4'-tert-Butyl-4-(4-(hydroxybenzhydryl)piperidino)butyrophenone

HCID 39380

Notes Reactions

Substructure search Find similar structures

Basic information

CAS: 43076-30-8
Standard SMILES: CC(C)(C)c1ccc(C(=O)CCCN2CCC(C(O)(c3ccccc3)c3ccccc3)CC2)cc1
InChIKey: YCADFOXVGUGHRV-UHFFFAOYSA-N
Molecular formula: C32H39NO2
Average molar mass: 469.7 g/mol
Monoisotopic mass: 469.29807949

Names & identifiers

Preferred name: 4'-tert-Butyl-4-(4-(hydroxybenzhydryl)piperidino)butyrophenone
IUPAC: 1-(4-tert-butylphenyl)-4-[4-[hydroxy(diphenyl)methyl]piperidin-1-yl]butan-1-one
English name: 4'-tert-butyl-4-[4-(hydroxybenzhydryl)piperidino]butyrophenone
Molecular formula: C32H39NO2
Molecular weight: 469.66

Names & synonyms

terfenadone43076-30-84'-tert-Butyl-4-(4-(hydroxybenzhydryl)piperidino)butyrophenone1-(4-(tert-Butyl)phenyl)-4-(4-(hydroxydiphenylmethyl)piperidin-1-yl)butan-1-one1-(4-tert-butylphenyl)-4-[4-[hydroxy(diphenyl)methyl]piperidin-1-yl]butan-1-one4'-TERT-BUTYL-4-[4-(HYDROXYBENZHYDRYL)PIPERIDINO]BUTYROPHENONECHEMBL205154W5XZU6S7621-(4-(1,1-Dimethylethyl)phenyl)-4-(4-(hydroxydiphenylmethyl)piperidin-1-yl)butan-1-one1-[4-(1,1-Dimethylethyl)phenyl]-4-[4-(hydroxydiphenylmethyl)piperidin-1-yl]butan-1-one (Terfenadone)EINECS 256-074-1Terfenadine EP Impurity A

Show more names

Terfenadine USP Related Compound A1-(4-TERT-BUTYLPHENYL)-4-[4-(ALPHA-HYDROXYBENZHYDRYL)PIPERIDINO]BUTAN-1-ONE1-[4-(1,1-Dimethylethyl)phenyl]-4-[4-(hydroxydiphenylmethyl)piperidin-1-yl]butan-1-one1-Butanone, 1-[4-(1,1-dimethylethyl)phenyl]-4-[4-(hydroxydiphenylmethyl)-1-piperidinyl]-

1-[4-(1,1-Dimethylethyl)phenyl]-4-[4-(hydroxydiphenylmethyl)piperidin-1-yl]butan-1-one; Terfenadine Imp. A (EP); Terfenadone; Terfenadine Related Compound A; Terfenadine Impurity ATERFENADINONETerfenadine impurity A CRSUNII-W5XZU6S762MLS006010685SCHEMBL11364486DTXSID90195676MDL 9917

Database identifiers

CAS: 43076-30-8
PubChem CID: 39380
DTXSID: DTXSID90195676
ChEMBL: CHEMBL205154
UNII: W5XZU6S762
EC Number: 256-074-1
Nikkaji: J548.119H

Properties

Computed structural properties

XLogP: 6.7
Topological polar surface area: 40.5 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 3
Rotatable bonds: 9
Heavy atoms: 35
Formal charge: 0
Complexity: 621

Experimental & physicochemical properties

Endocrine DisruptorsPotential endocrine disrupting compound

Physicochemical properties

Melting point: 175 °C · 175 °C
Boiling point: 624.5 · 624.5±55.0 °C(Predicted)
Density: 1.082 · 1.082±0.06 g/cm3(Predicted)
storage temp.: 2 · 2-8°C
solubility: Chloroform (Slightly), Methanol (Slightly)
pka: 13.32 · 13.32±0.29(Predicted)
Major Application: pharmaceutical (small molecule)
InChIKey: YCADFOXVGUGHRV-UHFFFAOYSA-N
SMILES: N2(CCC(CC2)C(O)(c4ccccc4)c3ccccc3)CCCC(=O)c1ccc(cc1)C(C)(C)C
FDA UNII: 5 XZU6S762 · W5XZU6S762
UNSPSC Code: 41116107 · 41116107
NACRES: 24 · NA.24
WGK Germany: 3 · WGK 3
Storage Class: 11 · 11 - Combustible Solids

Safety & regulation

Safety data

wgk: WGK 3
Storage Class: 11 - Combustible Solids

Chemistry & industry

Applications · 1 item

UsesTerfenadone, is the first nonsedating antihistamine for the treatment of allergic rhinitis. It is also the derivative of Terfenadine (T114500). Terfenadine, has been also identified to be an inhibitor of human CD81-receptor HCV-E2 interaction.