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Also known as: 36282-47-0, Contramal, (+)-tramadol hydrochloride, Tradonal, 148229-78-1, Cis-tramadol hydrochloride
Molecular Formula
C16H26ClNO2
Molecular Weight
299.83  g/mol
InChI Key
PPKXEPBICJTCRU-XMZRARIVSA-N
FDA UNII
9N7R477WCK

Tramadol Hydrochloride
A narcotic analgesic proposed for severe pain. It may be habituating.
1 2D Structure

Tramadol Hydrochloride

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
(1R,2R)-2-[(dimethylamino)methyl]-1-(3-methoxyphenyl)cyclohexan-1-ol;hydrochloride
2.1.2 InChI
InChI=1S/C16H25NO2.ClH/c1-17(2)12-14-7-4-5-10-16(14,18)13-8-6-9-15(11-13)19-3;/h6,8-9,11,14,18H,4-5,7,10,12H2,1-3H3;1H/t14-,16+;/m1./s1
2.1.3 InChI Key
PPKXEPBICJTCRU-XMZRARIVSA-N
2.1.4 Canonical SMILES
CN(C)CC1CCCCC1(C2=CC(=CC=C2)OC)O.Cl
2.1.5 Isomeric SMILES
CN(C)C[C@H]1CCCC[C@@]1(C2=CC(=CC=C2)OC)O.Cl
2.2 Other Identifiers
2.2.1 UNII
9N7R477WCK
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Adolonta

2. Amadol

3. Biodalgic

4. Biokanol

5. Contramal

6. Jutadol

7. K 315

8. K-315

9. K315

10. Mtw Tramadol

11. Mtw-tramadol

12. Mtwtramadol

13. Nobligan

14. Prontofort

15. Ranitidin 1a Pharma

16. Takadol

17. Theradol

18. Tiral

19. Topalgic

20. Tradol

21. Tradol Puren

22. Tradol-puren

23. Tradolpuren

24. Tradonal

25. Tralgiol

26. Trama 1a Pharma

27. Trama Abz

28. Trama Dorsch

29. Trama Kd

30. Trama-dorsch

31. Tramabeta

32. Tramadin

33. Tramadoc

34. Tramadol

35. Tramadol 1a

36. Tramadol Acis

37. Tramadol Al

38. Tramadol Asta Medica

39. Tramadol Basics

40. Tramadol Bayvit

41. Tramadol Bexal

42. Tramadol Cinfa

43. Tramadol Dolgit

44. Tramadol Edigen

45. Tramadol Hameln

46. Tramadol Heumann

47. Tramadol Kern

48. Tramadol Lichtenstein

49. Tramadol Lindo

50. Tramadol Mabo

51. Tramadol Normon

52. Tramadol Pb

53. Tramadol Ratiopharm

54. Tramadol Stada

55. Tramadol-dolgit

56. Tramadol-hameln

57. Tramadol-ratiopharm

58. Tramadoldolgit

59. Tramadolhameln

60. Tramadolor

61. Tramadolratiopharm

62. Tramadorsch

63. Tramadura

64. Tramagetic

65. Tramagit

66. Tramake

67. Tramal

68. Tramex

69. Tramundin

70. Trasedal

71. Ultram

72. Xymel 50

73. Zamudol

74. Zumalgic

75. Zydol

76. Zytram

2.3.2 Depositor-Supplied Synonyms

1. 36282-47-0

2. Contramal

3. (+)-tramadol Hydrochloride

4. Tradonal

5. 148229-78-1

6. Cis-tramadol Hydrochloride

7. Tramadol Hcl

8. Amadol

9. Zydol

10. Conzip

11. 22204-88-2

12. Tramal

13. Zydol Hydrochloride

14. Crispin

15. Ryzolt

16. Cg-315e

17. 9n7r477wck

18. 194602-08-9

19. Bellatram

20. Omnidol

21. Zumatran

22. Chebi:75733

23. Radol

24. Tadol

25. (1r,2r)-2-[(dimethylamino)methyl]-1-(3-methoxyphenyl)cyclohexan-1-ol;hydrochloride

26. Melanate

27. Poltram

28. Tramadex

29. Tramagetic

30. Tramazac

31. U-26225a

32. Dolana

33. Mabron

34. Trabar

35. Tramed

36. Tramol

37. Tridol

38. U-26,225a

39. Tradol-puren

40. (1r,2r)-2-[(dimethylamino)methyl]-1-(3-methoxyphenyl)cyclohexanol Hydrochloride

41. Cyclohexanol, 2-((dimethylamino)methyl)-1-(3-methoxyphenyl)-, Hydrochloride, (1r,2r)-rel-

42. Zamudol

43. Zertane

44. Tramadolhydrochloride

45. Adolanta

46. Cemadol

47. Synapryn

48. Tridural

49. Rybix

50. Viotra

51. Tramal Retard

52. Ira-tramadol

53. Ultram Er

54. Cyclohexanol, 2-[(dimethylamino)methyl]-1-(3-methoxyphenyl)-,hydrochloride, (1r,2r)-rel-

55. Rybix Odt

56. Cg 315

57. Smr000449308

58. Tramadol Hydrochloride Civ

59. Tramadol Related Compound A

60. Zydol Xl 150

61. Einecs 252-950-2

62. Unii-9n7r477wck

63. Tramundin

64. Cg-315

65. Nih-10969

66. Nsc-759105

67. (1r,2r)-2-((dimethylamino)methyl)-1-(3-methoxyphenyl)cyclohexanol Hydrochloride

68. (1r,2r)-2-[(dimethylamino)methyl]-1-(3-methoxyphenyl)cyclohexan-1-ol Hydrochloride

69. Nih 10969

70. Ultram (tn)

71. Qdolo

72. Tramadole Hydrochloride

73. Tramadol/hcl

74. Tramadol Hydrochloride [usan:usp:jan]

75. (+-)-cis-2-((dimethylamino)methyl)-1-(m-methoxyphenyl)cyclohexanol Hydrochloride

76. Cyclohexanol, 2-((dimethylamino)methyl)-1-(3-methoxyphenyl)-, Hydrochloride, Cis-

77. Schembl41748

78. (r,r)-tramadol Hydrochloride

79. 53611-16-8

80. Mls000758218

81. Mls001424208

82. Chembl1200336

83. Dtxsid7023691

84. Hy-b0582a

85. Tramadol Hydrochloride, Ep Grade

86. Dtxsid60933340

87. (1rs,2sr)-2-[(dimethylamino)methyl]-1-(3-methoxyphenyl)cyclohexanol Hydrochloride

88. Tramadol Hydrochloride [mi]

89. 3,3,4,4-terephthaloydiphthalicacid

90. Tramadol Hydrochloride (jp17/usp)

91. Tramadol Hydrochloride [jan]

92. Ac-796

93. Mfcd00798507

94. Tramadol Hydrochloride [hsdb]

95. Tramadol Hydrochloride [usan]

96. Tramadol Hydrochloride [vandf]

97. (+)-(1r,2r)-tramadol Hydrochloride

98. Akos015907739

99. Tramadol Hydrochloride [mart.]

100. Ccg-101135

101. Ks-1124

102. Nc00385

103. Nsc 759105

104. Tramadol Hydrochloride [who-dd]

105. (+-)-cis-2-((dimethylamino)methyl)-1-(3-methoxyphenyl)cyclohexanol Hydrochloride

106. Bt162445

107. Tramadol Hydrochloride [orange Book]

108. Tramadol Hydrochloride Civ [usp-rs]

109. Tramadol Hydrochloride, >=99.0% (hplc)

110. Tramadol Hydrochloride [ep Monograph]

111. Tramadol Hydrochloride [usp Monograph]

112. D01355

113. Tramadol Hydrochloride, >=98% (hplc), Solid

114. Ultracet Component Tramadol Hydrochloride

115. 204t882

116. Sr-01000759320

117. Tramadol Hydrochloride Component Of Ultracet

118. Q-201847

119. Sr-01000759320-5

120. Q27145507

121. Tramadol Hydrochloride 1.0 Mg/ml In Methanol (as Free Base)

122. (+)-2-[(dimethylamino)methyl]-1-(3-methoxyphenyl)cyclohexanol Hydrochloride

123. Tramadol Hydrochloride, British Pharmacopoeia (bp) Reference Standard

124. Tramadol Hydrochloride, European Pharmacopoeia (ep) Reference Standard

125. Tramadol Hydrochloride, United States Pharmacopeia (usp) Reference Standard

126. (+/-)-cis-2-((dimethylamino)methyl)-1-(m-methoxyphenyl)cyclohexanol Hydrochloride

127. (1r,2r)-2-(dimethylaminomethyl)-1-(3-methoxyphenyl)-cyclohexanol Hydrochloride

128. [(1r,2r)-2-hydroxy-2-(3-methoxyphenyl)cyclohexyl]-n,n-dimethylmethanaminium Chloride

129. 2-[(dimethylamino)methyl]-1-(3-methoxyphenyl)cyclohexan-1-ol--hydrogen Chloride (1/1)

130. Cyclohexanol, 2-((dimethylamino)methyl)-1-(3-methoxyphenyl)-, Hydrochloride, Cis-(+-)-

131. Cis-tramadol Hydrochloride Solution, 1.0 Mg/ml In Methanol (as Free Base), Ampule Of 1 Ml, Certified Reference Material

132. Cyclohexanol, 2-[(dimethylamino)methyl]-1-(3-methoxyphenyl)-, (1r,2r)-, Hydrochloride (1:1)

2.4 Create Date
2005-06-24
3 Chemical and Physical Properties
Molecular Weight 299.83 g/mol
Molecular Formula C16H26ClNO2
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count3
Rotatable Bond Count4
Exact Mass299.1652068 g/mol
Monoisotopic Mass299.1652068 g/mol
Topological Polar Surface Area32.7 Ų
Heavy Atom Count20
Formal Charge0
Complexity282
Isotope Atom Count0
Defined Atom Stereocenter Count2
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 6  
Drug NameConzip
PubMed HealthTramadol (By mouth)
Drug ClassesAnalgesic
Drug LabelConZip (tramadol hydrochloride) capsules is a centrally acting synthetic analgesic in an extended-release oral formulation. The chemical name for tramadol hydrochloride is ()cis-2-[(dimethylamino)methyl]-1-(3-methoxyphenyl) cyclohexanol hydrochl...
Active IngredientTramadol hydrochloride
Dosage FormCapsule, extended release
RouteOral
Strength300mg; 200mg; 100mg; 150mg
Market StatusPrescription
CompanyCipher Pharms

2 of 6  
Drug NameTramadol hydrochloride
PubMed HealthTramadol (By mouth)
Drug ClassesAnalgesic
Drug LabelTramadol hydrochloride is a centrally acting synthetic analgesic in an extended-release formulation. The chemical name is ()cis-2-[(dimethylamino) methyl]-1-(3-methoxyphenyl) cyclohexanol hydrochloride. Its structural formula is: Figure 1The molecu...
Active IngredientTramadol hydrochloride
Dosage FormTablet, extended release; Tablet
RouteOral
Strength200mg; 300mg; 100mg; 50mg
Market StatusPrescription
CompanyAnchen Pharms; Amneal Pharms; Mylan Pharms; Teva; Apotex; Accord Hlthcare; Aurobindo Pharma; Cspc Ouyi Pharm; Sun Pharm Inds; Lupin; Mallinckrodt; Allied Pharma; Northstar Hlthcare; Sun Pharma Global; Par Pharm; Actavis Elizabeth; Ipca Labs; Mutual Pharm;

3 of 6  
Drug NameUltram er
Drug LabelULTRAMER (tramadol hydrochloride) is a centrally acting synthetic analgesic in an extended-release formulation. The chemical name is (cis-2-[(dimethylamino)methyl]-1-(3-methoxyphenyl) cyclohexanol hydrochloride. Its structural formula is:Figure 1The...
Active IngredientTramadol hydrochloride
Dosage FormTablet, extended release
RouteOral
Strength200mg; 300mg; 100mg
Market StatusPrescription
CompanyValeant Intl

4 of 6  
Drug NameConzip
PubMed HealthTramadol (By mouth)
Drug ClassesAnalgesic
Drug LabelConZip (tramadol hydrochloride) capsules is a centrally acting synthetic analgesic in an extended-release oral formulation. The chemical name for tramadol hydrochloride is ()cis-2-[(dimethylamino)methyl]-1-(3-methoxyphenyl) cyclohexanol hydrochl...
Active IngredientTramadol hydrochloride
Dosage FormCapsule, extended release
RouteOral
Strength300mg; 200mg; 100mg; 150mg
Market StatusPrescription
CompanyCipher Pharms

5 of 6  
Drug NameTramadol hydrochloride
PubMed HealthTramadol (By mouth)
Drug ClassesAnalgesic
Drug LabelTramadol hydrochloride is a centrally acting synthetic analgesic in an extended-release formulation. The chemical name is ()cis-2-[(dimethylamino) methyl]-1-(3-methoxyphenyl) cyclohexanol hydrochloride. Its structural formula is: Figure 1The molecu...
Active IngredientTramadol hydrochloride
Dosage FormTablet, extended release; Tablet
RouteOral
Strength200mg; 300mg; 100mg; 50mg
Market StatusPrescription
CompanyAnchen Pharms; Amneal Pharms; Mylan Pharms; Teva; Apotex; Accord Hlthcare; Aurobindo Pharma; Cspc Ouyi Pharm; Sun Pharm Inds; Lupin; Mallinckrodt; Allied Pharma; Northstar Hlthcare; Sun Pharma Global; Par Pharm; Actavis Elizabeth; Ipca Labs; Mutual Pharm;

6 of 6  
Drug NameUltram er
Drug LabelULTRAMER (tramadol hydrochloride) is a centrally acting synthetic analgesic in an extended-release formulation. The chemical name is (cis-2-[(dimethylamino)methyl]-1-(3-methoxyphenyl) cyclohexanol hydrochloride. Its structural formula is:Figure 1The...
Active IngredientTramadol hydrochloride
Dosage FormTablet, extended release
RouteOral
Strength200mg; 300mg; 100mg
Market StatusPrescription
CompanyValeant Intl

5 Pharmacology and Biochemistry
5.1 MeSH Pharmacological Classification

Analgesics, Opioid

Compounds with activity like OPIATE ALKALOIDS, acting at OPIOID RECEPTORS. Properties include induction of ANALGESIA or NARCOSIS. (See all compounds classified as Analgesics, Opioid.)


Narcotics

Agents that induce NARCOSIS. Narcotics include agents that cause somnolence or induced sleep (STUPOR); natural or synthetic derivatives of OPIUM or MORPHINE or any substance that has such effects. They are potent inducers of ANALGESIA and OPIOID-RELATED DISORDERS. (See all compounds classified as Narcotics.)


5.2 FDA Pharmacological Classification
5.2.1 Pharmacological Classes
Opioid Agonist [EPC]; Full Opioid Agonists [MoA]

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P.O.Box 3158, 4970602 Israel.Israel Israel","customerAddress":"564\/A\/22, ROAD NO.92"}]
02-Jan-2021
31-Aug-2024
KGS
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Quantity (KGS) & Unit rate (USD/KGS) over time

API Imports and Exports

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DOSAGE - TABLET;ORAL - 100MG **Federal Regist...DOSAGE - TABLET;ORAL - 100MG **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**

USFDA APPLICATION NUMBER - 20281

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DOSAGE - TABLET;ORAL - 50MG **Federal Registe...DOSAGE - TABLET;ORAL - 50MG **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**

USFDA APPLICATION NUMBER - 20281

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DOSAGE - TABLET;ORAL - 325MG;37.5MG

USFDA APPLICATION NUMBER - 21123

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DOSAGE - TABLET, EXTENDED RELEASE;ORAL - 100M...DOSAGE - TABLET, EXTENDED RELEASE;ORAL - 100MG **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**

USFDA APPLICATION NUMBER - 21692

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DOSAGE - TABLET, EXTENDED RELEASE;ORAL - 200M...DOSAGE - TABLET, EXTENDED RELEASE;ORAL - 200MG **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**

USFDA APPLICATION NUMBER - 21692

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DOSAGE - TABLET, EXTENDED RELEASE;ORAL - 300M...DOSAGE - TABLET, EXTENDED RELEASE;ORAL - 300MG **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**

USFDA APPLICATION NUMBER - 21692

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DOSAGE - TABLET, EXTENDED RELEASE;ORAL - 100M...DOSAGE - TABLET, EXTENDED RELEASE;ORAL - 100MG **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**

USFDA APPLICATION NUMBER - 21745

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DOSAGE - TABLET, EXTENDED RELEASE;ORAL - 200M...DOSAGE - TABLET, EXTENDED RELEASE;ORAL - 200MG **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**

USFDA APPLICATION NUMBER - 21745

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DOSAGE - TABLET, EXTENDED RELEASE;ORAL - 300M...DOSAGE - TABLET, EXTENDED RELEASE;ORAL - 300MG **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**

USFDA APPLICATION NUMBER - 21745

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DOSAGE - CAPSULE, EXTENDED RELEASE;ORAL - 100...DOSAGE - CAPSULE, EXTENDED RELEASE;ORAL - 100MG

USFDA APPLICATION NUMBER - 22370

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DOSAGE - CAPSULE, EXTENDED RELEASE;ORAL - 150...DOSAGE - CAPSULE, EXTENDED RELEASE;ORAL - 150MG

USFDA APPLICATION NUMBER - 22370

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DOSAGE - CAPSULE, EXTENDED RELEASE;ORAL - 200...DOSAGE - CAPSULE, EXTENDED RELEASE;ORAL - 200MG

USFDA APPLICATION NUMBER - 22370

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DOSAGE - CAPSULE, EXTENDED RELEASE;ORAL - 300...DOSAGE - CAPSULE, EXTENDED RELEASE;ORAL - 300MG

USFDA APPLICATION NUMBER - 22370

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