D75-4590

    WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 571472

CAS#: N/A

Description: D75-4590 is a β-1,6-Glucan inhibitor. These inhibitors work as antifungal drugs by targeting the fungal cell wall. As glucan is a major component of the cell wall, specifically β-1,6-Glucan, these drugs can help fight fungal infections by degrading glucan or stopping production by inhibiting its synthase. D75-4590 is a pyridobenzimidazole derivative that achieves this function, and is effective against Candida strains (even fluconazole-resistant strains).


Price and Availability

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D75-4590 is not in stock, may be available through custom synthesis. For cost-effective reason, minimum 1 gram order is requested. The product will be characterized by NMR, HPLC and MS analysis. Purity (HPLC) is usually >98%. CoA, QC data, MSDS will be provided when product is successfully made. The estimated lead time is 2-3 months. Please send email to sales@medkoo.com to inquire quote.


Chemical Structure

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Theoretical Analysis

MedKoo Cat#: 571472
Name: D75-4590
CAS#: N/A
Chemical Formula: C21H27N5
Exact Mass: 349.2266
Molecular Weight: 349.48
Elemental Analysis: C, 72.17; H, 7.79; N, 20.04


Synonym: D75-4590; D754590; D75 4590

IUPAC/Chemical Name: 1-{[2-(Diethylamino)ethyl]amino}-2-ethyl-3-methylpyrido[1,2-a]benzimidazole-4-carbonitrile

InChi Key: DMKNXKIUSPUYQP-UHFFFAOYSA-N

InChi Code: InChI=1S/C21H27N5/c1-5-16-15(4)17(14-22)21-24-18-10-8-9-11-19(18)26(21)20(16)23-12-13-25(6-2)7-3/h8-11,23H,5-7,12-13H2,1-4H3

SMILES Code: N#CC1=C(C)C(CC)=C(NCCN(CC)CC)N2C3=CC=CC=C3N=C21


Technical Data

Appearance:
Solid powder

Purity:
>98% (or refer to the Certificate of Analysis)

Shipping Condition:
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition:
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility:
Soluble in DMSO

Shelf Life:
>2 years if stored properly

Drug Formulation:
This drug may be formulated in DMSO

Stock Solution Storage:
0 - 4 C for short term (days to weeks), or -20 C for long term (months).

Harmonized System Code:
293490


Additional Information

There is increasing morbidity and mortality resulting from invasive fungal infections (IFIs) and antifungal drug resistance. As a result, several drug therapies are addressing the need by discovering and designing new antifungal drug targets and mechanisms, specifically against the most common fungi causing IFIs: Candida, Cryptococcus, and Aspergillus species. Existing drugs (polyenes, azoles, and echinocandins) have limited clinical efficacy, narrow antifungal spectrum, unfavorable pharmacokinetic profiles, significant side effects, drug−drug interactions, and resistance issues.


References

1: Kitamura A, Someya K, Hata M, Nakajima R, Takemura M. Discovery of a small-molecule inhibitor of {beta}-1,6-glucan synthesis. Antimicrob Agents Chemother. 2009 Feb;53(2):670-7. doi: 10.1128/AAC.00844-08. Epub 2008 Nov 17. PubMed PMID: 19015325; PubMed Central PMCID: PMC2630612.

2: Kitamura A, Someya K, Okumura R, Hata M, Takeshita H, Nakajima R. In vitro antifungal activities of D11-2040, a beta-1,6-glucan inhibitor, with or without currently available antifungal drugs. Biol Pharm Bull. 2010;33(2):192-7. PubMed PMID: 20118539.

3: Liu N, Tu J, Dong G, Wang Y, Sheng C. Emerging New Targets for the Treatment of Resistant Fungal Infections. J Med Chem. 2018 Jan 16. doi: 10.1021/acs.jmedchem.7b01413. [Epub ahead of print] PubMed PMID: 29294275.