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Lanoconazole
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Name

Lanoconazole

 EINECS 203-865-4
CAS No. 101530-10-3 Density 1.43 g/cm3
PSA 92.21000 LogP 4.40748
Solubility N/A Melting Point 141.5oC
Formula C14H10ClN3S2 Boiling Point 477.6oC at 760 mmHg
Molecular Weight 319.839 Flash Point 242.6oC
Transport Information N/A Appearance Light-yellow crystals
Safety Risk Codes 22
Molecular Structure Molecular Structure of 101530-10-3 (Lanoconazole) Hazard Symbols HarmfulXn
Synonyms

NND 318;TJN 318;1H-Imidazole-1-acetonitrile, a-[4-(2-chlorophenyl)-1,3-dithiolan-2-ylidene]-, (E)-;Astat;Latoconazole;

Article Data 3

Lanoconazole Synthetic route

1310-58-3

potassium hydroxide

1-chloro-2-(1,2-dichloroethyl) benzene

98873-55-3

1-cyanomethylimidazole

101530-10-3

lanoconazole

Conditions
ConditionsYield
With carbon disulfide; dimethyl sulfoxide In water38%
With carbon disulfide; dimethyl sulfoxide In water38%
1310-58-3

potassium hydroxide

1,2-dibromo-1-(2’-chlorophenyl)ethane

98873-55-3

1-cyanomethylimidazole

101530-10-3

lanoconazole

Conditions
ConditionsYield
With carbon disulfide; dimethyl sulfoxide In water20%

Lanoconazole Chemical Properties

Molecular Structure of Lanoconazole (101530-10-3):

IUPAC Name: (2E)-2-[4-(2-Chlorophenyl)-1,3-dithiolan-2-ylidene]-2-imidazol-1-ylacetonitrile 
Molecular Formula: C14H10ClN3S2
Molecular Weight: 319.832300 g/mol
XLogP3-AA: 3.3
H-Bond Donor: 0
H-Bond Acceptor: 2
Canonical SMILES: C1C(SC(=C(C#N)N2C=CN=C2)S1)C3=CC=CC=C3Cl
Isomeric SMILES: C1C(S/C(=C(\C#N)/N2C=CN=C2)/S1)C3=CC=CC=C3Cl
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/b14-12+
InChIKey: ZRTQSJFIDWNVJW-WYMLVPIESA-N
Index of Refraction: 1.724
Molar Refractivity: 88.56 cm3
Molar Volume: 223 cm3
Surface Tension: 59.4 dyne/cm
Density: 1.43 g/cm3
Flash Point: 242.6 °C
Melting Point: 141.50 °C
Boiling Point: 477.6 °C at 760 mmHg
Enthalpy of Vaporization: 74.15 kJ/mol
Vapour Pressure: 2.77E-09 mmHg at 25 °C
Water Solubility: 14.98 mg/L at 25 °C
Storage Temp.: 2-8 °C
BRN: 4819111

Lanoconazole Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LDLo subcutaneous 2gm/kg (2000mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
LIVER: OTHER CHANGES
BLOOD: NORMOCYTIC ANEMIA		 Oyo Yakuri. Pharmacometrics. Vol. 43, Pg. 137, 1992.
mouse LD subcutaneous > 5gm/kg (5000mg/kg)   Oyo Yakuri. Pharmacometrics. Vol. 43, Pg. 195, 1992.
mouse LD50 intraperitoneal 1743mg/kg (1743mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
SKIN AND APPENDAGES (SKIN): HAIR: OTHER		 Oyo Yakuri. Pharmacometrics. Vol. 43, Pg. 195, 1992.
mouse LD50 oral 2715mg/kg (2715mg/kg) AUTONOMIC NERVOUS SYSTEM: OTHER (DIRECT) PARASYMPATHOMIMETIC
BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION		 Oyo Yakuri. Pharmacometrics. Vol. 43, Pg. 195, 1992.
rat LD skin > 5gm/kg (5000mg/kg)   Oyo Yakuri. Pharmacometrics. Vol. 43, Pg. 195, 1992.
rat LD subcutaneous > 5gm/kg (5000mg/kg) BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)
SKIN AND APPENDAGES (SKIN): HAIR: OTHER		 Oyo Yakuri. Pharmacometrics. Vol. 43, Pg. 195, 1992.
rat LD50 intraperitoneal 1655mg/kg (1655mg/kg) AUTONOMIC NERVOUS SYSTEM: OTHER (DIRECT) PARASYMPATHOMIMETIC
BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY)
BEHAVIORAL: REGIDITY		 Oyo Yakuri. Pharmacometrics. Vol. 43, Pg. 195, 1992.
rat LD50 oral 652mg/kg (652mg/kg) AUTONOMIC NERVOUS SYSTEM: OTHER (DIRECT) PARASYMPATHOMIMETIC
LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION
SKIN AND APPENDAGES (SKIN): HAIR: OTHER		 Oyo Yakuri. Pharmacometrics. Vol. 43, Pg. 195, 1992.

Lanoconazole Safety Profile

Safety Information of Lanoconazole (101530-10-3):
Hazard Codes: Xn
Risk Statements: 22
22: Harmful if swallowed
RTECS: NI3393500

Lanoconazole Specification

  Lanoconazole (101530-10-3) is yellow crystals, also called for Lanoconazole [INN] ; (+-)-(E)-(4-(2-Chlorophenyl)-1,3-dithiolan-2-ylidene)-1-imidazolylacetonitrile ; (+-)-alpha-((E)-4-(o-Chlorophenyl)-1,3-dithiolan-2-ylidene)imidazole-1-acetonitrile ; (E)-alpha-(4-(2-Chlorophenyl)-1,3-dithiolan-2-ylidene)-1H-imidazole-1-acetonitrile ; Astat ; Latoconazole ; NND-318 ; TJN-318 ; UNII-4E7858311F ; 1H-Imidazole-1-acetonitrile, alpha-(4-(2-chlorophenyl)-1,3-dithiolan-2-ylidene)-, (E)-(+-)- ; 1H-Imidazole-1-acetonitrile, alpha-(4-(2-chlorophenyl)-1,3-dithiolan-2-ylidene)-, (alphaE)- . It is a kind of strong imidazole antifungal agents for the treatment of fungal skin disease.

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