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Chemistry

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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

Methacycline Hydrochloride
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 Weight 478.9 g/mol
Molecular Formula C22H23ClN2O8
Hydrogen Bond Donor Count7
Hydrogen Bond Acceptor Count9
Rotatable Bond Count2
Exact Mass478.1142934 g/mol
Monoisotopic Mass478.1142934 g/mol
Topological Polar Surface Area182 Ų
Heavy Atom Count33
Formal Charge0
Complexity998
Isotope Atom Count0
Defined Atom Stereocenter Count5
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count2
4 Pharmacology and Biochemistry
4.1 MeSH Pharmacological Classification

Anti-Bacterial Agents

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


API SUPPLIERS

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USDMF

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01

Hovione Farmaciencia Sa

Portugal

USDMF

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BIO Partnering at JPM
Not Confirmed

02

Pfizer Inc

U.S.A

USDMF

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BIO Partnering at JPM
Not Confirmed

03

Pfizer Inc

U.S.A

USDMF

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BIO Partnering at JPM
Not Confirmed

04

China Suzhou No 5 Pharmaceutical Fac...

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BIO Partnering at JPM
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04

China Suzhou No 5 Pharmaceutical Fac...

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BIO Partnering at JPM
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GDUFA

DMF Review : N/A

Rev. Date :

Pay. Date :

DMF Number : 10687

Submission : 1994-01-17

Status : Inactive

Type : II

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05

Fermtec Prochim Sa

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USDMF

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BIO Partnering at JPM
Not Confirmed

05

Fermtec Prochim Sa

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BIO Partnering at JPM
Not Confirmed

GDUFA

DMF Review : N/A

Rev. Date :

Pay. Date :

DMF Number : 9870

Submission : 1992-09-07

Status : Inactive

Type : II

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ABOUT THIS PAGE

Methacycline Hydrochloride Manufacturers

A Methacycline Hydrochloride manufacturer is defined as any person or entity involved in the manufacture, preparation, processing, compounding or propagation of Methacycline Hydrochloride, including repackagers and relabelers. The FDA regulates Methacycline Hydrochloride manufacturers to ensure that their products comply with relevant laws and regulations and are safe and effective to use. Methacycline Hydrochloride API Manufacturers are required to adhere to Good Manufacturing Practices (GMP) to ensure that their products are consistently manufactured to meet established quality criteria.

Methacycline Hydrochloride Suppliers

A Methacycline Hydrochloride supplier is an individual or a company that provides Methacycline Hydrochloride active pharmaceutical ingredient (API) or Methacycline Hydrochloride finished formulations upon request. The Methacycline Hydrochloride suppliers may include Methacycline Hydrochloride API manufacturers, exporters, distributors and traders.

click here to find a list of Methacycline Hydrochloride suppliers with USDMF, JDMF, KDMF, CEP, GMP, COA and API Price related information on PharmaCompass.

Methacycline Hydrochloride USDMF

A Methacycline Hydrochloride DMF (Drug Master File) is a document detailing the whole manufacturing process of Methacycline Hydrochloride active pharmaceutical ingredient (API) in detail. Different forms of Methacycline Hydrochloride DMFs exist exist since differing nations have different regulations, such as Methacycline Hydrochloride USDMF, ASMF (EDMF), JDMF, CDMF, etc.

A Methacycline Hydrochloride DMF submitted to regulatory agencies in the US is known as a USDMF. Methacycline Hydrochloride USDMF includes data on Methacycline Hydrochloride's chemical properties, information on the facilities and procedures used, and details about packaging and storage. The Methacycline Hydrochloride USDMF is kept confidential to protect the manufacturer’s intellectual property.

click here to find a list of Methacycline Hydrochloride suppliers with USDMF on PharmaCompass.

Methacycline Hydrochloride GMP

Methacycline Hydrochloride Active pharmaceutical ingredient (API) is produced in GMP-certified manufacturing facility.

GMP stands for Good Manufacturing Practices, which is a system used in the pharmaceutical industry to make sure that goods are regularly produced and monitored in accordance with quality standards. The FDA’s current Good Manufacturing Practices requirements are referred to as cGMP or current GMP which indicates that the company follows the most recent GMP specifications. The World Health Organization (WHO) has its own set of GMP guidelines, called the WHO GMP. Different countries can also set their own guidelines for GMP like China (Chinese GMP) or the EU (EU GMP).

PharmaCompass offers a list of Methacycline Hydrochloride GMP manufacturers, exporters & distributors, which can be sorted by USDMF, JDMF, KDMF, CEP (COS), WC, API price, and more, enabling you to easily find the right Methacycline Hydrochloride GMP manufacturer or Methacycline Hydrochloride GMP API supplier for your needs.

Methacycline Hydrochloride CoA

A Methacycline Hydrochloride CoA (Certificate of Analysis) is a formal document that attests to Methacycline Hydrochloride's compliance with Methacycline Hydrochloride specifications and serves as a tool for batch-level quality control.

Methacycline Hydrochloride CoA mostly includes findings from lab analyses of a specific batch. For each Methacycline Hydrochloride CoA document that a company creates, the USFDA specifies specific requirements, such as supplier information, material identification, transportation data, evidence of conformity and signature data.

Methacycline Hydrochloride may be tested according to a variety of international standards, such as European Pharmacopoeia (Methacycline Hydrochloride EP), Methacycline Hydrochloride JP (Japanese Pharmacopeia) and the US Pharmacopoeia (Methacycline Hydrochloride USP).

Inform the supplier about your product requirements, specifying if you need a product with particular monograph like EP (Ph. Eur.), USP, JP, BP, or any other quality. In addition, clarify whether you need hydrochloride (HCl), anhydricum, base, micronisatum or a specific level of purity. To find reputable suppliers, utilize the filters and select those certified by GMP, FDA, or any other certification as per your requirement.
For your convenience, we have listed synonyms and CAS numbers to help you find the best supplier. The use of synonyms and CAS numbers can be helpful in identifying potential suppliers, but it is crucial to note that they might not always indicate the exact same product. It is important to confirm the product details with the supplier before making a purchase to ensure that it meets your requirements.
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