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Butenafine hydrochloride

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  • Name Butenafine hydrochloride
  • EINECS642-354-4
  • CAS No. 101827-46-7
  • Density1.032 g/cm3
  • PSA3.24000
  • LogP6.57130
  • SolubilitySoluble in methanol, ethanol or chloroform, insoluble in anhydrous acetic acid or acetonitrile, practically insoluble in ether
  • Melting Point210-214 °C
  • FormulaC23H27N.HCl
  • Boiling Point426.1 °C at 760 mmHg
  • Molecular Weight353.19
  • Flash Point187.7 °C
  • Transport InformationN/A
  • AppearanceWhite crystalline powder
  • Safety44
  • Risk Codes21
  • Molecular Structure
    Molecular Structure of 101827-46-7 (Butenafine hydrochloride)
  • Hazard SymbolsXn
  • SynonymsXn

Butenafine hydrochloride Specification

The Butenafine HCl with CAS registry number of 101827-46-7 is also known as N-(p-tert-Butylbenzyl)-N-methyl-1-naphthalenemethylamine hydrochloride. The IUPAC name is 1-(4-tert-Butylphenyl)-N-methyl-N-(naphthalen-1-ylmethyl)methanamine hydrochloride. It belongs to product categories of Active Pharmaceutical Ingredients; Antifungals for Research and Experimental Use; Biochemistry; Butenafine. In addition, the formula is C23H27N.HCl and the molecular weight is 353.19. This chemical is a white crystalline powder and soluble in methanol, ethanol or chloroform, insoluble in anhydrous acetic acid or acetonitrile, practically insoluble in ether. What's more, it is used as an antifungal to control dermal fungal infections such as athletes foot and ring worm.

Physical properties about Butenafine HCl are: (1)ACD/LogP: 6.77; (2)# of Rule of 5 Violations: 1; (3)#H bond acceptors: 1; (4)#Freely Rotating Bonds: 5; (5)Polar Surface Area: 3.24Å2; (6)Flash Point: 187.7 °C; (7)Enthalpy of Vaporization: 68.08 kJ/mol; (8)Boiling Point: 426.1 °C at 760 mmHg; (9)Vapour Pressure: 1.82E-07 mmHg at 25 °C.

Preparation of Butenafine HCl: it is prepared by reaction of N-methyl-1-naphthalene methylamine hydrochloride with tert-Butyl benzyl bromide. The reaction needs reagent sodium carbonate and solvent dimethylformamide at the temperature of 30-40 °C for 5 hours. The yield is about 94%.

Butenafine HCl is prepared by reaction of N-methyl-1-naphthalene methylamine hydrochloride with tert-Butyl benzyl bromide.

You can still convert the following datas into molecular structure:
1. Canonical SMILES: CC(C)(C)C1=CC=C(C=C1)CN(C)CC2=CC=CC3=CC=CC=C32.Cl
2. InChI: InChI=1S/C23H27N.ClH/c1-23(2,3)21-14-12-18(13-15-21)16-24(4)17-20-10-7-9-19-8-5-6-11-22(19)20;/h5-15H,16-17H2,1-4H3;1H
3. InChIKey: LJBSAUIFGPSHCN-UHFFFAOYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LD50 oral > 5gm/kg (5000mg/kg) SENSE ORGANS AND SPECIAL SENSES: LACRIMATION: EYE

BEHAVIORAL: ATAXIA

GASTROINTESTINAL: NAUSEA OR VOMITING
Kiso to Rinsho. Clinical Report. Vol. 24, Pg. 1551, 1990.
dog LD50 skin > 100mg/kg (100mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 23, Pg. 201, 1992.
mouse LD50 intravenous > 140mg/kg (140mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 23, Pg. 201, 1992.
mouse LD50 oral > 5gm/kg (5000mg/kg) SENSE ORGANS AND SPECIAL SENSES: LACRIMATION: EYE

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION
Kiso to Rinsho. Clinical Report. Vol. 24, Pg. 1539, 1990.
mouse LD50 skin > 800mg/kg (800mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 23, Pg. 201, 1992.
mouse LD50 subcutaneous > 200mg/kg (200mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 23, Pg. 201, 1992.
rat LD50 intravenous > 100mg/kg (100mg/kg) SENSE ORGANS AND SPECIAL SENSES: LACRIMATION: EYE

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION
Kiso to Rinsho. Clinical Report. Vol. 24, Pg. 1539, 1990.
rat LD50 oral > 4gm/kg (4000mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 23, Pg. 201, 1992.
rat LD50 skin > 1gm/kg (1000mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 23, Pg. 201, 1992.
rat LD50 subcutaneous > 150mg/kg (150mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 23, Pg. 201, 1992.
rat LDLo intraperitoneal 1gm/kg (1000mg/kg) SENSE ORGANS AND SPECIAL SENSES: LACRIMATION: EYE

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION
Kiso to Rinsho. Clinical Report. Vol. 24, Pg. 2589, 1990.

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