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129639-79-8

129639-79-8 Structure

129639-79-8 Structure
IdentificationBack Directory
[Name]

N-[4-[2-(2,4-dimethylphenoxy)phenyl]-1,3-thiazol-2-yl]-1,4,5,6-tetrahydropyrimidin-2-amine
[CAS]

129639-79-8
[Synonyms]

Abafungin
BAY-W 6341
4-(2-(2,4-dimethylphenoxy)phenyl)-N-(1,4,5,6-tetrahydropyrimidin-2-yl)thiazol-2-amine
N-[4-[2-(2,4-Dimethylphenoxy)phenyl]-2-thiazolyl]-1,4,5,6-tetrahydro-2-pyrimidinamine
2-Pyrimidinamine, N-[4-[2-(2,4-dimethylphenoxy)phenyl]-2-thiazolyl]-1,4,5,6-tetrahydro-
N-[4-[2-(2,4-dimethylphenoxy)phenyl]-1,3-thiazol-2-yl]-1,4,5,6-tetrahydropyrimidin-2-amine
[Molecular Formula]

C21H22N4OS
[MDL Number]

MFCD00942263
[MOL File]

129639-79-8.mol
[Molecular Weight]

378.49
Chemical PropertiesBack Directory
[Melting point ]

199 °C
[storage temp. ]

Keep in dark place,Inert atmosphere,2-8°C
[solubility ]

DMF: 10 mg/mL; DMSO: 2.5 mg/mL; Ethanol: 0.3 mg/mL; PBS (pH 7.2): 0.3 mg/mL
[form ]

powder to crystal
[color ]

White to Light yellow
[InChI]

InChI=1S/C21H22N4OS/c1-14-8-9-18(15(2)12-14)26-19-7-4-3-6-16(19)17-13-27-21(24-17)25-20-22-10-5-11-23-20/h3-4,6-9,12-13H,5,10-11H2,1-2H3,(H2,22,23,24,25)
[InChIKey]

TYBHXIFFPVFXQW-UHFFFAOYSA-N
[SMILES]

C1(NC2=NC(C3=CC=CC=C3OC3=CC=C(C)C=C3C)=CS2)NCCCN=1
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P261-P280-P301+P312-P302+P352-P305+P351+P338
[HS Code ]

2934.10.2000
Hazard InformationBack Directory
[Originator]

Abafungin,York Pharma
[Uses]

Abafungin is a broad-spectrum antifungal agent.
[Definition]

ChEBI: A member of the class of guanidines that is tetrahydropyrimidin-2(1H)-imine in which the hydrogen of the imino group is replaced by a thiazol-2-yl group which in turn is substituted by a 2-(2,4-dimethylphenoxy)phenyl group at position 4 It has been used for the topical treatment of fungal nail infections.
[Manufacturing Process]

15.8 g (0.12 mole) N-(1,4,5,6-tetrahydropyrimidinyl)thiourea were added to 27.45 g (0.1 mole) 2-(2,4-dimethylphenoxy)phenacyl chloride in 100 ml acetone and heated to reflux for 2 hours. On cooling the falling out product was filtered off, washed with acetone and dried. N-[4-[2-(2,4- Dimethylphenoxy)phenyl]-2-thiazolyl]-1,4,5,6-tetrahydro-2-pyrimidinamine hydrochloride was prepared. Yield 91.4%; MP: 160°C.
20.72 g (0.05 mole) above product was stirred with 300 ml 1 N sodium hydroxide for 30 minutes at room temperature. The insoluble product was filtered off, washed and dried. Yield of N-[4-[2-(2,4-dimethylphenoxy)phenyl]- 2-thiazolyl]-1,4,5,6-tetrahydro-2-pyrimidinamine was 16.2 g (86%). MP: 191°-192°C.
[Therapeutic Function]

Antibacterial, Antifungal
Spectrum DetailBack Directory
[Spectrum Detail]

N-[4-[2-(2,4-dimethylphenoxy)phenyl]-1,3-thiazol-2-yl]-1,4,5,6-tetrahydropyrimidin-2-amine(129639-79-8)1HNMR
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