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Synopsis

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Chemistry

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Also known as: 29110-48-3, Guanfacine hcl, Tenex, Intuniv, Guanfacine (hydrochloride), N-carbamimidoyl-2-(2,6-dichlorophenyl)acetamide hydrochloride

Molecular Formula

C₉H₁₀Cl₃N₃O

Molecular Weight

282.5 g/mol

InChI Key

DGFYECXYGUIODH-UHFFFAOYSA-N

FDA UNII

PML56A160O

A centrally acting antihypertensive agent with specificity towards ADRENERGIC ALPHA-2 RECEPTORS.

1 2D Structure

Guanfacine

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

N-(diaminomethylidene)-2-(2,6-dichlorophenyl)acetamide;hydrochloride

2.1.2 InChI

InChI=1S/C9H9Cl2N3O.ClH/c10-6-2-1-3-7(11)5(6)4-8(15)14-9(12)13;/h1-3H,4H2,(H4,12,13,14,15);1H

2.1.3 InChI Key

DGFYECXYGUIODH-UHFFFAOYSA-N

2.1.4 Canonical SMILES

C1=CC(=C(C(=C1)Cl)CC(=O)N=C(N)N)Cl.Cl

2.2 Other Identifiers

2.2.1 UNII

PML56A160O

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Bs 100 141

2. Bs-100-141

3. Bs100141

4. Estulic

5. Guanfacine

6. Guanfacine Monohydrochloride

7. Hydrochloride, Guanfacine

8. Lon798

9. Monohydrochloride, Guanfacine

10. Tenex

2.3.2 Depositor-Supplied Synonyms

1. 29110-48-3

2. Guanfacine Hcl

3. Tenex

4. Intuniv

5. Guanfacine (hydrochloride)

6. N-carbamimidoyl-2-(2,6-dichlorophenyl)acetamide Hydrochloride

7. Estulic

8. Bs 100-141

9. 29520-14-7

10. N-(aminoiminomethyl)-2,6-dichlorobenzeneacetamide Hydrochloride

11. Spd503

12. N-amidino-2-(2,6-dichlorophenyl)acetamide Hydrochloride

13. N-amidino-2-(2,6-dichlorophenyl)acetamide Monohydrochloride

14. Guafacine Hydrochloride

15. Bs-100-141

16. Benzeneacetamide, N-(aminoiminomethyl)-2,6-dichloro-, Monohydrochloride

17. Spd 503

18. Mls000069745

19. Pml56a160o

20. Smr000058453

21. 29110-48-3 (hcl)

22. Dsstox_cid_25157

23. Dsstox_rid_80708

24. Dsstox_gsid_45157

25. Connexyn

26. Lon 798

27. N-(diaminomethylidene)-2-(2,6-dichlorophenyl)acetamide;hydrochloride

28. Cas-29520-14-7

29. Guanfacinehcl

30. Tenex (tn)

31. Guanfacinehydrochloride

32. Sr-01000075893

33. Ncgc00015469-05

34. Einecs 249-443-3

35. N-(aminoiminomethyl)-2,6-dichlorophenylacetamide Monohydrochloride

36. Unii-pml56a160o

37. Spd-503

38. Prestwick_740

39. Guanfacine Hydrochloride (jan/usp)

40. Intuniv (tn)

41. Mfcd00798230

42. Guanfacine Hydrochloride [usan:usp:jan]

43. Opera_id_1928

44. N-(diaminomethylidene)-2-(2,6-dichlorophenyl)acetamide Hydrochloride

45. Benzeneacetamide, N-(aminoiminomethyl)-2,6-dichloro-, Hydrochloride (1:1)

46. G 1043

47. Schembl41681

48. Mls001077329

49. Mls002222252

50. [(2,6-dichlorophenyl)acetyl]guanidine Hydrochloride

51. Chebi:5559

52. Chembl1200494

53. Dtxsid2045157

54. Schembl15603414

55. Hms1569c19

56. Hms3747e15

57. Pharmakon1600-01505435

58. Bcp21710

59. N-(aminoiminomethyl)-2,6-dichloro-benzeneacetamide Hydrochloride

60. Tox21_110159

61. Tox21_500519

62. Guanfacine Hydrochloride [mi]

63. Nsc759121

64. S4693

65. Guanfacine Hydrochloride [jan]

66. Akos015966858

67. Akos030242245

68. Tox21_110159_1

69. Ccg-213439

70. Ccg-220339

71. Cs-1254

72. Guanfacine Hydrochloride [usan]

73. Lp00519

74. Guanfacine Hydrochloride [mart.]

75. Guanfacine Hydrochloride [vandf]

76. Guanfacine Hydrochloride [usp-rs]

77. Guanfacine Hydrochloride [who-dd]

78. Ncgc00015469-09

79. Ncgc00093914-01

80. Ncgc00093914-02

81. Ncgc00180965-01

82. Ncgc00261204-01

83. As-12253

84. Hy-17416

85. Guanfacine Hydrochloride, >=98% (hplc)

86. Bs100-141

87. Db-047525

88. Eu-0100519

89. Ft-0630546

90. Ft-0698181

91. G0414

92. Guanfacine Hydrochloride [orange Book]

93. D00606

94. Guanfacine Hydrochloride [usp Monograph]

95. T72238

96. A826918

97. J-017395

98. S-877503

99. Sr-01000075893-1

100. Sr-01000075893-3

101. Sr-01000075893-6

102. Q27286641

103. N-carbamimidoyl-2-(2,6-dichlorophenyl)-acetamide Hydrochloride

104. Guanfacine Hydrochloride, Pharmaceutical Secondary Standard; Certified Reference Material

105. Guanfacine Hydrochloride, United States Pharmacopeia (usp) Reference Standard

106. N-[bis(azanyl)methylidene]-2-[2,6-bis(chloranyl)phenyl]ethanamide Hydrochloride

2.4 Create Date

2005-06-24

3 Chemical and Physical Properties

Molecular Formula	C₉H₁₀Cl₃N₃O
Molecular Weight	282.5 g/mol
Hydrogen Bond Donor Count	3
Hydrogen Bond Acceptor Count	1
Rotatable Bond Count	2
Exact Mass	280.988945 g/mol
Monoisotopic Mass	280.988945 g/mol
Topological Polar Surface Area	81.5 Å²
Heavy Atom Count	16
Formal Charge	0
Complexity	256
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 4
Drug Name	Guanfacine hydrochloride
Drug Label	Tenex (guanfacine hydrochloride) is a centrally acting antihypertensive with 2-adrenoceptor agonist properties in tablet form for oral administration. The chemical name of Tenex (guanfacine hydrochloride) is N-amidino- 2-(2,6-dichlorophenyl) acetam...
Active Ingredient	Guanfacine hydrochloride
Dosage Form	Tablet, extended release; Tablet
Route	oral; Oral
Strength	eq 4mg base; eq 2mg base; 1mg; eq 1mg base; eq 3mg base; 4mg; 2mg; 3mg
Market Status	Tentative Approval; Prescription
Company	Twi Pharms; Epic Pharma; Teva Pharms Usa; Sandoz; Watson Labs; Actavis Elizabeth; Amneal Pharm; Mylan

2 of 4
Drug Name	Tenex
PubMed Health	Guanfacine (By mouth)
Drug Classes	Antihypertensive, Cardiovascular Agent, Central Nervous System Agent
Drug Label	Tenex (guanfacine hydrochloride) is a centrally acting antihypertensive with 2-adrenoceptor agonist properties in tablet form for oral administration. The chemical name of Tenex (guanfacine hydrochloride) is N-amidino- 2-(2,6-dichlorophenyl) acetam...
Active Ingredient	Guanfacine hydrochloride
Dosage Form	Tablet
Route	Oral
Strength	eq 2mg base; eq 1mg base
Market Status	Prescription
Company	Promius Pharma

3 of 4
Drug Name	Guanfacine hydrochloride
Drug Label	Tenex (guanfacine hydrochloride) is a centrally acting antihypertensive with 2-adrenoceptor agonist properties in tablet form for oral administration. The chemical name of Tenex (guanfacine hydrochloride) is N-amidino- 2-(2,6-dichlorophenyl) acetam...
Active Ingredient	Guanfacine hydrochloride
Dosage Form	Tablet, extended release; Tablet
Route	oral; Oral
Strength	eq 4mg base; eq 2mg base; 1mg; eq 1mg base; eq 3mg base; 4mg; 2mg; 3mg
Market Status	Tentative Approval; Prescription
Company	Twi Pharms; Epic Pharma; Teva Pharms Usa; Sandoz; Watson Labs; Actavis Elizabeth; Amneal Pharm; Mylan

4 of 4
Drug Name	Tenex
PubMed Health	Guanfacine (By mouth)
Drug Classes	Antihypertensive, Cardiovascular Agent, Central Nervous System Agent
Drug Label	Tenex (guanfacine hydrochloride) is a centrally acting antihypertensive with 2-adrenoceptor agonist properties in tablet form for oral administration. The chemical name of Tenex (guanfacine hydrochloride) is N-amidino- 2-(2,6-dichlorophenyl) acetam...
Active Ingredient	Guanfacine hydrochloride
Dosage Form	Tablet
Route	Oral
Strength	eq 2mg base; eq 1mg base
Market Status	Prescription
Company	Promius Pharma

4.2 Drug Indication

Intuniv is indicated for the treatment of attention deficit hyperactivity disorder (ADHD) in children and adolescents 6 17 years old for whom stimulants are not suitable, not tolerated or have been shown to be ineffective.

Intuniv must be used as a part of a comprehensive ADHD treatment programme, typically including psychological, educational and social measures.

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.)

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.)

5.2 FDA Pharmacological Classification

5.2.1 Pharmacological Classes

Central alpha-2 Adrenergic Agonist [EPC]; Adrenergic alpha2-Agonists [MoA]

5.3 ATC Code

C02AC02

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