1-hydroxy-1-phenyl-2-propanone profile

1-Hydroxy-1-phenyl-2-propanone, also known as **benzoylformate**, is an organic compound with the molecular formula C9H8O3. It's a colorless to pale yellow liquid with a pungent odor.

Here's why benzoylformate is important for research:

**1. Precursor to Pharmaceuticals and Fine Chemicals:**

* **Antibiotics:** Benzoylformate is a key intermediate in the synthesis of certain antibiotics, like **cephalosporins** and **penicillins**.
* **Opioids:** It's also used to synthesize **morphine** and other **opioid analgesics**.
* **Other Pharmaceuticals:** Benzoylformate is used to produce various other pharmaceuticals, including **anti-inflammatory drugs**, **anticonvulsants**, and **antidepressants**.

**2. Organic Chemistry Research:**

* **Chirality:** Benzoylformate is a chiral molecule, meaning it has two enantiomers (mirror images). This makes it a valuable compound for studying **stereochemistry**, which is the study of the spatial arrangement of atoms in molecules.
* **Reaction Chemistry:** Benzoylformate is a versatile reagent in organic synthesis. It undergoes various reactions, including **aldol condensation**, **Grignard reaction**, and **Wittig reaction**, making it useful for building complex molecules.

**3. Biological Research:**

* **Metabolic Pathway Studies:** Benzoylformate is a natural product found in some plants. Studying its metabolism and biological activity in organisms can provide insights into metabolic pathways.
* **Enzyme Inhibition:** It's a substrate for certain enzymes, like **monoamine oxidase**, and can be used to study enzyme activity and inhibition.

**4. Material Science:**

* **Polymer Synthesis:** Benzoylformate can be used as a monomer in the synthesis of **polymers** with specific properties.

**In summary, benzoylformate is a versatile compound with numerous applications in research and development, making it a valuable tool in various fields, including pharmaceuticals, organic chemistry, biology, and material science.**

1-hydroxy-1-phenylpropan-2-one : A secondary alpha-hydroxy ketone that is benzene which is substituted by a 1-hydroxy-2-oxopropyl group at position 1. [Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

ID Source	ID
PubMed CID	92733
CHEMBL ID	321266
CHEBI ID	149767
SCHEMBL ID	26259
MeSH ID	M0108264

Synonym
einecs 202-006-0
1-hydroxy-1-phenyl-2-propanone
nsc 404583
ai3-20452
nsc-404583
1-phenylacetylcarbinol
90-63-1
nsc404583
1-hydroxy-1-phenylacetone
2-propanone, 1-hydroxy-1-phenyl-
phenylacetylcarbinol
inchi=1/c9h10o2/c1-7(10)9(11)8-5-3-2-4-6-8/h2-6,9,11h,1h
CHEMBL321266
l-phenylacetylcarbinol
1-hydroxy-1-phenylpropan-2-one
CHEBI:149767
AKOS006276148
unii-549mdp6u9f
549mdp6u9f ,
l-phenyl acetyl carbinol
FT-0673690
1-phenyl-2-oxo-1-propanol
1-phenyl-1-hydroxypropan-2-one
.alpha.-hydroxybenzyl methyl ketone
amphetamine hydroxy keytone derivative
1-hydroxy-2-oxo-1-phenylpropane
phenylacetylcarbinol, (+/-)-
SCHEMBL26259
SY028287
mfcd03792883
1-hydroxy,1-phenyl-2-propanone
1-hydroxy-1-phenylacetone #
1-hydroxy-1-phenylpropanone
NS-01150
DTXSID50861683
Q413710
(+/-)-phenylacetylcarbinol
FT-0700978
AC1336
CS-0186348
EN300-1590241

Excerpt	Reference	Relevance
" Bioavailability tests showed alkanes and alkenes to be non-bioavailable."	( Application of solid-liquid TPPBs to the production of L-phenylacetylcarbinol from benzaldehyde using Candida utilis. Daugulis, AJ; Khan, TR, 2010)	0.36

Excerpt	Relevance	Reference
" Methods examined to reduce toxicity include modification of benzaldehyde dosing regimes, immobilization of biomass or purified enzymes, modification of benzaldehyde solubility and the use of two-phase reaction systems."	( Factors affecting the production of L-phenylacetylcarbinol by yeast: a case study. Anderson, BN; Oliver, AL; Roddick, FA, 1999)	0.3

Class	Description
secondary alpha-hydroxy ketone	An alpha-hydroxy ketone in which the carbonyl group and the hydroxy group are linked by a carbon bearing one hydrogen and one organyl group. Secondary alpha-hydroxy ketones are also known as acyloins, and are formally derived from reductive coupling of two carboxylic acid groups.
benzenes	Any benzenoid aromatic compound consisting of the benzene skeleton and its substituted derivatives.
methyl ketone	A ketone of formula RC(=O)CH3 (R =/= H).
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Assay ID	Title	Year	Journal	Article
AID85248	In vitro cytotoxic activity against human salivary gland tumor (HSG) cells.	1999	Bioorganic & medicinal chemistry letters, Nov-01, Volume: 9, Issue:21	Alpha-trifluoromethylated acyloins induce apoptosis in human oral tumor cell lines.
AID85243	In vitro cytotoxic activity against human squamous cell carcinoma (HSC-2) cells.	1999	Bioorganic & medicinal chemistry letters, Nov-01, Volume: 9, Issue:21	Alpha-trifluoromethylated acyloins induce apoptosis in human oral tumor cell lines.
AID82566	In vitro cytotoxic activity against human gingival fibroblasts (HGF).	1999	Bioorganic & medicinal chemistry letters, Nov-01, Volume: 9, Issue:21	Alpha-trifluoromethylated acyloins induce apoptosis in human oral tumor cell lines.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Timeframe	Studies, This Drug (%)	All Drugs %
pre-1990	5 (9.80)	18.7374
1990's	5 (9.80)	18.2507
2000's	27 (52.94)	29.6817
2010's	11 (21.57)	24.3611
2020's	3 (5.88)	2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Publication Type	This drug (%)	All Drugs (%)
Trials	0 (0.00%)	5.53%
Reviews	3 (5.77%)	6.00%
Case Studies	0 (0.00%)	4.05%
Observational	0 (0.00%)	0.25%
Other	49 (94.23%)	84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Substance	Relationship Strength	Studies	Classes	Roles
acetaldehyde Acetaldehyde: A colorless, flammable liquid used in the manufacture of acetic acid, perfumes, and flavors. It is also an intermediate in the metabolism of alcohol. It has a general narcotic action and also causes irritation of mucous membranes. Large doses may cause death from respiratory paralysis.. acetaldehyde : The aldehyde formed from acetic acid by reduction of the carboxy group. It is the most abundant carcinogen in tobacco smoke.. aldehyde : A compound RC(=O)H, in which a carbonyl group is bonded to one hydrogen atom and to one R group.. acetyl group : A group, formally derived from acetic acid by dehydroxylation, which is fundamental to the biochemistry of all forms of life. When bound to coenzyme A, it is central to the metabolism of carbohydrates and fats.	3.28	6	aldehyde	carcinogenic agent; EC 3.5.1.4 (amidase) inhibitor; electron acceptor; Escherichia coli metabolite; human metabolite; mouse metabolite; mutagen; oxidising agent; Saccharomyces cerevisiae metabolite; teratogenic agent
acetoin [no description available]	2.01	1	methyl ketone; secondary alpha-hydroxy ketone	metabolite
acetone methyl ketone : A ketone of formula RC(=O)CH3 (R =/= H).	6.84	49	ketone body; methyl ketone; propanones; volatile organic compound	EC 3.5.1.4 (amidase) inhibitor; human metabolite; polar aprotic solvent
benzaldehyde [no description available]	6.09	22	benzaldehydes	EC 3.1.1.3 (triacylglycerol lipase) inhibitor; EC 3.5.5.1 (nitrilase) inhibitor; flavouring agent; fragrance; odorant receptor agonist; plant metabolite
benzyl alcohol Benzyl Alcohol: A colorless liquid with a sharp burning taste and slight odor. It is used as a local anesthetic and to reduce pain associated with LIDOCAINE injection. Also, it is used in the manufacture of other benzyl compounds, as a pharmaceutic aid, and in perfumery and flavoring.. hydroxytoluene : Any member of the class of toluenes carrying one or more hydroxy substituents.. benzyl alcohol : An aromatic alcohol that consists of benzene bearing a single hydroxymethyl substituent.. aromatic alcohol : Any alcohol in which the alcoholic hydroxy group is attached to a carbon which is itself bonded to an aromatic ring.. aromatic primary alcohol : Any primary alcohol in which the alcoholic hydroxy group is attached to a carbon which is itself bonded to an aromatic ring.	2.05	1	benzyl alcohols	antioxidant; fragrance; metabolite; solvent
glycerol Moon: The natural satellite of the planet Earth. It includes the lunar cycles or phases, the lunar month, lunar landscapes, geography, and soil.	2.42	2	alditol; triol	algal metabolite; detergent; Escherichia coli metabolite; geroprotector; human metabolite; mouse metabolite; osmolyte; Saccharomyces cerevisiae metabolite; solvent
propylene glycol Propylene Glycol: A clear, colorless, viscous organic solvent and diluent used in pharmaceutical preparations.. propane-1,2-diol : The simplest member of the class of propane-1,2-diols, consisting of propane in which a hydrogen at position 1 and a hydrogen at position 2 are substituted by hydroxy groups. A colourless, viscous, hygroscopic, low-melting (-59degreeC) and high-boiling (188degreeC) liquid with low toxicity, it is used as a solvent, emulsifying agent, and antifreeze.	2.1	1	glycol; propane-1,2-diols	allergen; human xenobiotic metabolite; mouse metabolite; protic solvent
pyruvic acid Pyruvic Acid: An intermediate compound in the metabolism of carbohydrates, proteins, and fats. In thiamine deficiency, its oxidation is retarded and it accumulates in the tissues, especially in nervous structures. (From Stedman, 26th ed). pyruvic acid : A 2-oxo monocarboxylic acid that is the 2-keto derivative of propionic acid. It is a metabolite obtained during glycolysis.	3.96	13	2-oxo monocarboxylic acid	cofactor; fundamental metabolite
2-propanol 2-Propanol: An isomer of 1-PROPANOL. It is a colorless liquid having disinfectant properties. It is used in the manufacture of acetone and its derivatives and as a solvent. Topically, it is used as an antiseptic.. propan-2-ol : A secondary alcohol that is propane in which one of the hydrogens attached to the central carbon is substituted by a hydroxy group.	2.01	1	secondary alcohol; secondary fatty alcohol	protic solvent
histidine Histidine: An essential amino acid that is required for the production of HISTAMINE.. L-histidine : The L-enantiomer of the amino acid histidine.. histidine : An alpha-amino acid that is propanoic acid bearing an amino substituent at position 2 and a 1H-imidazol-4-yl group at position 3.	2.11	1	amino acid zwitterion; histidine; L-alpha-amino acid; polar amino acid zwitterion; proteinogenic amino acid	algal metabolite; Escherichia coli metabolite; human metabolite; micronutrient; mouse metabolite; nutraceutical; Saccharomyces cerevisiae metabolite
valine Valine: A branched-chain essential amino acid that has stimulant activity. It promotes muscle growth and tissue repair. It is a precursor in the penicillin biosynthetic pathway.. valine : A branched-chain amino acid that consists of glycine in which one of the hydrogens attached to the alpha-carbon is substituted by an isopropyl group.. L-valine : The L-enantiomer of valine.	2.03	1	L-alpha-amino acid zwitterion; L-alpha-amino acid; proteinogenic amino acid; pyruvate family amino acid; valine	algal metabolite; Escherichia coli metabolite; human metabolite; micronutrient; mouse metabolite; nutraceutical; Saccharomyces cerevisiae metabolite
xylitol xylooligosaccharide: structure in first source. pentitol : An alditol obtained by reduction of any pentose.. xylooligosaccharide : An oligosaccharide comprised of xylose residues.	4.23	1
1-phenyl-2-propanone 1-phenyl-2-propanone: analog of propiophenone where carbonyl group is on the 2 carbon atom instead of the 1 carbon atom of the side chain. phenylacetone : A propanone that is propan-2-one substituted by a phenyl group at position 1.	2.01	1	methyl ketone; propanones
heptanol Heptanol: A colorless liquid with a fragrant odor. It is used as an intermediate, solvent and in cosmetics.. heptanol : A fatty alcohol consisting of a hydroxy function at any position of an unbranched saturated chain of seven carbon atoms.. heptan-1-ol : A primary alcohol that is heptane substituted by a hydroxy group at position 1. It has been isolated from Capillipedium parviflorum.	2.02	1	heptanol; primary alcohol	flavouring agent; fragrance; gap junctional intercellular communication inhibitor; plant metabolite
benzoin [no description available]	2.52	2	benzoins; secondary alpha-hydroxy ketone	EC 3.1.1.1 (carboxylesterase) inhibitor
thiamine pyrophosphate Thiamine Pyrophosphate: The coenzyme form of Vitamin B1 present in many animal tissues. It is a required intermediate in the PYRUVATE DEHYDROGENASE COMPLEX and the KETOGLUTARATE DEHYDROGENASE COMPLEX.. thiamine(1+) diphosphate chloride : An organic chloride salt of thiamine(1+) diphosphate.	2.72	3	organic chloride salt; vitamin B1
ephedrine Ephedrine: A phenethylamine found in EPHEDRA SINICA. PSEUDOEPHEDRINE is an isomer. It is an alpha- and beta-adrenergic agonist that may also enhance release of norepinephrine. It has been used for asthma, heart failure, rhinitis, and urinary incontinence, and for its central nervous system stimulatory effects in the treatment of narcolepsy and depression. It has become less extensively used with the advent of more selective agonists.. (-)-ephedrine : A phenethylamine alkaloid that is 2-phenylethanamine substituted by a methyl group at the amino nitrogen and a methyl and a hydroxy group at position 2 and 1 respectively.	4.99	7	phenethylamine alkaloid; phenylethanolamines	bacterial metabolite; environmental contaminant; nasal decongestant; plant metabolite; sympathomimetic agent; vasoconstrictor agent; xenobiotic
phenyl trifluoromethyl ketone phenyl trifluoromethyl ketone: converted to trifluoroacetic acid in water	2	1
methamphetamine Methamphetamine: A central nervous system stimulant and sympathomimetic with actions and uses similar to DEXTROAMPHETAMINE. The smokable form is a drug of abuse and is referred to as crank, crystal, crystal meth, ice, and speed.. methamphetamine : A member of the class of amphetamines in which the amino group of (S)-amphetamine carries a methyl substituent.	2.01	1	amphetamines; secondary amine	central nervous system stimulant; environmental contaminant; neurotoxin; psychotropic drug; xenobiotic
1-phenyl-1,2-propanedione 1-phenyl-1,2-propanedione: an oxoglutarate carrier antagonist. 1-phenyl-1,2-propanedione : An alpha-diketone that consists of 1-phenylpropane bearing keto substituents at positions 1 and 2. It is found in coffee.	2.04	1	alpha-diketone; aromatic ketone	plant metabolite
4,4,4-trifluoro-1-phenyl-1,3-butanedione 4,4,4-trifluoro-1-phenyl-1,3-butanedione: can trap reactive metabolites of carcinogens	2	1
1,1,1-trifluoro-2,4-pentanedione 1,1,1-trifluoro-2,4-pentanedione: structure in first source	2	1
alpha-acetolactate alpha-acetolactate: RN given refers to cpd without isomeric designation	2.03	1
1-phenyl-2,2,2-trifluoroethanol 1-phenyl-2,2,2-trifluoroethanol: structure in first source	2	1
cobalt Cobalt: A trace element that is a component of vitamin B12. It has the atomic symbol Co, atomic number 27, and atomic weight 58.93. It is used in nuclear weapons, alloys, and pigments. Deficiency in animals leads to anemia; its excess in humans can lead to erythrocytosis.. cobalt(1+) : A monovalent inorganic cation obtained from cobalt.. cobalt atom : A cobalt group element atom that has atomic number 27.	2.11	1	cobalt group element atom; metal allergen	micronutrient
acyloin [no description available]	2.11	1
lignin Lignin: The most abundant natural aromatic organic polymer found in all vascular plants. Lignin together with cellulose and hemicellulose are the major cell wall components of the fibers of all wood and grass species. Lignin is composed of coniferyl, p-coumaryl, and sinapyl alcohols in varying ratios in different plant species. (From Merck Index, 11th ed). lignin : A polyphenylpropanoid derived from three monolignol monomers: trans-p-coumaryl alcohol, coniferol and trans-sinapyl alcohol. There is extensive cross-linking and no defined primary structure.	4.23	1
doxorubicin hydrochloride [no description available]	2	1	anthracycline
1-butyl-3-methylimidazolium hexafluorophosphate 1-butyl-3-methylimidazolium hexafluorophosphate: structure in first source	2.11	1
4-anisyltetrazolium blue tetrazolium blue : An organic chloride salt having tetrazolium blue(1+) as the counterion.	2.01	1	organic chloride salt	dye
cellulose DEAE-Cellulose: Cellulose derivative used in chromatography, as ion-exchange material, and for various industrial applications.	3.61	2	glycoside

Condition	Relationship Strength	Studies
Cancer of Mouth [description not available]	2	1
Mouth Neoplasms Tumors or cancer of the MOUTH.	2	1
Sensitivity and Specificity Binary classification measures to assess test results. Sensitivity or recall rate is the proportion of true positives. Specificity is the probability of correctly determining the absence of a condition. (From Last, Dictionary of Epidemiology, 2d ed)	2.01	1

1-hydroxy-1-phenyl-2-propanone

Description

Cross-References

Synonyms (41)

Research Excerpts

Bioavailability

Dosage Studied

Drug Classes (3)

Bioassays (3)

Research

Studies (51)

Market Indicators

Research Demand Index: 11.08

Study Types