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Chemistry

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Also known as: Algolysin, Butalgin, Fenadone, Mecodin, Depridol, Dolophine
Molecular Formula
C21H28ClNO
Molecular Weight
345.9  g/mol
InChI Key
FJQXCDYVZAHXNS-UHFFFAOYSA-N
FDA UNII
229809935B

Methadone Hydrochloride
A synthetic opioid that is used as the hydrochloride. It is an opioid analgesic that is primarily a mu-opioid agonist. It has actions and uses similar to those of MORPHINE. (From Martindale, The Extra Pharmacopoeia, 30th ed, p1082-3)
1 2D Structure

Methadone Hydrochloride

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
6-(dimethylamino)-4,4-diphenylheptan-3-one;hydrochloride
2.1.2 InChI
InChI=1S/C21H27NO.ClH/c1-5-20(23)21(16-17(2)22(3)4,18-12-8-6-9-13-18)19-14-10-7-11-15-19;/h6-15,17H,5,16H2,1-4H3;1H
2.1.3 InChI Key
FJQXCDYVZAHXNS-UHFFFAOYSA-N
2.1.4 Canonical SMILES
CCC(=O)C(CC(C)N(C)C)(C1=CC=CC=C1)C2=CC=CC=C2.Cl
2.2 Other Identifiers
2.2.1 UNII
229809935B
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Amidone

2. Biodone

3. Dolophine

4. Hydrochloride, Methadone

5. Metadol

6. Metasedin

7. Methaddict

8. Methadone

9. Methadose

10. Methex

11. Phenadone

12. Phymet

13. Physeptone

14. Pinadone

15. Symoron

2.3.2 Depositor-Supplied Synonyms

1. Algolysin

2. Butalgin

3. Fenadone

4. Mecodin

5. Depridol

6. Dolophine

7. Methadose

8. Moheptan

9. Miadone

10. Phenadone Hydrochloride

11. Dolofin Hydrochloride

12. 1095-90-5

13. Methadone Hcl

14. Ketalgin Hydrochloride

15. Algidon

16. Fenadon

17. Heptadon

18. Polamidon

19. Adolan

20. Adanon Hydrochloride

21. Physeptone

22. Diaminon Hydrochloride

23. Dl-methadone Hydrochloride

24. Dolophine Hydrochloride

25. Dolohepton

26. Westadone

27. Althose Hydrochloride

28. Mephenon

29. Racemic Methadone Hydrochloride

30. (+-)-methadone Hydrochloride

31. Ccris 3320

32. An-148

33. Methadonium Chloride

34. Dolophin Hydrochloride

35. 4,4-diphenyl-6-dimethylamino-3-heptanone Hydrochloride

36. Hoechst 10820

37. 6-(dimethylamino)-4,4-diphenyl-3-heptanone Hydrochloride

38. Dl-6-dimethylamino-4,4-diphenyl-3-heptanone Hydrochloride

39. An 148

40. Nsc-19600

41. Methadone Hydrochloride Cii

42. 3-heptanone, 6-(dimethylamino)-4,4-diphenyl-, Hydrochloride

43. 6-(dimethylamino)-4,4-diphenylheptan-3-one Hydrochloride

44. 125-56-4

45. Chebi:50140

46. 6-dimethylamino-4,4-diphenyl-3-heptanone.hcl

47. Althose

48. 6-(dimethylamino)-4,4-diphenylheptan-3-one;hydrochloride

49. Tussal

50. Dsstox_cid_501

51. 3-heptanone, 6-(dimethylamino)-4,4-diphenyl-, Hydrochloride, (+-)-

52. Diskets Dispersible

53. Dsstox_rid_75626

54. Dsstox_gsid_20501

55. 229809935b

56. (+-)-tussal

57. (+/-)-methadone Hydrochloride

58. Cas-1095-90-5

59. Einecs 214-140-7

60. Nsc 19600

61. Methadose Oral Concentrate

62. Methadose Sugar-free Oral

63. Biscuits

64. Dollies

65. Macodin

66. Medicine

67. Dolly

68. Methadone Hydrochloride [usp]

69. Methadone Hydrochloride Intensol

70. Tussol:

71. Drg-0023

72. Amidone Hydrochloride

73. Unii-229809935b

74. Azt + Methadone Hcl

75. (+/-)-tussal

76. (.+-.) Tussal

77. Methadone Hydrochloride Dl-

78. Dl-methadone, Hydrochloride

79. Schembl24293

80. Dolophine Hydrochloride (tn)

81. Mls003922099

82. 6-dimethylamino-4,4-diphenyl-3-heptanone Hydrochloride

83. Chembl1200825

84. Dtxsid2020501

85. (.+-.)-methadone Hydrochloride

86. Methadone Hydrochloride (jan/usp)

87. 1,1-diphenyl-1-(2-dimethylaminopropyl)-2-butanone Hydrochloride

88. Nsc19600

89. Methadone Hydrochloride [mi]

90. Tox21_112895

91. Tox21_202026

92. Tox21_300633

93. Methadone Hydrochloride [jan]

94. Methadone Hydrochloride [vandf]

95. Methadone Hydrochloride [usp-rs]

96. Methadone Hydrochloride [who-dd]

97. Ncgc00254397-01

98. Ncgc00259575-01

99. Smr000058978

100. Ft-0671040

101. Methadone Hydrochloride [ep Impurity]

102. Methadone Hydrochloride [orange Book]

103. Methadone Hydrochloride Cii [usp-rs]

104. Methadone Hydrochloride [ep Monograph]

105. D02102

106. Methadone Hydrochloride [usp Monograph]

107. Wln: 2vxr & R & Y2 & N1 & 1

108. 3-heptanone,4-diphenyl-, Hydrochloride,(.+-.)-

109. 3-heptanone,4-diphenyl-, Hydrochloride, (.+-.)-

110. Q26840915

111. (+/-)-methadone Hydrochloride, Powder, >=98% (tlc)

112. 3-heptanone, Dl-6-dimethylamino-4,4-diphenyl-, Hydrochloride

113. 4,4-diphenyl-6-dimethylamino-3-heptanone Hydrochloride (+/-)-

114. Dl-6-(dimethylamino)-4,4-diphenyl-3-heptanone Hydrochloride

115. 4,4-diphenyl-6-(dimethylamino)-3-heptanone Hydrochloride(.+-.)-

116. 6-(dimethylamino)-4,4-diphenyl-3-heptanone Hydrochloride (1:1)

117. 3-heptanone, 6-(dimethylamino)-4,4-diphenyl-, Hydrochloride (1:1)

118. 3-heptanone, 6-(dimethylamino)-4,4-diphenyl-, Hydrochloride (8ci,9ci)

119. (+/-)-methadone Hydrochloride Solution, Drug Standard, 1.0 Mg/ml In Methanol

2.4 Create Date
2005-06-01
3 Chemical and Physical Properties
Molecular Weight 345.9 g/mol
Molecular Formula C21H28ClNO
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count2
Rotatable Bond Count7
Exact Mass345.1859422 g/mol
Monoisotopic Mass345.1859422 g/mol
Topological Polar Surface Area20.3 Ų
Heavy Atom Count24
Formal Charge0
Complexity346
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 8  
Drug NameDolophine hydrochloride
Drug LabelDOLOPHINE HYDROCHLORIDE (Methadone Hydrochloride Tablets, USP), for oral administration, each contain 5 mg or 10 mg of methadone hydrochloride.Methadone hydrochloride is a white, crystalline material that is water-soluble. Methadone hydrochloride i...
Active IngredientMethadone hydrochloride
Dosage FormInjectable; Tablet
RouteInjection; Oral
Strength5mg; 10mg; 10mg/ml
Market StatusPrescription
CompanyMylan Institutional; Roxane

2 of 8  
Drug NameMethadone hydrochloride
Drug LabelDESCRIPTIONMethadone Hydrochloride Tablets USP for oral administration, each contain 5 mg or 10 mg of methadone hydrochloride.Methadone hydrochloride is a white, crystalline material that is water-soluble.Methadone hydrochloride is chemically describ...
Active IngredientMethadone hydrochloride
Dosage FormTablet, for suspension; Tablet; Concentrate; Powder; Solution
RouteOral; For rx compounding
Strength10mg/5ml; 50gm/bot; 500gm/bot; 10mg/ml; 5mg; 10mg; 100gm/bot; 5mg/5ml; 40mg
Market StatusPrescription
CompanyThe Pharmanetwork; Mallinckrodt; Sandoz; Roxane; Vistapharm

3 of 8  
Drug NameMethadone hydrochloride intensol
Active IngredientMethadone hydrochloride
Dosage FormConcentrate
RouteOral
Strength10mg/ml
Market StatusPrescription
CompanyRoxane

4 of 8  
Drug NameMethadose
Drug LabelMethadose Oral Concentrate (methadone hydrochloride oral concentrate USP) is supplied as a cherry flavored liquid concentrate. Methadose Sugar-Free Oral Concentrate (methadone hydrochloride oral concentrate USP) is a dye-free, sugar-free, unfla...
Active IngredientMethadone hydrochloride
Dosage FormTablet, for suspension; Tablet; Concentrate
RouteOral
Strength10mg/ml; 5mg; 10mg; 40mg
Market StatusPrescription
CompanyMallinckrodt

5 of 8  
Drug NameDolophine hydrochloride
Drug LabelDOLOPHINE HYDROCHLORIDE (Methadone Hydrochloride Tablets, USP), for oral administration, each contain 5 mg or 10 mg of methadone hydrochloride.Methadone hydrochloride is a white, crystalline material that is water-soluble. Methadone hydrochloride i...
Active IngredientMethadone hydrochloride
Dosage FormInjectable; Tablet
RouteInjection; Oral
Strength5mg; 10mg; 10mg/ml
Market StatusPrescription
CompanyMylan Institutional; Roxane

6 of 8  
Drug NameMethadone hydrochloride
Drug LabelDESCRIPTIONMethadone Hydrochloride Tablets USP for oral administration, each contain 5 mg or 10 mg of methadone hydrochloride.Methadone hydrochloride is a white, crystalline material that is water-soluble.Methadone hydrochloride is chemically describ...
Active IngredientMethadone hydrochloride
Dosage FormTablet, for suspension; Tablet; Concentrate; Powder; Solution
RouteOral; For rx compounding
Strength10mg/5ml; 50gm/bot; 500gm/bot; 10mg/ml; 5mg; 10mg; 100gm/bot; 5mg/5ml; 40mg
Market StatusPrescription
CompanyThe Pharmanetwork; Mallinckrodt; Sandoz; Roxane; Vistapharm

7 of 8  
Drug NameMethadone hydrochloride intensol
Active IngredientMethadone hydrochloride
Dosage FormConcentrate
RouteOral
Strength10mg/ml
Market StatusPrescription
CompanyRoxane

8 of 8  
Drug NameMethadose
Drug LabelMethadose Oral Concentrate (methadone hydrochloride oral concentrate USP) is supplied as a cherry flavored liquid concentrate. Methadose Sugar-Free Oral Concentrate (methadone hydrochloride oral concentrate USP) is a dye-free, sugar-free, unfla...
Active IngredientMethadone hydrochloride
Dosage FormTablet, for suspension; Tablet; Concentrate
RouteOral
Strength10mg/ml; 5mg; 10mg; 40mg
Market StatusPrescription
CompanyMallinckrodt

5 Pharmacology and Biochemistry
5.1 MeSH Pharmacological Classification

Antitussive Agents

Agents that suppress cough. They act centrally on the medullary cough center. EXPECTORANTS, also used in the treatment of cough, act locally. (See all compounds classified as Antitussive Agents.)


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.)


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.)


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

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12-Jan-2021
09-Oct-2024
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DOSAGE - CONCENTRATE;ORAL - 10MG/ML

USFDA APPLICATION NUMBER - 17116

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DOSAGE - TABLET;ORAL - 10MG **Federal Registe...DOSAGE - TABLET;ORAL - 10MG **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**

USFDA APPLICATION NUMBER - 6134

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DOSAGE - TABLET;ORAL - 5MG **Federal Register...DOSAGE - TABLET;ORAL - 5MG **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**

USFDA APPLICATION NUMBER - 6134

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