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Anidulafungin

CAS No.
166663-25-8
Chemical Name:
Anidulafungin
Synonyms
Eraxis;Ecalta;CS-2272;LY 303366;nidulafungin;Anidulafungin;AN(Local GMP);Arnie Finn net;LY 303366, Eraxis;Anidulafungin-d11
CBNumber:
CB71120054
Molecular Formula:
C58H73N7O17
Molecular Weight:
1140.24
MDL Number:
MFCD00917070
MOL File:
166663-25-8.mol
Last updated:2023-10-12 18:06:02

Anidulafungin Properties

Melting point >196°C (subl.)
Boiling point 1477.0±65.0 °C(Predicted)
Density 1.47±0.1 g/cm3(Predicted)
storage temp. under inert gas (nitrogen or Argon) at 2-8°C
solubility DMSO (Slightly, Heated), Methanol (Slightly)
pka 9.86±0.26(Predicted)
form Solid
color White to Pale Beige
NCI Dictionary of Cancer Terms anidulafungin
FDA UNII 9HLM53094I
NCI Drug Dictionary anidulafungin
ATC code J02AX06

Pharmacokinetic data

Protein binding >99%
Excreted unchanged in urine <1%
Volume of distribution 30-50 Litres
Biological half-life 40-50 / Unchanged

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictograms
GHS07,GHS08
Signal word  Warning
Hazard statements  H302-H361-H319
Precautionary statements  P201-P202-P281-P308+P313-P405-P501-P264-P270-P301+P312-P330-P501-P264-P280-P305+P351+P338-P337+P313P
NFPA 704
0
2 0

Anidulafungin price More Price(37)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Cayman Chemical 20753 Anidulafungin ≥98% 166663-25-8 1mg $32 2024-03-01 Buy
Cayman Chemical 20753 Anidulafungin ≥98% 166663-25-8 5mg $109 2024-03-01 Buy
Cayman Chemical 20753 Anidulafungin ≥98% 166663-25-8 10mg $184 2024-03-01 Buy
Cayman Chemical 20753 Anidulafungin ≥98% 166663-25-8 50mg $341 2024-03-01 Buy
Usbiological 441586 Anidulafungin-d11 166663-25-8 500ug $502 2021-12-16 Buy
Product number Packaging Price Buy
20753 1mg $32 Buy
20753 5mg $109 Buy
20753 10mg $184 Buy
20753 50mg $341 Buy
441586 500ug $502 Buy

Anidulafungin Chemical Properties,Uses,Production

Description

Anidulafungin, a semi-synthetic derivative of echinocandin B, has been developed and launched as an intravenous treatment for serious fungal infections, such as candidemia, Candida-derived peritonitis, intra-abdominal abscesses, and esophageal candidiasis. As a non-competitive inhibitor of 1,3-b-D-glucan synthase, which is responsible for the formation of glucan polymers, anidulafungin interferes with the cell wall synthesis of most pathogenic fungi. This mode of action is characteristic of the echinocandin class of antifungals. While the first member of this class, cilofungin, was withdrawn due to toxicity associated with the formulation vehicle, anidulafungin follows the successful introduction of caspofungin and micafungin. Compared to the other echinocandins, anidulafungin appears to be more potent (MIC90 ofr0.25 mg/mL for C.albicans, 0.5 mg/mL for C.glabrata, 1 mg/mL for C. krusel and C.tropicalis, 2mg/mL for C.lusitaniae, and 2 mg/mL for Aspergillus spp) and is devoid of significant drug interactions since it is neither an inhibitor nor substrate of the cytochrome P450 isoenzymes. The emergence of the echinocandins circumvents the concern regarding the rising resistance to the azole and amphotericin B antifungals; no cross-resistance is expected because the echinocandins work at the cell wall rather than the cell membrane.

Originator

Eli Lilly (US)

Uses

Anidulafungin is a semi-synthetic cyclic lipopeptide belonging to the echinocandin class that was reported in 1995 and commercially developed by Eli Lilly. Anidulafungin inhibits the synthesis of β-(1,3)-D-glucan, an essential component of the cell wall of susceptible fungi and is extensively referenced in the literature with over 400 citations.

Uses

nucleoside reverse transcriptase inhibitor (NRTI) for HIV treatment in adults

Definition

ChEBI: A semisynthetic echinocandin anti-fungal drug. It is active against Aspergillus and Candida species and is used for the treatment of invasive candidiasis.

brand name

Eraxis (Vicuron).

Antimicrobial activity

It is active against Aspergillus spp., Candida spp. and the cyst stage of Pneumocystis jirovecii. Resistance has not yet been reported.

Pharmaceutical Applications

A semisynthetic lipopeptide derived from a fermentation product of Aspergillus nidulans. Formulated for intravenous infusion.

Pharmacokinetics

Cmax 100 mg 1-h infusion: c. 9 mg/L end infusion
Plasma half-life: 18–27 h
Volume of distribution: 0.6 L/kg
Plasma protein binding: 84%
Blood concentrations increase in proportion to dosage. The steady state is achieved on the first day after a loading dose (twice the daily maintenance dose).
Distribution
Levels in the CSF are negligible.
Metabolism and excretion
Unlike caspofungin and micafungin, anidulafungin is not metabolized by the liver, but undergoes slow non-enzymatic degradation in the blood to a peptide breakdown product which is enzymatically degraded and excreted in the feces and bile. About 30% of a dose is eliminated in the feces, of which less than 10% is unchanged drug. Less than 1% of a dose is excreted in the urine. No dosage adjustment is required in patients with hepatic or renal impairment. Anidulafungin is not cleared by hemodialysis.

Clinical Use

Candidemia and certain invasive forms of candidosis
Esophageal candidosis

Side effects

Occasional histamine-mediated infusion-related reactions, injection site reactions and transient abnormalities of liver enzymes have been reported.

Metabolism

Hepatic metabolism of anidulafungin has not been observed. Anidulafungin is not a clinically relevant substrate, inducer, or inhibitor of cytochrome P450 isoenzymes.
Anidulafungin undergoes slow chemical degradation at physiologic temperature and pH to a ring-opened peptide that lacks antifungal activity. The ring-opened product is subsequently converted to peptidic degradants and eliminated mainly through biliary excretion. In a single-dose clinical study, radiolabelled [14C]-anidulafungin (~88 mg) was administered to healthy subjects. Approximately 30% of the administered radioactive dose was eliminated in the faeces over 9 days, of which less than 10% was intact drug. Less than 1% of the administered radioactive dose was excreted in the urine, indicating negligible renal clearance.

References

[1] zhanel gg1, karlowsky ja, harding ga, balko tv, zelenitsky sa, friesen m, kabani a, turik m, hoban dj. in vitro activity of a new semisynthetic echinocandin, ly-303366, against systemic isolates of candida species, cryptococcus neoformans, blastomyces dermatitidis, and aspergillus species. antimicrob agents chemother. 1997 apr;41(4):863-5.

619-44-3
166663-25-8
Synthesis of Anidulafungin from Methyl 4-iodobenzoate

Anidulafungin Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 286)Suppliers
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ENBRIDGE PHARMTECH CO., LTD.
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Hebei Mojin Biotechnology Co., Ltd
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Hangzhou FandaChem Co.,Ltd.
008657128800458; +8615858145714 fandachem@gmail.com China 9348 55
Shanghai Yingrui Biopharma Co., Ltd.
+86-21-33585366 - 03@ sales03@shyrchem.com CHINA 738 60
ATK CHEMICAL COMPANY LIMITED
+undefined-21-51877795 ivan@atkchemical.com China 32480 60

View Lastest Price from Anidulafungin manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Anidulafungin pictures 2024-04-17 Anidulafungin
166663-25-8
US $1.10 / g 1g 99.0% min 100 tons min Shaanxi Dideu Medichem Co. Ltd
Anidulafungin pictures 2024-03-12 Anidulafungin
166663-25-8
US $0.00 / g 1g 98% HPLC 1kg shandong perfect biotechnology co.ltd
?Anidulafungin pictures 2023-11-13 ?Anidulafungin
166663-25-8
US $0.00 / Kg/Bag 1Kg/Bag 99% 100KG Wuhan Boye Science And Technology Development Co., Ltd.
  • Anidulafungin pictures
  • Anidulafungin
    166663-25-8
  • US $1.10 / g
  • 99.0% min
  • Shaanxi Dideu Medichem Co. Ltd
  • Anidulafungin pictures
  • Anidulafungin
    166663-25-8
  • US $0.00 / g
  • 98% HPLC
  • shandong perfect biotechnology co.ltd
  • ?Anidulafungin pictures
  • ?Anidulafungin
    166663-25-8
  • US $0.00 / Kg/Bag
  • 99%
  • Wuhan Boye Science And Technology Development Co., Ltd.

Anidulafungin Spectrum

Anidulafungin Echinocandin B, 1-(4R,5R)-4,5-dihydroxy-N2-4-(pentyloxy)1,1:4,1-terphenyl-4-ylcarbonyl-L-ornithine- Anidulafungin(LY303366) Ecalta LY 303366 LY 303366, Eraxis 1-[(4R,5R)-4,5-dihydroxy-N2-[[4''-(pentyloxy)[1,1'',1''-terphenyl]-4-yl]carbonyl]-L-ornithine]-echinocandin B Anidulafungin-d11 AN(Local GMP) nidulafungin CS-2272 Anidulafungin USP/EP/BP An u a ung nidlfi DMF No.: 032010 ASMF Approved AnidulafunginQ: What is Anidulafungin Q: What is the CAS Number of Anidulafungin Q: What is the storage condition of Anidulafungin Q: What are the applications of Anidulafungin Eraxis Arnie Finn net 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((R)-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 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((R)-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 166663-25-8 66663-25-8 C58H73N7O17 Inhibitors Antifungals API