihypertensive agent.

Hydralazine Manufacturers

A Hydralazine manufacturer is defined as any person or entity involved in the manufacture, preparation, processing, compounding or propagation of Hydralazine, including repackagers and relabelers. The FDA regulates Hydralazine manufacturers to ensure that their products comply with relevant laws and regulations and are safe and effective to use. Hydralazine 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 Hydralazine manufacturers with USDMF, JDMF, KDMF, CEP, GMP, COA and API Price related information on PhamaCompass.

Hydralazine Suppliers

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

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

Hydralazine USDMF

A Hydralazine DMF (Drug Master File) is a document detailing the whole manufacturing process of Hydralazine active pharmaceutical ingredient (API) in detail. Different forms of Hydralazine DMFs exist exist since differing nations have different regulations, such as Hydralazine USDMF, ASMF (EDMF), JDMF, CDMF, etc.

A Hydralazine DMF submitted to regulatory agencies in the US is known as a USDMF. Hydralazine USDMF includes data on Hydralazine's chemical properties, information on the facilities and procedures used, and details about packaging and storage. The Hydralazine USDMF is kept confidential to protect the manufacturer’s intellectual property.

click here to find a list of Hydralazine suppliers with USDMF on PharmaCompass.

Hydralazine GMP

Hydralazine 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 Hydralazine 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 Hydralazine GMP manufacturer or Hydralazine GMP API supplier for your needs.

Hydralazine CoA

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

Hydralazine CoA mostly includes findings from lab analyses of a specific batch. For each Hydralazine 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.

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