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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 of EMBECONAZOLE

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

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.

Approval Year

PubMed

PubMed

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

Sample Use Guides

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 Wed Jul 05 23:00:59 UTC 2023
Edited
by admin
on Wed Jul 05 23:00:59 UTC 2023
Record UNII
02B953TLAI
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
EMBECONAZOLE
INN  
INN  
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
Created by admin on Wed Jul 05 23:00:59 UTC 2023 , Edited by admin on Wed Jul 05 23:00:59 UTC 2023
Code System Code Type Description
NCI_THESAURUS
C98011
Created by admin on Wed Jul 05 23:00:59 UTC 2023 , Edited by admin on Wed Jul 05 23:00:59 UTC 2023
PRIMARY
CAS
329744-44-7
Created by admin on Wed Jul 05 23:00:59 UTC 2023 , Edited by admin on Wed Jul 05 23:00:59 UTC 2023
PRIMARY
ChEMBL
CHEMBL2107748
Created by admin on Wed Jul 05 23:00:59 UTC 2023 , Edited by admin on Wed Jul 05 23:00:59 UTC 2023
PRIMARY
PUBCHEM
6475890
Created by admin on Wed Jul 05 23:00:59 UTC 2023 , Edited by admin on Wed Jul 05 23:00:59 UTC 2023
PRIMARY
SMS_ID
300000034262
Created by admin on Wed Jul 05 23:00:59 UTC 2023 , Edited by admin on Wed Jul 05 23:00:59 UTC 2023
PRIMARY
INN
8548
Created by admin on Wed Jul 05 23:00:59 UTC 2023 , Edited by admin on Wed Jul 05 23:00:59 UTC 2023
PRIMARY
FDA UNII
02B953TLAI
Created by admin on Wed Jul 05 23:00:59 UTC 2023 , Edited by admin on Wed Jul 05 23:00:59 UTC 2023
PRIMARY
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