EMBECONAZOLE

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C27H25F3N4O3S
Molecular Weight	542.573
Optical Activity	UNSPECIFIED
Defined Stereocenters	4 / 4
E/Z Centers	2
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

C[C@@H](S[C@H]1CO[C@@H](OC1)\C=C\C=C\C2=C(F)C=C(C=C2)C#N)[C@](O)(CN3C=NC=N3)C4=C(F)C=C(F)C=C4

InChI

InChIKey=XSRKBFUVSRRJDX-GGZJQHSXSA-N

InChI=1S/C27H25F3N4O3S/c1-18(27(35,15-34-17-32-16-33-34)23-9-8-21(28)11-25(23)30)38-22-13-36-26(37-14-22)5-3-2-4-20-7-6-19(12-31)10-24(20)29/h2-11,16-18,22,26,35H,13-15H2,1H3/b4-2+,5-3+/t18-,22-,26-,27-/m1/s1

HIDE SMILES / InChI

Molecular Formula	C27H25F3N4O3S
Molecular Weight	542.573
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	4 / 4
E/Z Centers	2
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/11767091 | https://www.ncbi.nlm.nih.gov/pubmed/12543666 | https://www.ncbi.nlm.nih.gov/pubmed/11796343 | https://adisinsight.springer.com/drugs/800014655

Embeconazole (CS 758 or R 120758) is a triazole antifungal agent. Embeconazole exerts potent antifungal activity both in vitro and in vivo. It was being developed for the treatment of mycoses.

Originator

Approval Year

PubMed

Title	Date	PubMed
Synthesis and in vitro antifungal activities of novel triazole antifungal agent CS-758.	2001 Dec	11767091
In vitro and in vivo activities of CS-758 (R-120758), a new triazole antifungal agent.	2002 Feb	11796343
Amide analogs of antifungal dioxane-triazole derivatives: synthesis and in vitro activities.	2009 Apr 1	19269821

Patents

Sample Use Guides

In Vitro Use Guide

CS-758 exhibited potent activity against yeasts (MIC range, ≤0.008 to 1 μg/ml). Although the CS-758 MICs were high (4 to >16 μg/ml) for highly resistant C. albicans strains, CS-758 exhibited potent activity against other strains with an MIC range of 0.016 to 0.5 μg/ml. CS-758 exhibited potent activity against Aspergillus spp., with an MIC range of ≤0.016 to 0.12 μg/ml.

Substance Class	Chemical Created by `admin` on `Fri Dec 15 15:31:20 UTC 2023` Edited by `admin` on `Fri Dec 15 15:31:20 UTC 2023`
Record UNII	02B953TLAI
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

EMBECONAZOLE

Official Name

English

R-120758

Code

English

embeconazole [INN]

Common Name

English

4-((1E,3E)-4-(TRANS-5-(((1R,2R)-2-(2,4-DIFLUOROPHENYL)-2-HYDROXY-1-METHYL-3-(1H-1,2,4-TRIAZOL-1-YL)PROPYL)THIO)-1,3-DIOXAN-2-YL)-1,3-BUTADIENYL)-3-FLUOROBENZONITRILE

Systematic Name

English

CS-758

Code

English

Classification Tree Code System Code

NCI_THESAURUS

C514