1-phenyl propyl alcohol
1-phenyl-1-propanol
 
Notes:
Used as a food additive [EAFUS]
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      93-54-9 1-Phenyl-1-propanol
       
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      Product(s):
      16-39600 1-PHENYL-1-PROPANOL
       
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      Product(s):
      P0212 1-Phenyl-1-propanol >98.0%(GC)
       
Synonyms   Articles   Notes   Search
CAS Number: 93-54-9Picture of molecule3D/inchi
ECHA EINECS - REACH Pre-Reg: 202-256-0
FDA UNII: 0F897O3O4M
Nikkaji Web: J4.678G
Beilstein Number: 1906759
MDL: MFCD00004564
CoE Number: 82
XlogP3: 1.90 (est)
Molecular Weight: 136.19384000
Formula: C9 H12 O
NMR Predictor: Predict (works with chrome or firefox)
Category: flavor and fragrance agents
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar: Search
Google Books: Search
Google Scholar: with word "volatile"Search
Google Scholar: with word "flavor"Search
Google Scholar: with word "odor"Search
Perfumer and Flavorist: Search
Google Patents: Search
US Patents: Search
EU Patents: Search
Pubchem Patents: Search
PubMed: Search
NCBI: Search
JECFA Food Flavoring: 822  1-phenyl-1-propanol
DG SANTE Food Flavourings: 02.033  1-phenylpropan-1-ol
FEMA Number: 2884 1-phenyl-1-propanol
FDA:No longer provide for the use of these seven synthetic flavoring substances
FDA Mainterm (SATF):93-54-9 ; 1-PHENYL-1-PROPANOL
FDA Regulation:
FDA PART 172 -- FOOD ADDITIVES PERMITTED FOR DIRECT ADDITION TO FOOD FOR HUMAN CONSUMPTION
Subpart F--Flavoring Agents and Related Substances
Sec. 172.515 Synthetic flavoring substances and adjuvants.
Synonyms   Articles   Notes   Search   Top
Physical Properties:
Appearance: colorless to pale yellow clear oily liquid (est)
Assay: 97.00 to 100.00 % 
Additional Assay Information: racemate
Food Chemicals Codex Listed: No
Specific Gravity: 0.99300 to 1.00000 @  25.00 °C.
Pounds per Gallon - (est).: 8.263 to  8.321
Refractive Index: 1.51700 to 1.52200 @  20.00 °C.
Boiling Point: 103.00 °C. @ 14.00 mm Hg
Boiling Point: 219.00 to  220.00 °C. @ 760.00 mm Hg
Vapor Pressure: 0.071000 mmHg @ 25.00 °C. (est)
Flash Point: 195.00 °F. TCC ( 90.56 °C. )
logP (o/w): 1.919 (est)
Soluble in:
 alcohol
 water, 0.6 g/L @ 20 °C (exp)
Insoluble in:
 water
Synonyms   Articles   Notes   Search   Top
Organoleptic Properties:
 
Odor Type: floral
 
 sweet  floral  balsamic  
Odor Description:
at 100.00 %. 
sweet floral balsam
 
 
Flavor Type: balsamic
 
 balsamic  honey  
Taste Description:
balsam honey
 
Odor and/or flavor descriptions from others (if found).
 
 
Synonyms   Articles   Notes   Search   Top
Cosmetic Information:
None found
Synonyms   Articles   Notes   Search   Top
Suppliers:
Aurochemicals
PHENYL PROPYL ALCOHOL, Natural
BOC Sciences
For experimental / research use only.
1-Phenyl-1-propanol
Parchem
1-phenyl propyl alcohol
Penta International
1-PHENYL-1-PROPANOL
Santa Cruz Biotechnology
For experimental / research use only.
1-Phenyl-1-propanol
Sigma-Aldrich
1-Phenyl-1-propanol, ≥97%, FG
Odor: balsam; floral; sweet
Certified Food Grade Products
TCI AMERICA
For experimental / research use only.
1-Phenyl-1-propanol >98.0%(GC)
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Safety Information:
Preferred SDS: View
European information :
Most important hazard(s):
Xi - Irritant
R 38 - Irritating to skin.
S 02 - Keep out of the reach of children.
S 24 - Avoid contact with skin.
S 36 - Wear suitable protective clothing.
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
gavage-rat LD50  2800 mg/kg
(Brown et al., 1955)

gavage-rat LD50  2500 mg/kg
(Rohrbach & Robineau, 1958)

gavage-mouse LD50  500 mg/kg
(Rohrbach & Robineau, 1958)

oral-mouse LD50  500 mg/kg
Archives Internationales de Pharmacodynamie et de Therapie. Vol. 116, Pg. 154, 1958.

unreported-mouse LD50  1000 mg/kg
German Offenlegungsschrift Patent Document. Vol. #2035334

Dermal Toxicity:
skin-rabbit LD50 > 2000 mg/kg
German Offenlegungsschrift Patent Document. Vol. #2035334

subcutaneous-mouse LD50 700 mg/kg
Archives Internationales de Pharmacodynamie et de Therapie. Vol. 116, Pg. 154, 1958.

Inhalation Toxicity:
Not determined
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Safety in Use Information:
Category: flavor and fragrance agents
RIFM Fragrance Material Safety Assessment: Search
IFRA Code of Practice Notification of the 49th Amendment to the IFRA Code of Practice
Recommendation for 1-phenyl propyl alcohol usage levels up to:
  0.6000 % in the fragrance concentrate.
 
Maximised Survey-derived Daily Intakes (MSDI-EU): 0.24 (μg/capita/day)
Maximised Survey-derived Daily Intakes (MSDI-USA): 0.10 (μg/capita/day)
Threshold of Concern:1800 (μg/person/day)
Structure Class: I
Use levels for FEMA GRAS flavoring substances on which the FEMA Expert Panel based its judgments that the substances are generally recognized as safe (GRAS).
The Expert Panel also publishes separate extensive reviews of scientific information on all FEMA GRAS flavoring substances and can be found at FEMA Flavor Ingredient Library
publication number: 3
Click here to view publication 3
 average usual ppmaverage maximum ppm
baked goods: -1.50000
beverages(nonalcoholic): -0.50000
beverages(alcoholic): --
breakfast cereal: --
cheese: --
chewing gum: --
condiments / relishes: --
confectionery froastings: --
egg products: --
fats / oils: --
fish products: --
frozen dairy: -0.50000
fruit ices: -0.50000
gelatins / puddings: --
granulated sugar: --
gravies: --
hard candy: -1.50000
imitation dairy: --
instant coffee / tea: --
jams / jellies: --
meat products: --
milk products: --
nut products: --
other grains: --
poultry: --
processed fruits: --
processed vegetables: --
reconstituted vegetables: --
seasonings / flavors: --
snack foods: --
soft candy: --
soups: --
sugar substitutes: --
sweet sauces: --
Synonyms   Articles   Notes   Search   Top
Safety References:
Flavor & Extract Manufacturers Association (FEMA) reference(s):
The FEMA GRAS assessment of aromatic substituted secondary alcohols, ketones, and related esters used as flavor ingredients. View pdf
European Food Safety Athority(EFSA): Flavor usage levels; Subacute, Subchronic, Chronic and Carcinogenicity Studies; Developmental / Reproductive Toxicity Studies; Genotoxicity Studies...
European Food Safety Authority (EFSA) reference(s):
Opinion of the Scientific Panel on food additives, flavourings, processing aids and materials in contact with food (AFC) related to Flavouring Group Evaluation 16 (FGE.16): Aromatic ketones from chemical group 21 (Commission Regulation (EC) No 1565/2000 of 18 July 2000)
View page or View pdf
Flavouring Group Evaluation 16, Revision 1 (FGE.16Rev1)[1]: Aromatic ketones from chemical group 21- Opinion of the Scientific Panel on Food Additives, Flavourings, Processing Aids and Materials in Contact with Food
View page or View pdf
Flavouring Group Evaluation 69, (FGE.69)[1] - Consideration of aromatic substituted secondary alcohols, ketones and related esters evaluated by JECFA (57th meeting) structurally related to aromatic ketones from chemical group 21 evaluated by EFSA in FGE.16 (2006) - Opinion of the Scientific Panel on Food Additives, Flavourings, Processing Aids and Materials in Contact with Food
View page or View pdf
Flavouring Group Evaluation 16, Revision 2 (FGE.16Rev2): Aromatic ketones from chemical group 21
View page or View pdf
Scientific Opinion on Flavouring Group Evaluation 69, Revision 1 (FGE.69Rev1): consideration of aromatic substituted secondary alcohols, ketones and related esters evaluated by JECFA (57th meeting), structurally related to aromatic ketones from chemical group 21 evaluated by EFSA in FGE.16Rev2
View page or View pdf
EPI System: View
AIDS Citations: Search
Cancer Citations: Search
Toxicology Citations: Search
EPA Substance Registry Services (TSCA): 93-54-9
EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 7147
National Institute of Allergy and Infectious Diseases: Data
WGK Germany: 3
 1-phenylpropan-1-ol
Chemidplus: 0000093549
RTECS: DO5470000 for cas# 93-54-9
Synonyms   Articles   Notes   Search   Top
References:
 1-phenylpropan-1-ol
NIST Chemistry WebBook: Search Inchi
Canada Domestic Sub. List: 93-54-9
Pubchem (cid): 7147
Pubchem (sid): 134973001
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Other Information:
(IUPAC): Atomic Weights of the Elements 2011 (pdf)
Videos: The Periodic Table of Videos
tgsc: Atomic Weights use for this web site
(IUPAC): Periodic Table of the Elements
FDA Substances Added to Food (formerly EAFUS): View
CHEMBL: View
KEGG (GenomeNet): D01470
HMDB (The Human Metabolome Database): HMDB31627
FooDB: FDB008267
Export Tariff Code: 2906.29.6000
ChemSpider: View
Synonyms   Articles   Notes   Search   Top
Potential Blenders and core components note
 
For Odor
aldehydic
 dodecanal (aldehyde C-12 lauric)FL/FR
2-methyl undecanal (aldehyde C-12 mna)FL/FR
10-undecenal (aldehyde C-11 undecylenic)FL/FR
amber
 ambroxanFL/FR
 angelica root oilFL/FR
animal
 animal carbolactoneFR
isobutyl quinolineFR
isobutyl quinolineFR
 costus valerolactoneFR
 indoleFL/FR
anise
 anise seed oil colombiaFL/FR
anisic
para-anisaldehydeFL/FR
balsamic
isoamyl benzoateFL/FR
 amyris wood oilFL/FR
siam benzoin resinoidFL/FR
 benzyl cinnamateFL/FR
 benzyl salicylateFL/FR
isobornyl acetateFL/FR
laevo-bornyl acetateFL/FR
isobutyl cinnamateFL/FR
 cinnamyl alcoholFL/FR
 cinnamyl cinnamateFL/FR
 clover nitrileFR
 ethyl cinnamateFL/FR
 fir balsam absoluteFR
 methyl cinnamateFL/FR
alpha-methyl cinnamyl alcoholFR
 myrrh oilFL/FR
 peru balsam oilFL/FR
3-phenyl propyl alcoholFL/FR
berry
 raspberry ketoneFL/FR
 raspberry ketone acetateFL/FR
 raspberry ketone methyl etherFL/FR
caramellic
 ethyl maltolFL/FR
chocolate
isoamyl phenyl acetateFL/FR
citrus
 bergamot oilFL/FR
sweet orange peel oil c.p. brazilFL/FR
coconut
gamma-heptalactoneFL/FR
floral
isoamyl salicylateFL/FR
 benzyl acetateFL/FR
 bois de rose oil brazilFL/FR
isobutyl salicylateFL/FR
 citronellolFL/FR
 citronellyl acetoneFL/FR
 coriander seed oilFL/FR
 cyclamen aldehydeFL/FR
 cyclohexyl ethyl alcoholFL/FR
 cyclohexyl salicylateFR
 dihydrogeranyl linaloolFR
 dihydrojasmoneFL/FR
 dimethyl benzyl carbinyl butyrateFL/FR
 ethyl phenyl acetateFL/FR
 floral pyranolFR
 floral undecenoneFR
 geraniolFL/FR
 heliotropinFL/FR
 heliotropyl acetoneFL/FR
(Z)-3-hexen-1-yl salicylateFL/FR
alpha-hexyl cinnamaldehydeFL/FR
 hyacinth etherFR
 hydroxycitronellalFL/FR
beta-ionolFL/FR
 leerallFR
laevo-linaloolFL/FR
 linaloolFL/FR
 linalool oxideFL/FR
para-methyl acetophenoneFL/FR
 methyl dihydrojasmonateFL/FR
 mimosa absolute franceFL/FR
 muguet carboxaldehydeFR
 nerolFL/FR
 nerolidolFL/FR
 ocean propanalFL/FR
 orris pyridine 25% IPMFR
 peony alcoholFR
 phenethyl alcoholFL/FR
 phenethyl phenyl acetateFL/FR
 phenethyl salicylateFL/FR
3-phenyl propyl propionateFL/FR
4-phenyl-3-buten-2-olFL/FR
(Z,E)-phytolFL/FR
 rhodinolFL/FR
 rose butanoateFL/FR
 ylang ylang flower oilFL/FR
fruity
 artemisia pallens herb oilFL/FR
 benzyl propionateFL/FR
 cyclohexyl crotonateFR
 dimethyl benzyl carbinyl isobutyrateFR
gamma-undecalactone (aldehyde C-14 (so-called))FL/FR
green
 acetaldehyde ethyl phenethyl acetalFL/FR
(Z)-3-hexen-1-yl benzoateFL/FR
(Z)-3-hexen-1-yl tiglateFL/FR
 phenyl acetaldehyde dimethyl acetalFL/FR
hay
 beeswax absoluteFL/FR
herbal
 carum carvi fruit oilFL/FR
 clary sage oil franceFL/FR
 linalyl acetateFL/FR
 nopyl acetateFR
honey
 methyl hydrocinnamateFL/FR
melon
 watermelon ketoneFR
minty
 spearmint oil americaFL/FR
mossy
 oakmoss absoluteFL/FR
 veramoss (IFF)FR
powdery
para-anisyl acetateFL/FR
para-anisyl alcoholFL/FR
spicy
 allspice oilFL/FR
 amyl isoeugenolFR
 benzyl isoeugenolFL/FR
 cassia bark oil chinaFL/FR
 clove bud oilFL/FR
isoeugenyl acetateFL/FR
alpha-methyl cinnamaldehydeFL/FR
 methyl isoeugenolFL/FR
terpenic
 frankincense oilFL/FR
alpha-terpineolFL/FR
tonka
gamma-hexalactoneFL/FR
 tonka bean absoluteFR
vanilla
 ethyl vanillinFL/FR
 vanilla bean absolute (vanilla planifolia)FL/FR
 vanillyl acetateFL/FR
woody
 amber carbinolFR
 gurjun balsam oilFR
 patchouli ethanoneFR
 sandal cyclopropaneFL/FR
 santallFR
 tobacarol (IFF)FR
(Z)-woody amyleneFR
 
For Flavor
 
No flavor group found for these
 citronellyl acetoneFL/FR
 methyl hydrocinnamateFL/FR
3-phenyl propyl propionateFL/FR
amber
 sandal cyclopropaneFL/FR
animal
 indoleFL/FR
anise
 anise seed oil colombiaFL/FR
balsamic
siam benzoin resinoidFL/FR
 benzyl salicylateFL/FR
laevo-bornyl acetateFL/FR
isobutyl cinnamateFL/FR
 ethyl cinnamateFL/FR
 myrrh oilFL/FR
 peru balsam oilFL/FR
(Z,E)-phytolFL/FR
berry
 heliotropyl acetoneFL/FR
 raspberry ketoneFL/FR
 raspberry ketone acetateFL/FR
 raspberry ketone methyl etherFL/FR
brown
 beeswax absoluteFL/FR
caramellic
 ethyl maltolFL/FR
cherry
 heliotropinFL/FR
citrus
 bergamot oilFL/FR
 linaloolFL/FR
laevo-linaloolFL/FR
 nerolFL/FR
sweet orange peel oil c.p. brazilFL/FR
alpha-terpineolFL/FR
cooling
isobutyl salicylateFL/FR
creamy
para-anisaldehydeFL/FR
gamma-hexalactoneFL/FR
para-methyl acetophenoneFL/FR
gamma-undecalactone (aldehyde C-14 (so-called))FL/FR
fatty
(Z)-3-hexen-1-yl benzoateFL/FR
10-undecenal (aldehyde C-11 undecylenic)FL/FR
floral
isoamyl phenyl acetateFL/FR
 bois de rose oil brazilFL/FR
 citronellolFL/FR
 dihydrojasmoneFL/FR
 dimethyl benzyl carbinyl butyrateFL/FR
 geraniolFL/FR
beta-ionolFL/FR
 linalyl acetateFL/FR
 methyl dihydrojasmonateFL/FR
 ocean propanalFL/FR
 phenethyl alcoholFL/FR
 rhodinolFL/FR
 ylang ylang flower oilFL/FR
fruity
isoamyl benzoateFL/FR
para-anisyl acetateFL/FR
para-anisyl alcoholFL/FR
 artemisia pallens herb oilFL/FR
 benzyl acetateFL/FR
 benzyl propionateFL/FR
 rose butanoateFL/FR
green
 acetaldehyde ethyl phenethyl acetalFL/FR
isoamyl salicylateFL/FR
 angelica root oilFL/FR
 cinnamyl alcoholFL/FR
 cyclamen aldehydeFL/FR
 cyclohexyl ethyl alcoholFL/FR
(Z)-3-hexen-1-yl salicylateFL/FR
(Z)-3-hexen-1-yl tiglateFL/FR
 linalool oxideFL/FR
 nerolidolFL/FR
 oakmoss absoluteFL/FR
 phenyl acetaldehyde dimethyl acetalFL/FR
herbal
 carum carvi fruit oilFL/FR
 clary sage oil franceFL/FR
 coriander seed oilFL/FR
honey
 ethyl phenyl acetateFL/FR
 phenethyl phenyl acetateFL/FR
lactonic
gamma-heptalactoneFL/FR
medicinal,
 phenethyl salicylateFL/FR
minty
 spearmint oil americaFL/FR
soapy
 dodecanal (aldehyde C-12 lauric)FL/FR
spicy
 allspice oilFL/FR
 benzyl cinnamateFL/FR
 benzyl isoeugenolFL/FR
 cassia bark oil chinaFL/FR
 cinnamyl cinnamateFL/FR
 clove bud oilFL/FR
isoeugenyl acetateFL/FR
alpha-methyl cinnamaldehydeFL/FR
 methyl cinnamateFL/FR
 methyl isoeugenolFL/FR
3-phenyl propyl alcoholFL/FR
vanilla
 ethyl vanillinFL/FR
 vanilla bean absolute (vanilla planifolia)FL/FR
 vanillyl acetateFL/FR
waxy
alpha-hexyl cinnamaldehydeFL/FR
 hydroxycitronellalFL/FR
2-methyl undecanal (aldehyde C-12 mna)FL/FR
 mimosa absolute franceFL/FR
4-phenyl-3-buten-2-olFL/FR
woody
 ambroxanFL/FR
 amyris wood oilFL/FR
isobornyl acetateFL/FR
 frankincense oilFL/FR
 
Synonyms   Articles   Notes   Search   Top
Potential Uses:
 acaciaFR
 allspiceFR
 apricotFR
 balsamFR
 benzoin absolute replacerFL/FR
 blue grassFR
 candyFL
 carnationFR
 cassiaFR
 cinnamonFR
 citrusFR
 cloudberry bakeappleFL
 cranberryFR
 cream ice creamFL
 cyclamenFR
 hazelnutFR
 herbalFR
 honeyFR
 huckleberryFR
 hyacinthFR
 jasminFR
 jonquilFR
 leatherFR
 lilacFR
 lily of the valleyFR
 linden flowerFR
 narcissusFR
 orchidFR
 orientalFR
 passion fruitFR
 peachFR
 peru balsamFR
 pistachioFL
 plumFR
 resedaFR
 roseFR
 spiceFR
 strawberryFR
 styraxFR
 teaFL
 walnutFL
 ylang ylangFR
Synonyms   Articles   Notes   Search   Top
Occurrence (nature, food, other): note
 not found in nature
Synonyms   Articles   Notes   Search   Top
Synonyms:
 benzenemethanol, a-ethyl-
 bilergon
 carbicol
 choleda
 ejibil
 epatoxfen
alpha-ethyl benzene methanol
alpha-ethyl benzyl alcohol
 ethyl phenyl carbinol
a-ethylbenzenemethanol
(±)-a-ethylbenzyl alcohol
a-ethylbenzyl alcohol
 ethylphenylcarbinol
 felicur
 felitrope
 fepar
 gallenperlen
alpha-hydroxypropyl benzene
 livonal
 phenyl cholon
 phenyl ethyl carbinol
1-phenyl propan-1-ol
1-phenyl propanol
1-phenyl-1-hydroxypropane
1-phenyl-1-propanol
1-phenylpropan-1-ol
1-phenylpropanol
1-phenylpropyl alcohol
 propan-1-ol, 1-phenyl-
 unichol
Synonyms   Articles   Notes   Search   Top
Articles:
PubMed: NBO, conformational, NLO, HOMO-LUMO, NMR and electronic spectral study on 1-phenyl-1-propanol by quantum computational methods.
PubMed: Optical resolution of aromatic alcohols using silica nanoparticles grafted with helicene.
PubMed: Density functional theory studies on the inclusion complexes of cyclic decapeptide with 1-phenyl-1-propanol enantiomers.
PubMed: Optimization of lipase-catalyzed enantioselective production of 1-phenyl 1-propanol using response surface methodology.
PubMed: Kinetic resolution of racemic 1-phenyl 1-propanol by lipase catalyzed enantioselective esterification reaction.
PubMed: Comparison of chiral electrophoretic separation methods for phenethylamines and application on impurity analysis.
PubMed: Asymmetric synthesis of (S)-3-chloro-1-phenyl-1-propanol using Saccharomyces cerevisiae reductase with high enantioselectivity.
PubMed: Halonium ion-assisted deiodination of styrene-based vicinal iodohydrins followed by rearrangement through phenyl migration.
PubMed: Antagonism of human adiponectin receptors and their membrane progesterone receptor paralogs by TNFalpha and a ceramidase inhibitor.
PubMed: Effects of ceramide, ceramidase inhibition and expression of ceramide kinase on cytosolic phospholipase A2alpha; additional role of ceramide-1-phosphate in phosphorylation and Ca2+ signaling.
PubMed: Dual DAT/sigma1 receptor ligands based on 3-(4-(3-(bis(4-fluorophenyl)amino)propyl)piperazin-1-yl)-1-phenylpropan-1-ol.
PubMed: Antidepressant-like pharmacological profile of a novel triple reuptake inhibitor, (1S,2S)-3-(methylamino)-2-(naphthalen-2-yl)-1-phenylpropan-1-ol (PRC200-SS).
PubMed: Experimental probing and modeling of key sorbent-solute interactions of norephedrine enantiomers with polysaccharide-based chiral stationary phases.
PubMed: Analysis of the mechanism of asymmetric amplification by chiral auxiliary trans-1,2-diaminocyclohexane bistriflamide.
PubMed: Modulation of ceramide metabolism in T-leukemia cell lines potentiates apoptosis induced by the cationic antimicrobial peptide bovine lactoferricin.
PubMed: Polymer supported naphthalene-catalysed sodium reactions.
PubMed: Conformational preferences of chiral molecules: free jet rotational spectrum of 1-phenyl-1-propanol.
PubMed: Oxovanadium(V) tetrathiacalix[4]arene complexes and their activity as oxidation catalysts.
PubMed: De novo C16- and C24-ceramide generation contributes to spontaneous neutrophil apoptosis.
PubMed: Enantioseparation of 1-phenyl-1-propanol on cellulose-derived chiral stationary phase by supercritical fluid chromatography II. Non-linear isotherm.
PubMed: Oxidations of secondary alcohols to ketones using easily recyclable bis(trifluoroacetate) adducts of fluorous alkyl iodides, CF3(CF2)(n-1)I(OCOCF3)2.
PubMed: New chiral Schiff base as a tridentate ligand for catalytic enantioselective addition of diethylzinc to aldehydes.
PubMed: Excitation, ionization, and fragmentation of chiral molecules in asymmetric microenvironments: a mass-resolved R2PI spectroscopic study.
PubMed: Apoptosis induced by intracellular ceramide accumulation in MDA-MB-435 breast carcinoma cells is dependent on the generation of reactive oxygen species.
PubMed: Enantioseparation of secondary alcohols by diastereoisomeric salt formation.
PubMed: Chiral clusters in a supersonic beam: R2PI-TOF spectroscopy of diastereomeric carboxylic esters/(R)-(+)-1-phenyl-1-propanol complexes.
PubMed: Enantioseparation of 1-phenyl-1-propanol by supercritical fluid-simulated moving bed chromatography.
PubMed: Enantioseparation of 1-phenyl-1-propanol on Chiralcel OD by supercritical fluid chromatography. I. Linear isotherm.
PubMed: Ceramide enhances acrosomal exocytosis triggered by calcium and the calcium ionophore A23187 in boar spermatozoa.
PubMed: Chiral ligands derived from Abrine 8. An experimental and theoretical study of free ligand conformational preferences and the addition of diethylzinc to benzaldehyde.
PubMed: Sphingosine-dependent apoptosis: a unified concept based on multiple mechanisms operating in concert.
PubMed: Complex formation equilibria of some aromatic beta-amino-alcohols.
PubMed: Overcoming resistance to gamma-rays in squamous carcinoma cells by poly-drug elevation of ceramide levels.
PubMed: Highly efficient chiral metal cluster systems derived from Ru3(CO)12 and chiral diiminodiphosphines for the asymmetric transfer hydrogenation of ketones.
PubMed: Numerical determination of the competitive isotherm of enantiomers.
PubMed: Chiral discrimination of 2,3-butanediols by laser spectroscopy.
PubMed: A silica gel-supported ruthenium complex of 1,4,7-trimethyl-1,4,7-triazacyclononane as recyclable catalyst for chemoselective oxidation of alcohols and alkenes by tert-butyl hydroperoxide.
PubMed: Application of the general rate model and the generalized Maxwell-Stefan equation to the study of the mass transfer kinetics of a pair of enantiomers.
PubMed: ABT-866, a novel alpha(1A)-adrenoceptor agonist with antagonist properties at the alpha(1B)- and alpha(1D)-adrenoceptor subtypes.
PubMed: Optimization of catalyst enantioselectivity and activity using achiral and meso ligands.
PubMed: Study of the adsorption equilibria of the enantiomers of 1-phenyl-1-propanol on cellulose tribenzoate using a microbore column.
PubMed: Bcl-2 overexpression prevents apoptosis induced by ceramidase inhibitors in malignant melanoma and HaCaT keratinocytes.
PubMed: Transient relaxation of rat mesenteric microvessels by ceramides.
PubMed: Nerve growth factor-induced p75-mediated death of cultured hippocampal neurons is age-dependent and transduced through ceramide generated by neutral sphingomyelinase.
PubMed: Modeling of the separation of the enantiomers of 1-phenyl-1-propanol on cellulose tribenzoate.
PubMed: Residue size at position 87 of cytochrome P450 BM-3 determines its stereoselectivity in propylbenzene and 3-chlorostyrene oxidation.
PubMed: Immobilization of chiral ligands on polymer fibers by electron beam induced grafting and applications in enantioselective catalysis.
PubMed: Resolution and synthesis of optically active alcohols with immobilized ovalbumin and pea protein as new bio-catalysts.
PubMed: Possible involvement of ceramide in the regulation of rat Leydig cell function.
PubMed: Enantioseparation of 1-phenyl-1-propanol by simulated moving bed under linear and nonlinear conditions.
PubMed: Adsorption behavior and prediction of the band profiles of the enantiomers of 3-chloro-1-phenyl-1-propanol. Influence of the mass transfer kinetics.
PubMed: Study of the adsorption behavior of the enantiomers of 1-phenyl-1-propanol on a cellulose-based chiral stationary phase.
PubMed: Short-range interactions within molecular complexes formed in supersonic beams: structural effects and chiral discrimination
PubMed: (1R,2S)-2-[N-methyl-N-(4-toluene-sulfonyl)amino]-1-phenylpropan-1-ol.
PubMed: Effect of N-acetylsphingosine (C2) and the ceramidase inhibitor (1S,2R)-D-erythro-2-(N-myristoylamino)-1-phenyl-1-propanol on the regulation of Sertoli cell function.
PubMed: Role of sphingosine 1-phosphate in the mitogenesis induced by oxidized low density lipoprotein in smooth muscle cells via activation of sphingomyelinase, ceramidase, and sphingosine kinase.
PubMed: Studies on the interactions of chiral secondary alcohols with rat hydroxysteroid sulfotransferase STa.
PubMed: (1S,2R)-D-erythro-2-(N-myristoylamino)-1-phenyl-1-propanol as an inhibitor of ceramidase.
PubMed: Photochemical and photobiological properties of ketoprofen associated with the benzophenone chromophore.
PubMed: Ceramide-mediated biology. Determination of structural and stereospecific requirements through the use of N-acyl-phenylaminoalcohol analogs.
PubMed: Benzylic alcohols as stereospecific substrates and inhibitors for aryl sulfotransferase.
PubMed: Stereospecific metabolic reduction of ketones.
PubMed: The effects of cofactor and species differences on the in vitro metabolism of propiophenone and phenylacetone.
PubMed: Electron-capture GLC determination of pseudoephedrine in serum.
PubMed: Comparison of antimicrobial activity of nuclear-substituted aromatic esters of 5-dimethylamino-1-phenyl-3-pentanol and 3-dimethylamino-1-phenyl-1-propanol with related cyclic analogs.
PubMed: [Effect of compound 921 C (1-cyclohexyl-3-diethylamino-1-phenyl-1-propanol ethiodide) on gastric secretion and gastrointestinal motility].
PubMed: Synthesis of 2-amino-1-phenyl-1-propanol and its methylated derivatives.
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