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Chemistry

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Also known as: 4205-91-8, Clonidine hcl, 2-(2,6-dichloroanilino)-2-imidazoline hydrochloride, Kapvay, N-(2,6-dichlorophenyl)-4,5-dihydro-1h-imidazol-2-amine hydrochloride, St-155
Molecular Formula
C9H10Cl3N3
Molecular Weight
266.6  g/mol
InChI Key
ZNIFSRGNXRYGHF-UHFFFAOYSA-N
FDA UNII
W76I6XXF06

Clonidine
An imidazoline sympatholytic agent that stimulates ALPHA-2 ADRENERGIC RECEPTORS and central IMIDAZOLINE RECEPTORS. It is commonly used in the management of HYPERTENSION.
1 2D Structure

Clonidine

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
N-(2,6-dichlorophenyl)-4,5-dihydro-1H-imidazol-2-amine;hydrochloride
2.1.2 InChI
InChI=1S/C9H9Cl2N3.ClH/c10-6-2-1-3-7(11)8(6)14-9-12-4-5-13-9;/h1-3H,4-5H2,(H2,12,13,14);1H
2.1.3 InChI Key
ZNIFSRGNXRYGHF-UHFFFAOYSA-N
2.1.4 Canonical SMILES
C1CN=C(N1)NC2=C(C=CC=C2Cl)Cl.Cl
2.2 Other Identifiers
2.2.1 UNII
W76I6XXF06
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Catapres

2. Catapresan

3. Catapressan

4. Chlophazolin

5. Clofelin

6. Clofenil

7. Clonidine

8. Clonidine Dihydrochloride

9. Clonidine Monohydrobromide

10. Clonidine Monohydrochloride

11. Clopheline

12. Dihydrochloride, Clonidine

13. Dixarit

14. Gemiton

15. Hemiton

16. Hydrochloride, Clonidine

17. Isoglaucon

18. Klofelin

19. Klofenil

20. M 5041t

21. M-5041t

22. M5041t

23. Monohydrobromide, Clonidine

24. Monohydrochloride, Clonidine

25. St 155

26. St-155

27. St155

2.3.2 Depositor-Supplied Synonyms

1. 4205-91-8

2. Clonidine Hcl

3. 2-(2,6-dichloroanilino)-2-imidazoline Hydrochloride

4. Kapvay

5. N-(2,6-dichlorophenyl)-4,5-dihydro-1h-imidazol-2-amine Hydrochloride

6. St-155

7. Catapresan

8. Jenloga

9. Clonidine (hydrochloride)

10. Nsc-756699

11. 2-(2,6-dichlorophenylamino)-2-imidazoline Hydrochloride

12. W76i6xxf06

13. Dichloranilino Imidazolin

14. 2-((2,6-dichlorophenyl)imino)imidazolidine Monohydrochloride

15. Benzenamine, 2,6-dichloro-n-2-imidazolidinylidene-, Monohydrochloride

16. Chlophazolin

17. Dispaclonidin

18. Normopresan

19. Atensina

20. Barclyd

21. Capresin

22. Caprysin

23. Catanidin

24. Clofelin

25. Clonilou

26. Clonisin

27. Clonistada

28. Dixarit

29. Edolglau

30. Glausine

31. Haemiton

32. Ipotensium

33. Isoglaucon

34. Katapresan

35. Klophelin

36. Iporel

37. 1h-imidazol-2-amine, N-(2,6-dichlorophenyl)-4,5-dihydro- [cas]

38. Apo-clonidine

39. Clonidil-riker

40. Novo-clonidine

41. Clonid-ophal

42. Nu-clonidine

43. N-(2,6-dichlorophenyl)-4,5-dihydro-1h-imidazol-2-amine Hcl

44. 1h-imidazol-2-amine, N-(2,6-dichlorophenyl)-4,5-dihydro-, Monohydrochloride (9ci)

45. 2-[(2,6-dichlorophenyl)amino-2-imidazoline Hydrochloride

46. Bapresan

47. Clonicel

48. Trialox

49. Clonidine Monohydrochloride

50. Smr000466276

51. 205c918

52. Sr-01000075246

53. Einecs 224-121-5

54. Cas-4205-91-8

55. Mfcd00036705

56. N-(2,6-dichlorophenyl)imidazolidin-2-imine;hydrochloride

57. Unii-w76i6xxf06

58. Clonidine-hcl

59. Sr-01000759380

60. Prestwick_73

61. Catapres (tn)

62. 4,5-dihydro-

63. 2-((2,6-dichlorophenyl)amino)-2-imidazoline Hydrochloride

64. 2-imidazoline, 2-(2,6-dichloroanilino)-, Monohydrochloride

65. 2-(2,6-dichlorophenylamino)-2-imidazolin Hydrochlorid [german]

66. Benzenamine, 2,6-dichloro-n-2-imidazolidinylidene-, Hydrochloride

67. Clonidine Hydrochloride [usan:usp:ban:jan]

68. 1h-imidazol-2-amine, N-(2,6-dichlorophenyl)-4,5-dihydro-, Monohydrochloride

69. Clonidinehydrochloride

70. N-(2,6-dichlorophenyl)-

71. Chembl1705

72. Clonidine Hydrochloride,(s)

73. Dsstox_cid_24670

74. Dsstox_rid_80388

75. Dsstox_gsid_44670

76. Schembl40751

77. Mls000758256

78. Mls001424222

79. Clonidine Hydrochloride, Solid

80. 2-(2,6-dichlorophenylamino)-2-imidazolin Hydrochlorid

81. Chebi:3758

82. Dtxsid8044670

83. Hy-b0409a

84. Clonidine Hydrochloride (catapres)

85. Hms1568b18

86. Hms3414h03

87. Hms3678h03

88. Pharmakon1600-01500198

89. Bcp14375

90. Clonidine Hydrochloride [mi]

91. Tox21_301552

92. Tox21_500268

93. Bdbm50020341

94. Ccg-40087

95. Clonidine Hydrochloride (jp17/usp)

96. Clonidine Hydrochloride [jan]

97. N-(2,6-dichlorophenyl)-4,5-dihydro-1h-imidazol-2-amine;hydrochloride

98. Nsc756699

99. S2458

100. Clonidine Hydrochloride [usan]

101. Akos005267207

102. Akos024458609

103. Akos028114993

104. Ccg-101051

105. Ccg-212540

106. Ccg-229466

107. Clonidine Hydrochloride [mart.]

108. Clonidine Hydrochloride [vandf]

109. Ks-1253

110. Lp00268

111. Nc00301

112. Nsc 756699

113. Clonidine Hydrochloride [usp-rs]

114. Clonidine Hydrochloride [who-dd]

115. Ncgc00093726-01

116. Ncgc00093726-02

117. Ncgc00180902-01

118. Ncgc00256172-01

119. Ncgc00260953-01

120. Ac-10306

121. Ac-29742

122. Clonidine Hydrochloride, >=98.0% (tlc)

123. Clonidine Hydrochloride [ep Impurity]

124. Clonidine Hydrochloride [orange Book]

125. D1353

126. Eu-0100268

127. Ft-0601096

128. Ft-0665123

129. Sw197681-3

130. Clonidine Hydrochloride [ep Monograph]

131. C 7897

132. Clonidine Hydrochloride [usp Monograph]

133. D00604

134. D81843

135. Clorpres Component Clonidine Hydrochloride

136. A825736

137. Clonidine Hydrochloride 100 Microg/ml In Methanol

138. Combipres Component Clonidine Hydrochloride

139. Clonidine Hydrochloride Component Of Clorpres

140. Q-200880

141. Sr-01000075246-1

142. Sr-01000075246-3

143. Sr-01000759380-5

144. Clonidine Hydrochloride (catapres) [largely Precursor]

145. Clonidine Hydrochloride Component Of Combipres

146. Q27292429

147. 2-[(2,6-dichlorophenyl)imino]imidazolidine Hydrochloride

148. Clonidine Hydrochloride 1.0 Mg/ml In Methanol (as Free Base)

149. Clonidine Hydrochloride, British Pharmacopoeia (bp) Reference Standard

150. Clonidine Hydrochloride, European Pharmacopoeia (ep) Reference Standard

151. Clonidine Hydrochloride, United States Pharmacopeia (usp) Reference Standard

152. 1h-imidazol-2-amine, N-(2,6-dichlorophenyl)-4,5-dihydro-, Hydrochloride (1:1)

153. N-[2,6-bis(chloranyl)phenyl]-4,5-dihydro-1h-imidazol-2-amine Hydrochloride

2.4 Create Date
2005-06-24
3 Chemical and Physical Properties
Molecular Weight 266.6 g/mol
Molecular Formula C9H10Cl3N3
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count1
Rotatable Bond Count2
Exact Mass264.994030 g/mol
Monoisotopic Mass264.994030 g/mol
Topological Polar Surface Area36.4 Ų
Heavy Atom Count15
Formal Charge0
Complexity222
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count2
4 Drug and Medication Information
4.1 Drug Information
1 of 4  
Drug NameClonidine hydrochloride
PubMed HealthClonidine
Drug ClassesAnalgesic, Anesthetic Adjunct, Antihypertensive, Antimigraine, Cardiovascular Agent, Central Nervous System Agent, Diagnostic Agent, Pheochromocytoma
Drug LabelClonidine hydrochloride, USP is a centrally acting alpha-agonist hypotensive agent available as tablets for oral administration in three dosage strengths: 0.1 mg, 0.2 mg, and 0.3 mg. The 0.1 mg tablet is equivalent to 0.087 mg of the free base.The fo...
Active IngredientClonidine hydrochloride
Dosage FormTablet, extended release; Injectable; Tablet
RouteInjection; Oral
Strength0.2mg; 1mg/10ml (0.1mg/ml); 0.3mg; 5mg/10ml (0.5mg/ml); 0.1mg
Market StatusPrescription
CompanyExela Pharma Scs; Anchen Pharms; Actavis Elizabeth; Fresenius Kabi Usa; Unichem; Mutual Pharm; Vintage; Alembic Pharms; Hikma Farmaceutica; Luitpold; Sun Pharm Inds; Zydus Pharms Usa; Carlsbad; Mylan; Impax Labs; Dava Pharms

2 of 4  
Drug NameKapvay
Drug LabelKAPVAY (clonidine hydrochloride) extended-release is a centrally acting alpha2-adrenergic agonist available as 0.1 mg or 0.2 mg extended-release tablets for oral administration. Each 0.1 mg and 0.2 mg tablet is equivalent to 0.087 mg and 0.174 mg, re...
Active IngredientClonidine hydrochloride
Dosage FormTablet, extended release
RouteOral
Strength0.1mg; 0.2mg
Market StatusPrescription
CompanyConcordia Pharms

3 of 4  
Drug NameClonidine hydrochloride
PubMed HealthClonidine
Drug ClassesAnalgesic, Anesthetic Adjunct, Antihypertensive, Antimigraine, Cardiovascular Agent, Central Nervous System Agent, Diagnostic Agent, Pheochromocytoma
Drug LabelClonidine hydrochloride, USP is a centrally acting alpha-agonist hypotensive agent available as tablets for oral administration in three dosage strengths: 0.1 mg, 0.2 mg, and 0.3 mg. The 0.1 mg tablet is equivalent to 0.087 mg of the free base.The fo...
Active IngredientClonidine hydrochloride
Dosage FormTablet, extended release; Injectable; Tablet
RouteInjection; Oral
Strength0.2mg; 1mg/10ml (0.1mg/ml); 0.3mg; 5mg/10ml (0.5mg/ml); 0.1mg
Market StatusPrescription
CompanyExela Pharma Scs; Anchen Pharms; Actavis Elizabeth; Fresenius Kabi Usa; Unichem; Mutual Pharm; Vintage; Alembic Pharms; Hikma Farmaceutica; Luitpold; Sun Pharm Inds; Zydus Pharms Usa; Carlsbad; Mylan; Impax Labs; Dava Pharms

4 of 4  
Drug NameKapvay
Drug LabelKAPVAY (clonidine hydrochloride) extended-release is a centrally acting alpha2-adrenergic agonist available as 0.1 mg or 0.2 mg extended-release tablets for oral administration. Each 0.1 mg and 0.2 mg tablet is equivalent to 0.087 mg and 0.174 mg, re...
Active IngredientClonidine hydrochloride
Dosage FormTablet, extended release
RouteOral
Strength0.1mg; 0.2mg
Market StatusPrescription
CompanyConcordia Pharms

4.2 Drug Indication

Sedation


5 Pharmacology and Biochemistry
5.1 MeSH Pharmacological Classification

Adrenergic alpha-2 Receptor Agonists

Compounds that bind to and activate ADRENERGIC ALPHA-2 RECEPTORS. (See all compounds classified as Adrenergic alpha-2 Receptor Agonists.)


Analgesics

Compounds capable of relieving pain without the loss of CONSCIOUSNESS. (See all compounds classified as Analgesics.)


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.)


Sympatholytics

Drugs that inhibit the actions of the sympathetic nervous system by any mechanism. The most common of these are the ADRENERGIC ANTAGONISTS and drugs that deplete norepinephrine or reduce the release of transmitters from adrenergic postganglionic terminals (see ADRENERGIC AGENTS). Drugs that act in the central nervous system to reduce sympathetic activity (e.g., centrally acting alpha-2 adrenergic agonists, see ADRENERGIC ALPHA-AGONISTS) are included here. (See all compounds classified as Sympatholytics.)


5.2 FDA Pharmacological Classification
5.2.1 Pharmacological Classes
Central alpha-2 Adrenergic Agonist [EPC]; Adrenergic alpha2-Agonists [MoA]

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DT. 20\/06\/22","address":"1003-GIDC, WADHWAN, Contact No: 918419942141","city":"SURENDRANAGAR","supplier":"PCAS","supplierCountry":"FINLAND","foreign_port":"NA","customer":"MEPRO PHARMACEUTICALS PRIVATE ","customerCountry":"INDIA","quantity":"1.34","actualQuantity":"1.34","unit":"KGS","unitRateFc":"20000","totalValueFC":"29509.8","currency":"EUR","unitRateINR":"1809999.9","date":"06-Jul-2023","totalValueINR":"2425400.285","totalValueInUsd":"29509.8","indian_port":"AHMEDABAD AIR","hs_no":"29332990","bill_no":"0","productDescription":"API","marketType":"REGULATED MARKET","country":"FINLAND","selfForZScoreResived":"Pharma Grade","supplierPort":"NA","supplierAddress":"","customerAddress":"1003-GIDC, WADHWAN, Contact No: 918419942141"},{"dataSource":"API Import","activeIngredients":"","year":"2023","qtr":"Q3","strtotime":1692124200,"product":"CLONIDINE HCL","address":"3RD FLOOR, PLOT NO.2, MAITRIVIHAR,","city":"HYDERABAD, ANDHRA PRADESH","supplier":"SEQENS","supplierCountry":"FINLAND","foreign_port":"HELSINKI (HELSINGFORS)","customer":"APL HEALTHCARE","customerCountry":"INDIA","quantity":"10.00","actualQuantity":"10","unit":"KGS","unitRateFc":"9690","totalValueFC":"97445","currency":"USD","unitRateINR":"810084","date":"16-Aug-2023","totalValueINR":"8100840","totalValueInUsd":"97445","indian_port":"APIIC MULTI PRODUCT SEZ NAIDUPET AP","hs_no":"29332990","bill_no":"1001272","productDescription":"API","marketType":"REGULATED MARKET","country":"FINLAND","selfForZScoreResived":"Pharma Grade","supplierPort":"HELSINKI (HELSINGFORS)","supplierAddress":"N\/A","customerAddress":"3RD FLOOR, PLOT NO.2, MAITRIVIHAR,"},{"dataSource":"API Import","activeIngredients":"","year":"2023","qtr":"Q4","strtotime":1703529000,"product":"CLONIDINE BASE MIC","address":"PLOT NO.2, MAITRIVIHAR,","city":"HYDERABAD\/ANDHRA PRADESH","supplier":"PCAS","supplierCountry":"FINLAND","foreign_port":"HELSINKI","customer":"AUROBINDO PHARMA LIMITED","customerCountry":"INDIA","quantity":"1.71","actualQuantity":"1.707","unit":"KGS","unitRateFc":"15000","totalValueFC":"25838.5","currency":"USD","unitRateINR":"1257000","date":"26-Dec-2023","totalValueINR":"2145699","totalValueInUsd":"25838.5","indian_port":"Hyderabad Air","hs_no":"29332990","bill_no":"9402964","productDescription":"API","marketType":"REGULATED MARKET","country":"FINLAND","selfForZScoreResived":"Pharma Grade","supplierPort":"HELSINKI","supplierAddress":"MESSUKENTANKATU 8 20210 TURKU FINLANDSDNF Finland","customerAddress":"PLOT NO.2, MAITRIVIHAR,"},{"dataSource":"API Import","activeIngredients":"","year":"2024","qtr":"Q1","strtotime":1706293800,"product":"CLONIDINE HCL (CLONIDINE HYDROCHLORIDE ) ( FOR TEST R & D PURPOSE.)","address":"ASTER FLAT NO 402 REGENCY GARDENS,","city":"KHARGHAR,MAHARASHTRA","supplier":"PCAS","supplierCountry":"FINLAND","foreign_port":"HELSINKI","customer":"PROSFORA TECHNOLOGIES PRIVATE ","customerCountry":"INDIA","quantity":"0.10","actualQuantity":"0.1","unit":"KGS","unitRateFc":"100000","totalValueFC":"10127.3","currency":"USD","unitRateINR":"8410000","date":"27-Jan-2024","totalValueINR":"841000","totalValueInUsd":"10127.3","indian_port":"Bombay Air","hs_no":"29332990","bill_no":"9858754","productDescription":"API","marketType":"REGULATED MARKET","country":"FINLAND","selfForZScoreResived":"Pharma Grade","supplierPort":"HELSINKI","supplierAddress":"MESSUKENTANKATU 8 20210 TURKUSDNFSDNF FINLAND","customerAddress":"ASTER FLAT NO 402 REGENCY GARDENS,"},{"dataSource":"API Import","activeIngredients":"","year":"2024","qtr":"Q3","strtotime":1723573800,"product":"CLONIDINE HCL CHEMICALS (CAS NO:4205-91-8) (1X10 FIBRE DRUM(22X22X25CM)","address":"NO.299, THAMBU CHETTY STREET,","city":"CHENNAI , TAMILNADU","supplier":"PCAS","supplierCountry":"FINLAND","foreign_port":"HELSINKI","customer":"BAFNA PHARMACEUTICALS LIMITED","customerCountry":"INDIA","quantity":"0.10","actualQuantity":"0.1","unit":"KGS","unitRateFc":"90000","totalValueFC":"9168.8","currency":"USD","unitRateINR":"7614000","date":"14-Aug-2024","totalValueINR":"761400","totalValueInUsd":"9168.8","indian_port":"Madras Air","hs_no":"29332990","bill_no":"5060267","productDescription":"API","marketType":"REGULATED MARKET","country":"FINLAND","selfForZScoreResived":"Pharma Grade","supplierPort":"HELSINKI","supplierAddress":"P.O.BOX 979, FI-20101 TURKU,FINLAND.SDNF Finland","customerAddress":"NO.299, THAMBU CHETTY STREET,"}]
11-Feb-2021
31-Aug-2024
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Quantity (KGS) & Unit rate (USD/KGS) over time

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DOSAGE - TABLET;ORAL - 0.1MG **Federal Regist...DOSAGE - TABLET;ORAL - 0.1MG **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**

USFDA APPLICATION NUMBER - 17407

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DOSAGE - TABLET;ORAL - 0.2MG **Federal Regist...DOSAGE - TABLET;ORAL - 0.2MG **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**

USFDA APPLICATION NUMBER - 17407

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DOSAGE - TABLET;ORAL - 0.3MG **Federal Regist...DOSAGE - TABLET;ORAL - 0.3MG **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**

USFDA APPLICATION NUMBER - 17407

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DOSAGE - TABLET, EXTENDED RELEASE;ORAL - 0.1M...DOSAGE - TABLET, EXTENDED RELEASE;ORAL - 0.1MG **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**

USFDA APPLICATION NUMBER - 22331

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DOSAGE - TABLET, EXTENDED RELEASE;ORAL - 0.2M...DOSAGE - TABLET, EXTENDED RELEASE;ORAL - 0.2MG **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**

USFDA APPLICATION NUMBER - 22331

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