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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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    11-Feb-2021
    31-Aug-2024
    KGS
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    Average Price (USD/KGS)

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    (USD/KGS)    		 Number of Transactions

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    DRUG PRODUCT COMPOSITIONS

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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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