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Chemistry

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Also known as: Tetralysal, N-lysinomethyltetracycline, Limeciclina, Lymecyclinum, Tetracycline-l-methylenelysine, Ciclolysal
Molecular Formula
C29H38N4O10
Molecular Weight
602.6  g/mol
InChI Key
PZTCVADFMACKLU-UEPZRUIBSA-N
FDA UNII
7D6EM3S13P

Lymecycline
A semisynthetic antibiotic related to TETRACYCLINE. It is more readily absorbed than TETRACYCLINE and can be used in lower doses.
1 2D Structure

Lymecycline

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
(2S)-6-[[[(4S,4aS,5aS,6S,12aR)-4-(dimethylamino)-1,6,10,11,12a-pentahydroxy-6-methyl-3,12-dioxo-4,4a,5,5a-tetrahydrotetracene-2-carbonyl]amino]methylamino]-2-aminohexanoic acid
2.1.2 InChI
InChI=1S/C29H38N4O10/c1-28(42)13-7-6-9-17(34)18(13)22(35)19-14(28)11-15-21(33(2)3)23(36)20(25(38)29(15,43)24(19)37)26(39)32-12-31-10-5-4-8-16(30)27(40)41/h6-7,9,14-16,21,31,34-35,38,42-43H,4-5,8,10-12,30H2,1-3H3,(H,32,39)(H,40,41)/t14-,15-,16-,21-,28+,29-/m0/s1
2.1.3 InChI Key
PZTCVADFMACKLU-UEPZRUIBSA-N
2.1.4 Canonical SMILES
CC1(C2CC3C(C(=O)C(=C(C3(C(=O)C2=C(C4=C1C=CC=C4O)O)O)O)C(=O)NCNCCCCC(C(=O)O)N)N(C)C)O
2.1.5 Isomeric SMILES
C[C@@]1([C@H]2C[C@H]3[C@@H](C(=O)C(=C([C@]3(C(=O)C2=C(C4=C1C=CC=C4O)O)O)O)C(=O)NCNCCCC[C@@H](C(=O)O)N)N(C)C)O
2.2 Other Identifiers
2.2.1 UNII
7D6EM3S13P
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Hydrochloride, Lymecycline

2. Lymecycline Hydrochloride

3. Lysine, Tetracycline-l-methylene

4. Lysine, Tetracyclinemethylene

5. N Lysinomethyltetracycline

6. N-lysinomethyltetracycline

7. Tetracycline L Methylene Lysine

8. Tetracycline-l-methylene Lysine

9. Tetracyclinemethylene Lysine

2.3.2 Depositor-Supplied Synonyms

1. Tetralysal

2. N-lysinomethyltetracycline

3. Limeciclina

4. Lymecyclinum

5. Tetracycline-l-methylenelysine

6. Ciclolysal

7. Mucomycin

8. 992-21-2

9. Tetracycline-l-methylene Lysine

10. Ciclolysine

11. Tetracyclinemethylenelysine

12. Lymecycline (inn)

13. (+)-n-(5-amino-5-carboxypentylaminomethyl)-4-dimethylamino-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxonaphthacene-2-carboxamide

14. Tetralisal

15. 7d6em3s13p

16. N6-((4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-2-naphthacenecarboxamido)methyl)lysine

17. Chebi:59040

18. N(2)-(((+)-5-amino-5-carboxypentylamino)methyl)tetracycline

19. Lymecycline [inn]

20. L-lysine,n6-[[[[(4s,4as,5as,6s,12as)-4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-2-naphthacenyl]carbonyl]amino]methyl]-

21. N(6)-[({[(4s,4as,5as,6s,12as)-4-(dimethylamino)-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracen-2-yl]carbonyl}amino)methyl]-l-lysine

22. Infaciclina

23. Lisinbiotic

24. Vebicyclysal

25. Ciclisin

26. Armyl

27. Tetraciclina-l-metilenlisina

28. (2s)-6-[[[(4s,4as,5as,6s,12ar)-4-(dimethylamino)-1,6,10,11,12a-pentahydroxy-6-methyl-3,12-dioxo-4,4a,5,5a-tetrahydrotetracene-2-carbonyl]amino]methylamino]-2-aminohexanoic Acid

29. Lymecycline [inn:ban]

30. Lymecyclinum [inn-latin]

31. Limeciclina [inn-spanish]

32. Tetracycline, Lysinomethyl-

33. Unii-7d6em3s13p

34. Einecs 213-592-2

35. Tetraciclina-l-metilenlisina [italian]

36. Lymecycline (85%)

37. Lymecycline [mi]

38. Lymecycline [mart.]

39. Lymecycline [who-dd]

40. Schembl149162

41. Tetracycline-l Methylene-lysine

42. Chembl2103929

43. Schembl23248015

44. Gtpl10912

45. Lymecycline [ep Monograph]

46. N(sup 2)-(((+)-5-amino-5-carboxypentylamino)methyl)tetracycline

47. Zinc53682936

48. Akos016340328

49. Db00256

50. Ks-1366

51. 2-naphthacenecarboxamide, 4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-, Lysinemethylene Deriv.

52. D06884

53. Q897051

54. N2-(((+)-5-amino-5-carboxypentylamino)methyl)tetracycline

55. L-lysine, N6-(((((4s,4as,5as,6s,12as)-4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-2-naphthacenyl)carbonyl)amino)methyl)-

56. L-lysine, N6-((((4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-2-naphthacenyl)carbonyl)amino)methyl)-, (4s-(4alpha,4aalpha,6beta,12aalpha))-

57. Lysine, N(sup 6)-((4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-2-naphthacenecarboxamido)methyl)-, (+)-

2.4 Create Date
2011-12-26
3 Chemical and Physical Properties
Molecular Weight 602.6 g/mol
Molecular Formula C29H38N4O10
XLogP3-4.4
Hydrogen Bond Donor Count9
Hydrogen Bond Acceptor Count13
Rotatable Bond Count10
Exact Mass602.25879342 g/mol
Monoisotopic Mass602.25879342 g/mol
Topological Polar Surface Area243 Ų
Heavy Atom Count43
Formal Charge0
Complexity1230
Isotope Atom Count0
Defined Atom Stereocenter Count6
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Drug and Medication Information
4.1 Drug Indication

Lymecycline is used for the treatment of acne in addition to other susceptible infections; propionibacterium is often the cause of acne. Some of the infections that can be treated with lymecycline include upper respiratory tract infections, urinary tract infections, bronchitis, chlamydial infections, and rickettsial infections.


5 Pharmacology and Biochemistry
5.1 Pharmacology

Lymecycline, like other tetracyclines, exerts bacteriostatic actions on intracellular and extracellular bacteria, treating susceptible bacterial infections. It has been shown to be safe and effective in the treatment of moderate to severe acne. It is important to note that like other tetracyclines, lymecycline may cause esophageal irritation and ulceration, which can be prevented by drinking adequate fluids during administration. It also has the potential to cause photosensitivity. Lymecycline can lead to renal tubular acidosis or hepatic toxicity. It is not recommended to administer this drug in patients with renal disease or severe hepatic disease.


5.2 MeSH Pharmacological Classification

Anti-Bacterial Agents

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


5.3 ATC Code

J - Antiinfectives for systemic use

J01 - Antibacterials for systemic use

J01A - Tetracyclines

J01AA - Tetracyclines

J01AA04 - Lymecycline


5.4 Absorption, Distribution and Excretion

Absorption

Lymecycline is 77-88% absorbed after oral administration with a relative bioavailability of 70%. The Cmax of lymecycline is 2.1 mg/L and is achieved about 3 hours after administration. The AUC is 21.9 4.3 mgh/L.


Route of Elimination

Lymecycline is 25% eliminated in the urine. Based on being a member of the tetracycline drug class, fecal elimination is likely another route of elimination.


Volume of Distribution

Lymecycline is lipophilic and easily crosses the cell membrane and passively diffuses through bacterial porin channels. As a second-generation tetracycline, the concentration in the bile ranges from 10 to 25 times higher than plasma concentration. In general, the volume of distribution of tetracyclines ranges from 1.31.7 L/kg or 100130 L.


Clearance

Lymecycline is partially cleared by the kidneys, like other tetracyclines.


5.5 Biological Half-Life

The half-life of lymecycline is approximately 8 hours.


5.6 Mechanism of Action

Normally, the ribosome synthesizes proteins through the binding of aminoacyl-tRNA to the mRNA-ribosome complex. Lymecycline binds to the 30S ribosomal subunit, preventing amino-acyl tRNA from binding to the A site of the ribosome, which prevents the elongation of polypeptide chains. This results in bacteriostatic actions, treating various infections.


CEP/COS

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R1-CEP 2010-239 - Rev 02
Valid
Chemical
2023-02-09
1654
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Certificate Number : R1-CEP 2010-239 - Rev 02

Status : Valid

Issue Date : 2023-02-09

Type : Chemical

Substance Number : 1654

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lymecycline

Brand Name : Lymecycline Actavis

Dosage Form : HARD CAPSULES

Dosage Strength : 300 MG

Packaging :

Approval Date :

Application Number :

Regulatory Info :

Registration Country : Sweden

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Lymecycline

Brand Name : Lymecyclin Actavis

Dosage Form : Capsule, hard

Dosage Strength : 300 mg

Packaging : Blister

Approval Date :

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Regulatory Info :

Registration Country : Norway

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Lymecycline

Brand Name : Lymecyclin Actavis

Dosage Form : Capsule, hard

Dosage Strength : 300 mg

Packaging : Blister

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Application Number :

Regulatory Info :

Registration Country : Norway

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Lymecycline

Brand Name : Leciclina

Dosage Form : Limeciclina 408Mg 28 Combined Oral Use

Dosage Strength : 28 cps 408 mg

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Regulatory Info :

Registration Country : Italy

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Galderma Nordic AB,

Switzerland
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Galderma Nordic AB,

Switzerland
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lymecycline

Brand Name : Tetralysal

Dosage Form : HARD CAPSULES

Dosage Strength : 300 MG

Packaging :

Approval Date :

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Regulatory Info :

Registration Country : Sweden

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Galderma Nordic AB,

Switzerland
Global DDF Summit
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Galderma Nordic AB,

Switzerland
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lymecycline

Brand Name : Tetralysal

Dosage Form : HARD CAPSULES

Dosage Strength : 150 MG

Packaging :

Approval Date :

Application Number :

Regulatory Info :

Registration Country : Sweden

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GALDERMA ITALIA SpA

Switzerland
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GALDERMA ITALIA SpA

Switzerland
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Lymecycline

Brand Name : Tetralysal

Dosage Form : Limeciclina 408Mg 28 Combined Oral Use

Dosage Strength : 28 cps 300 mg

Packaging :

Approval Date :

Application Number :

Regulatory Info :

Registration Country : Italy

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GALDERMA ITALIA SpA

Switzerland
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GALDERMA ITALIA SpA

Switzerland
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Lymecycline

Brand Name : Tetralysal

Dosage Form :

Dosage Strength : 28 Cps 150 Mg  

Packaging :

Approval Date :

Application Number :

Regulatory Info :

Registration Country : Italy

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Galderma Nordic AB

Switzerland
Global DDF Summit
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Galderma Nordic AB

Switzerland
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Global DDF Summit
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Lymecycline

Brand Name : Tetralysal

Dosage Form : Capsule, hard

Dosage Strength : 300 mg

Packaging : Blister

Approval Date :

Application Number :

Regulatory Info :

Registration Country : Norway

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Galderma Nordic AB

Switzerland
Global DDF Summit
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Galderma Nordic AB

Switzerland
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Global DDF Summit
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Lymecycline

Brand Name : Tetralysal

Dosage Form : Capsule, hard

Dosage Strength : 300 mg

Packaging : Blister

Approval Date :

Application Number :

Regulatory Info :

Registration Country : Norway

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Brand Name : Tetralysal

Switzerland
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Brand Name : Tetralysal

Switzerland
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Lymecycline

Dosage Form :

Dosage Strength : 28 Cps 150 Mg  

Price Per Pack (Euro) : 16.67

Published in :

Country : Italy

RX/OTC/DISCN : Class C

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Brand Name : Lymecyclin Actavis

Ireland
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Brand Name : Lymecyclin Actavis

Ireland
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Lymecycline

Dosage Form : Capsule, hard

Dosage Strength : 300 mg

Price Per Pack (Euro) : 12.188

Published in :

Country : Norway

RX/OTC/DISCN :

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Ireland
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Brand Name : Lymecyclin Actavis

Ireland
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Lymecycline

Dosage Form : Capsule, hard

Dosage Strength : 300 mg

Price Per Pack (Euro) : 39.094

Published in :

Country : Norway

RX/OTC/DISCN :

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Brand Name : Tetralysal

Switzerland
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Brand Name : Tetralysal

Switzerland
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Lymecycline

Dosage Form : Capsule, hard

Dosage Strength : 300 mg

Price Per Pack (Euro) : 11.77

Published in :

Country : Norway

RX/OTC/DISCN :

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Brand Name : Tetralysal

Switzerland
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Brand Name : Tetralysal

Switzerland
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Lymecycline

Dosage Form : Capsule, hard

Dosage Strength : 300 mg

Price Per Pack (Euro) : 39.094

Published in :

Country : Norway

RX/OTC/DISCN :

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Brand Name : Leciclina

India
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Brand Name : Leciclina

India
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Lymecycline

Dosage Form : Limeciclina 408Mg 28 Combined Or...

Dosage Strength : 28 cps 408 mg

Price Per Pack (Euro) : 6.67

Published in :

Country : Italy

RX/OTC/DISCN : Class A

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Brand Name : Tetralysal

Switzerland
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Brand Name : Tetralysal

Switzerland
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Lymecycline

Dosage Form : Limeciclina 408Mg 28 Combined Or...

Dosage Strength : 28 cps 300 mg

Price Per Pack (Euro) : 12.13

Published in :

Country : Italy

RX/OTC/DISCN : Class A

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EDQM, Council of Europe

Lysine hydrochloride

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Lysine hydrochloride

CAS Number : 657-27-2

Quantity Per Vial : 50 mg

Sale Unit : 1

Order Code : L0900000

Batch No : 3

Price (€) : 79

Storage : +5°C ± 3°C

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EDQM, Council of Europe

4-Epitetracycline hydrochloride

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4-Epitetracycline hydrochloride

CAS Number : 23313-80-6

Quantity Per Vial : 30 mg

Sale Unit : 1

Order Code : E0600000

Batch No : 9

Price (€) : 79

Storage : +5°C ± 3°C

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EDQM, Council of Europe

4-Epianhydrotetracycline hydrochloride

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4-Epianhydrotetracycline hydrochloride

CAS Number : 4465-65-0

Quantity Per Vial : 25 mg

Sale Unit : 1

Order Code : E0400000

Batch No : 7

Price (€) : 79

Storage : +5°C ± 3°C

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Demeclocycline hydrochloride

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Demeclocycline hydrochloride

CAS Number : 64-73-3

Quantity Per Vial : 100 mg

Sale Unit : 1

Order Code : D0300000

Batch No : 4

Price (€) : 79

Storage : +5°C ± 3°C

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Arginine

CAS Number : 74-79-3

Quantity Per Vial : 60 mg

Sale Unit : 1

Order Code : A1270000

Batch No : 4

Price (€) : 79

Storage : +5°C ± 3°C

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EDQM, Council of Europe

Anhydrotetracycline hydrochloride

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Anhydrotetracycline hydrochloride

CAS Number : 13803-65-1

Quantity Per Vial : 25 mg

Sale Unit : 1

Order Code : A1200000

Batch No : 5

Price (€) : 79

Storage : +5°C ± 3°C

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ABOUT THIS PAGE

Looking for 992-21-2 / Lymecycline API manufacturers, exporters & distributors?

Lymecycline manufacturers, exporters & distributors 1

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

Send us enquiries for free, and we will assist you in establishing a direct connection with your preferred Lymecycline manufacturer or Lymecycline supplier.

PharmaCompass also assists you with knowing the Lymecycline API Price utilized in the formulation of products. Lymecycline API Price is not always fixed or binding as the Lymecycline Price is obtained through a variety of data sources. The Lymecycline Price can also vary due to multiple factors, including market conditions, regulatory modifications, or negotiated pricing deals.

API | Excipient name

Lymecycline

Synonyms

Tetralysal, N-lysinomethyltetracycline, Limeciclina, Lymecyclinum, Tetracycline-l-methylenelysine, Ciclolysal

Cas Number

992-21-2

Unique Ingredient Identifier (UNII)

7D6EM3S13P

About Lymecycline

A semisynthetic antibiotic related to TETRACYCLINE. It is more readily absorbed than TETRACYCLINE and can be used in lower doses.

Lymecyclinum Manufacturers

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

click here to find a list of Lymecyclinum manufacturers with USDMF, JDMF, KDMF, CEP, GMP, COA and API Price related information on PhamaCompass.

Lymecyclinum Suppliers

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

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

Lymecyclinum CEP

A Lymecyclinum CEP of the European Pharmacopoeia monograph is often referred to as a Lymecyclinum Certificate of Suitability (COS). The purpose of a Lymecyclinum CEP is to show that the European Pharmacopoeia monograph adequately controls the purity of Lymecyclinum EP produced by a given manufacturer. Suppliers of raw materials can prove the suitability of Lymecyclinum to their clients by showing that a Lymecyclinum CEP has been issued for it. The manufacturer submits a Lymecyclinum CEP (COS) as part of the market authorization procedure, and it takes on the role of a Lymecyclinum CEP holder for the record. Additionally, the data presented in the Lymecyclinum CEP (COS) is managed confidentially and offers a centralized system acknowledged by numerous nations, exactly like the Lymecyclinum DMF.

A Lymecyclinum CEP (COS) is recognised by all 36 nations that make up the European Pharmacopoeia Convention. Lymecyclinum CEPs may be accepted in nations that are not members of the Ph. Eur. at the discretion of the authorities there.

click here to find a list of Lymecyclinum suppliers with CEP (COS) on PharmaCompass.

Lymecyclinum WC

A Lymecyclinum written confirmation (Lymecyclinum WC) is an official document issued by a regulatory agency to a Lymecyclinum manufacturer, verifying that the manufacturing facility of a Lymecyclinum active pharmaceutical ingredient (API) adheres to the Good Manufacturing Practices (GMP) regulations of the importing country. When exporting Lymecyclinum APIs or Lymecyclinum finished pharmaceutical products to another nation, regulatory agencies frequently require a Lymecyclinum WC (written confirmation) as part of the regulatory process.

click here to find a list of Lymecyclinum suppliers with Written Confirmation (WC) on PharmaCompass.

Lymecyclinum GMP

Lymecyclinum 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 Lymecyclinum 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 Lymecyclinum GMP manufacturer or Lymecyclinum GMP API supplier for your needs.

Lymecyclinum CoA

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

Lymecyclinum CoA mostly includes findings from lab analyses of a specific batch. For each Lymecyclinum 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.

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