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Cyproheptadine

Synopsis, Chemistry

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Also known as: 969-33-5, Cyproheptadine hcl, Periactin hydrochloride, Anarexol, Cipractin, Nuran

Molecular Formula

C₂₁H₂₂ClN

Molecular Weight

323.9 g/mol

InChI Key

ZPMVNZLARAEGHB-UHFFFAOYSA-N

FDA UNII

0S9323MCT0

A serotonin antagonist and a histamine H1 blocker used as antipruritic, appetite stimulant, antiallergic, and for the post-gastrectomy dumping syndrome, etc.

1 2D Structure

Cyproheptadine

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

1-methyl-4-(2-tricyclo[9.4.0.03,8]pentadeca-1(15),3,5,7,9,11,13-heptaenylidene)piperidine;hydrochloride

2.1.2 InChI

InChI=1S/C21H21N.ClH/c1-22-14-12-18(13-15-22)21-19-8-4-2-6-16(19)10-11-17-7-3-5-9-20(17)21;/h2-11H,12-15H2,1H3;1H

2.1.3 InChI Key

ZPMVNZLARAEGHB-UHFFFAOYSA-N

2.1.4 Canonical SMILES

CN1CCC(=C2C3=CC=CC=C3C=CC4=CC=CC=C42)CC1.Cl

2.2 Other Identifiers

2.2.1 UNII

0S9323MCT0

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Antergan

2. Cyproheptadine

3. Dihexazin

4. Periactin

5. Peritol

6. Viternum

2.3.2 Depositor-Supplied Synonyms

1. 969-33-5

2. Cyproheptadine Hcl

3. Periactin Hydrochloride

4. Anarexol

5. Cipractin

6. Nuran

7. Antegan

8. Peritol

9. Periactin Syrup

10. Component Of Dronactin

11. Cyproheptadine (hydrochloride)

12. Cyproheptadine Hydrochloride Anhydrous

13. Cyproheptadiene Hydrochloride

14. 41354-29-4

15. Nsc-169911

16. Cyproheptadine Hydrochloride Sesquihydrate

17. Cyproheptadine Hydrochloride (anhydrous)

18. Cpd000058431

19. Mls000028462

20. Chebi:59695

21. 0s9323mct0

22. 4-(5h-dibenzo[a,d][7]annulen-5-ylidene)-1-methylpiperidine Hydrochloride

23. Periactine

24. Nsc-759282

25. Smr000058431

26. 4-(5-dibenzo(a,e)cycloheptatrienylidene)piperidine Hydrochloride

27. Cyproheptadine (hydrochloride Sesquihydrate)

28. 1-methyl-4-(5-dibenzo(a,e)cycloheptatrienylidene)piperidine Hydrochloride

29. 1-methyl-4-(2-tricyclo[9.4.0.03,8]pentadeca-1(15),3,5,7,9,11,13-heptaenylidene)piperidine;hydrochloride

30. Periactinol (van)

31. Contrallerg

32. Kulinet

33. Kyliver

34. Sialotin

35. Vinorex

36. Istam

37. Periactinol Hydrochloride

38. Cyproheptadine Chlorhydrate

39. 4-(5h-dibenzo[a,d]cyclohepten-5-ylidene)-1-methylpiperidine Hydrochloride

40. 4-(5h-dibenzo[a,d]cyclohepten-5-ylidine)-methylpiperidine Hydrochloride

41. Cycloheptadine Hydrochloride

42. Cyproheptadine Hydrochloride Hydrate

43. Vufb3511

44. Sr-01000003077

45. Einecs 213-535-1

46. Nsc 169911

47. C21h21n.hcl

48. Unii-0s9323mct0

49. 4-(5-dibenzo[a,e]cycloheptatrienylidene)piperidine Hydrochloride

50. Ai3-26940

51. 1-methyl-4-(5-dibenzo[a,e]cycloheptatrienylidene)piperidine Hydrochloride

52. 4-(dibenzo[2,1-b:1',2'-e][7]annulen-11-ylidene)-1-methylpiperidine;hydrochloride

53. Cycloheptadine Hcl

54. Prestwick_139

55. Opera_id_383

56. Cypoheptadine Hydrochloride

57. Cyproheptadine-hydrochloride

58. Piperidine, 4-(5h-dibenzo(a,d)cyclohepten-5-ylidene)-1-methyl-, Hydrochloride

59. Chembl1716

60. Schembl41842

61. Mls001077277

62. Mls001424281

63. Mls002222173

64. Regid_for_cid_13770

65. Cyproptadine Hydrochloride,(s)

66. Dtxsid5042586

67. Hy-b0366a

68. Hms1568e08

69. Hms3414j05

70. Hms3678j03

71. Pharmakon1600-01505973

72. Bcp34399

73. Cyproheptadine Hydrochloride (anh.)

74. Tox21_500246

75. Anhydrous Cyproheptadine Hydrochloride

76. Mfcd00012538

77. Nsc169911

78. Nsc759282

79. S2044

80. Akos015905305

81. Ccg-101144

82. Lp00246

83. Nc00394

84. Cyproheptadine Hydrochloride (periactin)

85. Ncgc00093708-01

86. Ncgc00093708-02

87. Ncgc00260931-01

88. Ac-15790

89. As-14697

90. Cyproheptadine Hydrochloride [who-dd]

91. Eu-0100246

92. Ft-0603147

93. Sw196450-4

94. C 6022

95. C77331

96. Wln: L C676 Byj Bu- Dt6n Dytj A1 &gh

97. Sr-01000003077-2

98. Sr-01000003077-4

99. Sr-01000003077-9

100. W-106308

101. Cyproheptadine Hydrochloride 100 Microg/ml In Methanol

102. Q27126856

103. Piperidine,d]cyclohepten-5-ylidene)-1-methyl-, Hydrochloride

104. 4-(5h-dibenzo [a,d]cyclohepten-5-ylidene)-1-methylpiperidine Hydrochloride

105. 4-(5h-dibenzo[a,d][7]annulen-5-ylidene)-1-methylpiperidinehydrochloride

106. 4-(5h-dibenzo[a,d]cyclohepten-5-yli Dine)-methylpiperidine Hydrochloride

107. 1-methyl-4-(2-tricyclo[9.4.0.0^{3,8]pentadeca-1(15),3,5,7,9,11,13-heptaenylidene)piperidine;hydrochloride

108. 1-methyl-4-(2-tricyclo[9.4.0.03,8]pentadeca-1(15),3,5,7,9,11,13-heptaenylidene)piperidine Hydrochloride

2.4 Create Date

2005-06-24

3 Chemical and Physical Properties

Molecular Formula	C₂₁H₂₂ClN
Molecular Weight	323.9 g/mol
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	1
Rotatable Bond Count	0
Exact Mass	323.1440774 g/mol
Monoisotopic Mass	323.1440774 g/mol
Topological Polar Surface Area	3.2 Å²
Heavy Atom Count	23
Formal Charge	0
Complexity	423
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	Cyproheptadine hydrochloride
PubMed Health	Cyproheptadine Hydrochloride (By mouth)
Drug Classes	Respiratory Agent
Drug Label	Cyproheptadine HCl USP, is an antihistaminic and antiserotonergic agent.Cyproheptadine hydrochloride USP is a white to slightly yellowish crystalline solid, with a molecular weight of 350.89, which is soluble in water, freely soluble in methanol, spa...
Active Ingredient	Cyproheptadine hydrochloride
Dosage Form	Tablet; Syrup
Route	Oral
Strength	4mg; 2mg/5ml
Market Status	Prescription
Company	Lyne; Corepharma; Stason Pharms; Ivax Sub Teva Pharms; Pharm Assoc; Par Pharm

2 of 2
Drug Name	Cyproheptadine hydrochloride
PubMed Health	Cyproheptadine Hydrochloride (By mouth)
Drug Classes	Respiratory Agent
Drug Label	Cyproheptadine HCl USP, is an antihistaminic and antiserotonergic agent.Cyproheptadine hydrochloride USP is a white to slightly yellowish crystalline solid, with a molecular weight of 350.89, which is soluble in water, freely soluble in methanol, spa...
Active Ingredient	Cyproheptadine hydrochloride
Dosage Form	Tablet; Syrup
Route	Oral
Strength	4mg; 2mg/5ml
Market Status	Prescription
Company	Lyne; Corepharma; Stason Pharms; Ivax Sub Teva Pharms; Pharm Assoc; Par Pharm

5 Pharmacology and Biochemistry

5.1 MeSH Pharmacological Classification

Histamine H1 Antagonists

Drugs that selectively bind to but do not activate histamine H1 receptors, thereby blocking the actions of endogenous histamine. Included here are the classical antihistaminics that antagonize or prevent the action of histamine mainly in immediate hypersensitivity. They act in the bronchi, capillaries, and some other smooth muscles, and are used to prevent or allay motion sickness, seasonal rhinitis, and allergic dermatitis and to induce somnolence. The effects of blocking central nervous system H1 receptors are not as well understood. (See all compounds classified as Histamine H1 Antagonists.)

Serotonin Antagonists

Drugs that bind to but do not activate serotonin receptors, thereby blocking the actions of serotonin or SEROTONIN RECEPTOR AGONISTS. (See all compounds classified as Serotonin Antagonists.)

Anti-Allergic Agents

Agents that are used to treat allergic reactions. Most of these drugs act by preventing the release of inflammatory mediators or inhibiting the actions of released mediators on their target cells. (From AMA Drug Evaluations Annual, 1994, p475) (See all compounds classified as Anti-Allergic Agents.)

Gastrointestinal Agents

Drugs used for their effects on the gastrointestinal system, as to control gastric acidity, regulate gastrointestinal motility and water flow, and improve digestion. (See all compounds classified as Gastrointestinal Agents.)

Antipruritics

Agents, usually topical, that relieve itching (pruritus). (See all compounds classified as Antipruritics.)