GRADE & PURITY Analytical standard, ≥99.2%

Synonyms

(5e)-5-[(4-chlorophenyl)methylene]-2,2-dimethyl-1-(1h-1,2,4-triazol-1-ylmethyl)cyclopentanol | Premise | Di-p-tolyl sulphone | NCGC00168342-01 | (5E)-5-(4-chlorobenzylidene)-2,2-dimethyl-1-(1H-1,2,4-triazol-1-ylmethyl)cyclopentanol | NCGC00168342-02 | HSD

Storage

Room temperature

Shipped In

Normal

Specifications

Synonyms

(5e)-5-[(4-chlorophenyl)methylene]-2, 2-dimethyl-1-(1h-1, 2, 4-triazol-1-ylmethyl)cyclopentanol | Premise | Di-p-tolyl sulphone | NCGC00168342-01 | (5E)-5-(4-chlorobenzylidene)-2, 2-dimethyl-1-(1H-1, 2, 4-triazol-1-ylmethyl)cyclopentanol | NCGC00168342-02 | HSD

Specifications & Purity

analytical standard, ≥99.2%

Biochemical and Physiological Mechanisms

Triazole antifungal agent. Cytochrome P450 inhibitor. Inhibits ergosterol biosynthesis. Induces gene expression changes and shows fungistatic effects in vivo.

Storage

Room temperature

Shipped In

Normal

Grade

Analytical standard

Action Type

INHIBITOR

Note

Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Purity

≥99.2%

Names and Identifiers

• Canonical Smiles: CC1(CCC(=CC2=CC=C(C=C2)Cl)C1(CN3C=NC=N3)O)C
• IUPAC Name: (5E)-5-[(4-chlorophenyl)methylidene]-2,2-dimethyl-1-(1,2,4-triazol-1-ylmethyl)cyclopentan-1-ol
• InChIKey: PPDBOQMNKNNODG-NTEUORMPSA-N
• INCHI: 1S/C17H20ClN3O/c1-16(2)8-7-14(9-13-3-5-15(18)6-4-13)17(16,22)10-21-12-19-11-20-21/h3-6,9,11-12,22H,7-8,10H2,1-2H3/b14-9+
• Isomeric SMILES: CC1(CC/C(=C\C2=CC=C(C=C2)Cl)/C1(CN3C=NC=N3)O)C
• WGK Germany: 2
• RTECS: GY4705000
• PubChem CID: 6537961
• Molecular Weight: 317.81

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Class Benzene and substituted derivatives
      • Subclass Halobenzenes

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: Benzene and substituted derivatives
• Subclass: Halobenzenes
• Intermediate Tree Nodes: Not available
• Direct Parent: Chlorobenzenes
• Alternative Parents: Cyclopentanols Aryl chlorides Triazoles Tertiary alcohols Heteroaromatic compounds Cyclic alcohols and derivatives Azacyclic compounds Organopnictogen compounds Organonitrogen compounds Organochlorides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteromonocyclic compounds
• Substituents: Chlorobenzene - Aryl chloride - Aryl halide - Cyclopentanol - Azole - Heteroaromatic compound - Cyclic alcohol - 1,2,4-triazole - Tertiary alcohol - Azacycle - Organoheterocyclic compound - Organochloride - Organohalogen compound - Alcohol - Hydrocarbon derivative - Organopnictogen compound - Organic oxygen compound - Organic nitrogen compound - Organonitrogen compound - Organooxygen compound - Aromatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as chlorobenzenes. These are compounds containing one or more chlorine atoms attached to a benzene moiety.
• External Descriptors: tertiary alcohol - monochlorobenzenes - olefinic compound - triazoles - cyclopentanols

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Mechanisms of Action

Chemical and Physical Properties

• Molecular Weight: 317.800 g/mol
• XLogP3: 3.100
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 317.129 Da
• Monoisotopic Mass: 317.129 Da
• Topological Polar Surface Area: 50.900 Ų
• Heavy Atom Count: 22
• Formal Charge: 0
• Complexity: 432.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 1
• Defined Bond Stereocenter Count: 1
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 1
• Covalently-Bonded Unit Count: 1

References

1. Jing Nie, Jiabei Zhou, Yi Shen, Ruimiao Lin, Haihong Hu, Kui Zeng, Huichang Bi, Min Huang, Lushan Yu, Su Zeng, Jing Miao.  (2023)  Studies on the interaction of five triazole fungicides with human renal transporters in cells.  TOXICOLOGY IN VITRO,      [PMID:36669674] [10.1016/j.tiv.2023.105555]

2. Zixing Wang, Yuxin Fan, Hong Chen, Xiang Chen, Dexuan Cai, Xihao Tang, Shengrun Zheng, Jun Fan, Songliang Cai, Weiguang Zhang.  (2025)  Preparation and resolution performances of chiral stationary phases based on spherical covalent organic frameworks with various zeta potentials.  JOURNAL OF CHROMATOGRAPHY A,      [PMID:40435717] [10.1016/j.chroma.2025.466087]