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Benzamide information


Benzamide
Skeletal formula
Ball-and-stick model
Names
Preferred IUPAC name
Benzamide[1]
Systematic IUPAC name
Benzenecarboxamide
Other names
Benzoic acid amide
Phenyl carboxamide
Benzoylamide
Identifiers
CAS Number
  • 55-21-0 checkY
3D model (JSmol)
  • Interactive image
  • Interactive image
3DMet
  • B01116
Beilstein Reference
385876
ChEBI
  • CHEBI:28179 checkY
ChEMBL
  • ChEMBL267373 checkY
ChemSpider
  • 2241 checkY
ECHA InfoCard 100.000.207 Edit this at Wikidata
EC Number
  • 200-227-7
KEGG
  • C09815 checkY
PubChem CID
  • 2331
RTECS number
  • CU8700000
UNII
  • 6X80438640 checkY
CompTox Dashboard (EPA)
  • DTXSID0021709 Edit this at Wikidata
InChI
  • InChI=1S/C7H7NO/c8-7(9)6-4-2-1-3-5-6/h1-5H,(H2,8,9) checkY
    Key: KXDAEFPNCMNJSK-UHFFFAOYSA-N checkY
  • 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 121.139 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
13.5 g/L (at 25°C)[2]
Acidity (pKa)
  • approx. 13 (in H2O)[3]
  • 23.3 (in DMSO)[4]
Magnetic susceptibility (χ)
-72.3·10−6 cm3/mol
Pharmacology
ATC code
N05AL (WHO)
Hazards
GHS labelling:
Pictograms
GHS07: Exclamation markGHS08: Health hazard
Signal word
Warning
Hazard statements
H302, H341
Precautionary statements
P201, P202, P264, P270, P281, P301+P312, P308+P313, P330, P405, P501
NFPA 704 (fire diamond)
NFPA 704 four-colored diamondHealth 1: Exposure would cause irritation but only minor residual injury. E.g. turpentineFlammability 1: Must be pre-heated before ignition can occur. Flash point over 93 °C (200 °F). E.g. canola oilInstability 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g. liquid nitrogenSpecial hazards (white): no code
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).
checkY verify (what is checkY☒N ?)
Infobox references

Benzamide is an organic compound with the chemical formula of C7H7NO. It is the simplest amide derivative of benzoic acid. In powdered form, it appears as a white solid, while in crystalline form, it appears as colourless crystals.[5] It is slightly soluble in water,[2] and soluble in many organic solvents.[6] It is a natural alkaloid found in the herbs of Berberis pruinosa.[6]

  1. ^ Favre, Henri A.; Powell, Warren H. (2014). Nomenclature of Organic Chemistry : IUPAC Recommendations and Preferred Names 2013 (Blue Book). Cambridge: The Royal Society of Chemistry. p. 841. doi:10.1039/9781849733069-FP001. ISBN 9780854041824. OCLC 1077224056. Archived from the original on 2022-10-11. Retrieved 2022-10-11.
  2. ^ a b "Benzamide | 55-21-0 supplier and manufacturer". BuyersGuideChem. Archived from the original on July 29, 2017. Retrieved October 11, 2022.
  3. ^ Haynes, William M., ed. (2016). CRC Handbook of Chemistry and Physics (97th ed.). CRC Press. p. 5–89 [sic]. ISBN 9781498754286. OCLC 1012162798. Archived from the original on 2022-10-11. Retrieved 2022-10-11. page cited is 5-89, not 5 to 89
  4. ^ Bordwell, Frederick G.; Ji, Guo Zhen (October 1991). "Effects of structural changes on acidities and homolytic bond dissociation energies of the hydrogen-nitrogen bonds in amidines, carboxamides, and thiocarboxamides". Journal of the American Chemical Society. 113 (22): 8398–8401. doi:10.1021/ja00022a029. Archived from the original on 2020-12-11. Retrieved 2022-10-11.
  5. ^ CID 2331 from PubChem
  6. ^ a b "benzamide, CAS number 55-21-0". The Good Scents Company. Retrieved October 11, 2022.

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Levosulpiride

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sold under the brand name SULPEPTA , is a potent prokinetic agent of the benzamide class. It is a selective antagonist of the dopamine D2 receptors and 5HT4...

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aggression in the elderly. A derivative of benzamide, tiapride is chemically and functionally similar to other benzamide antipsychotics such as sulpiride and...

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Itopride (INN; brand name Ganaton) is a prokinetic benzamide derivative. These drugs inhibit dopamine and acetylcholine esterase enzyme and have a gastrokinetic...

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Crystal polymorphism

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freshly crystallized benzamide slowly converted to rhombic crystals. Present-day analysis identifies three polymorphs for benzamide: the least stable one...

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Cinitapride

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Cintapro, Pemix) is a gastroprokinetic agent and antiemetic agent of the benzamide class which is marketed in India, Mexico, Pakistan and Spain. It acts...

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List of antipsychotics

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Clebopride

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functional gastrointestinal disorders. Chemically, it is a substituted benzamide, closely related to metoclopramide. A small Spanish study found that more...

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Sulpiride

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texts have referred to it as a typical antipsychotic) medication of the benzamide class which is used mainly in the treatment of psychosis associated with...

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Procainamide

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procainamide. 4-amino-N-2-(diethylamino)ethyl-benzamide (also known as para-amino-N-2-(diethylamino)ethyl-benzamide because the amino substituent is attached...

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Isoxaben

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2-oxazol-5-yl]-2,6-dimethoxybenzamide) is an herbicide from the benzamide and isoxazole family. It is intended for use in vineyards and tree nut...

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Benzonitrile

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C6H5(CN) + 3 H2O In the laboratory it can be prepared by the dehydration of benzamide or benzaldehyde oxime or by the Rosenmund–von Braun reaction using cuprous...

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Nitazoxanide

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l)amino]-oxomethyl]phenyl ester is a carboxylic ester and a member of benzamides. It is functionally related to a salicylamide. Nitazoxanide is the prototype...

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Antipsychotic

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from) the D2 receptor. Sultopride – An atypical antipsychotic of the benzamide chemical class used in Europe, Japan, and Hong Kong for the treatment...

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Von Richter reaction

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Ring opening via nitrogen–oxygen bond cleavage gives an ortho-nitroso benzamide, which recyclizes to give a compound containing a nitrogen–nitrogen bond...

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Pyramide

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Thailand for pyrazinamide, an anti-tuberculosis drug Pyramide (benzamide), a group of benzamides, one of which is used as a fungicide Pyramidal tracts, anatomical...

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Amisulpride

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classed with the atypical antipsychotics. Chemically it is a benzamide and like other benzamide antipsychotics, such as sulpiride, it is associated with a...

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Methotrexate

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Methotrexate (MTX), formerly known as amethopterin, is a chemotherapy agent and immune-system suppressant. It is used to treat cancer, autoimmune diseases...

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Benzoic acid

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yield of around 65%. Like other nitriles and amides, benzonitrile and benzamide can be hydrolyzed to benzoic acid or its conjugate base in acid or basic...

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Ketone

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this prototypical example involving benzophenone, the tetrahedral intermediate expels phenyl anion to give benzamide and benzene as the organic products...

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Azapride

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IUPAC name 4-Azido-5-chloro-2-methoxy-N-[1-(phenylmethyl)piperidin-4-yl]benzamide CAS Number 92990-90-4 Y PubChem CID 3036441 ChemSpider 2300456 Y UNII...

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Benzaldehyde oxime

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Z-isomer. Benzaldehyde oxime undergoes Beckmann rearrangement to form benzamide, catalyzed by nickel salts or photocatalyzed by BODIPY. Its dehydration...

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Dazopride

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Dazopride (AHR-5531) is an antiemetic and gastroprokinetic agent of the benzamide class which was never marketed. It acts as a 5-HT3 receptor antagonist...

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Psychiatry

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Zuclopenthixol Zuclopenthixol acetate Zuclopenthixol decanoate Disputed Benzamides: Amisulpride Levosulpiride Nemonapride Remoxipride‡ Sulpiride Sultopride...

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Benzoyl group

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favored source of benzoyl groups, being used to prepare benzoyl ketones, benzamides (benzoyl amides), and benzoate esters. The source of many naturally occurring...

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C7H7NO

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mass: 121.0528 u) may refer to: 2-Acetylpyridine 2-Aminobenzaldehyde Benzamide Formanilide This set index page lists chemical structure articles associated...

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Ammonium benzoate

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benzoic acid and ammonia. Ammonium benzoate can be dehydrated to form benzamide. Yang, Wei-Wei; Di, You-Ying; Kong, Yu-Xia; Guo, Xiao-Yang; Tan, Zhi-Cheng...

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