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出典(authority):フリー百科事典『ウィキペディア(Wikipedia)』「2013/12/05 21:18:57」(JST)
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Benzamide |
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Other names
Benzoic acid amide, Phenyl carboxamide, Benzoylamide
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Identifiers |
CAS number |
55-21-0 Y |
PubChem |
2331 |
ChemSpider |
2241 Y |
UNII |
6X80438640 Y |
EC number |
200-227-7 |
KEGG |
C09815 Y |
ChEBI |
CHEBI:28179 Y |
ChEMBL |
CHEMBL267373 Y |
RTECS number |
CU8700000 |
Jmol-3D images |
Image 1
Image 2 |
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O=C(N)c1ccccc1
c1ccc(cc1)C(=O)N
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InChI=1S/C7H7NO/c8-7(9)6-4-2-1-3-5-6/h1-5H,(H2,8,9) Y
Key: KXDAEFPNCMNJSK-UHFFFAOYSA-N Y
InChI=1/C7H7NO/c8-7(9)6-4-2-1-3-5-6/h1-5H,(H2,8,9)
Key: KXDAEFPNCMNJSK-UHFFFAOYAA
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Properties |
Molecular formula |
C7H7NO |
Molar mass |
121.14 g mol−1 |
Appearance |
Off-white solid |
Density |
1.341 g/cm3 |
Melting point |
127 - 130 °C
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Boiling point |
288 °C, 561 K, 550 °F
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Solubility in water |
13 g/l |
Acidity (pKa) |
23.35 (in DMSO) |
Hazards |
EU classification |
Harmful (Xn) |
R-phrases |
R22 R40 |
S-phrases |
S36/37/39 |
NFPA 704 |
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Flash point |
180 °C |
Autoignition
temperature |
> 500 °C |
Y (verify) (what is: Y/N?)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) |
Infobox references |
Benzamide is an off-white solid with the chemical formula of C6H5CONH2. It is a derivative of benzoic acid. It is slightly soluble in water, and soluble in many organic solvents.
Chemical derivatives[edit]
A number of substituted benzamides exist, including:
- Analgesics
- Antiemetics/Prokinetics
- Alizapride
- Bromopride
- Cinitapride
- Cisapride
- Clebopride
- Dazopride
- Domperidone
- Itopride
- Metoclopramide
- Mosapride
- Prucalopride
- Renzapride
- Trimethobenzamide
- Zacopride
- Antipsychotics
- Amisulpride
- Nemonapride
- Remoxipride
- Sulpiride
- Sultopride
- Tiapride
- Others
- Entinostat
- Eticlopride
- Mocetinostat
- Raclopride
- Procarbazine
See also[edit]
- ATC code N05#N05AL Benzamides
External links[edit]
- Physical characteristics
- Safety MSDS data
- 1309016066 at GPnotebook
Antipsychotics (neuroleptics) (N05A)
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Typical |
- Benzamides
- Levosulpiride
- Nemonapride
- Sulpiride
- Sultopride
- Tiapride
- Veralipride
- Butyrophenones
- Azaperone
- Benperidol
- Bromperidol
- Droperidol
- Fluanisone
- Haloperidol
- Lenperone
- Moperone
- Pipamperone
- Spiperone
- Timiperone
- Trifluperidol
- Diphenylbutylpiperidines
- Clopimozide
- Fluspirilene
- Penfluridol
- Pimozide
- Phenothiazines
- Acepromazine
- Acetophenazine
- Butaperazine
- Carphenazine
- Chloracizine
- Chlorproethazine
- Chlorpromazine
- Cyamemazine
- Dixyrazine
- Fluacizine
- Fluphenazine
- Levomepromazine/Methotrimeprazine
- Mesoridazine
- Perazine
- Pericyazine
- Perphenazine
- Piperacetazine
- Pipotiazine
- Prochlorperazine
- Promazine
- Promethazine
- Propiomazine
- Sulforidazine
- Thiethylperazine
- Thiopropazate
- Thioproperazine
- Thioridazine
- Trifluoperazine
- Triflupromazine
- Thioxanthenes
- Chlorprothixene
- Clopenthixol
- Flupentixol
- Thiothixene
- Zuclopenthixol
- Tricyclics
- Butaclamol
- Fluotracen
- Loxapine
- Trimipramine
- Others
- Prothipendyl
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Atypical |
- Benzamides
- Amisulpride
- Remoxipride‡
- Butyrophenones
- Cinuperone
- Melperone
- Setoperone
- Benzo(iso)oxazolepiperidines
- Iloperidone
- Ocaperidone
- Paliperidone
- Risperidone
- Benzo(iso)thiazolepiperazines
- Lurasidone
- Perospirone
- Revospirone
- Tiospirone
- Ziprasidone
- Diphenylbutylpiperazines
- Amperozide
- Phenylpiperazines
- Aripiprazole
- Bifeprunox
- Brexpiprazole†
- Elopiprazole
- Umespirone
- Tricyclics
- Amoxapine
- Asenapine
- Carpipramine
- Clocapramine
- Clorotepine
- Clotiapine
- Clozapine
- Fluperlapine
- Gevotroline
- Metitepine
- Mosapramine
- NDMC
- Olanzapine
- Piquindone
- Quetiapine
- Tenilapine
- Zotepine
- Others
- Blonanserin
- Cariprazine
- Molindone
- Pimavanserin
- Roxindole
- Sarizotan
- Sertindole
- Spiramide
- Zicronapine†
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Others |
- Alstonine
- Azacyclonol
- Cannabidiol
- Mazapertine§
- Mifepristone
- Oxypertine
- Reserpine
- Rimcazole
- Secretin
- Talnetant§
- Tetrabenazine
- Vabicaserin
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- #WHO-EM
- ‡Withdrawn from market
- Clinical trials:
- †Phase III
- §Never to phase III
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dsrd (o, p, m, p, a, d, s), sysi/epon, spvo
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proc (eval/thrp), drug (N5A/5B/5C/6A/6B/6D)
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Antiemetics (A04)
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5-HT3 Serotonin ion
channel antagonists |
- Alosetron
- Azasetron
- Bemesetron
- Cilansetron
- Clozapine
- Dazopride
- Dolasetron
- Granisetron
- Lerisetron
- Metoclopramide
- Mianserin
- Mirtazapine
- Olanzapine
- Ondansetron
- Palonosetron
- Quetiapine
- Ramosetron
- Ricasetron
- Tropisetron
- Zatosetron
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5-HT Serotonin G-protein
receptor antagonists |
- Clozapine
- Cyproheptadine
- Hydroxyzine
- Olanzapine
- Risperidone
- Ziprasidone
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CB1 Agonists
(Cannabinoids) |
- Dronabinol
- Nabilone
- Nonabine
- Tetrahydrocannabinol
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D2/D3 Antagonists |
- Alizapride
- Bromopride
- Chlorpromazine
- Clebopride
- Domperidone
- Haloperidol
- Hydroxyzine
- Itopride
- Metoclopramide
- Metopimazine
- Prochlorperazine
- Thiethylperazine
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H1 antagonists
(Antihistamines) |
- Cyclizine
- Dimenhydrinate
- Diphenhydramine
- Hydroxyzine
- Meclozine
- Promethazine
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mACh antagonists
(Anticholinergics) |
- Atropine
- Diphenhydramine
- Hydroxyzine (very mild)
- Hyoscyamine
- Scopolamine
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NK1 Antagonists |
- Aprepitant
- Casopitant
- Ezlopitant
- Fosaprepitant
- Maropitant
- Vestipitant
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Others |
- Cerium oxalate
- Dexamethasone
- Lorazepam
- Midazolam
- Propofol
- Trimethobenzamide
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anat (t, g, p)/phys/devp/enzy
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noco/cong/tumr, sysi/epon
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proc, drug (A2A/2B/3/4/5/6/7/14/16), blte
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Drugs for functional gastrointestinal disorders (A03)
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Drugs for
functional
bowel disorders |
Antimuscarinics
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Tertiary
amino group
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- Oxyphencyclimine
- Camylofin
- Mebeverine
- Trimebutine
- Rociverine
- Dicycloverine
- Dihexyverine
- Difemerine
- Piperidolate
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Quaternary
ammonium
compounds
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- Benzilone
- Mepenzolate
- Pipenzolate
- Glycopyrronium
- Oxyphenonium
- Penthienate
- Methantheline
- Propantheline
- Otilonium
- Tridihexethyl
- Isopropamide
- Hexocyclium
- Poldine
- Bevonium
- Diphemanil
- Tiemonium
- Prifinium
- Timepidium
- Fenpiverinium
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Phosphodiesterase
inhibitors
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- Papaverine
- Drotaverine
- Moxaverine
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Acting on
serotonin receptors
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- 5-HT3 antagonists
- 5-HT4 agonists
- Mosapride
- Prucalopride
- Tegaserod
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Other
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- Alverine
- Caroverine
- Chlorbenzoxamine
- Diisopromine
- Dimethylaminopropionylphenothiazine
- Fenpiprane
- Fenoverine
- Idanpramine
- Isometheptene
- Phloroglucinol
- Pinaverium
- Proxazole
- Silicones
- Tiropramide
- Trepibutone
- Trimethyldiphenylpropylamine
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Belladonna
and derivatives
(antimuscarinics) |
- tertiary amines: Atropine
- Hyoscyamine
- quaternary ammonium compounds:
- Scopolamine
- Butylscopolamine
- Methylscopolamine
- Methylatropine
- Fentonium
- Cimetropium bromide
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Propulsives |
- primarily dopamine antagonists
- Metoclopramide/Bromopride
- Clebopride
- Domperidone
- Alizapride
- 5-HT4 agonists
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anat (t, g, p)/phys/devp/enzy
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noco/cong/tumr, sysi/epon
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proc, drug (A2A/2B/3/4/5/6/7/14/16), blte
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UpToDate Contents
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English Journal
- Computing membrane-AQP5-phosphatidylserine binding affinities with hybrid steered molecular dynamics approach.
- Chen LY1.
- Molecular membrane biology.Mol Membr Biol.2015 May 8:1-7. [Epub ahead of print]
- In order to elucidate how phosphatidylserine (PS6) interacts with AQP5 in a cell membrane, we developed a hybrid steered molecular dynamics (hSMD) method that involved: (1) Simultaneously steering two centers of mass of two selected segments of the ligand, and (2) equilibrating the ligand-protein co
- PMID 25955791
- PHARMACOLOGICAL CHARACTERIZATION OF THE NEWLY SYNTHESIZED 5-AMINO-N-BUTYL-2-(4-ETHOXYPHENOXY)-BENZAMIDE HYDROCHLORIDE (BED) AS A POTENT NCX3 INHIBITOR THAT WORSENS ANOXIC INJURY IN CORTICAL NEURONS, ORGANOTYPIC HIPPOCAMPAL CULTURES AND ISCHEMIC BRAIN.
- Secondo A, Pignataro G, Ambrosino P, Pannaccione A, Molinaro P, Boscia F, Cantile M, Cuomo O, Esposito A, Sisalli M, Scorziello A, Guida N, Anzillotti S, Fiorino F, Severino B, Santagada V, Caliendo G, Di Renzo G, Annunziato L.
- ACS chemical neuroscience.ACS Chem Neurosci.2015 May 5. [Epub ahead of print]
- The Na+/Ca2+ exchanger (NCX), a 10-transmembrane domain protein mainly involved in the regulation of intracellular Ca2+ homeostasis, plays a crucial role in cerebral ischemia. In the present paper we characterized the effect of the newly synthesized compound 5-Amino-N-butyl-2-(4-ethoxyphenoxy)-benza
- PMID 25942323
- Sigma-2 receptor binding is decreased in female, but not male, APP/PS1 mice.
- Sahlholm K1, Liao F2, Holtzman DM2, Xu J1, Mach RH3.
- Biochemical and biophysical research communications.Biochem Biophys Res Commun.2015 May 1;460(2):439-45. doi: 10.1016/j.bbrc.2015.03.052. Epub 2015 Mar 18.
- The sigma-2 receptor is a steroid-binding membrane-associated receptor which has been implicated in cell survival. Sigma-2 has recently been shown to bind amyloid-β (Aβ) oligomers in Alzheimer's disease (AD) brain. Furthermore, blocking this interaction was shown to prevent or reverse the effects
- PMID 25796326
Japanese Journal
- A Novel Inhibitor of I-KappaB Kinase Beta Ameliorates Experimental Arthritis through Downregulation of Proinflammatory Cytokines in Arthritic Joints
- Tanaka Shinji,Toki Tadashi,Yokoyama Mika,Shimizu Hiroki,Yamasaki Tomonori,Yoneda Yoshiyuki,Muro Fumihito,Yasukochi Takanori,Iimura Shin,Morishita Kaoru
- Biological and Pharmaceutical Bulletin 37(1), 87-95, 2014
- … We previously reported a novel IKKβ inhibitor Compound D, 4-[6-(cyclobutylamino)imidazo[1,2-b]pyridazin-3-yl]-2-fluoro-N-{[(2S,4R)-4-fluoropyrrolidin-2-yl]methyl}benzamide, which is efficacious in experimental arthritis models. …
- NAID 130003382106
- Synthesis and optical properties of poly(p-benzamide)s bearing oligothiophene on the amide nitrogen atom through an alkylene spacer
- Takagi Koji,Nobuke Katsuya,Nishikawa Yuma [他]
- Polymer journal 45(12), 1171-1176, 2013-12
- NAID 40019900318
- B305 N-(2-Phenyl-1H-imidazo1-1-yl)benzamide類縁体の合成と脱皮ホルモン受容体に対する結合性の評価(分子設計 生物活性 遺伝子科学 天然物化学,一般講演要旨)
Related Links
- Benzamide is an off-white solid with the chemical formula of C6H5CONH2. It is a derivative of benzoic acid. It is slightly soluble in water, and soluble in many organic solvents. Chemical derivatives [edit]. A number of substituted benzamides ...
- Sigma-Aldrich offers Aldrich-135828, Benzamide for your research needs. Find product specific information including CAS, MSDS, protocols and references.
Related Pictures
★リンクテーブル★
[★]
- 英
- benzamide
- 関
構造
作用
ベンズアミド系代表薬物
[★]
トリメトベンズアミド
- 関
- trimethobenzamide hydrochloride
- 同
- Tigan
[★]
エテンザミド。エトキシベンズアミド