Benzamide

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Benzamide


IUPAC name Benzamide
Other names Benzoic acid amide, Phenyl carboxamide, Benzoylamide
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
SMILES O=C(N)c1ccccc1 c1ccc(cc1)C(=O)N
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
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
Boiling point	288 °C, 561 K, 550 °F
Solubility in water	13 g/l
Acidity (pK_a)	23.35 (in DMSO)
Hazards
EU classification	Harmful (Xn)
R-phrases	R22 R40
S-phrases	S36/37/39
NFPA 704	1 1 0
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

Antipsychotics

Others

External links [edit]

Antipsychotics (neuroleptics) (N05A)

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: Amoxapine; Butaclamol; Fluotracen; Loxapine; Trimipramine

Others: Prothipendyl

Atypical

Benzamides: Amisulpride; Remoxipride

Butyrophenones: Cinuperone; Setoperone

Benzo(iso)oxazole piperidines: Iloperidone; Ocaperidone; Paliperidone; Risperidone

Benzo(iso)thiazole piperazines: Lurasidone; Perospirone; Revospirone; Tiospirone; Ziprasidone

Diphenylbutylpiperazines: Amperozide

Phenylpiperazines: Aripiprazole; Bifeprunox; Brexpiprazole; Elopiprazole; Umespirone

Tricyclics: 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^†

Others

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^‡Withdrawn from market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

M: PSO/PSI

mepr

dsrd (o, p, m, p, a, d, s), sysi/epon, spvo

proc (eval/thrp), drug (N5A/5B/5C/6A/6B/6D)

Antiemetics (A04)

5-HT₃ Antagonists

CB₁ Agonists (Cannabinoids)

D₂/D₃ Antagonists

H₁ Antagonists (Antihistamines)

mACh Antagonists (Anticholinergics)

NK₁ Antagonists

Others

M: DIG

anat (t, g, p)/phys/devp/enzy

noco/cong/tumr, sysi/epon

proc, drug (A2A/2B/3/4/5/6/7/14/16), blte

Drugs for functional gastrointestinal disorders (A03)

Drugs for
functional bowel disorders

Antimuscarinics

Tertiary amino group	Oxyphencyclimine Camylofin Mebeverine Trimebutine Rociverine Dicycloverine Dihexyverine Difemerine Piperidolate

Quaternary ammonium compounds	Benzilone Mepenzolate Pipenzolate Glycopyrronium Oxyphenonium Penthienate Methantheline Propantheline Otilonium Tridihexethyl Isopropamide Hexocyclium Poldine Bevonium Diphemanil Tiemonium Prifinium Timepidium Fenpiverinium

Phosphodiesterase inhibitors

Acting on serotonin receptors

5-HT₃ antagonists
- Alosetron
- Cilansetron
5-HT₄ agonists

Other

Belladonna and derivatives
(antimuscarinics)

tertiary amines: Atropine
Hyoscyamine

Propulsives

M: DIG

anat (t, g, p)/phys/devp/enzy

noco/cong/tumr, sysi/epon

proc, drug (A2A/2B/3/4/5/6/7/14/16), blte

Analgesics (N02A, N02B)

Opioids
See also: Opioids template

Opium & alkaloids thereof	Codeine^# Morphine^# Opium Laudanum Paregoric

Semi-synthetic opium derivatives	Acetyldihydrocodeine Benzylmorphine Buprenorphine Desomorphine Diacetylmorphine Dihydrocodeine Dihydromorphine Ethylmorphine Hydrocodone Hydromorphinol Hydromorphone Nicocodeine Nicodicodeine Nicomorphine Oxycodone Oxymorphone

Synthetic opioids	Alphaprodine Anileridine Butorphanol Dextromoramide Dextropropoxyphene Dezocine Fentanyl Ketobemidone Levorphanol Methadone Meptazinol Nalbuphine Pentazocine Propoxyphene Propiram Pethidine Phenazocine Piminodine Piritramide Tapentadol Tilidine Tramadol

Pyrazolones

Cannabinoids

Anilides

Non-steroidal
anti-inflammatories
See also: NSAIDs template

Propionic acid class	Fenoprofen Flurbiprofen Ibuprofen^# Ketoprofen Naproxen Oxaprozin

Oxicam class	Meloxicam Piroxicam

Acetic acid class	Diclofenac Indometacin Ketorolac Nabumetone Sulindac Tolmetin

COX-2 inhibitors	Celecoxib Rofecoxib Valdecoxib Parecoxib Lumiracoxib

Anthranilic acid (fenamate) class	Meclofenamate Mefenamic acid

Salicylates	Aspirin (Acetylsalicylic acid)^# (+paracetamol/caffeine) Benorylate Diflunisal Ethenzamide Magnesium salicylate Salicin Salicylamide Salsalate Trisalate Wintergreen (Methyl salicylate)