Benzamide

Benzamide
Names
	Preferred IUPAC name Benzamide
	Other names Benzoic acid amide; Phenyl carboxamide; Benzoylamide
Identifiers
CAS Number	55-21-0
3D model (Jmol)	Interactive image; Interactive image
ChEBI	CHEBI:28179
ChEMBL	ChEMBL267373
ChemSpider	2241
ECHA InfoCard	100.000.207
EC Number	200-227-7
KEGG	C09815
PubChem	2331
RTECS number	CU8700000
UNII	6X80438640
	InChI InChI=1S/C7H7NO/c8-7(9)6-4-2-1-3-5-6/h1-5H,(H2,8,9) Key: KXDAEFPNCMNJSK-UHFFFAOYSA-N ; InChI=1/C7H7NO/c8-7(9)6-4-2-1-3-5-6/h1-5H,(H2,8,9) Key: KXDAEFPNCMNJSK-UHFFFAOYAA ;
	SMILES O=C(N)c1ccccc1 ; c1ccc(cc1)C(=O)N ;
Properties
Chemical formula	C7H7NO
Molar mass	121.14 g·mol−1
Appearance	Off-white solid
Density	1.341 g/cm3
Melting point	127 to 130 °C (261 to 266 °F; 400 to 403 K)
Boiling point	288 °C (550 °F; 561 K)
Solubility in water	13 g/l
Acidity (pKa)	23.35 (in DMSO)
Magnetic susceptibility (χ)	-72.3·10−6 cm3/mol
Pharmacology
ATC code	N05AL (WHO)
Hazards
EU classification (DSD)	Harmful (Xn)
R-phrases	R22 R40
S-phrases	S36/37/39
NFPA 704	1 1 0
Flash point	180 °C (356 °F; 453 K)
Autoignition; temperature	> 500 °C (932 °F; 773 K)
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
	verify (what is ?)
	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

Antidepressants

Moclobemide

Antiemetics/Prokinetics

Antipsychotics

Others

References[edit]

^ Nomenclature of Organic Chemistry : IUPAC Recommendations and Preferred Names 2013 (Blue Book). Cambridge: The Royal Society of Chemistry. 2014. p. 841. doi:10.1039/9781849733069-FP001. ISBN 978-0-85404-182-4.
^ Singh, K. N. & Merchant, Kavita (2012). "The Agrochemical Industry, Annex 17.1". In Kent, James A. Handbook of Industrial Chemistry and Biotechnology. New York: Springer Verlag. pp. 643–698 page 693. doi:10.1007/978-1-4614-4259-2_17.

External links[edit]

[iupac2013-1] Nomenclature of Organic Chemistry : IUPAC Recommendations and Preferred Names 2013 (Blue Book). Cambridge: The Royal Society of Chemistry. 2014. p. 841. doi:10.1039/9781849733069-FP001. ISBN 978-0-85404-182-4.

[2] Singh, K. N. & Merchant, Kavita (2012). "The Agrochemical Industry, Annex 17.1". In Kent, James A. Handbook of Industrial Chemistry and Biotechnology. New York: Springer Verlag. pp. 643–698 page 693. doi:10.1007/978-1-4614-4259-2_17.

[1]

[2]

v t e Antipsychotics (neuroleptics) (N05A)

Typical	Benzamides Levosulpiride Sulpiride Veralipride^‡ Butyrophenones Azaperone Benperidol Bromperidol Droperidol Fluanisone Haloperidol^# Lenperone Moperone Pipamperone Spiperone Timiperone Trifluperidol Diphenylbutylpiperidines Clopimozide Fluspirilene Penfluridol Pimozide Phenothiazines Acepromazine Acetophenazine Butaperazine Carphenazine (carfenazine) Chloracizine Chlorproethazine Chlorpromazine Cyamemazine Dixyrazine Fluacizine Fluphenazine Levomepromazine/Methotrimeprazine Mesoridazine Perazine Periciazine Perphenazine Perphenazine 4-aminobutyrate Piperacetazine Pipotiazine Prochlorperazine Promazine Promethazine Sulforidazine Thiethylperazine Thiopropazate Thioproperazine Thioridazine Trifluoperazine Triflupromazine Thioxanthenes Chlorprothixene Clopenthixol Clothixamide Flupentixol Fluprothixene Piflutixol Teflutixol Thiothixene Zuclopenthixol Tricyclics Fluotracen Loxapine Trimipramine Others Butaclamol Prothipendyl

Atypical	Benzamides Amisulpride Nemonapride Remoxipride^‡ Sultopride Tiapride Butyrophenones Cinuperone Melperone Setoperone Benzo(iso)oxazole piperidines Iloperidone Ocaperidone^§ Paliperidone Risperidone^# Benzo(iso)thiazole piperazines Lurasidone Perospirone Revospirone^§ Tiospirone^§ Ziprasidone Diphenylbutylpiperazines Amperozide Phenylpiperazines Aripiprazole Aripiprazole lauroxil Bifeprunox^§ Brexpiprazole Cariprazine Tricyclics Amoxapine Asenapine Carpipramine Clocapramine Clorotepine Clotiapine Clozapine^# Flumezapine Fluperlapine Gevotroline Metitepine Mosapramine Olanzapine Quetiapine Tenilapine Zotepine Others Blonanserin Lumateperone^† Molindone Pimavanserin RP5063^† Sertindole Zicronapine^§

Others	Azacyclonol Cannabidiol Oxypertine Reserpine Tetrabenazine

^#WHO-EM ^‡Withdrawn from market Clinical trials: ^†Phase III ^§Never to phase III

v t e Antiemetics (A04)

5-HT₃ serotonin ion channel antagonists	Alosetron Azasetron Bemesetron Cilansetron Clozapine Dazopride Dolasetron Granisetron Lerisetron Metoclopramide Mianserin Mirtazapine Olanzapine Ondansetron Palonosetron (+netupitant) Quetiapine Ramosetron Ricasetron Tropisetron Zatosetron

5-HT serotonin G-protein receptor antagonists	Clozapine Cyproheptadine Hydroxyzine Olanzapine Risperidone Ziprasidone

CB₁ agonists (cannabinoids)	Dronabinol Nabilone Tetrahydrocannabinol (cannabis)

D₂/D₃ antagonists	Alizapride Bromopride Chlorpromazine Clebopride Domperidone Haloperidol Hydroxyzine Itopride Metoclopramide Metopimazine Prochlorperazine Thiethylperazine Trimethobenzamide

H₁ antagonists (antihistamines)	Cyclizine Dimenhydrinate Diphenhydramine Hydroxyzine Meclizine Promethazine

mACh antagonists (anticholinergics)	Atropine Diphenhydramine Hydroxyzine (very mild) Hyoscyamine Scopolamine

NK₁ antagonists	Aprepitant Casopitant Ezlopitant Fosaprepitant Maropitant Netupitant Rolapitant Vestipitant

Others	Cerium oxalate Dexamethasone Lorazepam Midazolam Propofol

Benzamide

Contents

Chemical derivatives[edit]

See also[edit]

References[edit]

External links[edit]

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Names


Preferred IUPAC name Benzamide^[1]
Other names Benzoic acid amide Phenyl carboxamide Benzoylamide
Identifiers
CAS Number	55-21-0^Y
3D model (Jmol)	Interactive image Interactive image
ChEBI	CHEBI:28179^Y
ChEMBL	ChEMBL267373^Y
ChemSpider	2241^Y
ECHA InfoCard	100.000.207
EC Number	200-227-7
KEGG	C09815^Y
PubChem	2331
RTECS number	CU8700000
UNII	6X80438640^Y
InChI 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
SMILES O=C(N)c1ccccc1 c1ccc(cc1)C(=O)N
Properties
Chemical formula	C₇H₇NO
Molar mass	121.14 g·mol⁻¹
Appearance	Off-white solid
Density	1.341 g/cm³
Melting point	127 to 130 °C (261 to 266 °F; 400 to 403 K)
Boiling point	288 °C (550 °F; 561 K)
Solubility in water	13 g/l
Acidity (pK_a)	23.35 (in DMSO)
Magnetic susceptibility (χ)	-72.3·10⁻⁶ cm³/mol
Pharmacology
ATC code	N05AL (WHO)
Hazards
EU classification (DSD)	Harmful (Xn)
R-phrases	R22 R40
S-phrases	S36/37/39
NFPA 704	1 1 0
Flash point	180 °C (356 °F; 453 K)
Autoignition temperature	> 500 °C (932 °F; 773 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Y verify (what is ^YN ?)
Infobox references