Seqens is an integrated global leader in pharmaceutical solutions & specialty ingredients & provides custom-made solutions.

Contact Supplier

AbbVie CDMO has been working with global companies to develop, manufacture & scale biopharmaceutical products.

ACCESS ALL DATA
Browse all information
CHEMISTRY
Discover Molecule Insights

ACTIVE PHARMA INGREDIENTS

5 API Suppliers, 5 USDMF

5 API Suppliers
5 USDMF

FINISHED DOSAGE FORMULATIONS

3 FDF Dossiers, 3 FDA Orange Book

3 FDF Dossiers
3 FDA Orange Book

MARKET PLACE

1 Intermediates

marketPlace
1 Intermediates

REF. STANDARDS & IMPURITIES

1 USP , 1 Others

otherSolutions
1 USP
1 Others

Synopsis

ACTIVE PHARMA INGREDIENTS

API Suppliers

USDMF

CEP/COS

JDMF

EU WC

KDMF

NDC API

VMF

Listed Suppliers

API REF. PRICE (USD/KG)

$ 0

MARKET PLACE

API

FDF

0INTERMEDIATES

FINISHED DOSAGE FORMULATIONS

FDF Dossiers

FDA Orange Book

Europe

Canada

Australia

South Africa

Listed Dossiers

0 DRUGS IN DEVELOPMENT

DRUG PRODUCT COMPOSITIONS

REF. STANDARDS OR IMPURITIES

EDQM

USP

Others

PATENTS & EXCLUSIVITIES

US Patents

US Exclusivities

Health Canada Patents

DIGITAL CONTENT

Data Compilation #PharmaFlow

Stock Recap #PipelineProspector

Weekly News Recap #Phispers

News #PharmaBuzz

GLOBAL SALES INFORMATION

US Medicaid (USD)

Annual Reports (USD Million)

Finished Drug Prices

0RELATED EXCIPIENT COMPANIES

0EXCIPIENTS BY APPLICATIONS

Chemistry

Click the arrow to open the dropdown

Click the button for full data set

Also known as: 3963-95-9, Metacycline hydrochloride, Methacycline hcl, Rondomycin, Adriamicina, Ciclobiotic

Molecular Formula

C₂₂H₂₃ClN₂O₈

Molecular Weight

478.9 g/mol

InChI Key

VXPSARQTYDZXAO-CCHMMTNSSA-N

FDA UNII

9GJ0N7ZAP0

A broad-spectrum semisynthetic antibiotic related to TETRACYCLINE but excreted more slowly and maintaining effective blood levels for a more extended period.

1 2D Structure

Methacycline Hydrochloride

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

(4S,4aR,5S,5aR,12aR)-4-(dimethylamino)-1,5,10,11,12a-pentahydroxy-6-methylidene-3,12-dioxo-4,4a,5,5a-tetrahydrotetracene-2-carboxamide;hydrochloride

2.1.2 InChI

InChI=1S/C22H22N2O8.ClH/c1-7-8-5-4-6-9(25)11(8)16(26)12-10(7)17(27)14-15(24(2)3)18(28)13(21(23)31)20(30)22(14,32)19(12)29;/h4-6,10,14-15,17,25-27,30,32H,1H2,2-3H3,(H2,23,31);1H/t10-,14-,15+,17+,22+;/m1./s1

2.1.3 InChI Key

VXPSARQTYDZXAO-CCHMMTNSSA-N

2.1.4 Canonical SMILES

CN(C)C1C2C(C3C(=C)C4=C(C(=CC=C4)O)C(=C3C(=O)C2(C(=C(C1=O)C(=O)N)O)O)O)O.Cl

2.1.5 Isomeric SMILES

CN(C)[C@H]1[C@@H]2[C@H]([C@@H]3C(=C)C4=C(C(=CC=C4)O)C(=C3C(=O)[C@@]2(C(=C(C1=O)C(=O)N)O)O)O)O.Cl

2.2 Other Identifiers

2.2.1 UNII

9GJ0N7ZAP0

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Lysocline

2. Metacycline

3. Methacycline

4. Methacycline Monohydrochloride

5. Methyleneoxytetracycline

6. Monohydrochloride, Methacycline

7. Physiomycine

8. Rondomycin

2.3.2 Depositor-Supplied Synonyms

1. 3963-95-9

2. Metacycline Hydrochloride

3. Methacycline Hcl

4. Rondomycin

5. Adriamicina

6. Ciclobiotic

7. Germiciclin

8. Metadomus

9. Londomycin

10. Methacycline (hydrochloride)

11. Nsc-356465

12. Nsc-757835

13. 9gj0n7zap0

14. Chebi:6806

15. 2-naphthacenecarboxamide, 4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,5,10,12,12a-pentahydroxy-6-methylene-1,11-dioxo-, Monohydrochloride, (4s,4ar,5s,5ar,12as)-

16. 4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,5,10,12,12a-pentahydroxy-6-methylene-1,11-dioxo-2-naphthacenecarboxamide Monohydrochloride

17. Globociclina

18. Metilenbiotic

19. Physiomycine

20. Megamycine

21. Optimycin

22. Rindex

23. Dsstox_cid_25382

24. Dsstox_rid_80840

25. Dsstox_gsid_45382

26. Metacycline Hydrochloride 100 Microg/ml In Acetonitrile

27. Metacycline Hcl

28. Methacycline Monohydrochloride

29. C22h23cln2o8

30. Einecs 223-568-3

31. Unii-9gj0n7zap0

32. Nsc 356465

33. Sr-05000001769

34. Methacycline Hydrochloride [usp]

35. Rondomycin (tn)

36. Methacycline Hydrochloride (physiomycine)

37. (4s,4ar,5s,5ar,12as)-4-(dimethylamino)-3,5,10,12,12a-pentahydroxy-6-methylidene-1,11-dioxo-4,4a,5,5a-tetrahydrotetracene-2-carboxamide;hydrochloride

38. 2-naphthacenecarboxamide,4,4a,5,5a,6,11,12a-octahydro-3,5,10,12,12a-pentahydroxy-6-methylene-1,11-dioxo-, Monohydrochloride, (4s-(4.alpha.,4a.alpha.,5.alpha.,5a.alpha.,12a.alpha.))-

39. 2-naphthacenecarboxamide,4,4a,5,5a,6,11,12a-octahydro-3,5,10,12,12a-pentahydroxy-6-methylene-1,11-dioxo-, Monohydrochloride, [4s-(4.alpha.,4a.alpha.,5.alpha.,5a.alpha.,12a.alpha.)]-

40. Metacyclin Hydrochloride

41. Ncgc00016645-01

42. Cas-3963-95-9

43. Metacycline Hydrochloride Rs

44. Mls000766829

45. Schembl127702

46. Spectrum1501104

47. Chembl2146123

48. Doxycycline Impurity B Hcl Salt

49. Dtxsid5045382

50. Methacycline Hcl (physiomycine)

51. Dtxsid10947932

52. Hms1571a09

53. Hms1921d15

54. Pharmakon1600-01501104

55. (4s,4ar,5s,5ar,12as)-4-(dimethylamino)-3,5,10,12,12a-pentahydroxy-6-methylene-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide Hydrochloride

56. 6-demethyl-6-deoxy-6-methyleneoxytetracycline Monohydrochloride

57. Hy-b0449

58. Tox21_110542

59. Ccg-39016

60. Mfcd04972012

61. Nsc356465

62. Nsc757835

63. S2527

64. Methacycline Hydrochloride (jan/usp)

65. Akos015924655

66. Tox21_110542_1

67. Ac-4567

68. Ks-1240

69. Methacycline Hydrochloride [mi]

70. Methacycline Hydrochloride [jan]

71. Ncgc00179358-04

72. 2-naphthacenecarboxamide, 4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,5,10,12,12a-pentahydroxy-6-methylene-1,11-dioxo-, Monohydrochloride, (4s-(4alpha,4aalpha,5alpha,5aalpha,12aalpha))-

73. 2507-30-4

74. Metacycline Hydrochloride [who-dd]

75. Methacycline Hydrochloride [mart.]

76. Methacycline Hydrochloride [vandf]

77. Methacycline Hydrochloride [usp-rs]

78. C08029

79. D00849

80. Methacycline Hydrochloride [orange Book]

81. 963m959

82. Methacycline Hydrochloride [usp Monograph]

83. Sr-05000001769-2

84. Q27107336

85. Methacycline Hydrochloride, Vetranal(tm), Analytical Standard

86. Methacycline Hydrochloride, Pharmaceutical Secondary Standard; Certified Reference Material

87. Methacycline Hydrochloride, United States Pharmacopeia (usp) Reference Standard

88. (4s,4ar,5s,5ar,12ar)-4-(dimethylamino)-1,5,10,11,12a-pentahydroxy-6-methylene-3,12-dioxo-4,4a,5,5a-tetrahydrotetracene-2-carboxamide

89. 2-naphthacenecarboxamide,4,4a,5,5a,6,11,12a-octahydro-3,5,10,12,12a-pentahydroxy-6-methylene-1,11-dioxo-, Monohydrochloride, [4s-(4.alpha.,4a.alpha.,5.alpha.,5a.alpha.,12a.alpha.)]

90. 4-(dimethylamino)-1,5,10,11,12a-pentahydroxy-6-methylidene-3,12-dioxo-3,4,4a,5,5a,6,12,12a-octahydrotetracene-2-carboximidic Acid--hydrogen Chloride (1/1)

2.4 Create Date

2011-12-26

3 Chemical and Physical Properties

Molecular Formula	C₂₂H₂₃ClN₂O₈
Molecular Weight	478.9 g/mol
Hydrogen Bond Donor Count	7
Hydrogen Bond Acceptor Count	9
Rotatable Bond Count	2
Exact Mass	478.1142934 g/mol
Monoisotopic Mass	478.1142934 g/mol
Topological Polar Surface Area	182 Å²
Heavy Atom Count	33
Formal Charge	0
Complexity	998
Isotope Atom Count	0
Defined Atom Stereocenter Count	5
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	2