2-[4-(2-chlorophenyl)-1,3-dithiolan-2-ylidene]-2-(1H-imidazol-1-yl)acetonitrile

• ChemBase ID: 157159
• Molecular Formular: C14H10ClN3S2
• Molecular Mass: 319.8323
• Monoisotopic Mass: 319.00046702
• SMILES: c1ccc(c(c1)C1CS/C(=C(/C#N)\n2ccnc2)/S1)Cl
• Canonical SMILES: N#C/C(=C\1/SCC(S1)c1ccccc1Cl)/n1cncc1
• InChI: InChI=1S/C14H10ClN3S2/c15-11-4-2-1-3-10(11)13-8-19-14(20-13)12(7-16)18-6-5-17-9-18/h1-6,9,13H,8H2
• InChIKey: ZRTQSJFIDWNVJW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[4-(2-chlorophenyl)-1,3-dithiolan-2-ylidene]-2-(1H-imidazol-1-yl)acetonitrile; 2-[(2E)-4-(2-chlorophenyl)-1,3-dithiolan-2-ylidene]-2-(1H-imidazol-1-yl)acetonitrile
• IUPAC Traditional name: 2-[4-(2-chlorophenyl)-1,3-dithiolan-2-ylidene]-2-(imidazol-1-yl)acetonitrile; lanoconazole
• Synonyms: 2-[4-(2-Chlorophenyl)-1,3-dithiolan-2-ylidene]-2-imidazol-1-yl-acetonitrile; Lanoconazole; (E)-(+/-)-α-[4-(2-Chlorophenyl)-1,3-dithiolan-2-ylidene]-1H-imidazole-1-acetonitrile; Latoconazole; TJN-318; NND-318; Astat; Lanoconazole; 2-[4-(2-氯苯基)-1,3-二硫戊环-2-亚基]-2-咪唑-1-基-乙腈; 拉诺康唑

Database IDs

• CAS Number: 101530-10-3
• MDL Number: MFCD00865590
• PubChem SID: 162251296
• PubChem CID: 3002820

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 3.0103867
• LogD (pH = 7.4): 3.4391317
• Log P: 3.465916
• Molar Refractivity: 96.1957 cm^3
• Polarizability: 32.92813 Å^3
• Polar Surface Area: 41.61 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: White Solid
• Melting Point: 129-132°C

Safety Information

• Storage Condition: -20°C Freezer
• RTECS: NI3393500
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Grade: VETRANAL™, analytical standard
• Empirical Formula (Hill Notation): C14H10ClN3S2

DETAILS

Sigma Aldrich - 32991

Legal Information
VETRANAL is a trademark of Sigma-Aldrich Co. LLC

Toronto Research Chemicals - L174500

Antifungal.

REFERENCES

• Oka, H., et al.: Arzneim.-Forsch., 42, 345 (1992)
• Niwano, Y., et al.: Antimicrob. Agents Chemother., 38, 2204 (1992)
• Munt, L.: et al.: Oyo Yakuri, 43, 195 (1992)