Movatterモバイル変換

[0]ホーム

Jump to content

Butyrophenone

Edit links

From Wikipedia, the free encyclopedia

Butyrophenone

Names

Preferred IUPAC name

1-Phenylbutan-1-one

Identifiers

CAS Number

495-40-9^Y

3D model (JSmol)

ChEMBL

ChEMBL193524^Y

ChemSpider

9893^Y

ECHA InfoCard

100.007.091

PubChem CID

10315

UNII

186I11WB5B^Y

CompTox Dashboard(EPA)

DTXSID3047059

InChI

InChI=1S/C10H12O/c1-2-6-10(11)9-7-4-3-5-8-9/h3-5,7-8H,2,6H2,1H3^Y
Key: FFSAXUULYPJSKH-UHFFFAOYSA-N^Y
InChI=1/C10H12O/c1-2-6-10(11)9-7-4-3-5-8-9/h3-5,7-8H,2,6H2,1H3
Key: FFSAXUULYPJSKH-UHFFFAOYAC

SMILES

O=C(c1ccccc1)CCC
CCCC(=O)c1ccccc1

Properties

Chemical formula

C₁₀H₁₂O

Molar mass

148.20 g/mol

Appearance

clear liquid

Melting point

12 °C (54 °F; 285 K)

Boiling point

229 °C (444 °F; 502 K)

Solubility in water

poor

logP

2.77

Refractive index (n_D)

1.520

Hazards

NFPA 704 (fire diamond)

Flash point

99 °C (210 °F; 372 K)

Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa).

Y verify (what is ^YN ?)

Infobox references

Chemical compound

Butyrophenone is anorganic compound with the formula C₆H₅C(O)C₃H₇. It is a colorless liquid.

The butyrophenone structure—aketone flanked by aphenyl ring and abutyl chain—forms the basis for many other chemicals containing varioussubstituents. Some of these butyrophenones are used to treat various psychiatric disorders such asschizophrenia, as well as acting asantiemetics.^[1]

Examples of butyrophenone-derived pharmaceuticals include:

Benperidol‡^[2] (200 times more potent thanchlorpromazine)^[1]^[3]
Bromperidol†^[4]
Droperidol‡,^[2]Antiemetic forpostoperative nausea and vomiting
Haloperidol, the most widely used classical antipsychotic drug in this class^[1]
Lumateperone, an atypical antipsychotic used for schizophrenia and bipolar depression
Moperone (discontinued)†^[4]
Pipamperone (discontinued)†^[4]
Timiperone†^[4]
Lenperone
Melperone

References

[edit]

^^a ^b ^cKeith Parker; Laurence Brunton Goodman; Louis Sanford; Lazo, John S.; Gilman, Alfred (2006).Goodman & Gilman's The Pharmacological Basis of Therapeutics (11th ed.). New York: McGraw-Hill.ISBN 0071422803.
^^a ^b‡ denotes drugs that are no longer (or were never to begin with) marketed in the United States. Some antipsychotics are not firmly placed in either first-generation or second-generation classes.
^Grogan, Charles H.; Rice, Leonard M. (1967). "Ω-Azabicyclic Butyrophenones".Journal of Medicinal Chemistry.10 (4):621–623.doi:10.1021/jm00316a022.PMID 6037051.
^^a ^b ^c ^d† indicates drugs that are no longer (or were never) marketed in English-speaking countries.

v t e Chemical classes ofpsychoactive drugs
Stimulants	Amphetamine-type/dopamine releasing agents:Alkylamines Cycloalkylaminopropanes Arylpiperazines Benzylpiperazines Phenylpiperazines Phenethylamines Aminorexes/phenyloxazolamines Amphetamines/α-methylphenethylamines Cathinones/β-ketoamphetamines β-Hydroxyamphetamines/cathinols Naphthylaminopropanes Phentermines Phenylisobutylamines/α-ethylphenethylamines α-Propylphenethylamines Phenylmorpholines/phenmetrazines Thiopropamines/thienylaminopropanes Cocaine-type/typical dopamine reuptake inhibitors:Phenethylamines Phenidates/benzylpiperidines Phenylethylpyrrolidines Pyrrolidinophenones Phenyltropanes/cocaine analogues Modafinil-type/atypical dopamine reuptake inhibitors:Modafinil analogues Phenylpiracetams Caffeine-type/adenosine receptor antagonists:Xanthines/methylxanthines Nicotine-type/nicotinic acetylcholine receptor agonists:Nicotine analogues
Depressants	GABA_A receptor positive allosteric modulators:Alcohols/ethanol analogues Barbiturates Benzodiazepines Pyrrolobenzodiazepines Thienobenzodiazepines Thienodiazepines Thienotriazolodiazepines Triazolobenzodiazepines Carbamates Ethers Neuroactive steroids Nonbenzodiazepines β-Carbolines Cyclopyrrolones Imidazopyridines Pyrazolopyrimidines Phenols Piperidinediones Quinazolinones GABA_A receptor agonists:Isoxazoles GHB receptor agonists:1,4-Butanediols α₂δ subunit-containing voltage-gated calcium channel blockers:Gabapentinoids Opioids/μ-opioid receptor agonists:Benzimidazoles Nitazenes Fentanyl analogues/phenylpiperidines Mitragyna alkaloids Morphinans/phenanthrenes Opiates/opium alkaloids Utopioids Antihistamines/H₁ receptor antagonists:Benzimidazoles Diarylmethanes Ethylenediamines Tricyclics Dibenzocycloheptenes
Hallucinogens	Serotonergic psychedelics/serotonin 5-HT_2A receptor agonists:Arylpiperazines Phenylpiperazines Quinolinylpiperazines Cyclized phenethylamines 3-Benzazepines Cyclized tryptamines Azepinoindoles Ibogalogs Iboga alkaloids β-Carbolines Harmala alkaloids Ergolines Lysergamides Simplified/partial lysergamides Phenethylamines (methoxyphenethylamines) 2Cs 25-NB/NBOMes 2C-Os 2C-Ts HOT-x TWEETIOs Amphetamines/α-methylphenethylamines 3Cs Dimethoxyamphetamines/DMAs DOx Alephs Ethylenedioxyamphetamines/EDxx Methylenedioxyamphetamines/MDxx Trimethoxyamphetamines/TMAs BOx FLYs/benzofurans Phenylisobutylamines/α-ethylphenethylamines 4Cs Scalines Ψ-PEAs Tryptamines α-Alkyltryptamines α-Alkyl-β-ketotryptamines 4-Hydroxytryptamines 5-Hydroxytryptamines 5-Methoxytryptamines Miscellaneous Dissociatives/NMDA receptor antagonists:Adamantanes Arylcyclohexylamines Diarylethylamines Morphinans κ-Opioid receptor agonists:Benzomorphans Salvinorins GABA_A receptor agonists:Isoxazoles Deliriants/anticholinergics/muscarinic acetylcholine receptor antagonists:Diarylmethanes Tropanes Others:Cyclized tryptamines Azepinoindoles Iboga alkaloids (Phyto)cannabinoids
Entactogens	Serotonin releasing agents:Phenethylamines 2-Aminoindanes 2-Aminotetralins Amphetamines Benzofuranylaminopropanes Benzothiophenylaminopropanes Ethylenedioxyamphetamines/EDxx Indanylaminopropanes Indolylaminopropanes Methylenedioxyamphetamines/MDxx Tetralinylaminopropanes Tryptamines α-Alkyltryptamines Miscellaneous
Psychiatric drugs	Anxiolytics:Azapirones Benzodiazepines Pyrrolobenzodiazepines Thienobenzodiazepines Thienodiazepines Thienotriazolodiazepines Triazolobenzodiazepines Antidepressants:Tricyclic antidepressants Dibenzazepines Dibenzocycloheptenes Dibenzothiepins Dibenzoxazepines Dibenzoxepins Tetracyclic antidepressants Antipsychotics/dopamine D₂ receptor antagonists or partial agonists:Benzamides Benzimidazoles Benzisothiazoles Benzisoxazoles Butyrophenones Diphenylbutylpiperidines Phenylpiperazines Tricyclics Dibenzazepines Dibenzodiazepines Dibenzothiazepines Dibenzothiepins Dibenzoxazepines Phenothiazines Thienobenzodiazepines Mood stabilizers/anticonvulsants:Gabapentinoids Tricyclics Dibenzazepines Valproates
Others	Nootropics:Racetams Phenylpiracetams Miscellaneous:3-Benzazepines Adamantanes Catecholamines Tetrahydroisoquinolines Yohimbans

This article about aketone is astub. You can help Wikipedia byexpanding it.

Retrieved from "https://en.wikipedia.org/w/index.php?title=Butyrophenone&oldid=1283107106"

Categories:

Hidden categories:

[8]ページ先頭