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Chemistry

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Also known as: 64-73-3, Demeclocycline hcl, Declomycin, Clortetrin, Detravis, Demethylchlortetracycline hydrochloride
Molecular Formula
C21H22Cl2N2O8
Molecular Weight
501.3  g/mol
InChI Key
OAPVUSSHCBRCOL-KBHRXELFSA-N
FDA UNII
29O079NTYT

Demeclocycline Hydrochloride
A TETRACYCLINE analog having a 7-chloro and a 6-methyl. Because it is excreted more slowly than TETRACYCLINE, it maintains effective blood levels for longer periods of time.
1 2D Structure

Demeclocycline Hydrochloride

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
(4S,4aS,5aS,6S,12aR)-7-chloro-4-(dimethylamino)-1,6,10,11,12a-pentahydroxy-3,12-dioxo-4a,5,5a,6-tetrahydro-4H-tetracene-2-carboxamide;hydrochloride
2.1.2 InChI
InChI=1S/C21H21ClN2O8.ClH/c1-24(2)14-7-5-6-10(16(27)12-9(25)4-3-8(22)11(12)15(6)26)18(29)21(7,32)19(30)13(17(14)28)20(23)31;/h3-4,6-7,14-15,25-27,30,32H,5H2,1-2H3,(H2,23,31);1H/t6-,7-,14-,15-,21-;/m0./s1
2.1.3 InChI Key
OAPVUSSHCBRCOL-KBHRXELFSA-N
2.1.4 Canonical SMILES
CN(C)C1C2CC3C(C4=C(C=CC(=C4C(=C3C(=O)C2(C(=C(C1=O)C(=O)N)O)O)O)O)Cl)O.Cl
2.1.5 Isomeric SMILES
CN(C)[C@H]1[C@@H]2C[C@@H]3[C@@H](C4=C(C=CC(=C4C(=C3C(=O)[C@@]2(C(=C(C1=O)C(=O)N)O)O)O)O)Cl)O.Cl
2.2 Other Identifiers
2.2.1 UNII
29O079NTYT
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Declomycin

2. Demeclocycline

3. Demeclocycline Monohydrochloride

4. Demeclocycline, 4-epimer

5. Demeclocycline, Calcium (1:1) Salt

6. Demeclocycline, Calcium (1:2) Salt

7. Demethylchlortetracycline

8. Hydrochloride, Demeclocycline

9. Ldermycine

10. Ledermycin

11. Monohydrochloride, Demeclocycline

2.3.2 Depositor-Supplied Synonyms

1. 64-73-3

2. Demeclocycline Hcl

3. Declomycin

4. Clortetrin

5. Detravis

6. Demethylchlortetracycline Hydrochloride

7. Ledermycin

8. 7-chloro-6-demethyltetracycline Hydrochloride

9. Demeclocycline (hydrochloride)

10. Declostatin

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

12. 6-demethyl-7-chlorotetracycline Hydrochloride

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

14. Elkamicina

15. Nsc-756708

16. Mls000028422

17. 29o079ntyt

18. Chebi:59725

19. 64-73-3 (hcl)

20. Ledermicina

21. Ledermycine

22. Veraciclina

23. Demeplus

24. Detracin

25. Smr000058439

26. Declomycin Hydrochloride

27. Dsstox_cid_25252

28. Dsstox_rid_80775

29. Dsstox_gsid_45252

30. Demetraciclina

31. Demethylchlorotetracycline Hydrochloride

32. Demeclocycline Hydrochloride Hydrate

33. Sr-01000075825

34. Einecs 200-592-2

35. Mfcd00082371

36. Unii-29o079ntyt

37. Demeclocycline Hydrochloride (internal Use)

38. Declomycin (tn)

39. (4s,4as,5as,6s,12as)-7-chloro-4-(dimethylamino)-3,6,10,12,12a-pentahydroxy-1,11-dioxo-4a,5,5a,6-tetrahydro-4h-tetracene-2-carboxamide;hydrochloride

40. Prestwick_235

41. Demeclocycline Hydrochloride [usp:ban]

42. Opera_id_242

43. Cas-64-73-3

44. Ncgc00016290-01

45. Ec 200-592-2

46. Schembl41286

47. Mls001076091

48. Mls001333687

49. Spectrum1500226

50. Chembl1200474

51. Dtxsid0045252

52. Hms1570g08

53. Hms1920c20

54. Pharmakon1600-01500226

55. Demeclocycline Hydrochloride (usp)

56. (4s,4as,5as,6s,12ar)-7-chloro-4-(dimethylamino)-1,6,10,11,12a-pentahydroxy-3,12-dioxo-4a,5,5a,6-tetrahydro-4h-tetracene-2-carboxamide;hydrochloride

57. Regid_for_cid_54686764

58. Tox21_110354

59. Tox21_500421

60. Nsc756708

61. S4279

62. Akos015965080

63. Tox21_110354_1

64. Ccg-212562

65. Lp00421

66. Nsc 756708

67. Demeclocycline Hydrochloride [mi]

68. Ncgc00162149-07

69. Ncgc00261106-01

70. 2-naphthacenecarboxamide, 7-chloro-4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-1,11-dioxo-, Monohydrochloride, (4s,4as,5as,6s,12as)-

71. 2-naphthacenecarboxamide, 7-chloro-4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-1,11-dioxo-, Monohydrochloride, (4s-(4alpha,4aalpha,5aalpha,6beta,12aalpha))-

72. Hy-17560

73. Demeclocycline Hydrochloride [mart.]

74. Demeclocycline Hydrochloride [vandf]

75. Demeclocycline Hydrochloride [usp-rs]

76. Demeclocycline Hydrochloride [who-dd]

77. Eu-0100421

78. Demethylchlortetracycline Hydrochloride (jp17)

79. D 6140

80. D00290

81. W16711

82. 064d733

83. A867835

84. Demeclocycline Hydrochloride [ep Monograph]

85. Demeclocycline Hydrochloride [orange Book]

86. Demeclocycline Hydrochloride [usp Monograph]

87. Demethylchlortetracycline Hydrochloride [jan]

88. Sr-01000075825-1

89. Sr-01000075825-5

90. W-109265

91. Demeclocycline Hydrochloride, >=90% (hplc), Powder

92. Q27887536

93. Demeclocycline Hydrochloride, Antibiotic For Culture Media Use Only

94. Demeclocycline Hydrochloride, European Pharmacopoeia (ep) Reference Standard

95. Demeclocycline For System Suitability, Europepharmacopoeia (ep) Reference Standard

96. Demeclocycline Hcl, Pharmaceutical Secondary Standard; Certified Reference Material

97. Demeclocycline Hydrochloride, United States Pharmacopeia (usp) Reference Standard

98. (4s,4as,5as,6s,12ar)-7-chloro-4-(dimethylamino)-1,6,10,11,12a-pentahydroxy-3,12-dioxo-4a,5,5a,6-tetrahydro-4h-tetracene-2-carboxamide,hydrochloride

99. (4s,4as,5as,6s,12as)-7-chloro-4-(dimethylamino)-3,6,10,12,12a-pentahydroxy-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide Hcl

100. (4s,4as,5as,6s,12as)-7-chloro-4-(dimethylamino)-3,6,10,12,12a-pentahydroxy-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamidehydrochloride

101. [4s-(4alpha,4aalpha,5aalpha,6beta,12aalpha)]-7-chloro-4-(dimethylamino)1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-1,11-dioxo-2-naphthacenecarboxamide Hydrochloride

102. 2-naphthacenecarboxamide, 7-chloro-4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-1,11-dioxo-, Monohydrochloride, (4s-(4.alpha.,4a.alpha.,5a.alpha.,6.beta.,12a.alpha.))-

103. 2-naphthacenecarboxamide, 7-chloro-4-(dimethylamino)-4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-1,11-dioxo-, Hydrochloride (1:1), (4s,4as,5as,6s,12as)-

2.4 Create Date
2011-12-26
3 Chemical and Physical Properties
Molecular Weight 501.3 g/mol
Molecular Formula C21H22Cl2N2O8
Hydrogen Bond Donor Count7
Hydrogen Bond Acceptor Count9
Rotatable Bond Count2
Exact Mass500.0753211 g/mol
Monoisotopic Mass500.0753211 g/mol
Topological Polar Surface Area182 Ų
Heavy Atom Count33
Formal Charge0
Complexity961
Isotope Atom Count0
Defined Atom Stereocenter Count5
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 2  
Drug NameDemeclocycline hydrochloride
Drug LabelDemeclocycline hydrochloride is an antibiotic isolated from a mutant strain of Streptomyces aureofaciens. Chemically it is 7-Chloro-4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12, 12a-pentahydroxy-1,11-dioxo-2-naphthacenecarboxamide monoh...
Active IngredientDemeclocycline hydrochloride
Dosage FormTablet
RouteOral
Strength300mg; 150mg
Market StatusPrescription
CompanyAmneal Pharm; Versapharm; Impax Labs; Barr

2 of 2  
Drug NameDemeclocycline hydrochloride
Drug LabelDemeclocycline hydrochloride is an antibiotic isolated from a mutant strain of Streptomyces aureofaciens. Chemically it is 7-Chloro-4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12, 12a-pentahydroxy-1,11-dioxo-2-naphthacenecarboxamide monoh...
Active IngredientDemeclocycline hydrochloride
Dosage FormTablet
RouteOral
Strength300mg; 150mg
Market StatusPrescription
CompanyAmneal Pharm; Versapharm; Impax Labs; Barr

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 Antimicrobial [EPC]

API Reference Price

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04-Feb-2021
29-May-2024
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