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Dralzine

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10 Gangwal Healthcare
2 Nanjing Well Pharmaceutical
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4 Ingredion Pharma Solutions
23 Kerry
3 Kima Chemical
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13 Microlex e.U
1 Nanjing Bold Chemical
2 Nomisma Healthcare
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4 Pluviaendo
3 Prachin Chemical
1 Qianhao Chemical (Hebei) Co., Ltd
1 Qualicaps
21 Roquette
13 Seppic
6 Shanghai Shenmei Pharmaceutical Technology Co., Ltd
1 Shanghai Welltone Material Technology Co., Ltd
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Synopsis

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Chemistry

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Also known as: 304-20-1, 1-hydrazinophthalazine hydrochloride, Hydralazine hcl, Apresoline, 1-hydrazinylphthalazine hydrochloride, Aiselazine

Molecular Formula

C₈H₉ClN₄

Molecular Weight

196.64 g/mol

InChI Key

ZUXNZUWOTSUBMN-UHFFFAOYSA-N

FDA UNII

FD171B778Y

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

1 2D Structure

Hydralazine Hydrochloride

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

phthalazin-1-ylhydrazine;hydrochloride

2.1.2 InChI

InChI=1S/C8H8N4.ClH/c9-11-8-7-4-2-1-3-6(7)5-10-12-8;/h1-5H,9H2,(H,11,12);1H

2.1.3 InChI Key

ZUXNZUWOTSUBMN-UHFFFAOYSA-N

2.1.4 Canonical SMILES

C1=CC=C2C(=C1)C=NN=C2NN.Cl

2.2 Other Identifiers

2.2.1 UNII

FD171B778Y

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Apresoline

2. Apressin

3. Apressoline

4. Hydralazine

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. 304-20-1

2. 1-hydrazinophthalazine Hydrochloride

3. Hydralazine Hcl

4. Apresoline

5. 1-hydrazinylphthalazine Hydrochloride

6. Aiselazine

7. Dralzine

8. Hydralazine Chloride

9. Hyperazin

10. Hyperex

11. Lopress

12. Slow-apresolin

13. Hydralazine Monohydrochloride

14. Apresoline Hydrochloride

15. 1-hydrazinophthalazine Monohydrochloride

16. Hydralazine (hydrochloride)

17. 1(2h)-phthalazinone, Hydrazone, Monohydrochloride

18. Phthalazin-1-ylhydrazine;hydrochloride

19. Praparat 5968

20. Nsc-89394

21. Phthalazine, 1-hydrazino-, Monohydrochloride

22. Chebi:31672

23. Fd171b778y

24. Mc-1101

25. Apresine

26. Rolazine

27. Apresoline-esidrix

28. Dsstox_cid_24645

29. Dsstox_rid_80373

30. Dsstox_gsid_44645

31. Phthalazine, 1-hydrazinyl-, Hydrochloride (1:1)

32. 1044569-46-1

33. Nor-press 25

34. Hydrallazine Hydrochloride

35. Ccris 334

36. Hsdb 434

37. Hydralazine Hydrochloride [jan]

38. Sr-01000075903

39. Ncgc00015501-02

40. 1(2h)-phthalazinone, Hydrazone, Hydrochloride

41. Cas-304-20-1

42. Einecs 206-151-0

43. Nsc 89394

44. Apressinum

45. Phthalazinone, Hydrazone, Monohydrochloride

46. Unii-fd171b778y

47. Apresoline (tn)

48. Prestwick_610

49. Hydralazine Hydrochloride [usp:jan]

50. Hydralazinhydrochlorid

51. Mfcd00135998

52. 1-hydrazinyl-phthalazine Hydrochloride

53. Ophthazin Impurity 2

54. Hydralazinehydrochloride

55. Hydralazini Hydrochloridum

56. 1-hydrazinophthalazine Hcl

57. Apressinum [who-ip]

58. Schembl36271

59. Phthalazine, Monohydrochloride

60. Spectrum1500334

61. Chembl542541

62. Phthalazinone, Monohydrochloride

63. Dtxsid1044645

64. Bpi-103

65. Pra 027

66. Hms1568b19

67. Hms1920d17

68. Pharmakon1600-01500334

69. Hy-b0464

70. Nsc89394

71. Wln: T66 Cnnj Bmz & Gh

72. 1(2h)-phthalazinone, Hydrochloride

73. Tox21_110163

74. Tox21_302496

75. Tox21_500593

76. Ccg-40185

77. Nsc757058

78. S2562

79. 1-hydrazinophthalazinemonohydrochloride

80. Hydralazine Hydrochloride [mi]

81. Akos008968535

82. Akos025116605

83. Akos028109609

84. Hydralazine Hydrochloride (jp17/usp)

85. Tox21_110163_1

86. 1(2h)-phthalazinone, Monohydrochloride

87. Ccg-266561

88. Lp00593

89. Nsc-757058

90. Hydralazine Hydrochloride [hsdb]

91. Phthalazinone Hydrazone Monohydrochloride

92. Hydralazine Hydrochloride [mart.]

93. Hydralazine Hydrochloride [vandf]

94. Ncgc00015501-09

95. Ncgc00093972-01

96. Ncgc00093972-02

97. Ncgc00093972-03

98. Ncgc00093972-04

99. Ncgc00256719-01

100. Ncgc00261278-01

101. Ac-18050

102. Hydralazine Hydrochloride [usp-rs]

103. Hydralazine Hydrochloride [who-dd]

104. Hydralazine Hydrochloride [who-ip]

105. 1(2h)-phthalazinone Hydrazone Hydrochloride

106. Eu-0100593

107. Ft-0669283

108. H0409

109. En300-03637

110. Bidil Component Hydralazine Hydrochloride

111. D01302

112. H 1753

113. Hydralazine Hydrochloride [orange Book]

114. Hydralazine Hydrochloride [usp Impurity]

115. Hydralazine Hydrochloride [usp Monograph]

116. Hydralazini Hydrochloridum [who-ip Latin]

117. A820366

118. Dralserp Component Hydralazine Hydrochloride

119. Hydralazine Hydrochloride Component Of Bidil

120. Unipres Component Hydralazine Hydrochloride

121. Apresazide Component Hydralazine Hydrochloride

122. Cam-ap-es Component Hydralazine Hydrochloride

123. Hydrap-es Component Hydralazine Hydrochloride

124. Q-201208

125. Ser-a-gen Component Hydralazine Hydrochloride

126. Ser-ap-es Component Hydralazine Hydrochloride

127. Sr-01000075903-1

128. Sr-01000075903-5

129. (z)-1-hydrazono-1,2-dihydrophthalazine Hydrochloride

130. Hydra-zide Component Hydralazine Hydrochloride

131. Hydralazine Hydrochloride Component Of Dralserp

132. Hydralazine Hydrochloride Component Of Unipres

133. Q27114606

134. Z57980178

135. Hydralazine Hydrochloride Component Of Apresazide

136. Hydralazine Hydrochloride Component Of Cam-ap-es

137. Hydralazine Hydrochloride Component Of Hydra-zide

138. Hydralazine Hydrochloride Component Of Hydrap-es

139. Hydralazine Hydrochloride Component Of Ser-a-gen

140. Hydralazine Hydrochloride Component Of Ser-ap-es

141. Apresoline-esidrix Component Hydralazine Hydrochloride

142. Hydralazine Hydrochloride Component Of Apresoline-esidrix

143. Serpasil-apresoline Component Hydralazine Hydrochloride

144. Hydralazine Hydrochloride Component Of Serpasil-apresoline

145. Hydroserpine Plus (r-h-h) Component Hydralazine Hydrochloride

146. Hydralazine Hydrochloride Component Of Hydroserpine Plus (r-h-h)

147. Hydralazine Hydrochloride Component Of Hydralazine Hydrochloride-hydrochlorothiazide-reserpine

148. Hydralazine Hydrochloride-hydrochlorothiazide-reserpine Component Hydralazine Hydrochloride

2.4 Create Date

2005-06-24

3 Chemical and Physical Properties

Molecular Formula	C₈H₉ClN₄
Molecular Weight	196.64 g/mol
Hydrogen Bond Donor Count	3
Hydrogen Bond Acceptor Count	4
Rotatable Bond Count	1
Exact Mass	196.0515740 g/mol
Monoisotopic Mass	196.0515740 g/mol
Topological Polar Surface Area	63.8 Å²
Heavy Atom Count	13
Formal Charge	0
Complexity	150
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	2

4 Drug and Medication Information

4.1 Drug Information

1 of 2
Drug Name	Hydralazine hydrochloride
Drug Label	HydrALAZINE hydrochloride, USP, is an antihypertensive, for oral administration. Its chemical name is 1-hydrazinophthalazine monohydrochloride, and its structural formula is:C8H8N4HClHydrALAZINE hydrochloride, USP is a white to off-white, odorless cr...
Active Ingredient	Hydralazine hydrochloride
Dosage Form	Tablet; Injectable
Route	Injection; Oral
Strength	20mg/ml; 25mg; 100mg; 50mg; 10mg
Market Status	Prescription
Company	Navinta; Glenmark Pharms; Cadila Pharms; Alkem Labs; Hetero Labs Ltd Iii; Invagen Pharms; Par Pharm; Actavis Grp Ptc; Strides Pharma; Fresenius Kabi Usa; Luitpold; Pliva; Mylan; Heritage Pharms; Akorn

2 of 2
Drug Name	Hydralazine hydrochloride
Drug Label	HydrALAZINE hydrochloride, USP, is an antihypertensive, for oral administration. Its chemical name is 1-hydrazinophthalazine monohydrochloride, and its structural formula is:C8H8N4HClHydrALAZINE hydrochloride, USP is a white to off-white, odorless cr...
Active Ingredient	Hydralazine hydrochloride
Dosage Form	Tablet; Injectable
Route	Injection; Oral
Strength	20mg/ml; 25mg; 100mg; 50mg; 10mg
Market Status	Prescription
Company	Navinta; Glenmark Pharms; Cadila Pharms; Alkem Labs; Hetero Labs Ltd Iii; Invagen Pharms; Par Pharm; Actavis Grp Ptc; Strides Pharma; Fresenius Kabi Usa; Luitpold; Pliva; Mylan; Heritage Pharms; Akorn

4.2 Therapeutic Uses

Antihypertensive Agents; Vasodilator Agents

National Library of Medicine's Medical Subject Headings online file (MeSH, 1999)

MEDICATION (VET): Use in exptl medicine and surgery. Use in dogs with hydrocortisone in hemorrhagic Shock or endotoxic shock markedly promoted survival. Increases renal blood flow.

Rossoff, I.S. Handbook of Veterinary Drugs. New York: Springer Publishing Company, 1974., p. 263

Hydralazine is indicated orally in the treatment of hypertension. Hydralazine is indicated intravenously when oral therapy cannot be given or when there is an urgent need to lower blood pressure, such as in hypertensive crisis or pre-eclampsia or eclampsia. /Included in US product labeling/

MICROMEDEX Thomson Health Care. USPDI - Drug Information for the Health Care Professional. 22nd ed. Volume 1. MICROMEDEX Thomson Health Care, Greenwood Village, CO. 2002. Content Reviewed and Approved by the U.S. Pharmacopeial Convention, Inc., p. 1661

Hydralazine combined with isosorbide dinitrate (nonspecific vasodilator therapy) has been used as a supplement to the traditional congestive heart failure treatment of digitalis and diuretics. /NOT included in US or Canadian product labeling/

For more Therapeutic Uses (Complete) data for HYDRALAZINE HYDROCHLORIDE (6 total), please visit the HSDB record page.

4.3 Drug Warning

Following parenteral administration to patients with coronary artery disease, the myocardial ischemia may be sufficiently severe and protracted to cause frank myocardial infarction. For this reason, parenteral administration of hydralazine is contraindicated in hypertensive patients with coronary artery disease and inadvisable for most hypertensive patients over 40 years old. In addition, if the drug is used alone, there may be salt retention with development of high-output congestive heart failure.

Hardman, J.G., L.E. Limbird, P.B., A.G. Gilman. Goodman and Gilman's The Pharmacological Basis of Therapeutics. 10th ed. New York, NY: McGraw-Hill, 2001., p. 886

VET: Chronic use may cause various collagen diseases & a lupus erythematosus syndrome (rats, dogs).

Rossoff, I.S. Handbook of Veterinary Drugs. New York: Springer Publishing Company, 1974., p. 263

Maternal Medication usually Compatible with Breast-Feeding: Hydralazine: Reported Sign or Symptom in Infant or Effect on Lactation: None. /from Table 6/

Report of the American Academy of Pediatrics Committee on Drugs in Pediatrics 93 (1): 141 (1994)

Use of hydralazine alone /for congestive heart failure/ is not recommended, although it may improve cardiac performance in some patients with intractable left ventricular failure.

USP Convention. USPDI - Drug Information for the Health Care Professional. 16th ed. Volume I. Rockville, MD: U.S. Pharmaceutical Convention, Inc. 1996 (Plus updates)., p. 1629

For more Drug Warnings (Complete) data for HYDRALAZINE HYDROCHLORIDE (18 total), please visit the HSDB record page.

4.4 Minimum/Potential Fatal Human Dose

Highest known dose survived: adults, 10 g orally.

Medical Economics Co; Physicians Desk Reference Generics 2nd ed p. 1553 (1996)

5 Pharmacology and Biochemistry

5.1 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.)

5.2 FDA Pharmacological Classification

5.2.1 Pharmacological Classes

Arteriolar Vasodilator [EPC]; Arteriolar Vasodilation [PE]

5.3 Absorption, Distribution and Excretion

Hydralazine is well absorbed through the GI tract, but the systemic bioavailability is low (16% in fast acetylators and 35% in slow acetylators).

Hardman, J.G., L.E. Limbird, P.B., A.G. Gilman. Goodman and Gilman's The Pharmacological Basis of Therapeutics. 10th ed. New York, NY: McGraw-Hill, 2001., p. 886

The peak concentration of hydralazine in plasma and the peak hypotensive effect of the drug occur within 30 to 120 minutes of ingestion. Although its half-life in plasma is about an hour, the duration of the hypotensive effect of hydralazine can last as long as 12 hours. There is no clear explanation for this discrepancy.

Hardman, J.G., L.E. Limbird, P.B., A.G. Gilman. Goodman and Gilman's The Pharmacological Basis of Therapeutics. 10th ed. New York, NY: McGraw-Hill, 2001., p. 886

5.4 Metabolism/Metabolites

Compound /3-methyltriazolo(5,1-b)phthalazine/ is one of the major metabolites of hydralazine in human subjects.

The Chemical Society. Foreign Compound Metabolism in Mammals. Volume 2: A Review of the Literature Published Between 1970 and 1971. London: The Chemical Society, 1972., p. 180

Hydralazine is N-acetylated in the bowel and/or the liver. The rate of acetylation is genetically determined; about half of the people in the United States acetylate rapidly and half do so slowly.

Hardman, J.G., L.E. Limbird, P.B., A.G. Gilman. Goodman and Gilman's The Pharmacological Basis of Therapeutics. 10th ed. New York, NY: McGraw-Hill, 2001., p. 886

Since the systemic clearance exceeds hepatic blood flow, extrahepatic metabolism must occur. ... Hydralazine rapidly combines with circulating alpha-keto acids to form hydrazones, and the major metabolite recovered from the plasma is hydralazine pyruvic acid hydrazone.

Hardman, J.G., L.E. Limbird, P.B., A.G. Gilman. Goodman and Gilman's The Pharmacological Basis of Therapeutics. 10th ed. New York, NY: McGraw-Hill, 2001., p. 886

... Pharmacokinetic data indicate hydralazine ... has an extensive and complex metabolism depending on acetylator status: slow acetylators undergo primary oxidative metabolism, while rapid acetylators are acetylated. ...

PMID:2656046 Mulrow JP, Crawford MH; Clin Pharmacokinet 16 (2): 86-9 (1989)

5.5 Biological Half-Life

The half-life of hydralazine is 1 hour, and the systemic clearance of the drug is about 50 ml/kg per minute.

Hardman, J.G., L.E. Limbird, P.B., A.G. Gilman. Goodman and Gilman's The Pharmacological Basis of Therapeutics. 10th ed. New York, NY: McGraw-Hill, 2001., p. 886

5.6 Mechanism of Action

Hydralazine causes direct relaxation of arteriolar smooth muscle. The molecular mechanism of this effect is not known. It is not a dilator of capacitance vessels (e.g., the epicardial coronary arteries) and does not relax venous smooth muscle. Hydralazine-induced vasodilatation is associated with powerful stimulation of the sympathetic nervous system, which results in increased heart rate and contractility, increased plasma renin activity, and fluid retention; all of these effects counteract the antihypertensive effect of hydralazine. Although most of the sympathetic activity is due to a baroreceptor-mediated reflex, hydralazine may stimulate the release of norepinephrine from sympathetic nerve terminals and augment myocardial contractility directly.

Hardman, J.G., L.E. Limbird, P.B., A.G. Gilman. Goodman and Gilman's The Pharmacological Basis of Therapeutics. 10th ed. New York, NY: McGraw-Hill, 2001., p. 885

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Cohance Lifesciences

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CPhI Worldwide, Milan

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Cohance Lifesciences, offers full range of CDMO services for small molecule APIs, intermediates, ADCs, Pellets and Formulations.

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Digital Content

Hydralazine Hydrochloride USP

Date of Issue : 2022-07-07

Valid Till : 2025-07-21

Written Confirmation Number : WC-0150

Address of the Firm : R. S. No. 50/1, Mukteswarapuram (V), Jaggalahpet (M), Krishna -District- 521175,...

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Cadila Pharmaceuticals

India

Boulder Peptide 2024

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DK Pharmachem Pvt. Ltd

India

Boulder Peptide 2024

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India

Boulder Peptide 2024

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SEQUENT SCIENTIFIC LTD

India

Boulder Peptide 2024

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Solara Active Pharma Sciences

India

Boulder Peptide 2024

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Wanbury Limited

India

Boulder Peptide 2024

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API Reference Price

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