Cas 65-45-2 Salicylamide

Product Name: Salicylamide
Synonyms: 2-HYDROXYBENZAMIDE;Salicylamide o-Hydroxybenzamide Salamide;Deferasirox Benzamide Impurity;Salicylamide puriss., >=99.0% (T);LABEIM-A;O-HYDROXYBENZAMIDE;Salamide;SALICYLAMIDE
CAS: 65-45-2
MF: C7H7NO2
MW: 137.14
EINECS: 200-609-3
Product Categories: Amines;Aromatics;Intermediates & Fine Chemicals;Pharmaceuticals;It is medicine of lever allaying and analgesia for lever,headache,neuralgia,joint ache and flexible rheumatism.;Amides;AMIDE;Building Blocks;Carbonyl Compounds;Chemical Synthesis;Organic Building Blocks;URTOSAL;Piperazines ,Oxazolines/Oxazolidines
Mol File: 65-45-2.mol
Salicylamide Structure
Salicylamide Chemical Properties
Melting point 140-144 ®C(lit.)
Boiling point 270®C
density 1,175 g/cm3
refractive index 1.5323 (estimate)
Fp 181®C/14mm
storage temp. Inert atmosphere,Room Temperature
solubility methanol: 0.1 g/mL, clear
form Crystalline Powder
pka pKa 8.13(H2O t = 37) (Uncertain)
color White
Odor Odorless
PH Range 5 (0.2% aq soln)
Water Solubility <0.1 g/100 mL at 20 ºC
Decomposition 270®C
Merck 14,8328
BRN 742439
Stability: Stable. Light sensitive. Incompatible with strong bases, strong oxidizing agents.
InChIKey SKZKKFZAGNVIMN-UHFFFAOYSA-N
CAS DataBase Reference 65-45-2(CAS DataBase Reference)
NIST Chemistry Reference Benzamide, 2-hydroxy-(65-45-2)
EPA Substance Registry System o-Hydroxybenzamide (65-45-2)
Safety Information
Hazard Codes Xn
Risk Statements 22-36/37/38-20/21/22
Safety Statements 26-36
RIDADR 3249
WGK Germany 3
RTECS VN6475000
TSCA Yes
HazardClass 6.1(b)
PackingGroup III
HS Code 29214300
Hazardous Substances Data 65-45-2(Hazardous Substances Data)
Toxicity LD50 orally in mice: 1.4 g/kg (Hart)
MSDS Information
Provider Language
Salicylamide English
SigmaAldrich English
ACROS English
ALFA English
Salicylamide Usage And Synthesis
Description Salicylamide is less acidic (pKa 8.2) than other salicylic acid derivatives. Although poorly soluble in water, stable solutions can be formed at pH 9 through ionization of the phenolic group. It is absorbed from the GI tract on oral administration and is rapidly metabolized to inactive metabolites by intestinal mucosa, but not by hydrolysis. Activity appears to reside in the intact molecule. Salicylamide is approximately 40 to 55% plasma protein bound, and it competes with other salicylates and acetaminophen for glucuronide conjugation, decreasing the extent of conjugation of these other drugs.
Chemical Properties white or light pink crystals or powder
Uses Medicine (analgesic).
Uses salicylamide is an analgesic, fungicide, and anti-inflammatory ingredient used to soothe the skin. Salicylamide is an aromatic amide.
Definition ChEBI: The simplest member of the class of salicylamides derived from salicylic acid.
General Description Salicylamide, o-hydroxybenzamide, is a derivative of salicylicacid that is fairly stable to heat, light, and moisture. Itreportedly exerts a moderately quicker and deeper analgesiceffect than aspirin because of quicker CNS penetration. Its metabolismdiffers from aspirin, because it is not metabolized tosalicylic acid but rather excreted exclusively as the ether glucuronideor sulfate. Thus, as a result of lack of contributionfrom salicylic acid, it has a lower analgesic and antipyretic efficacythan that of aspirin. However, it can be used in place ofsalicylates for patients with a demonstrated sensitivity to salicylates.It is also excreted much more rapidly than other salicylates,which accounts for its lower toxicity. It is available inseveral nonprescription products, in combination with acetaminophenand phenyltoloxamine (e.g., Rid-A Pain compound,Cetazone T, Dolorex, Ed-Flex, Lobac) or with aspirin,acetaminophen, and caffeine (e.g., Saleto, BC Powder).
General Description Odorless white or slightly pink crystals. Bitter taste, leaves a sensation of warmth on the tongue. pH (saturated aqueous solution at 82®F) about 5. Sublimation begins at the melting point.
Air & Water Reactions Salicylamide darkens on exposure to air. . Insoluble in water.
Reactivity Profile Salicylamide is an amide. Amides/imides react with azo and diazo compounds to generate toxic gases. Flammable gases are formed by the reaction of organic amides/imides with strong reducing agents. Amides are very weak bases (weaker than water). Imides are less basic yet and in fact react with strong bases to form salts. That is, they can react as acids. Mixing amides with dehydrating agents such as P2O5 or SOCl2 generates the corresponding nitrile. The combustion of these compounds generates mixed oxides of nitrogen (NOx). Salicylamide may be sensitive to prolonged exposure to light.
Fire Hazard Flash point data for Salicylamide are not available; however, Salicylamide is probably combustible.
Clinical Use Whereas salicylamide is reported to be as effective as aspirin as an analgetic/antipyretic and is effective in relieving pain associated with arthritic conditions, it does not appear to possess useful anti-inflammatory activity. Thus, indications for the treatment of arthritic disease states are unwarranted, and its use is restricted to the relief of minor aches and pain at a dosage of 325 to 650 mg three or four times per day. Its effects in humans are not reliable, however, and its use is not widely recommended.
Purification Methods Crystallise the amide from water or repeatedly from CHCl3 [Nishiya et al. J Am Chem Soc 108 3880 1986]. [Beilstein 10 IV 169.] The anilide [87-17-2] M 213.2, m 135o crystallises from H2O. [Beilstein 12 H 500, 12 I 268, 12 II 256, 12 944.]