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Chemistry

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Also known as: Eraxis, 166663-25-8, Ecalta, V-echinocandin, Ver-002, Ly303366
Molecular Formula
C58H73N7O17
Molecular Weight
1140.2  g/mol
InChI Key
JHVAMHSQVVQIOT-MFAJLEFUSA-N
FDA UNII
9HLM53094I

Anidulafungin
Echinocandin antifungal agent that is used in the treatment of CANDIDEMIA and CANDIDIASIS.
Anidulafungin is an Echinocandin Antifungal.
1 2D Structure

Anidulafungin

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
N-[(3S,6S,9S,11R,15S,18S,20R,21R,24S,25S,26S)-6-[(1S,2S)-1,2-dihydroxy-2-(4-hydroxyphenyl)ethyl]-11,20,21,25-tetrahydroxy-3,15-bis[(1R)-1-hydroxyethyl]-26-methyl-2,5,8,14,17,23-hexaoxo-1,4,7,13,16,22-hexazatricyclo[22.3.0.09,13]heptacosan-18-yl]-4-[4-(4-pentoxyphenyl)phenyl]benzamide
2.1.2 InChI
InChI=1S/C58H73N7O17/c1-5-6-7-24-82-40-22-18-35(19-23-40)33-10-8-32(9-11-33)34-12-14-37(15-13-34)51(74)59-41-26-43(70)54(77)63-56(79)47-48(71)29(2)27-65(47)58(81)45(31(4)67)61-55(78)46(50(73)49(72)36-16-20-38(68)21-17-36)62-53(76)42-25-39(69)28-64(42)57(80)44(30(3)66)60-52(41)75/h8-23,29-31,39,41-50,54,66-73,77H,5-7,24-28H2,1-4H3,(H,59,74)(H,60,75)(H,61,78)(H,62,76)(H,63,79)/t29-,30+,31+,39+,41-,42-,43+,44-,45-,46-,47-,48-,49-,50-,54+/m0/s1
2.1.3 InChI Key
JHVAMHSQVVQIOT-MFAJLEFUSA-N
2.1.4 Canonical SMILES
CCCCCOC1=CC=C(C=C1)C2=CC=C(C=C2)C3=CC=C(C=C3)C(=O)NC4CC(C(NC(=O)C5C(C(CN5C(=O)C(NC(=O)C(NC(=O)C6CC(CN6C(=O)C(NC4=O)C(C)O)O)C(C(C7=CC=C(C=C7)O)O)O)C(C)O)C)O)O)O
2.1.5 Isomeric SMILES
CCCCCOC1=CC=C(C=C1)C2=CC=C(C=C2)C3=CC=C(C=C3)C(=O)N[C@H]4C[C@H]([C@H](NC(=O)[C@@H]5[C@H]([C@H](CN5C(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H]6C[C@H](CN6C(=O)[C@@H](NC4=O)[C@@H](C)O)O)[C@@H]([C@H](C7=CC=C(C=C7)O)O)O)[C@@H](C)O)C)O)O)O
2.2 Other Identifiers
2.2.1 UNII
9HLM53094I
2.3 Synonyms
2.3.1 MeSH Synonyms

1. 1-((4r,5r)-4,5-dihydroxy-n2-((4''-(pentyloxy)(1,1':4',1''-terphenyl)-4-yl)carbonyl)-l-ornithine)-echinocandin B

2. Eraxis

3. Ly 303366

4. Ly-303366

5. Ly303366

2.3.2 Depositor-Supplied Synonyms

1. Eraxis

2. 166663-25-8

3. Ecalta

4. V-echinocandin

5. Ver-002

6. Ly303366

7. Ly-303366

8. Anidulafungin (ly303366)

9. Ver002

10. Chebi:55346

11. 9hlm53094i

12. D70013

13. D-70013

14. N-[(3s,6s,9s,11r,15s,18s,20r,21r,24s,25s,26s)-6-[(1s,2s)-1,2-dihydroxy-2-(4-hydroxyphenyl)ethyl]-11,20,21,25-tetrahydroxy-3,15-bis[(1r)-1-hydroxyethyl]-26-methyl-2,5,8,14,17,23-hexaoxo-1,4,7,13,16,22-hexazatricyclo[22.3.0.09,13]heptacosan-18-yl]-4-[4-(4-pentoxyphenyl)phenyl]benzamide

15. Anidulafungin [usan]

16. Anidulafungina

17. Anidulafungine

18. Anidulafunginum

19. Unii-9hlm53094i

20. Anidulafungin [usan:inn:ban]

21. Anidulafungin [mi]

22. Anidulafungin [inn]

23. Schembl38292

24. Anidulafungin [vandf]

25. (4r,5r)-4,5-dihydroxy-n(sup 2)-((4'-(pentyloxy)-p-terphenyl-4-yl)carbonyl)-l-ornithyl-l-threonyl-trans-4-hydroxy-l-prolyl-(s)-4-hydroxy-4-(p-hydroxyphenyl)-l-threonyl-l-threonyl-(3s,4s)-3-hydroxy-4-methyl-l-proline Cyclic (6-1)-peptide

26. Anidulafungin [mart.]

27. Anidulafungin [who-dd]

28. Chembl264241

29. Anidulafungin [ema Epar]

30. Anidulafungin [orange Book]

31. Bdbm50417554

32. Mfcd00917070

33. S4286

34. Ccg-270647

35. Cs-1824

36. Db00362

37. Ncgc00386349-01

38. Hy-13553

39. Sw222238-1

40. A13436

41. 663a258

42. J-010304

43. Q4764531

44. (4r,5r)-4,5-dihydroxy-n(sup 2)-((4''-(pentyloxy)-p-terphenyl-4-yl)carbonyl)-l-ornithyl-l-threonyl-trans-4-hydroxy-l-prolyl-(s)-4-hydroxy-4-(p-hydroxyphenyl)-l-threonyl-l-threonyl-(3s,4s)-3-hydroxy-4-methyl-l-proline Cyclic (6->1)-peptide

45. Echinocandin B, 1-((4r,5r)-4,5-dihydroxy-n(sup 2)-((4''-(pentyloxy)(1,1':4',1''-terphenyl)-4-yl)carbonyl)-l-ornithine)-

46. Echinocandin B, 1-((4r,5r)-4,5-dihydroxy-n2-((4''-(pentyloxy)(1,1':4',1''-terphenyl)-4-yl)carbonyl)-l-ornithine)

47. N-[(3s,6s,9s,11r,15s,18s,20r,21r,24s,25s,26s)-6-[(1s,2s)-1,2-dihydroxy-2-(4-hydroxyphenyl)ethyl]-11,20,21,25-tetrahydroxy-3,15-bis[(1r)-1-hydroxyethyl]-26-methyl-2,5,8,14,17,23-hexaoxo-1,4,7,13,16,22-hexaazatricyclo[22.3.0.0^{9,13}]heptacosan-18-yl]-4-{4-[4-(pentyloxy)phenyl]phenyl}benzamide

48. N-[[(1s,2s)-1,2-dihydroxy-2-(4-hydroxyphenyl)ethyl]-tetrahydroxy-bis[(1r)-1-hydroxyethyl]-methyl-hexaoxo-[?]yl]-4-[4-(4-pentoxyphenyl)phenyl]benzamide

49. N-{(2r,6s,9s,11r,12r,14as,15s,16s,20s,23s,25as)-23-[(1s,2s)-1,2-dihydroxy-2-(4-hydroxyphenyl)ethyl]-2,11,12,15-tetrahydroxy-6,20-bis[(1r)-1-hydroxyethyl]-16-methyl-5,8,14,19,22,25-hexaoxotetracosahydro-1h-dipyrrolo[2,1-c:2',1'-l][1,4,7,10,13,16]hexaazacyclohenicosin-9-yl}-4''-(pentyloxy)-1,1':4',1''-terphenyl-4-carboxamide

2.4 Create Date
2005-08-08
3 Chemical and Physical Properties
Molecular Weight 1140.2 g/mol
Molecular Formula C58H73N7O17
XLogP32.3
Hydrogen Bond Donor Count14
Hydrogen Bond Acceptor Count17
Rotatable Bond Count14
Exact Mass1139.50629389 g/mol
Monoisotopic Mass1139.50629389 g/mol
Topological Polar Surface Area377 Ų
Heavy Atom Count82
Formal Charge0
Complexity2150
Isotope Atom Count0
Defined Atom Stereocenter Count15
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Drug and Medication Information
4.1 Drug Information
1 of 2  
Drug NameEraxis
PubMed HealthAnidulafungin (Injection)
Drug ClassesAntifungal
Drug LabelERAXIS for Injection is a sterile, lyophilized product for intravenous (IV) infusion that contains anidulafungin. ERAXIS (anidulafungin) is a semi-synthetic lipopeptide synthesized from a fermentation product of Aspergillus nidulans. Anidulafungin is...
Active IngredientAnidulafungin
Dosage FormInjectable
Routeinjection; Iv (infusion)
Strength100mg/vial; 50mg; 50mg/vial
Market StatusPrescription
CompanyPfizer; Vicuron

2 of 2  
Drug NameEraxis
PubMed HealthAnidulafungin (Injection)
Drug ClassesAntifungal
Drug LabelERAXIS for Injection is a sterile, lyophilized product for intravenous (IV) infusion that contains anidulafungin. ERAXIS (anidulafungin) is a semi-synthetic lipopeptide synthesized from a fermentation product of Aspergillus nidulans. Anidulafungin is...
Active IngredientAnidulafungin
Dosage FormInjectable
Routeinjection; Iv (infusion)
Strength100mg/vial; 50mg; 50mg/vial
Market StatusPrescription
CompanyPfizer; Vicuron

4.2 Drug Indication

For use in the treatment of the following fungal infections: Candidemia and other forms of Candida infections (intra-abdominal abscess, and peritonitis), Aspergillus infections, and esophageal candidiasis. Also considered an alternative treatment for oropharyngeal canaidiasis.


FDA Label


Treatment of invasive candidiasis in adults and paediatric patients aged 1 month to < 18 years.


5 Pharmacology and Biochemistry
5.1 Pharmacology

Anidulafungin is a semi-synthetic lipopeptide synthesized from a fermentation product of Aspergillus nidulans. Anidulafungin is an echinocandin, a class of antifungal drugs that inhibits the synthesis of 1,3-β-D-glucan, an essential component of fungal cell walls. Anidulafungin is active in vitro against many Candida, as well as some Aspergillus. Like other echinocandins, anidulafungin is not active against Cryptococcus neoformans, Trichosporon, Fusarium, or zygomycetes.


5.2 MeSH Pharmacological Classification

Antifungal Agents

Substances that destroy fungi by suppressing their ability to grow or reproduce. They differ from FUNGICIDES, INDUSTRIAL because they defend against fungi present in human or animal tissues. (See all compounds classified as Antifungal Agents.)


5.3 FDA Pharmacological Classification
5.3.1 Active Moiety
ANIDULAFUNGIN
5.3.2 FDA UNII
9HLM53094I
5.3.3 Pharmacological Classes
Lipopeptides [CS]; Echinocandin Antifungal [EPC]
5.4 ATC Code

J02AX06


J - Antiinfectives for systemic use

J02 - Antimycotics for systemic use

J02A - Antimycotics for systemic use

J02AX - Other antimycotics for systemic use

J02AX06 - Anidulafungin


5.5 Absorption, Distribution and Excretion

Route of Elimination

Less than 1% of the administered radioactive dose was excreted in the urine. Anidulafungin is not hepatically metabolized.


Volume of Distribution

30 to 50 L


Clearance

1 L/h


5.6 Metabolism/Metabolites

Hepatic metabolism of anidulafungin has not been observed. Anidulafungin is not a clinically relevant substrate, inducer, or inhibitor of cytochrome P450 (CYP450) isoenzymes. Anidulafungin undergoes slow chemical degradation at physiologic temperature and pH to a ring-opened peptide that lacks antifungal activity.


5.7 Biological Half-Life

40-50 hours


5.8 Mechanism of Action

Anidulafungin is a semi-synthetic echinocandin with antifungal activity. Anidulafungin inhibits glucan synthase, an enzyme present in fungal, but not mammalian cells. This results in inhibition of the formation of 1,3-β-D-glucan, an essential component of the fungal cell wall, ultimately leading to osmotic instability and cell death.


API Reference Price

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25-Mar-2022
02-Dec-2024
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Looking for 166663-25-8 / Anidulafungin API manufacturers, exporters & distributors?

Anidulafungin manufacturers, exporters & distributors 1

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PharmaCompass offers a list of Anidulafungin 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 Anidulafungin manufacturer or Anidulafungin supplier for your needs.

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

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

API | Excipient name

Anidulafungin

Synonyms

Eraxis, 166663-25-8, Ecalta, V-echinocandin, Ver-002, Ly303366

Cas Number

166663-25-8

Unique Ingredient Identifier (UNII)

9HLM53094I

About Anidulafungin

Echinocandin antifungal agent that is used in the treatment of CANDIDEMIA and CANDIDIASIS.

Anidulafungin Manufacturers

A Anidulafungin manufacturer is defined as any person or entity involved in the manufacture, preparation, processing, compounding or propagation of Anidulafungin, including repackagers and relabelers. The FDA regulates Anidulafungin manufacturers to ensure that their products comply with relevant laws and regulations and are safe and effective to use. Anidulafungin 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 Anidulafungin manufacturers with USDMF, JDMF, KDMF, CEP, GMP, COA and API Price related information on PhamaCompass.

Anidulafungin Suppliers

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

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

Anidulafungin USDMF

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

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

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

Anidulafungin WC

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

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

Anidulafungin NDC

National Drug Code is a comprehensive database maintained by the FDA that contains information on all drugs marketed in the US. This directory includes information about finished drug products, unfinished drug products, and compounded drug products, including those containing Anidulafungin as an active pharmaceutical ingredient (API).

Finished drug products

The FDA updates the NDC directory daily. The NDC numbers for Anidulafungin API and other APIs are published in this directory by the FDA.

Unfinished drugs

The NDC unfinished drugs database includes product listing information submitted for all unfinished drugs, such as active pharmaceutical ingredients (APIs), drugs intended for further processing and bulk drug substances for compounding.

Pharmaceutical companies that manufacture Anidulafungin as an active pharmaceutical ingredient (API) must furnish the FDA with an updated record of all drugs that they produce, prepare, propagate, compound, or process for commercial distribution in the US at their facilities.

Compounded drug products

The NDC directory also contains data on finished compounded human drug products that contain Anidulafungin and are produced by outsourcing facilities. While these outsourcing facilities are not mandated to assign a Anidulafungin NDC to their finished compounded human drug products, they may choose to do so.

click here to find a list of Anidulafungin suppliers with NDC on PharmaCompass.

Anidulafungin GMP

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

Anidulafungin CoA

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

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

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