ChemicalBook > CAS DataBase List > Salicylamide

Salicylamide

Product Name
Salicylamide
CAS No.
65-45-2
Chemical Name
Salicylamide
Synonyms
2-HYDROXYBENZAMIDE;Cetamide;Salamide;Algamon;Benesal;Salicylamid;OHB;Acket;Samid;Cidal
CBNumber
CB4854078
Molecular Formula
C7H7NO2
Formula Weight
137.14
MOL File
65-45-2.mol
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Salicylamide Property

Melting point:
140-144 °C(lit.)
Boiling point:
270°C
Density 
1,175 g/cm3
refractive index 
1.5323 (estimate)
Flash point:
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
LogP
1.280
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)
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Safety

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)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
84230
Product name
Salicylamide
Purity
puriss., ≥99.0% (T)
Packaging
1kg
Price
$42.4
Updated
2024/03/01
Sigma-Aldrich
Product number
1608000
Product name
Salicylamide
Purity
United States Pharmacopeia (USP) Reference Standard
Packaging
200mg
Price
$381
Updated
2024/03/01
TCI Chemical
Product number
S0006
Product name
Salicylamide
Purity
>98.0%(T)
Packaging
25g
Price
$16
Updated
2024/03/01
TCI Chemical
Product number
S0006
Product name
Salicylamide
Purity
>98.0%(T)
Packaging
500g
Price
$56
Updated
2024/03/01
Alfa Aesar
Product number
A10797
Product name
Salicylamide, 98%
Packaging
250g
Price
$29.65
Updated
2024/03/01
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Salicylamide Chemical Properties,Usage,Production

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. It 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

Salicylamide is a odorless white or slightly pink crystals. It 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.

Uses

salicylamide is an analgesic, fungicide, and anti-inflammatory ingredient used to soothe the skin. It is an aromatic amide.

Uses

Salicylamide is used in combination with both aspirin and caffeine in the over-the-counter pain remedies. It is used as an analgesic and as an antipyretic.

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).

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.

Hazard

One of the primary side effects associated with Salicylamide is gastrointestinal discomfort. Allergic reactions are another potential side effect. It can also have effects on the liver. Prolonged use or high doses may lead to liver damage, which can present as jaundice (yellowing of the skin or eyes), dark urine, or pale stools.

Fire Hazard

Flash point data for Salicylamide are not available; however, it 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.]

Salicylamide Preparation Products And Raw materials

Raw materials

Methyl salicylate Ammonia Sodium metabisulfite

Preparation Products

5-Acetylsalicylamide 2-Ethoxybenzamide Labetalol Exalamide
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View Lastest Price from Salicylamide manufacturers

Hebei Zhuanglai Chemical Trading Co.,Ltd
Product
Salicylamide 65-45-2
Price
US $60.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
5000kg/week
Release date
2024-05-23
Hebei Saisier Technology Co., LTD
Product
Salicylamide 65-45-2
Price
US $6.00/KG
Min. Order
1KG
Purity
More than 99%
Supply Ability
2000KG/MONTH
Release date
2024-04-17
Hebei Mujin Biotechnology Co.,Ltd
Product
Salicylamide 65-45-2
Price
US $0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
50000KG/month
Release date
2023-07-03

65-45-2, SalicylamideRelated Search:

Phenoxybenzamine hydrochloride Sodium salicylate O-ACETYLSALICYLOYL CHLORIDE Trimethoprim Salicylaldehyde 4-Fluorobenzylamine Salicylhydrazide D-(-)-Salicin 2-Ethoxybenzamide Salicylanilide Sodium 4-aminosalicylate dihydrate N-ALPHA-METHYL-L-ALANINE HYDROCHLORIDE 3-Methyl-4H-1,2,4-benzothiadiazine 1,1-dioxide 6,7-Dichloro-3-methyl-2H-1,2,4-benzothiadiazine 1,1-dioxide 4-AMINO-6-CHLORO-BENZENE-1,3-DISULFONYL DICHLORIDE HYDROCHLOROTHIAZIDE-3,3-D2 Hydrochlorothiazide-13C,d2 1-CHLOROPHTHALAZINE

  • 2-HYDROXYBENZAMIDE
  • Salicylamide o-Hydroxybenzamide Salamide
  • Deferasirox Benzamide Impurity
  • Salicylamide puriss., >=99.0% (T)
  • LABEIM-A
  • O-HYDROXYBENZAMIDE
  • Salamide
  • SALICYLAMIDE
  • 2-Carbamoylphenol
  • 2-hydroxy-benzamid
  • 2-hydroxy-benzoicaciamide
  • LABOTEST-BB LT02090583
  • Acket
  • Afko-Sal
  • Algamon
  • Algiamida
  • Allevin
  • Amid kyseliny salicylove
  • Salamid
  • Saliamid
  • Saliamin
  • Salicilamide
  • Salicim
  • Salicylamid
  • Salicylic Acid amide
  • salicylicacidamide
  • Salipur
  • Salizell
  • Salrin
  • Salymid
  • Samid
  • Serramida
  • sr4326
  • Urtosal
  • amidkyselinysalicylove
  • Amidosal
  • Amid-Sal
  • Anamid
  • Andasol
  • Benesal
  • Benzamide, o-hydroxy-
  • Benzamide,2-hydroxy-
  • Cetamide
  • Cidal
  • component of Tolagesic
  • Cymidon
  • Dolomide
  • Dropsprin
  • Eggosalil
  • Flarpirina
  • H.P. 34
  • h.p.34
  • Isonidrin
  • Liquiprin
  • Morsarinas
  • Novecyl
  • OHB
  • o-hydroxy-benzamid