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Sodium salicylate structure
Sodium salicylate structure

Sodium salicylate

Iupac Name:sodium;2-hydroxybenzoate
CAS No.:54-21-7
Molecular Weight:160.10257
Introduction: Sodium salicylate is a sodium salt of salicylic acid. It can be prepared from sodium phenolate and carbon dioxide under higher temperature and pressure. Historically, it has been synthesized from methyl salicylate (found in wintergreen plants or the bark of sweet birch tree) by reacting it with an excess of sodium hydroxide and heating it under reflux. View more+
1. Names and Identifiers
1.1 Name
Sodium salicylate
1.2 Synonyms

alysine ardall aroall clin diuretin EINECS 200-198-0 kerosal magsalyl MFCD00002440 nadisal NASAL salicylic acid monosodium salt salicylic acid sodium salt salisod Sdium salicylate sodium 2-hydroxybenzoate Sodium Salicylate 2-Hydroxybenzoic acid monosodium salt Sodium o-hydroxybenzoate Sodium salicylate BP98 SODIUM SALICYLATE R. G., REAG. PH. EUR. SODIUM SALICYLATE, PH EUR SodiumSalicylatePurified

1.3 CAS No.
54-21-7
1.4 CID
16760658
1.5 EINECS(EC#)
200-198-0
1.6 Molecular Formula
C7H5NaO3 (isomer)
1.7 Inchi
InChI=1S/C7H6O3.Na/c8-6-4-2-1-3-5(6)7(9)10;/h1-4,8H,(H,9,10);/q;+1/p-1
1.8 InChkey
ABBQHOQBGMUPJH-UHFFFAOYSA-M
1.9 Canonical Smiles
C1=CC=C(C(=C1)C(=O)[O-])O.[Na+]
1.10 Isomers Smiles
C1=CC=C(C(=C1)C(=O)[O-])O.[Na+]
2. Properties
3.1 Density
0.32 g/cm3 (20℃)
3.1 Melting point
200℃
3.1 Boiling point
336.3°Cat760mmHg
3.1 Refractive index
1.435
3.1 Flash Point
144.5°C
3.1 Precise Quality
160.01400
3.1 PSA
60.36000
3.1 logP
-0.24430
3.1 Solubility
1000g/l
3.2 Appearance
white crystals
3.3 Chemical Properties
Sodium salicylate, HOC6H4COONa, is a shiny, white powder with sweetish taste and mild aromatic aroma that is soluble in water,glycerol, and alcohol.Used in medicine and as a preservative.
3.4 Color/Form
White
3.5 PH
6.5 (100g/l, H2O, 20℃)
3.6 Water Solubility
1000 g/L (20 oC)
3.7 Stability
Stable. Incompatible with mineral acids, metallic salts, iodine. May be light-sensitive.
3.8 StorageTemp
Store at +15°C to +25°C.
3. Use and Manufacturing
4.1 Definition
A salt orester of salicylic acid.
4.2 General Description
Sodium salicylate may be prepared by the reaction, in aqueoussolution, by adding equal molar ratio of salicylic acidand sodium bicarbonate; evaporating to dryness yields thewhite salt. In solution, particularly in the presence of sodiumbicarbonate, the salt will darken on standing. This is the saltof choice for salicylate medication and usually is administeredwith sodium bicarbonate to lessen gastric distress, or itis administered in enteric coated tablets. However, the useof sodium bicarbonate is ill advised, because it decreases theplasma levels of salicylate and increases the excretion offree salicylate in the urine.Sodium salicylate, even though not as potent as aspirinfor pain relief, also has less GI irritation and is useful for patientswho are hypersensitive to aspirin.
4.3 Safety Profile
Experimental poison by subcutaneous route. Moderately toxic to humans by ingestion. Moderately toxic experimentally by ingestion, intraperitoneal, and intravenous routes. An experimental teratogen. Human systemic effects by multiple and unspecified routes: toxic psychosis, excitement, respiratory stimulation, nausea or vomiting, and sweating. Experimental reproductive effects. Mutation data reported. A powerful irritant which affects the central nervous system. Incompatible with ferric salts, mineral acids, iodme, lead acetate, silver nitrate, sodium phosphate powder. When heated to decomposition it emits toxic fumes of Na2O. Sodium salicylate Preparation Products And Raw materials Raw materials
4.4 Storage
Light Sensitive. Ambient temperatures.
4.5 Usage
keratolytic
4. Safety and Handling
5.1 Symbol
GHS07
5.1 Hazard Codes
Xn
5.1 Signal Word
Warning
5.1 Risk Statements
R22
5.1 Safety Statements
26-36
5.1 Hazard Declaration
H302-H319
5.1 RIDADR
25kgs
5.1 Caution Statement
P301 + P312 + P330-P305 + P351 + P338
5.1 WGK Germany
1
5.1 RTECS
VO5075000
5.1 Report

The Sodium salicylate, with the?CAS registry number 54-21-7, is a kind of white powder. This is easily soluble in water(1:0.8,25℃) and glycerol while insoluble in ether, chloroform and? benzene. Being stable chemically while incompatible with mineral acids and metallic salts, this chemical is light-sensitive.

The physical properties of this chemical are as follows: (1)ACD/LogP: 2.06; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -0.93; (4)ACD/LogD (pH 7.4): -1.09; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 1; (8)ACD/KOC (pH 7.4): 1; (9)#H bond acceptors: 3; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 2; (12)Polar Surface Area: 46.53; (13)Flash Point: 144.5 °C; (14)Enthalpy of Vaporization: 61.16 kJ/mol; (15)Boiling Point: 336.3 °C at 760 mmHg; (16)Vapour Pressure: 4.45E-05 mmHg at 25°C; (17)Exact Mass: 160.013639; (18)MonoIsotopic Mass: 160.013639; (19)Topological Polar Surface Area: 60.4; (20)Heavy Atom Count: 11; (21)Complexity: 138.

The production method of this chemical: Add salicylic acid and sodium bicarbonate into the distilled water with the temperature of 60℃, and then add EDTA and sodium hydrosulfite with defined amount; Next heat it to 85℃ and react for about half an hour; Lastly filter the qualified reaction liquid into the fluidized bed and then dry to 85℃ to get this product.

As to its usage, it is widely applied in many ways. It could be used in organic synthetic materials, antiseptic, the reagent testing the gastric acid in the free agents; It could also be used as the drug with the function of being antifebrile and anti-rheumatic. In addition, it is also a potential replacement for aspirin for people sensitive to it.

When you are dealing with this chemical, you should be much more cautious. For one thing, it is irritant to eyes, respiratory system and skin, which may also cause inflammation to the skin or other mucous membranes. For another thing, it is harmful which may cause damage to health and it may have risk of serious damage to eyes. Therefore, you should wear suitable protective clothing. If in case of contact with eyes, rinse immediately with plenty of water and seek medical advice.

In addition, you could convert the following datas into the molecular structure:
(1)Canonical SMILES: C1=CC=C(C(=C1)C(=O)[O-])O.[Na+]
(2)InChI: InChI=1S/C7H6O3.Na/c8-6-4-2-1-3-5(6)7(9)10;/h1-4,8H,(H,9,10);/q;+1/p-1
(3)InChIKey: ABBQHOQBGMUPJH-UHFFFAOYSA-M?

Below are the toxicity information of this chemical:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
child TDLo multiple routes 2970mg/kg/13D (2970mg/kg) BEHAVIORAL: EXCITEMENT

GASTROINTESTINAL: NAUSEA OR VOMITING
American Journal of Diseases of Children. Vol. 69, Pg. 37, 1945.
dog LD50 intravenous 562mg/kg (562mg/kg) BEHAVIORAL: ANALGESIA Archives Internationales de Pharmacodynamie et de Therapie. Vol. 149, Pg. 571, 1964.
?
dog LDLo intraperitoneal 990mg/kg (990mg/kg) ? "Abdernalden's Handbuch der Biologischen Arbeitsmethoden." Vol. 4, Pg. 1392, 1935.
dog LDLo oral 450mg/kg (450mg/kg) ? "Abdernalden's Handbuch der Biologischen Arbeitsmethoden." Vol. 4, Pg. 1392, 1935.
dog LDLo subcutaneous 200mg/kg (200mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: DYSPNEA

LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES
Revue Medicale de la Suisse Romande. Vol. 15, Pg. 561, 1895.
frog LDLo subcutaneous 250mg/kg (250mg/kg) ? "Abdernalden's Handbuch der Biologischen Arbeitsmethoden." Vol. 4, Pg. 1392, 1935.
guinea pig LDLo intraperitoneal 900mg/kg (900mg/kg) ? "Abdernalden's Handbuch der Biologischen Arbeitsmethoden." Vol. 4, Pg. 1392, 1935.
guinea pig LDLo subcutaneous 800mg/kg (800mg/kg) CARDIAC: ARRHYTHMIAS (INCLUDING CHANGES IN CONDUCTION)

BEHAVIORAL: EXCITEMENT

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
Revue Medicale de la Suisse Romande. Vol. 15, Pg. 561, 1895.
human LDLo oral 700mg/kg (700mg/kg) BEHAVIORAL: EXCITEMENT

BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY)

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
New England Journal of Medicine. Vol. 232, Pg. 617, 1945.
mouse LD50 intramuscular 760mg/kg (760mg/kg) ? Acta Paediatrica Scandinavica. Vol. 59, Pg. 517, 1970.
?
mouse LD50 intraperitoneal 500mg/kg (500mg/kg) ? Strahlentherapie. Vol. 127, Pg. 245, 1965.
?
mouse LD50 intravenous 500mg/kg (500mg/kg) ? British Patent Document. Vol. #1009195,
mouse LD50 oral 540mg/kg (540mg/kg) ? Arzneimittel-Forschung. Drug Research. Vol. 5, Pg. 572, 1955.
?
mouse LD50 subcutaneous 550mg/kg (550mg/kg) ? Arzneimittel-Forschung. Drug Research. Vol. 8, Pg. 25, 1958.
?
rabbit LD50 intravenous 415mg/kg (415mg/kg) ? Kiso to Rinsho. Clinical Report. Vol. 13, Pg. 791, 1979.
rabbit LD50 oral 1700mg/kg (1700mg/kg) ? Journal of Pharmacology and Experimental Therapeutics. Vol. 89, Pg. 205, 1947.
rat LD50 intraperitoneal 542mg/kg (542mg/kg) ? Kiso to Rinsho. Clinical Report. Vol. 13, Pg. 791, 1979.
rat LD50 oral 930mg/kg (930mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY)
Science Reports of the Research Institutes, Tohoku University, Series C: Medicine. Vol. 36(1-4), Pg. 10, 1989.
women TDLo unreported 1400mg/kg (1400mg/kg) BEHAVIORAL: TOXIC PSYCHOSIS

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION

SKIN AND APPENDAGES (SKIN): SWEATING: OTHER
JAMA, Journal of the American Medical Association. Vol. 126, Pg. 806, 1944.

5.2 Sensitive
Light Sensitive
5.3 Specification

The Sodium salicylate, with the?CAS registry number 54-21-7, is a kind of white powder. This is easily soluble in water(1:0.8,25℃) and glycerol while insoluble in ether, chloroform and? benzene. Being stable chemically while incompatible with mineral acids and metallic salts, this chemical is light-sensitive.

The physical properties of this chemical are as follows: (1)ACD/LogP: 2.06; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -0.93; (4)ACD/LogD (pH 7.4): -1.09; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 1; (8)ACD/KOC (pH 7.4): 1; (9)#H bond acceptors: 3; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 2; (12)Polar Surface Area: 46.53; (13)Flash Point: 144.5 °C; (14)Enthalpy of Vaporization: 61.16 kJ/mol; (15)Boiling Point: 336.3 °C at 760 mmHg; (16)Vapour Pressure: 4.45E-05 mmHg at 25°C; (17)Exact Mass: 160.013639; (18)MonoIsotopic Mass: 160.013639; (19)Topological Polar Surface Area: 60.4; (20)Heavy Atom Count: 11; (21)Complexity: 138.

The production method of this chemical: Add salicylic acid and sodium bicarbonate into the distilled water with the temperature of 60℃, and then add EDTA and sodium hydrosulfite with defined amount; Next heat it to 85℃ and react for about half an hour; Lastly filter the qualified reaction liquid into the fluidized bed and then dry to 85℃ to get this product.

As to its usage, it is widely applied in many ways. It could be used in organic synthetic materials, antiseptic, the reagent testing the gastric acid in the free agents; It could also be used as the drug with the function of being antifebrile and anti-rheumatic. In addition, it is also a potential replacement for aspirin for people sensitive to it.

When you are dealing with this chemical, you should be much more cautious. For one thing, it is irritant to eyes, respiratory system and skin, which may also cause inflammation to the skin or other mucous membranes. For another thing, it is harmful which may cause damage to health and it may have risk of serious damage to eyes. Therefore, you should wear suitable protective clothing. If in case of contact with eyes, rinse immediately with plenty of water and seek medical advice.

In addition, you could convert the following datas into the molecular structure:
(1)Canonical SMILES: C1=CC=C(C(=C1)C(=O)[O-])O.[Na+]
(2)InChI: InChI=1S/C7H6O3.Na/c8-6-4-2-1-3-5(6)7(9)10;/h1-4,8H,(H,9,10);/q;+1/p-1
(3)InChIKey: ABBQHOQBGMUPJH-UHFFFAOYSA-M?

Below are the toxicity information of this chemical:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
child TDLo multiple routes 2970mg/kg/13D (2970mg/kg) BEHAVIORAL: EXCITEMENT

GASTROINTESTINAL: NAUSEA OR VOMITING
American Journal of Diseases of Children. Vol. 69, Pg. 37, 1945.
dog LD50 intravenous 562mg/kg (562mg/kg) BEHAVIORAL: ANALGESIA Archives Internationales de Pharmacodynamie et de Therapie. Vol. 149, Pg. 571, 1964.
?
dog LDLo intraperitoneal 990mg/kg (990mg/kg) ? "Abdernalden's Handbuch der Biologischen Arbeitsmethoden." Vol. 4, Pg. 1392, 1935.
dog LDLo oral 450mg/kg (450mg/kg) ? "Abdernalden's Handbuch der Biologischen Arbeitsmethoden." Vol. 4, Pg. 1392, 1935.
dog LDLo subcutaneous 200mg/kg (200mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: DYSPNEA

LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES
Revue Medicale de la Suisse Romande. Vol. 15, Pg. 561, 1895.
frog LDLo subcutaneous 250mg/kg (250mg/kg) ? "Abdernalden's Handbuch der Biologischen Arbeitsmethoden." Vol. 4, Pg. 1392, 1935.
guinea pig LDLo intraperitoneal 900mg/kg (900mg/kg) ? "Abdernalden's Handbuch der Biologischen Arbeitsmethoden." Vol. 4, Pg. 1392, 1935.
guinea pig LDLo subcutaneous 800mg/kg (800mg/kg) CARDIAC: ARRHYTHMIAS (INCLUDING CHANGES IN CONDUCTION)

BEHAVIORAL: EXCITEMENT

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
Revue Medicale de la Suisse Romande. Vol. 15, Pg. 561, 1895.
human LDLo oral 700mg/kg (700mg/kg) BEHAVIORAL: EXCITEMENT

BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY)

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
New England Journal of Medicine. Vol. 232, Pg. 617, 1945.
mouse LD50 intramuscular 760mg/kg (760mg/kg) ? Acta Paediatrica Scandinavica. Vol. 59, Pg. 517, 1970.
?
mouse LD50 intraperitoneal 500mg/kg (500mg/kg) ? Strahlentherapie. Vol. 127, Pg. 245, 1965.
?
mouse LD50 intravenous 500mg/kg (500mg/kg) ? British Patent Document. Vol. #1009195,
mouse LD50 oral 540mg/kg (540mg/kg) ? Arzneimittel-Forschung. Drug Research. Vol. 5, Pg. 572, 1955.
?
mouse LD50 subcutaneous 550mg/kg (550mg/kg) ? Arzneimittel-Forschung. Drug Research. Vol. 8, Pg. 25, 1958.
?
rabbit LD50 intravenous 415mg/kg (415mg/kg) ? Kiso to Rinsho. Clinical Report. Vol. 13, Pg. 791, 1979.
rabbit LD50 oral 1700mg/kg (1700mg/kg) ? Journal of Pharmacology and Experimental Therapeutics. Vol. 89, Pg. 205, 1947.
rat LD50 intraperitoneal 542mg/kg (542mg/kg) ? Kiso to Rinsho. Clinical Report. Vol. 13, Pg. 791, 1979.
rat LD50 oral 930mg/kg (930mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY)
Science Reports of the Research Institutes, Tohoku University, Series C: Medicine. Vol. 36(1-4), Pg. 10, 1989.
women TDLo unreported 1400mg/kg (1400mg/kg) BEHAVIORAL: TOXIC PSYCHOSIS

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION

SKIN AND APPENDAGES (SKIN): SWEATING: OTHER
JAMA, Journal of the American Medical Association. Vol. 126, Pg. 806, 1944.

5.4 Toxicity
LD50 i.p. in rats: 780 mg/kg (Goldenthal)
5. MSDS

2.Hazard identification

2.1 Classification of the substance or mixture

Acute toxicity - Oral, Category 4

Eye irritation, Category 2

2.2 GHS label elements, including precautionary statements

Pictogram(s)
Signal word

Warning

Hazard statement(s)

H302 Harmful if swallowed

H319 Causes serious eye irritation

Precautionary statement(s)
Prevention

P264 Wash ... thoroughly after handling.

P270 Do not eat, drink or smoke when using this product.

P280 Wear protective gloves/protective clothing/eye protection/face protection.

Response

P301+P312 IF SWALLOWED: Call a POISON CENTER/doctor/\u2026if you feel unwell.

P330 Rinse mouth.

P305+P351+P338 IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.

P337+P313 If eye irritation persists: Get medical advice/attention.

Storage

none

Disposal

P501 Dispose of contents/container to ...

2.3 Other hazards which do not result in classification

none

9. Other Information
9.0 Usage
Sodium salicylate is used as an analgesic and antipyretic. It also acts as a non-steroidal anti-inflammatory drug (NSAID). Further, it is used as a phosphor for the detection of vacuum ultraviolet radiation and electrons. It serves as a neurofibromatosis kappa B inhibitor and reducer of oxidative stress. It finds applications as a drug with the function of being antifebrile and anti-rheumatic.
9.1 Merck
14,8332
9.2 BRN
3732792
9.3 Description
Sodium salicylate is a sodium salt of salicylic acid. It can be prepared from sodium phenolate and carbon dioxide under higher temperature and pressure. Historically, it has been synthesized from methyl salicylate (found in wintergreen plants or the bark of sweet birch tree) by reacting it with an excess of sodium hydroxide and heating it under reflux.
9.4 Chemical Properties
Sodium salicylate, HOC6H4COONa, is a shiny, white powder with sweetish taste and mild aromatic aroma that is soluble in water,glycerol, and alcohol.Used in medicine and as a preservative.
9.5 Chemical Properties
Sodium salicylate is of the salicylate family and this compound is known to trigger Reye's Syndrome in children and adults, usually following a viral infection such as influenza or chicken pox. Products containing such salicylates should not be given to children under the age of 19.
9.6 Uses
keratolytic
9.7 Uses
In manufacture of aspirin, methyl salicylate, and other salicylates. Coupling agent for azo dyes. Has been used as food preservative.
9.8 Uses
It is used in medicine as an analgesic and antipyretic. Sodium salicylate also acts as non - steroidal anti - inflammatory drug (NSAID), and induces apoptosis in cancer cells and also necrosis. It is also a potential replacement for aspirin for people sensitive to it. It may also be used as a phosphor for the detection of vacuum ultra violet radiation and electrons.
9.9 Definition
A salt or ester of salicylic acid.
9.10 Brand name
Alysine (Marion Merrell Dow).
9.11 General Description
Sodium salicylate may be prepared by the reaction, in aqueoussolution, by adding equal molar ratio of salicylic acidand sodium bicarbonate; evaporating to dryness yields thewhite salt. In solution, particularly in the presence of sodiumbicarbonate, the salt will darken on standing. This is the saltof choice for salicylate medication and usually is administeredwith sodium bicarbonate to lessen gastric distress, or itis administered in enteric coated tablets. However, the useof sodium bicarbonate is ill advised, because it decreases theplasma levels of salicylate and increases the excretion offree salicylate in the urine.
Sodium salicylate, even though not as potent as aspirinfor pain relief, also has less GI irritation and is useful for patientswho are hypersensitive to aspirin.
9.12 Biochem/physiol Actions
Cell permeable: yes
9.13 Safety Profile
Experimental poison by subcutaneous route. Moderately toxic to humans by ingestion. Moderately toxic experimentally by ingestion, intraperitoneal, and intravenous routes. An experimental teratogen. Human systemic effects by multiple and unspecified routes: toxic psychosis, excitement, respiratory stimulation, nausea or vomiting, and sweating. Experimental reproductive effects. Mutation data reported. A powerful irritant which affects the central nervous system. Incompatible with ferric salts, mineral acids, iodme, lead acetate, silver nitrate, sodium phosphate powder. When heated to decomposition it emits toxic fumes of Na2O.
10. Computational chemical data
  • Molecular Weight:160.10257g/mol
  • Molecular Formula:C7H5NaO3
  • Compound Is Canonicalized:True
  • XLogP3-AA:
  • Exact Mass:160.01363830
  • Monoisotopic Mass:160.01363830
  • Complexity:138
  • Rotatable Bond Count:1
  • Hydrogen Bond Donor Count:1
  • Hydrogen Bond Acceptor Count:3
  • Topological Polar Surface Area:60.4
  • Heavy Atom Count:11
  • Defined Atom Stereocenter Count:0
  • Undefined Atom Stereocenter Count:0
  • Defined Bond Stereocenter Count:0
  • Undefined Bond Stereocenter Count:0
  • Isotope Atom Count:0
  • Covalently-Bonded Unit Count:2
11. Question & Answer
  • I've been searching around the web and the consensus seems to be sodium salicylate dissolves poorly in HCl because it would form salicylic acid. However, I don't understand why forming salicylic acid product (which is poorly soluble in water) would make sodium salicylate (which is the reactant) dis...
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