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2D Structure
Also known as: 13614-98-7, Minocycline hcl, Arestin, Solodyn, Minomycin, Minocin
Molecular Formula
C23H28ClN3O7
Molecular Weight
493.9  g/mol
InChI Key
WTJXVDPDEQKTCV-VQAITOIOSA-N
FDA UNII
0020414E5U

A TETRACYCLINE analog, having a 7-dimethylamino and lacking the 5 methyl and hydroxyl groups, which is effective against tetracycline-resistant STAPHYLOCOCCUS infections.
1 2D Structure

2D Structure

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
(4S,4aS,5aR,12aR)-4,7-bis(dimethylamino)-1,10,11,12a-tetrahydroxy-3,12-dioxo-4a,5,5a,6-tetrahydro-4H-tetracene-2-carboxamide;hydrochloride
2.1.2 InChI
InChI=1S/C23H27N3O7.ClH/c1-25(2)12-5-6-13(27)15-10(12)7-9-8-11-17(26(3)4)19(29)16(22(24)32)21(31)23(11,33)20(30)14(9)18(15)28;/h5-6,9,11,17,27-28,31,33H,7-8H2,1-4H3,(H2,24,32);1H/t9-,11-,17-,23-;/m0./s1
2.1.3 InChI Key
WTJXVDPDEQKTCV-VQAITOIOSA-N
2.1.4 Canonical SMILES
CN(C)C1C2CC3CC4=C(C=CC(=C4C(=C3C(=O)C2(C(=C(C1=O)C(=O)N)O)O)O)O)N(C)C.Cl
2.1.5 Isomeric SMILES
CN(C)[C@H]1[C@@H]2C[C@@H]3CC4=C(C=CC(=C4C(=C3C(=O)[C@@]2(C(=C(C1=O)C(=O)N)O)O)O)O)N(C)C.Cl
2.2 Other Identifiers
2.2.1 UNII
0020414E5U
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Akamin

2. Akne Puren

3. Akne-puren

4. Aknemin

5. Aknin Mino

6. Aknin-mino

7. Aknosan

8. Apo Minocycline

9. Apo-minocycline

10. Arestin

11. Blemix

12. Cyclomin

13. Cyclops

14. Dentomycin

15. Dynacin

16. Hydrochloride, Minocycline

17. Icht Oral

18. Icht-oral

19. Klinomycin

20. Lederderm

21. Mestacine

22. Minakne

23. Mino Wolff

24. Mino-wolff

25. Minocin

26. Minocin Mr

27. Minoclir

28. Minocycline

29. Minocycline Monohydrochloride

30. Minocycline, (4r-(4 Alpha,4a Beta,5a Beta,12a Beta))-isomer

31. Minolis

32. Minomycin

33. Minoplus

34. Minotab

35. Minox 50

36. Monohydrochloride, Minocycline

37. Mynocine

2.3.2 Depositor-Supplied Synonyms

1. 13614-98-7

2. Minocycline Hcl

3. Arestin

4. Solodyn

5. Minomycin

6. Minocin

7. Dynacin

8. Periocline

9. Ximino

10. Minocycline (hydrochloride)

11. Vectrin

12. Minomax

13. (4s,4as,5ar,12as)-4,7-bis(dimethylamino)-3,10,12,12a-tetrahydroxy-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide Hydrochloride

14. Mynocine Hydrochloride

15. Minocycline (as Hydrochloride)

16. Minocycline, Hydrochloride

17. 4,7-bis(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,10,12,12a-tetrahydroxy-1,11-dioxo-2-naphthacenecarboxamide Monohydrochloride

18. 0020414e5u

19. Tri-mino

20. Nsc-141993

21. Dsstox_cid_24545

22. Dsstox_rid_80306

23. Dsstox_gsid_44545

24. (4s,4as,5ar,12ar)-4,7-bis(dimethylamino)-1,10,11,12a-tetrahydroxy-3,12-dioxo-4a,5,5a,6-tetrahydro-4h-tetracene-2-carboxamide;hydrochloride

25. [4s-(4alpha,4aalpha,5aalpha,12aalpha)]-4,7-bis(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,10,12,12a-tetrahydroxy-1,11-dioxonaphthacene-2-carboxamide Monohydrochloride

26. Lederderm

27. Mynocine

28. Acnez

29. Minomycin Chloride

30. Chebi:50697

31. (4s-(4alpha,4aalpha,5aalpha,12aalpha))-4,7-bis(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,10,12,12a-tetrahydroxy-1,11-dioxonaphthacene-2-carboxamide Monohydrochloride

32. [4s-(4?,4a?,5a?,12a?)]-4,7-bis(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,10,12,12a,tetrahydroxy-1,11-dioxo-2-naphthacenecarboxamide

33. 2-naphthacenecarboxamide, 4,7-bis(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,10,12,12a-tetrahydroxy-1,11-dioxo-, Hydrochloride (1:2), (4s,4as,5ar,12as)-

34. Einecs 237-099-7

35. Minocycline Hydrochloride (internal Use)

36. C23h27n3o7.hcl

37. Minocycline, Hcl

38. Unii-0020414e5u

39. Ncgc00096006-01

40. Prestwick_626

41. Arestin (tn)

42. Dynacin (tn)

43. Minocin (tn)

44. Solodyn (tn)

45. Minocycline Hydrochloride [usp:jan]

46. 7-dimethylamino-6-demethyl-6-deoxytetracycline, Hcl

47. Mfcd00083669

48. Minocyclinhydrochlorid

49. Amzeeq

50. Minolira

51. Zilxi

52. Minomycin Hydrochloride

53. Schembl2537

54. Cas-13614-98-7

55. 2-naphthacenecarboxamide, 4,7-bis(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,10,12,12a-tetrahydroxy-1,11-dioxo-, Monohydrochloride, (4s-(4alpha,4aalpha,5aalpha,12aalpha))-

56. Mls002548863

57. Spectrum1500414

58. Fxfm-244

59. Chembl1200881

60. Chembl4576719

61. Dtxsid8044545

62. Hms1568p12

63. Pharmakon1600-01500414

64. Bcp06597

65. Tox21_111250

66. Tox21_113183

67. Tox21_301590

68. Ccg-40107

69. Nsc757120

70. S4226

71. Minocycline Hydrochloride [mi]

72. Minocycline Hydrochloride, Crystalline

73. Akos015951312

74. Minocycline Hydrochloride (jp17/usp)

75. Tox21_111250_1

76. Cs-1256

77. Minocycline Hydrochloride [jan]

78. Nc00460

79. Nsc-757120

80. Minocycline Hydrochloride [mart.]

81. Minocycline Hydrochloride [vandf]

82. Ncgc00178854-03

83. Ncgc00255988-01

84. Ac-22362

85. As-75306

86. Hy-17412

87. Minocycline Hydrochloride [usp-rs]

88. Minocycline Hydrochloride [who-dd]

89. Smr001906766

90. M2288

91. D00850

92. Minocycline Hydrochloride [orange Book]

93. Minocycline Hydrochloride [usp Monograph]

94. 614m987

95. Sr-01000075625

96. Q-201407

97. Sr-01000075625-1

98. Q27104777

99. Minocycline Hydrochloride, Antibiotic For Culture Media Use Only

100. Minocycline Hydrochloride, European Pharmacopoeia (ep) Reference Standard

101. Minocycline Hydrochloride, Pharmaceutical Secondary Standard; Certified Reference Material

102. Minocycline Hydrochloride, United States Pharmacopeia (usp) Reference Standard

103. (4s,12as,4as,5ar)-4,7-bis(dimethylamino)-3,10,12,12a-tetrahydroxy-1,11-dioxo-4,5,6,12a,4a,5a-hexahydronaphthacene-2-carboxamide Hydrochloride

104. (4s,4as,5ar,12as)-4,7-bis(dimethylamino)-3,10,12,12a-tetrahydroxy-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamidehydrochloride

105. 2-naphthacenecarboxamide, 4,7-bis(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,10,12,12a-tetrahydroxy-1,11-dioxo-, Monohydrochloride, (4s-(4.alpha.,4a.alpha.,5a.alpha.,12a.alpha.))-

2.4 Create Date
2011-12-26
3 Chemical and Physical Properties
Molecular Weight 493.9 g/mol
Molecular Formula C23H28ClN3O7
Hydrogen Bond Donor Count6
Hydrogen Bond Acceptor Count9
Rotatable Bond Count3
Exact Mass493.1615779 g/mol
Monoisotopic Mass493.1615779 g/mol
Topological Polar Surface Area165 Ų
Heavy Atom Count34
Formal Charge0
Complexity971
Isotope Atom Count0
Defined Atom Stereocenter Count4
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 10  
Drug NameArestin
PubMed HealthMinocycline
Drug ClassesAmebicide, Intestinal, Antiacne, Antiacne Antibacterial, Antibiotic, Antiprotozoal, Tetracycline
Drug LabelARESTIN (minocycline hydrochloride) Microspheres is a subgingival sustained-release product containing the antibiotic minocycline hydrochloride incorporated into a bioresorbable polymer, Poly (glycolide-co-dl-lactide) or PGLA, for professional subg...
Active IngredientMinocycline hydrochloride
Dosage FormPowder, extended release
RouteDental
Strengtheq 1mg base
Market StatusPrescription
CompanyOrapharma

2 of 10  
Drug NameDynacin
Drug LabelMinocycline hydrochloride, is a semisynthetic derivative of tetracycline, 4,7-Bis(dimethylamino)1,4,4a,5,5a,6,11,12a-octahydro-3,10,12,12a-tetrahydroxy-1, 11-dioxo-2naphthacenecarboxamide monohydrochloride. Its structural formula is:C23H27N3O7...
Active IngredientMinocycline hydrochloride
Dosage FormCapsule
RouteOral
Strengtheq 100mg base; eq 75mg base
Market StatusPrescription
CompanyCnty Line Pharms

3 of 10  
Drug NameMinocin
PubMed HealthMinocycline, Regular Release (By mouth)
Drug ClassesAmebicide, Intestinal, Antiacne, Antibiotic, Antiprotozoal
Drug LabelMINOCIN minocycline hydrochloride, is a semisynthetic derivative of tetracycline, 4,7-Bis(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,10,12,12a-tetrahydroxy-1,11-dioxo-2-naphthacenecarboxamide monohydrochloride.Its structural formula is:C23H27N...
Active IngredientMinocycline hydrochloride
Dosage FormCapsule; Injectable
RouteInjection; Oral
Strengtheq 100mg base; eq 50mg base; eq 100mg base/vial
Market StatusPrescription
CompanyRempex Pharms; Precision Dermat

4 of 10  
Drug NameMinocycline hydrochloride
Drug LabelTo reduce the development of drug-resistant bacteria and maintain the effectiveness of minocycline hydrochloride capsules and other antibacterial drugs, minocycline hydrochloride capsules should be used only to treat or prevent infections that are pr...
Active IngredientMinocycline hydrochloride
Dosage FormTablet, extended release; Tablet; Capsule
Routeoral; Oral
Strength65mg; 115mg; eq 100mg base; eq 50mg base; eq 105mg base; eq 65mg base; eq 115mg base; eq 75mg base; eq 90mg base; eq 80mg base; 55mg; eq 45mg base; eq 55mg base; eq 135mg base
Market StatusTentative Approval; Prescription
CompanyMylan Pharms; Ranbaxy; Teva; Mylan Labs; Sun Pharm Inds; Aurobindo Pharma; Lupin; Barr Labs; Sandoz; Par Pharm; Watson Labs; Ranbaxy Labs; Dr Reddys Labs; Impax Labs

5 of 10  
Drug NameSolodyn
PubMed HealthMinocycline
Drug ClassesAmebicide, Intestinal, Antiacne, Antiacne Antibacterial, Antibiotic, Antiprotozoal, Tetracycline
Drug LabelMinocycline hydrochloride, a semi synthetic derivative of tetracycline, is [4S-(4,4a,5a,12a)]-4,7-Bis(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,10,12,12a-tetrahydroxy-1,11-dioxo-2-naphthacenecarboxamide mono hydrochloride. The structura...
Active IngredientMinocycline hydrochloride
Dosage FormTablet, extended release
RouteOral
Strengtheq 105mg base; eq 65mg base; eq 115mg base; eq 80mg base; eq 55mg base
Market StatusPrescription
CompanyMedicis

6 of 10  
Drug NameArestin
PubMed HealthMinocycline
Drug ClassesAmebicide, Intestinal, Antiacne, Antiacne Antibacterial, Antibiotic, Antiprotozoal, Tetracycline
Drug LabelARESTIN (minocycline hydrochloride) Microspheres is a subgingival sustained-release product containing the antibiotic minocycline hydrochloride incorporated into a bioresorbable polymer, Poly (glycolide-co-dl-lactide) or PGLA, for professional subg...
Active IngredientMinocycline hydrochloride
Dosage FormPowder, extended release
RouteDental
Strengtheq 1mg base
Market StatusPrescription
CompanyOrapharma

7 of 10  
Drug NameDynacin
Drug LabelMinocycline hydrochloride, is a semisynthetic derivative of tetracycline, 4,7-Bis(dimethylamino)1,4,4a,5,5a,6,11,12a-octahydro-3,10,12,12a-tetrahydroxy-1, 11-dioxo-2naphthacenecarboxamide monohydrochloride. Its structural formula is:C23H27N3O7...
Active IngredientMinocycline hydrochloride
Dosage FormCapsule
RouteOral
Strengtheq 100mg base; eq 75mg base
Market StatusPrescription
CompanyCnty Line Pharms

8 of 10  
Drug NameMinocin
PubMed HealthMinocycline, Regular Release (By mouth)
Drug ClassesAmebicide, Intestinal, Antiacne, Antibiotic, Antiprotozoal
Drug LabelMINOCIN minocycline hydrochloride, is a semisynthetic derivative of tetracycline, 4,7-Bis(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,10,12,12a-tetrahydroxy-1,11-dioxo-2-naphthacenecarboxamide monohydrochloride.Its structural formula is:C23H27N...
Active IngredientMinocycline hydrochloride
Dosage FormCapsule; Injectable
RouteInjection; Oral
Strengtheq 100mg base; eq 50mg base; eq 100mg base/vial
Market StatusPrescription
CompanyRempex Pharms; Precision Dermat

9 of 10  
Drug NameMinocycline hydrochloride
Drug LabelTo reduce the development of drug-resistant bacteria and maintain the effectiveness of minocycline hydrochloride capsules and other antibacterial drugs, minocycline hydrochloride capsules should be used only to treat or prevent infections that are pr...
Active IngredientMinocycline hydrochloride
Dosage FormTablet, extended release; Tablet; Capsule
Routeoral; Oral
Strength65mg; 115mg; eq 100mg base; eq 50mg base; eq 105mg base; eq 65mg base; eq 115mg base; eq 75mg base; eq 90mg base; eq 80mg base; 55mg; eq 45mg base; eq 55mg base; eq 135mg base
Market StatusTentative Approval; Prescription
CompanyMylan Pharms; Ranbaxy; Teva; Mylan Labs; Sun Pharm Inds; Aurobindo Pharma; Lupin; Barr Labs; Sandoz; Par Pharm; Watson Labs; Ranbaxy Labs; Dr Reddys Labs; Impax Labs

10 of 10  
Drug NameSolodyn
PubMed HealthMinocycline
Drug ClassesAmebicide, Intestinal, Antiacne, Antiacne Antibacterial, Antibiotic, Antiprotozoal, Tetracycline
Drug LabelMinocycline hydrochloride, a semi synthetic derivative of tetracycline, is [4S-(4,4a,5a,12a)]-4,7-Bis(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,10,12,12a-tetrahydroxy-1,11-dioxo-2-naphthacenecarboxamide mono hydrochloride. The structura...
Active IngredientMinocycline hydrochloride
Dosage FormTablet, extended release
RouteOral
Strengtheq 105mg base; eq 65mg base; eq 115mg base; eq 80mg base; eq 55mg base
Market StatusPrescription
CompanyMedicis

5 Pharmacology and Biochemistry
5.1 MeSH Pharmacological Classification

Anti-Bacterial Agents

Substances that inhibit the growth or reproduction of BACTERIA. (See all compounds classified as Anti-Bacterial Agents.)


5.2 FDA Pharmacological Classification
5.2.1 Pharmacological Classes
Tetracyclines [CS]; Tetracycline-class Drug [EPC]