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benzhydrol

Chemical Structure

General Material Information

Preferred name benzhydrol
Trivial Name Benzhydrol
Short Description a-phenylbenzenemethanol
Formula C13 H12 O
CAS Number 91-01-0
ECHA Number 202-033-8
FDA UNII S4HQ1H8OWD
Nikkaji Number J3.920I
Beilstein Number 1424379
MDL MFCD00004488
Bio Activity Summary External link
NMR Predictor External link
Synonyms
  • benzenemethanol, a-phenyl-
  • benzhydryl alcohol
  • diphenyl carbinol
  • diphenylmethanol
  • alpha- phenyl benzene methanol
  • alpha- phenyl benzyl alcohol
  • a- phenylbenzenemethanol
  • a- phenylbenzyl alcohol
  • Benzenemethanol, α-phenyl-
  • α-Phenylbenzenemethanol
  • Benzohydrol
  • Diphenylcarbinol
  • Hydroxydiphenylmethane
  • Diphenylmethyl alcohol
  • α-Phenylbenzyl alcohol
  • NSC 32150
  • 1,1-Diphenylmethanol

US / EU / FDA / JECFA / FEMA / Scholar / Patents

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Literature & References

diphenylmethanol
NIST Chemistry WebBook:Search Inchi
Canada Domestic Sub. List:91-01-0
Pubchem (cid):7037
Pubchem (sid):134971284
Publications by PubMed
Structure-activity relationships of benzhydrol derivatives based on 1'-acetoxychavicol acetate (ACA) and their inhibitory activities on multiple myeloma cell growth via inactivation of the NF-κB pathway.
Enantioselective synthesis of (thiolan-2-yl)diphenylmethanol and its application in asymmetric, catalytic sulfur ylide-mediated epoxidation.
Racemic (1,4-dioxan-2-yl)diphenylmethanol.
Synthesis and biological evaluation of (±)-benzhydrol derivatives as potent non-nucleoside HIV-1 reverse transcriptase inhibitors.
Hydrogen-bonded adducts of ferrocene-1,1'-diylbis(diphenylmethanol): monomeric and polymeric adducts with 1,2-bis(4-pyridyl)ethene and 1,6-diaminohexane.
Hydrogen-bonded adducts of ferrocene-1,1'-diylbis(diphenylmethanol): monomeric and dimeric 1:1 adducts with 1,2-bis(4-pyridyl)ethane and 1,2-diaminoethane.
Analysis of cataract and keratotic damage induced by 4-diethylaminoethoxy-alpha-ethyl-benzhydrol (RGH-6201) in rats.
Hydrogen-bonded adducts of ferrocene-1,1'-diylbis(diphenylmethanol): a finite cyclic 1:1 adduct with 2,2'-dipyridylamine.
Identification of benzhydrol as a urinary metabolite of diphenylmethane in the rat.
Alkylation by secondary alcohols III: Fusion of medicinal sulfanilamides with benzhydrol.
Visible-Light Actinometry and Intermittent Illumination as Convenient Tools to Study Ru(bpy)3Cl2 Mediated Photoredox Transformations.
Glycosylated derivatives of benzophenone, benzhydrol, and benzhydril as potential venous antithrombotic agents.
Structural development of benzhydrol-type 1'-acetoxychavicol acetate (ACA) analogs as human leukemia cell-growth inhibitors based on quantitative structure-activity relationship (QSAR) analysis.
Structure-activity studies on benzhydrol-containing nipecotic acid and guvacine derivatives as potent, orally-active inhibitors of GABA uptake.
[Enzyme inductive effect of zixoryn (3-trifluoromethyl-alpha-ethyl-benzhydrol) in neonatal jaundice].
[Analysis of the microsomal enzyme-induction of 3-trifluoromethyl-alpha-ethyl-benzhydrol(RGH 3332)].
Clinical trials with alpha (2-piperidyl) benzhydrol hydrochloride (meratran) and methylphenidylate (ritalin) in chronic apathetic schizophrenics.
Studies in detoxication. 74. The metabolism of benzhydrol, benzophenone and p-hydroxybenzophenone.
A clinical study of Frenquel (alpha (4-piperidyl) benzhydrol hydrochloride) in chronic schizophrenia.
Clinical studies on alpha-(2-piperidyl) benzhydrol hydrochloride, a new antidepressant drug.
Pharmacologic studies on a new central stimulant, alpha-(2-piperidyl) benzhydrol hydrochloride (MRD-108).
[Determination of dimedrol and benzhydrol in the urine by high efficient liquid chromatographic method].
Alkylation of alcohols for gas chromatographic analysis by a phase transfer catalysis technique. Evaluation of benzhydrol benzylation in a one-phase system.
[Several new basic derivatives of benzhydrol].
The pharmacologic activity of alpha-(4-piperidyl)-benzhydrol hydrochloride (azacyclonol hydrochloride); an ataractive agent.
[Stimulant action of (alpha-(2-piperidyl)-benzhydrol].
The effects of alpha-(2-piperidyl) benzhydrol hydrochloride (meratran) on psychomotor performance in a group of aged males.
Selection of patients for treatment with alpha-4-piperidyl benzhydrol hydrochloride.
Alpha-(2-piperidyl) benzhydrol hydrochloride (pipradrol) as an adjunct in the dietary management of obesity.
The clinical effects of alpha-(2-piperidyl)-benzhydrol hydrochloride (meratran) in states of inactivity in elderly psychiatric patients.
Alpha-(2-piperidyl) benzhydrol hydrochloride, a new central stimulant, in the treatment of blepharospasm, spasmodic torticollis and narcolepsy; preliminary report.
Photochemical generation and kinetic studies of a putative porphyrin-ruthenium(V)-oxo species.
Synthesis of a "super bulky" guanidinate possessing an expandable coordination pocket.
Donor-activated alkali metal dipyridylamides: co-complexation reactions with zinc alkyls and reactivity studies with benzophenone.
Synthesis and psychobiological evaluation of modafinil analogs in mice.
Discovery of novel tricyclic compounds as squalene synthase inhibitors.
3d early transition metal complexes supported by a new sterically demanding aryloxide ligand.
Biotransformation of the UV-filter sulisobenzone: challenges for the identification of transformation products.
Intensely luminescent homoleptic alkynyl decanuclear gold(I) clusters and their cationic octanuclear phosphine derivatives.
Water-assisted self-photoredox of 3-(hydroxymethyl)benzophenone: an unusual photochemistry reaction in aqueous solution.
Determination of ultraviolet filters in water samples by vortex-assisted dispersive liquid-liquid microextraction followed by gas chromatography-mass spectrometry.
Changes in thyroid peroxidase activity in response to various chemicals.
Metabolism and toxicity of benzophenone in isolated rat hepatocytes and estrogenic activity of its metabolites in MCF-7 cells.
Changing the substrate specificity of P450cam towards diphenylmethane by semi-rational enzyme engineering.
Discovery of atrop fixed alkoxy-aminobenzhydrol derivatives: novel, highly potent and orally efficacious squalene synthase inhibitors.
Photoreduction of Azoalkanes by Direct Hydrogen Abstraction from 1,4-Cyclohexadiene, Alcohols, Stannanes, and Silanes.
Covalent sidewall functionalization of single-walled carbon nanotubes: a photoreduction approach.
Bioremediation of Bisphenol A and Benzophenone by Glycosylation with Immobilized Marine Microalga Pavlova sp.
Development and validation of HPLC method for determination of clotrimazole and its two degradation products in spray formulation.
Benzophenone-induced estrogenic potency in ovariectomized rats.
Analytical methods based on transformations with hydrochloric acid.
Semi-quantitative profile of regioisomeric monohydroxydiphenylmethane metabolites in rat urine, faeces and bile.
Influence of ionising irradiation on clotrimazole in the solid state.
Genotoxic activation of benzophenone and its two metabolites by human cytochrome P450s in SOS/umu assay.
Estrogenic potency of benzophenone and its metabolites in juvenile female rats.
Products Formed from Analogues of 1,1,1-Trichloro-2,2-Bis(p-Chlorophenyl) Ethane (DDT) Metabolites by Pseudomonas putida.
The first occurrence in nature of two compounds from hops.
Degradation of DDT and its analogs by Pseudomonas aeruginosa 640x.
Reduction of benzophenone by SmI2: the role of proton donors in determining product distribution.
Time-resolved fluorescence monitoring of aromatic radicals in photoinitiated processes.
Bacterial and fungal cometabolism of 1,1,1-trichloro-2,2-bis(4-chlorophenyl)ethane (DDT) and its breakdown products.
[Metabolism of fenofibrate and fenofibric acid in vivo and in cultures of liver epithelial cells (author's transl)].
[Not Available].
Comparative pharmacokinetics of diphenhydramine in camels and horses after intravenous administration.
Synthesis of terfenadine.
[Metabolic pathways of dipfluzine in rats].
Purification and characterization of an alcohol dehydrogenase from the Antarctic psychrophile Moraxella sp. TAE123.
High performance liquid chromatographic determination of clotrimazole in pharmaceutical formulations.
Miniaturized hollow fiber assisted liquid-phase microextraction and gas chromatography-mass spectrometry for determination of benzophenone and derivates in human urine sample.
Asymmetric esterification of ketenes catalyzed by an N-heterocyclic carbene.
Raman spectroscopic study of the solvation of decafluorobenzophenone ketyl radical and related compounds in 2-propanol at ambient to supercritical temperatures.
The Mg-oppenauer oxidation as a mild method for the synthesis of aryl and metallocenyl ketones.
Biotransformation of cyclizine in greyhounds. 2: N(1)-dealkylation and identification of some neutral and phenolic metabolites in canine urine by gas chromatography-mass spectrometry.
Synthesis and evaluation of analogues of (Z)-1-(4-methoxyphenyl)-2-(3,4,5-trimethoxyphenyl)ethene as potential cytotoxic and antimitotic agents.
Degradation mechanism of nefopam in solution under stressed storage conditions.
The metabolism and disposition of 14C-fenofibrate in human volunteers.
Metabolism of flumecinol in humans.
Proton magnetic spectroscopic (PMR) determination of diphenhydramine hydrochloride in dosage forms.
Determination of erythrocyte membrane-buffer partition coefficients by numerical analysis of multicomponent spectra.
[Isolation and identification of some metabolites of clofedanol from human urine (author's transl].
Measurement of benzophenones in human urine samples by stir bar sorptive extraction and thermal desorption-gas chromatography-mass spectrometry.
Toxicokinetics and metabolisms of benzophenone-type UV filters in rats.
The FEMA GRAS assessment of aromatic substituted secondary alcohols, ketones, and related esters used as flavor ingredients.
Simultaneous determination of benzophenone-type UV filters in water and soil by gas chromatography-mass spectrometry.
N-8-Substituted benztropinamine analogs as selective dopamine transporter ligands.
Enhancement of chain amplification in photoreactions of N-methoxypyridinium salts with alcohols.
Chain amplification in photoreactions of N-alkoxypyridinium salts with alcohols: mechanism and kinetics.
[Estrogenic activity of ultraviolet absorbers and the related compounds].
"Venetian blinds" mechanism of solvation/desolvation in palladium(II) wheel-and-axle organic-inorganic diols.
Tuning copper-dioxygen reactivity and exogenous substrate oxidations via alterations in ligand electronics.
Photoreduction of benzophenones by amines in room-temperature ionic liquids.
Alkali and alkaline-earth metal ketyl complexes: isolation, structural diversity, and hydrogenation/protonation reactions
Antineoplastic agents. 443. Synthesis of the cancer cell growth inhibitor hydroxyphenstatin and its sodium diphosphate prodrug.
Estimation of impurity profiles of drugs and related materials. Part 9: HPLC investigation of flumecinol.
Metabolism of 4,4'-methylene-bis-2-chloroaniline (MOCA) by rats in vivo and formation of N-hydroxy MOCA by rat and human liver microsomes.
Effect of 3-trifluoromethyl-alpha-ethylbenzhydrol (flumecinol) on lipid peroxidation in early human placenta.
Preclinical safety studies with Temofel, a new choleretic compound.
New derivatization reactions in pharmaceutical analysis.
The cell-wall phosphatase of cotton (Gossypium) is inhibited by kelthane.
Metabolism of 14C-3-trifluoromethyl-alpha-ethylbenzhydrol in rats.
Biological response of new activated acrylic bone cements with antiseptic properties. Histomorphometric analysis.
Metabolism of a dicofol impurity alpha-chloro-DDT, but not dicofol or dechlorodicofol, to DDE in mice and a liver microsomal system.
Allergic contact dermatitis from carbonless copy paper.

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
CHEMBL:View
HMDB (The Human Metabolome Database):Search
Export Tariff Code:2906.29.6000
ChemSpider:View
Wikipedia:View

PhysChem Properties

Material listed in food chemical codex No
Molecular weight 184.23783874512
Melting Point 67 to 69°C @ 760 mm Hg
Boiling Point 297 to 298°C @ 760 mm Hg
Vapor Pressure 2.7E-5 mmHg @ 20 °C
Flash Point TCC Value 140.8 °C TCC
logP (o/w) 2.67
Solubility
alcohol Yes
water, 520 mg/L @ 25 °C (exp) Yes
water No

Organoleptic Properties

Odor Type: Green
weedy, green, rose
Substantivity 400 Hour(s)
General comment At 100.00 %. weedy green rose

Potential Uses

Applications
Odor purposes Green
Other purposes Weedy
Cosmetic purposes Perfuming agents

Safety Information

Safety information

Preferred SDS: View
European information :
Most important hazard(s):
Xi - Irritant
R 36/37/38 - Irritating to eyes, respiratory system, and skin.
S 02 - Keep out of the reach of children.
S 24/25 - Avoid contact with skin and eyes.
S 26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
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:
oral-rat LD50 5000 mg/kg
Food and Cosmetics Toxicology. Vol. 17, Pg. 713, 1979.

Dermal Toxicity:
skin-rabbit LD50 > 5000 mg/kg
Food and Cosmetics Toxicology. Vol. 17, Pg. 713, 1979.

subcutaneous-guinea pig LDLo 2000 mg/kg
Journal of Pharmacology and Experimental Therapeutics. Vol. 24, Pg. 405, 1925.

Inhalation Toxicity:
Not determined

Safety in use information

Category:
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 benzhydrol usage levels up to:
5.0000 % in the fragrance concentrate.
Recommendation for benzhydrol flavor usage levels up to:
not for flavor use.

Safety references

EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA Substance Registry Services (TSCA):91-01-0
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :7037
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:2
diphenylmethanol
Chemidplus:0000091010
RTECS:DC7452000 for cas# 91-01-0