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Nefazodone Hydrochloride

Synopsis, Chemistry

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Also known as: 82752-99-6, Nefazodone hcl, Serzone, Dutonin, Menfazona, Rulivan

Molecular Formula

C₂₅H₃₃Cl₂N₅O₂

Molecular Weight

506.5 g/mol

InChI Key

DYCKFEBIOUQECE-UHFFFAOYSA-N

FDA UNII

27X63J94GR

Nefazodone Hydrochloride is a synthetic derivative of phenylpiperazine and chemically unrelated to selective serotonin reuptake inhibitors, tricyclics, tetracyclics, or monoamine oxidase inhibitors (MAOI), antidepressant Nefazadone Hydrochloride antagonizes central 5-HT2 receptors and inhibits reuptake of serotonin and norepinephrine. (NCI04)

1 2D Structure

Nefazodone Hydrochloride

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

2-[3-[4-(3-chlorophenyl)piperazin-1-yl]propyl]-5-ethyl-4-(2-phenoxyethyl)-1,2,4-triazol-3-one;hydrochloride

2.1.2 InChI

InChI=1S/C25H32ClN5O2.ClH/c1-2-24-27-31(25(32)30(24)18-19-33-23-10-4-3-5-11-23)13-7-12-28-14-16-29(17-15-28)22-9-6-8-21(26)20-22;/h3-6,8-11,20H,2,7,12-19H2,1H3;1H

2.1.3 InChI Key

DYCKFEBIOUQECE-UHFFFAOYSA-N

2.1.4 Canonical SMILES

CCC1=NN(C(=O)N1CCOC2=CC=CC=C2)CCCN3CCN(CC3)C4=CC(=CC=C4)Cl.Cl

2.2 Other Identifiers

2.2.1 UNII

27X63J94GR

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Apo-nefazodone

2. Dutonin

3. Lin-nefazodone

4. Menfazona

5. Nefadar

6. Nefazodone

7. Rulivan

8. Serzone

2.3.2 Depositor-Supplied Synonyms

1. 82752-99-6

2. Nefazodone Hcl

3. Serzone

4. Dutonin

5. Menfazona

6. Rulivan

7. Reseril

8. Bmy 13754

9. Nefazodone (hydrochloride)

10. 1-(3-(4-(3-chlorophenyl)piperazin-1-yl)propyl)-3-ethyl-4-(2-phenoxyethyl)-1h-1,2,4-triazol-5(4h)-one Hydrochloride

11. Bmy-13754

12. Mj-13754-1

13. Mj 13,754-1

14. Nefadar

15. 2-[3-[4-(3-chlorophenyl)-1-piperazinyl]propyl]-5-ethyl-2,4-dihydro-4-(2-phenoxyethyl)-3h-1,2,4-triazol-3-one Hydrochloride

16. Chebi:7495

17. 27x63j94gr

18. Nsc-760344

19. 1-(3-(4-(m-chlorophenyl)-1-piperazinyl)propyl)-3-ethyl-4-(2-phenoxyethyl)-delta(sup 2)-1,2,4-triazolin-5-one Monohydrochloride

20. Bmy-13754-1

21. Dsstox_cid_26088

22. Dsstox_rid_81328

23. Dsstox_gsid_46088

24. 3h-1,2,4-triazol-3-one, 2-(3-(4-(3-chlorophenyl)-1-piperazinyl))propyl)-5-ethyl-2,4-dihydro-4-(2-phenoxyethyl)-, Monohydrochloride

25. 1-{3-[4-(3-chlorophenyl)piperazin-1-yl]propyl}-3-ethyl-4-(2-phenoxyethyl)-4,5-dihydro-1h-1,2,4-triazol-5-one Hydrochloride

26. 2-[3-[4-(3-chlorophenyl)piperazin-1-yl]propyl]-5-ethyl-4-(2-phenoxyethyl)-1,2,4-triazol-3-one;hydrochloride

27. Smr000449297

28. Cas-82752-99-6

29. Nefazodone Hydrochloride [usan]

30. Ncgc00165846-02

31. Unii-27x63j94gr

32. Sr-01000759312

33. Serzone (tn)

34. Mfcd00935760

35. Nefazodone Hydrochloride [usan:usp]

36. 2-{3-[4-(3-chlorophenyl)piperazin-1-yl]propyl}-5-ethyl-4-(2-phenoxyethyl)-2,4-dihydro-3h-1,2,4-triazol-3-one Hydrochloride

37. Schembl41119

38. Mls000758241

39. Mls000759458

40. Mls001401457

41. Nefazodone Hydrochloride (usp)

42. Nefazodone Hydrochloride- Bio-x

43. Chembl1200492

44. Dtxsid8046088

45. Hy-b1396

46. Tox21_111735

47. Tox21_113574

48. Nefazodone Hydrochloride [mi]

49. S5398

50. Akos015846321

51. Tox21_111735_1

52. Ac-1373

53. Ccg-100923

54. Cs-4860

55. Ks-1088

56. Nc00173

57. Nsc 760344

58. Nefazodone Hydrochloride [mart.]

59. Ncgc00165846-04

60. Nefazodone Hydrochloride [usp-rs]

61. Nefazodone Hydrochloride [who-dd]

62. 3h-1,2,4-triazol-3-one, 2-(3-(4-(3-chlorophenyl)-1-piperazinyl)propyl)-5-ethyl-2,4-dihydro-4-(2-phenoxyethyl)-, Monohydrochloride

63. Bn164641

64. B7183

65. Ft-0601548

66. Nefazodone Hydrochloride [orange Book]

67. D00819

68. Nefazodone Hydrochloride [usp Impurity]

69. Nefazodone Hydrochloride [usp Monograph]

70. T72976

71. Nefazodone Hydrochloride, >=98% (hplc), Solid

72. 752n996

73. A840427

74. Sr-01000759312-6

75. Q27107509

76. Nefazodone Hydrochloride 1.0 Mg/ml In Methanol (as Free Base)

77. Nefazodone Hydrochloride, United States Pharmacopeia (usp) Reference Standard

78. 2-(3-(4-(3-chlorophenyl)-1-piperazinyl)propyl)-5-ethyl-2,4-dihydro-4-(2-phenoxyethyl)-3h-1,2,4-triazol-3-one Monohydrochloride

79. 2-[3-[4-(3-chlorophenyl)-1-piperazinyl]propyl]-5-ethyl-4-(2-phenoxyethyl)-2h-1,2,4-triazol-3(4h)-one Hydrochloride

80. 2-[3-[4-(3-chlorophenyl)piperazin-1-yl]propyl]-5-ethyl-4-(2-phenoxyethyl)-1,2,4-triazol-3-one Hydrochloride;nefazodone Hcl

81. 2-{3-[4-(3-chloro-phenyl)-piperazin-1-yl]-propyl}-5-ethyl-4-(2-phenoxy-ethyl)-2,4-dihydro-[1,2,4]triazol-3-one Hydrochloride

2.4 Create Date

2005-06-24

3 Chemical and Physical Properties

Molecular Formula	C₂₅H₃₃Cl₂N₅O₂
Molecular Weight	506.5 g/mol
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	5
Rotatable Bond Count	10
Exact Mass	505.2011307 g/mol
Monoisotopic Mass	505.2011307 g/mol
Topological Polar Surface Area	51.6 Å²
Heavy Atom Count	34
Formal Charge	0
Complexity	649
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	Nefazodone hydrochloride
Drug Label	Nefazodone hydrochloride tablets USP are an antidepressant for oral administration with a chemical structure unrelated to selective serotonin reuptake inhibitors, tricyclics, tetracyclics, or monoamine oxidase inhibitors (MAOI).Nefazodone hydrochlori...
Active Ingredient	Nefazodone hydrochloride
Dosage Form	Tablet
Route	Oral
Strength	200mg; 250mg; 150mg; 100mg; 50mg
Market Status	Prescription
Company	Ranbaxy; Teva; Dr Reddys Labs

2 of 2
Drug Name	Nefazodone hydrochloride
Drug Label	Nefazodone hydrochloride tablets USP are an antidepressant for oral administration with a chemical structure unrelated to selective serotonin reuptake inhibitors, tricyclics, tetracyclics, or monoamine oxidase inhibitors (MAOI).Nefazodone hydrochlori...
Active Ingredient	Nefazodone hydrochloride
Dosage Form	Tablet
Route	Oral
Strength	200mg; 250mg; 150mg; 100mg; 50mg
Market Status	Prescription
Company	Ranbaxy; Teva; Dr Reddys Labs

5 Pharmacology and Biochemistry

5.1 MeSH Pharmacological Classification

Serotonin 5-HT2 Receptor Antagonists

Drugs that bind to but do not activate SEROTONIN 5-HT2 RECEPTORS, thereby blocking the actions of SEROTONIN or SEROTONIN 5-HT2 RECEPTOR AGONISTS. Included under this heading are antagonists for one or more specific 5-HT2 receptor subtypes. (See all compounds classified as Serotonin 5-HT2 Receptor Antagonists.)

Serotonin and Noradrenaline Reuptake Inhibitors

Drugs that selectively block or suppress the plasma membrane transport of SEROTONIN and NORADRENALINE into axon terminals and are used as ANTIDEPRESSIVE AGENTS. (See all compounds classified as Serotonin and Noradrenaline Reuptake Inhibitors.)

Antidepressive Agents, Second-Generation

A structurally and mechanistically diverse group of drugs that are not tricyclics or monoamine oxidase inhibitors. The most clinically important appear to act selectively on serotonergic systems, especially by inhibiting serotonin reuptake. (See all compounds classified as Antidepressive Agents, Second-Generation.)

5.2 FDA Pharmacological Classification

5.2.1 Pharmacological Classes

Serotonin Reuptake Inhibitor [EPC]