What Is Salicylamide?

Salicylamide, chemically named o-hydroxybenzamide, is a widely used chemical and pharmaceutical intermediate. It is also a medicine in itself for the treatment of fever headache, neuralgia, joint pain and active rheumatism. This product is white needle-like crystals, soluble in ethanol, hardly soluble in water, soluble in alkaline solutions such as ammonia and sodium hydroxide, and the aqueous solution is acidic. Industrial use of concentrated sulfuric acid as a catalyst to synthesize methyl salicylate from salicylic acid [1]

Salicylamide, chemically named o-hydroxybenzamide, is a widely used chemical and pharmaceutical intermediate. It is also a medicine in itself for the treatment of fever headache, neuralgia, joint pain and active rheumatism. This product is white needle-like crystals, soluble in ethanol, hardly soluble in water, soluble in alkaline solutions such as ammonia and sodium hydroxide, and the aqueous solution is acidic. Industrial use of concentrated sulfuric acid as a catalyst to synthesize methyl salicylate from salicylic acid [1]
Chinese name
Salicylamide
English name
Salicylamide
Chemical formula
O-Hydroxybenzamide C7H7NO2
Molecular weight
137.13600
Melting point
140-144 ° C (lit.)
Boiling point
270 ° C
Density
1,175 g / cm3
Exterior
White to pink crystalline powder
Flash point
181 ° C / 14mm

Introduction to salicylamide compounds

Salicylamide Basic Information

Chinese name: salicylamide
Chinese alias: o-hydroxybenzamide; o-hydroxybenzamide; 2-hydroxybenzamide; salicylamide;
English name: salicylamide
English alias: Benzamide, 2-hydroxy-; ortho-hydroxybenzamide; 2-hydroxy-benzamide; o-Hydroxybenzamide; hydroxybenzamide; hydroxyphenylamide; Benzamide, 2-hydroxy; Allevin; 2-hydroxybenzamide; Salicylic acid amide; 2-Carbamoylphenol; Algiamida; Algamon;
CAS number: 65-45-2
Molecular formula: C 7 H 7 NO 2
Molecular weight: 137.13600
Structural formula:
Exact mass: 137.04800
PSA: 63.32000 [2]
LogP: 1.19140

Physiochemical properties of salicylamide

Appearance and properties: white to pink crystalline powder
Density: 1,175 g / cm3
Melting point: 140-144 ° C (lit.)
Boiling point: 270 ° C
Flash point: 181 ° C / 14mm
Refractive index: 1.562 (20ºC)
Stability: Stable. Light sensitive. Incompatible with strong bases, strong oxidizing agents.
Storage conditions: Store at 2-8ºC. Keep container tightly closed. [2]

Salicylamide Safety Information

Symbol: GHS07
Signal Word: Warning
Hazard statement: H302; H315; H319; H335
Cautionary statement: P261; P305 + P351 + P338
Packing level: III
Hazard category: 6.1 (b)
Customs Code: 2924299090
Dangerous Goods Transport Code: 3249
WGK Germany: 3
Danger category code: R22
Safety instructions: S26-S36
RTECS number: VN6475000
Dangerous goods mark: Xn [2]

Salicylamide analysis method

1) [3]
Columnar
Active phase
Temperature (° C)
Retention Index (I)
references
Capillary column
BP-1
130.
1402.
Japp, Gill, et al., 1987
2) [3]
Columnar
Active phase
Temperature (° C)
Retention Index (I)
references
Capillary column
DB-1
130.
1397.
Japp, Gill, et al., 1987

Salicylamide Toxicity and Safety

This product is poisonous and will cause harm to the human body if swallowed. The oral LD50 of rats was 980 mg / kg, the oral LD50 of mice was 300 mg / kg, and the oral LD50 of rabbits was 3200 mg / kg. [4]

Salicylamide molecular structure data

1. Molar refractive index: 37.06
2. Molar volume (m / mol): 106.5
3. Isometric Zhang Rongrong (90.2K): 296.7
4. Surface tension (dyne / cm): 60.1
5. Polarizability (10cm): 14.69 [5]

Salicylamide calculated chemical data

1. Hydrophobic parameter calculation reference value (XlogP): None
2.Number of hydrogen-bonded donors: 2
3.Number of hydrogen bond acceptors: 2
4.Number of rotatable chemical bonds: 1
5.Number of tautomers: 7
6. Topological molecular polar surface area 63.3
7.Number of heavy atoms: 10
8.Surface charge: 0
9.Complexity: 136
10.Number of isotope atoms: 0
11. Determine the number of atomic stereocenters: 0
12. Uncertain number of atomic stereocenters: 0
13. Determine the number of chemical bond stereocenters: 0 [5]
14. Uncertain number of chemical bond stereocenters: 0
15.Number of covalent bond units: 1

Salicylamide preparation or source

(1) Salicylic acid ammoniation method: Salicylic acid reacts with NH4OH to produce products. Sodium metabisulfite is added during ammoniation, and ammonia is evaporated under reduced pressure, and the yield of the product is more than 90%;
(2) Ammoniaation method of methyl salicylate: methyl salicylate and 25% ammonia water are sealed and stirred at 20 ° C for 3 hours, and stirred at 30-40 ° C for 5 hours. The reaction solution is cooled and acidified to wait for the crystalline product. [4]

Salicylamide product uses

Antipyretic and analgesic, used for fever, headache, neuralgia, joint pain, and active rheumatism. This product is also an intermediate for other fine chemicals such as medicine and pesticides. It is also used to make o-ethoxybenzyl Amide. Medical treatment is based on the doctor's prescription. [4]

Salicylamide storage and transportation

Packed in carton or cardboard drum lined with paper bags and polyethylene plastic, net weight is 25kg, placed in a light-shielded container, and kept tightly closed. [4]

Salicylamide product specifications

project index
Exterior White crystal powder
content/%
98.0-201.0
Melting point /
139-142
Ammonium salt 50
Heavy metal / 10-6 10
Loss on drying /% 0.5
Ignition residue /% 0.1

Pharmacological effects of salicylamide

This product has certain antipyretic and analgesic effects and anti-inflammatory effects, but its antipyretic and analgesic effects are much worse than acetylsalicylic acid. Because of its weak effect and unreliable curative effect, it is also considered to be basically ineffective. [6]

Pharmacokinetics of salicylamide

This product is well absorbed from the digestive tract. Approximately 40 townships are absorbed after 1 hour of taking the drug, and 80% are absorbed after 5 hours, but the blood concentration is not too high. Most of it does not change to salicylic acid in the body, but it is combined with glucuronic acid and excreted in urine. Its pharmacological action mechanism is unknown. This product has fewer gastrointestinal disorders, and because it does not decompose in the stomach, it has little irritation to the mucous membranes. [6]

Salicylamide adverse reactions

Dizziness, drowsiness, nausea, loss of appetite, etc. [6]

Salicylamide dosage

Oral once 0.3 ~ o. 6 grams, once every 3-4 hours. [6]

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