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Venlafaxine Hydrochloride
Also known as: 99300-78-4, Venlafaxine hcl, Effexor, Efexor, Effexor xr, Dobupal
Molecular Formula
C17H28ClNO2
Molecular Weight
313.9  g/mol
InChI Key
QYRYFNHXARDNFZ-UHFFFAOYSA-N
FDA UNII
7D7RX5A8MO

A cyclohexanol and phenylethylamine derivative that functions as a SEROTONIN AND NORADRENALINE REUPTAKE INHIBITOR (SNRI) and is used as an ANTIDEPRESSIVE AGENT.
1 2D Structure

Venlafaxine Hydrochloride

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
1-[2-(dimethylamino)-1-(4-methoxyphenyl)ethyl]cyclohexan-1-ol;hydrochloride
2.1.2 InChI
InChI=1S/C17H27NO2.ClH/c1-18(2)13-16(17(19)11-5-4-6-12-17)14-7-9-15(20-3)10-8-14;/h7-10,16,19H,4-6,11-13H2,1-3H3;1H
2.1.3 InChI Key
QYRYFNHXARDNFZ-UHFFFAOYSA-N
2.1.4 Canonical SMILES
CN(C)CC(C1=CC=C(C=C1)OC)C2(CCCCC2)O.Cl
2.2 Other Identifiers
2.2.1 UNII
7D7RX5A8MO
2.3 Synonyms
2.3.1 MeSH Synonyms

1. 1-(2-(dimethylamino)-1-(4-methoxyphenyl)ethyl)cyclohexanol Hcl

2. Cyclohexanol, 1-(2-(dimethylamino)-1-(4-methoxyphenyl)ethyl)-, Hydrochloride

3. Dobupal

4. Efexor

5. Effexor

6. Hydrochloride, Venlafaxine

7. Sila Venlafaxine

8. Sila-venlafaxine

9. Trevilor

10. Vandral

11. Venlafaxine

12. Wy 45,030

13. Wy 45030

14. Wy-45,030

15. Wy-45030

16. Wy45,030

17. Wy45030

2.3.2 Depositor-Supplied Synonyms

1. 99300-78-4

2. Venlafaxine Hcl

3. Effexor

4. Efexor

5. Effexor Xr

6. Dobupal

7. Vandral

8. Venlafaxinehydrochloride

9. Wy-45030

10. Venlafaxine (hydrochloride)

11. Wy 45030

12. Wy-45,030

13. Wy 45030 Hydrochloride

14. 1-(2-(dimethylamino)-1-(4-methoxyphenyl)ethyl)cyclohexanol Hydrochloride

15. 1-[2-(dimethylamino)-1-(4-methoxyphenyl)ethyl]cyclohexanol Hydrochloride

16. Nsc-745751

17. 7d7rx5a8mo

18. Venlafaxine (as Hydrochloride)

19. 1-[2-(dimethylamino)-1-(4-methoxyphenyl)ethyl]cyclohexan-1-ol Hydrochloride

20. Cyclohexanol, 1-(2-(dimethylamino)-1-(4-methoxyphenyl)ethyl)-, Hydrochloride

21. 1-(2-(dimethylamino)-1-(4-methoxyphenyl)ethyl)cyclohexan-1-ol Hydrochloride

22. 1-[2-(dimethylamino)-1-(4-methoxyphenyl)ethyl]cyclohexan-1-ol;hydrochloride

23. Chebi:9944

24. Venlafaxine Hydrochloride [usan]

25. Venlafaxine Hydorchloride

26. Unii-7d7rx5a8mo

27. C17h27no2.hcl

28. Venlift

29. Vexor

30. D,l-venlafaxine, Hydrochloride

31. Venlafaxine Ea

32. Venlafaxine Xr

33. Effexor Lp

34. Effexor Xl

35. Efexor Xl

36. Venlafaxine, Hcl

37. Effexor (tn)

38. Venlafaxine Hydrochloride [usan:usp]

39. Venlafaxine Hydro Chloride

40. Dsstox_cid_27397

41. Dsstox_rid_82318

42. Dsstox_gsid_47397

43. Schembl41936

44. Mls001401454

45. Chembl1201066

46. Dtxsid8047397

47. Hy-b0196a

48. Bvf-012

49. Amy32694

50. Bcp21401

51. Dl-venlafaxine Hydrochloride- Bio-x

52. Tox21_302508

53. Tox21_500449

54. Nsc745751

55. S1441

56. Venlafaxine Hydrochloride (jan/usp)

57. Venlafaxine Hydrochloride [mi]

58. Akos000280874

59. Akos016340594

60. Ac-1696

61. Ccg-100979

62. Ccg-213270

63. H13v695

64. Ks-5049

65. Lp00449

66. Nc00229

67. Nsc 745751

68. Pw-4112

69. Venlafaxine Hydrochloride [jan]

70. Venlafaxine Hydrochloride [hsdb]

71. Ncgc00256703-01

72. Ncgc00261134-01

73. Venlafaxine Hydrochloride [mart.]

74. Venlafaxine Hydrochloride [vandf]

75. Bv164514

76. Smr000469154

77. Venlafaxine Hydrochloride [usp-rs]

78. Venlafaxine Hydrochloride [who-dd]

79. Cas-99300-78-4

80. Ft-0642395

81. Sw197609-3

82. V0110

83. Pf-00345408

84. D00821

85. Venlafaxine Hydrochloride [ep Impurity]

86. Venlafaxine Hydrochloride [ep Monograph]

87. Venlafaxine Hydrochloride [orange Book]

88. Venlafaxine Hydrochloride [usp Monograph]

89. A845995

90. Venlafaxine Hydrochloride, >=98% (hplc), Powder

91. Venlafaxine Hydrochloride 100 Microg/ml In Methanol

92. Q27108525

93. Venlafaxine Hydrochloride 100 Microg/ml In Acetonitrile

94. 1-[2-dimethylamino-1-(4-methoxyphenyl)ethyl]cyclohexanol -hcl

95. Venlafaxine Hydrochloride 1.0 Mg/ml In Methanol (as Free Base)

96. 1-[2-(dimethylamino)-1-(4-methoxyph Enyl)ethyl]cyclohexanol Hydrochloride

97. 1-[2-dimethylamino-1-(4-methoxy-phenyl)-ethyl]-cyclohexanol Hydrochloride

98. Venlafaxine Hydrochloride, European Pharmacopoeia (ep) Reference Standard

99. (+/-)-1-(.alpha.-((dimethylamino)methyl)-p-methoxybenzyl)cyclohexanol Hydrochloride

100. (rs)-1-(2-dimethylamino-1-(4-methoxyphenyl)ethyl)cyclohexanol Hydrochloride

101. 1-[2-(dimethylamino)-1-(4-methoxyphenyl)ethyl]-1-cyclohexanol Hydrochloride

102. Cyclohexanol, 1-[2-(dimethylamino)-1-(4-methoxyphenyl)ethyl]-, Hydrochloride (1:1

103. Venlafaxine For System Suitability, European Pharmacopoeia (ep) Reference Standard

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

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

106. Venlafaxine Hydrochloride Solution, 1.0 Mg/ml In Methanol (as Free Base), Ampule Of 1 Ml, Certified Reference Material

2.4 Create Date
2005-06-24
3 Chemical and Physical Properties
Molecular Weight 313.9 g/mol
Molecular Formula C17H28ClNO2
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count3
Rotatable Bond Count5
Exact Mass313.1808568 g/mol
Monoisotopic Mass313.1808568 g/mol
Topological Polar Surface Area32.7 Ų
Heavy Atom Count21
Formal Charge0
Complexity279
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count1
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 NameEffexor xr
Drug LabelEffexor XR is an extended-release capsule for oral administration that contains venlafaxine hydrochloride, a structurally novel antidepressant. It is designated (R/S)-1-[2-(dimethylamino)-1-(4-methoxyphenyl)ethyl] cyclohexanol hydrochloride or ()-1...
Active IngredientVenlafaxine hydrochloride
Dosage FormCapsule, extended release
RouteOral
Strengtheq 150mg base; eq 37.5mg base; eq 75mg base
Market StatusPrescription
CompanyWyeth Pharms

2 of 4  
Drug NameVenlafaxine hydrochloride
PubMed HealthVenlafaxine (By mouth)
Drug ClassesAntidepressant
Drug LabelVenlafaxine hydrochloride extended-release capsules for oral administration contain venlafaxine hydrochloride, a structurally novel antidepressant. It is designated (R/S)-1-[2-(dimethylamino)-1-(4-methoxyphenyl)ethyl] cyclohexanol hydrochloride or (c...
Active IngredientVenlafaxine hydrochloride
Dosage FormTablet, extended release; Tablet; Capsule, extended release
Routeoral; Oral
Strength37.5mg; eq 100mg base; eq 225mg base; eq 50mg base; 150mg; eq 150mg base; eq 75mg base; 75mg; eq 25mg base; eq 37.5mg base
Market StatusTentative Approval; Prescription
CompanyAmneal Pharms; Wockhardt; Anchen Pharms; Teva; Alembic Pharms; Aurobindo Pharma; Sun Pharm Inds; Torrent Pharms; Osmotica Pharm; Sun Pharma Global; Vintage; Valeant Bermuda; Zydus Pharms Usa; Dr Reddys Labs; Orchid Hlthcare; Mylan; Impax Labs; Heritage Ph

3 of 4  
Drug NameEffexor xr
Drug LabelEffexor XR is an extended-release capsule for oral administration that contains venlafaxine hydrochloride, a structurally novel antidepressant. It is designated (R/S)-1-[2-(dimethylamino)-1-(4-methoxyphenyl)ethyl] cyclohexanol hydrochloride or ()-1...
Active IngredientVenlafaxine hydrochloride
Dosage FormCapsule, extended release
RouteOral
Strengtheq 150mg base; eq 37.5mg base; eq 75mg base
Market StatusPrescription
CompanyWyeth Pharms

4 of 4  
Drug NameVenlafaxine hydrochloride
PubMed HealthVenlafaxine (By mouth)
Drug ClassesAntidepressant
Drug LabelVenlafaxine hydrochloride extended-release capsules for oral administration contain venlafaxine hydrochloride, a structurally novel antidepressant. It is designated (R/S)-1-[2-(dimethylamino)-1-(4-methoxyphenyl)ethyl] cyclohexanol hydrochloride or (c...
Active IngredientVenlafaxine hydrochloride
Dosage FormTablet, extended release; Tablet; Capsule, extended release
Routeoral; Oral
Strength37.5mg; eq 100mg base; eq 225mg base; eq 50mg base; 150mg; eq 150mg base; eq 75mg base; 75mg; eq 25mg base; eq 37.5mg base
Market StatusTentative Approval; Prescription
CompanyAmneal Pharms; Wockhardt; Anchen Pharms; Teva; Alembic Pharms; Aurobindo Pharma; Sun Pharm Inds; Torrent Pharms; Osmotica Pharm; Sun Pharma Global; Vintage; Valeant Bermuda; Zydus Pharms Usa; Dr Reddys Labs; Orchid Hlthcare; Mylan; Impax Labs; Heritage Ph

5 Pharmacology and Biochemistry
5.1 MeSH Pharmacological Classification

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.)


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.)


5.2 FDA Pharmacological Classification
5.2.1 Pharmacological Classes
Serotonin Uptake Inhibitors [MoA]; Serotonin and Norepinephrine Reuptake Inhibitor [EPC]; Norepinephrine Uptake Inhibitors [MoA]
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  • CAPSULE, EXTENDED RELEASE;ORAL - EQ 150MG BASE
  • CAPSULE, EXTENDED RELEASE;ORAL - EQ 37.5MG BASE
  • CAPSULE, EXTENDED RELEASE;ORAL - EQ 75MG BASE
  • TABLET, EXTENDED RELEASE;ORAL - EQ 150MG BASE
  • TABLET, EXTENDED RELEASE;ORAL - EQ 225MG BASE
  • TABLET, EXTENDED RELEASE;ORAL - EQ 37.5MG BASE
  • TABLET, EXTENDED RELEASE;ORAL - EQ 75MG BASE
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