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65-45-2

Basic Information
CAS No.: 65-45-2
Name: Salicylamide
Article Data: 146
Molecular Structure:
Molecular Structure of 65-45-2 (Salicylamide)
Formula: C7H7NO2
Molecular Weight: 137.138
Synonyms: Salamide;Saliamid;Saliamin;Salicim;Salicylic acid amide;Salipur;Salizell;Salrin;Salymid;Samid;Serramida;Urtosal;o-Hydroxybenzamide;Benzamide,2-hydroxy-;Salicylamide(8CI);2-Carbamoylphenol;2-Carboxamidophenol;2-Hydroxybenzamide;Afko-Sal;Algamon;Algiamida;Allevin;Amid-Sal;Amidosal;Anamid;Benesal;Cetamide;Cidal;Dropsprin;Liquiprin;Morsarinas;Novecyl;Oramid;Panithal;Raspberin;Salamid;
EINECS: 200-609-3
Density: 1.286 g/cm3
Melting Point: 140-144 °C(lit.)
Boiling Point: 318.3 °C at 760 mmHg
Flash Point: 146.3 °C
Solubility: <0.1 g/100 mL at 20 °C in water
Appearance: white or light pink crystals or powder
Hazard Symbols: HarmfulXn
Risk Codes: 22-36/37/38-20/21/22
Safety: 26-36
Transport Information: UN 3249
PSA: 63.32000
LogP: 1.19140
Synthetic route
56429-60-8

2-ethyl-4-oxo-1,3-benzoxazinium perchlorate

95-54-5

1,2-diamino-benzene

A

138118-62-4

2-Ethyl-1H-benzoimidazole; compound with perchloric acid

B

65-45-2

salicylamide

Conditions
ConditionsYield
at 100℃; for 0.0833333h;A 100%
B n/a
17999-25-6

methyl thiosalicylate

65-45-2

salicylamide

Conditions
ConditionsYield
With ammonia In dichloromethane at 20℃; for 6h;100%

2-(cyclohex-2-enyloxy)-benzamide

65-45-2

salicylamide

Conditions
ConditionsYield
With hydrogenchloride In diethyl ether at 20℃; for 0.0166667h;98%
54789-70-7

2-methyl-4-oxo-4H-benzo[e][1,3]oxazinium perchlorate

95-54-5

1,2-diamino-benzene

A

1792-35-4

2-(methyl)benzimidazolium perchlorate

B

65-45-2

salicylamide

Conditions
ConditionsYield
at 100℃; for 0.0833333h; Product distribution; Mechanism; other 1,3-heterocyclic cations, other 1,4-binucleophiles;A 97%
B 96%
at 100℃; for 0.0833333h;A 97%
B 96%
119-36-8

methyl salicylate

65-45-2

salicylamide

Conditions
ConditionsYield
With ammonia In methanol at 50℃; for 16h; Sealed tube;94%
With sodium metabisulfite; ammonium hydroxide at 40℃; for 8h; Reagent/catalyst; Temperature;93.5%
With ammonia In aq. buffer at 45 - 50℃; under 760.051 Torr; for 1h; Reagent/catalyst; Temperature;86.2%
611-20-1

salicylonitrile

65-45-2

salicylamide

Conditions
ConditionsYield
With water at 150℃; under 5171.62 - 6205.94 Torr; for 0.5h; Inert atmosphere; Microwave irradiation;93%
With Acetaldehyde oxime; [(eta.(5)-pentamethylcyclopentadienyl)Rh(H2O)3](OTf)2 In water at 50℃; for 6h; Schlenk technique;86%
With N-ethyl-N-hydroxy-ethanamine; water; copper diacetate In ethanol at 35℃; for 3h;85%

N-(2,4-dimethoxybenzyl)-2-hydroxybenzamide

65-45-2

salicylamide

Conditions
ConditionsYield
With toluene-4-sulfonic acid In toluene for 2h; Heating;92%
90-02-8

salicylaldehyde

65-45-2

salicylamide

Conditions
ConditionsYield
With hydroxylamine hydrochloride In acetonitrile for 0.0652778h; Microwave irradiation;92%
With hydroxylamine hydrochloride; methanesulfonyl chloride In neat (no solvent) at 70℃; for 3.5h;91%
With triacetonitrile 4′-(4-chlorophenyl)-2,2′:6′,2″-terpyridine ruthenium(II) nitrate; hydroxylamine hydrochloride; sodium acetate In water at 100℃; for 12h; Inert atmosphere;75%
74405-16-6

2,2-dimethyl-4-(2-oxo-1H-pyrid-1-yl)oxy-2H-1,3-benzoxazine

A

13161-30-3

2-hydroxy-pyridine N-oxide

B

65-45-2

salicylamide

Conditions
ConditionsYield
With hydrogenchloride for 3h; Product distribution; Ambient temperature;A 90%
B n/a
89-95-2

2-methyl-benzyl alcohol

65-45-2

salicylamide

Conditions
ConditionsYield
With aluminum oxide; hydroxylamine hydrochloride; methanesulfonyl chloride; water at 100℃; for 1h;90%
With hydroxylamine hydrochloride; zinc(II) oxide at 140℃; for 2h; Beckmann rearrangement;80%
With hydroxylamine hydrochloride; titanium(IV) oxide at 140℃; for 3h; Beckmann rearrangement;80%
Stage #1: 2-methyl-benzyl alcohol With aluminum oxide; methanesulfonic acid at 100℃; Beckmann rearrangement;
Stage #2: With hydroxylamine hydrochloride at 140℃; for 2.5h;
80 % Spectr.
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Chemistry


IUPAC Name: 2-Hydroxybenzamide
Molecular Formula: C7H7NO2
Molecular Weight: 137.14 g/mol
SMILES: O=C(c1ccccc1O)N Copy 
InChI: InChI=1/C7H7NO2/c8-7(10)5-3-1-2-4-6(5)9/h1-4,9H,(H2,8,10) 
EINECS: 200-609-3
Classification Code: Analgesic; Analgesics; Analgesics, Non-Narcotic; Anti-Inflammatory Agents; Anti-Inflammatory Agents, Non-Steroidal; Antirheumatic Agents; Drug / Therapeutic Agent; Peripheral Nervous System Agents; Reproductive Effect; Sensory System Agents; Skin / Eye Irritant
Index of Refraction: 1.612 
Molar Refractivity: 37.06 cm3 
Molar Volume: 106.5 cm3
Surface Tension: 60.1 dyne/cm 
Density: 1.286 g/cm3 
Flash Point: 146.3 °C 
Enthalpy of Vaporization: 58.21 kJ/mol 
Boiling Point: 318.3 °C at 760 mmHg 
Melting Point: 140-144 °C(lit.)
solubility: methanol: 0.1 g/mL, clear
Water Solubility: <0.1 g/100 mL at 20 °C
Stability: Stable. Light sensitive. Incompatible with strong bases, strong oxidizing agents.
Vapour Pressure of Salicylamide (CAS NO.65-45-2): 0.000195 mmHg at 25 °C

Uses

 Salicylamide (CAS NO.65-45-2) is used in combination with both aspirin and caffeine in the over-the-counter pain remedy known as BC Powder.

Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
cat LDLo intraperitoneal 1gm/kg (1000mg/kg) LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES Journal of Pharmacology and Experimental Therapeutics. Vol. 101, Pg. 119, 1951.
cat LDLo oral 150mg/kg (150mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 5, Pg. 572, 1955.
dog LDLo intraperitoneal 1gm/kg (1000mg/kg) LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES Journal of Pharmacology and Experimental Therapeutics. Vol. 101, Pg. 119, 1951.
guinea pig LD50 oral 1730mg/kg (1730mg/kg) BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)

BEHAVIORAL: TREMOR

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Journal of the American Pharmaceutical Association, Scientific Edition. Vol. 47, Pg. 479, 1958.
guinea pig LDLo intraperitoneal 1gm/kg (1000mg/kg) LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES Journal of Pharmacology and Experimental Therapeutics. Vol. 101, Pg. 119, 1951.
mouse LD50 intraperitoneal 180mg/kg (180mg/kg)   Bollettino Chimico Farmaceutico. Vol. 111, Pg. 293, 1972.
mouse LD50 intravenous 313mg/kg (313mg/kg) BEHAVIORAL: GENERAL ANESTHETIC Journal of Pharmacology and Experimental Therapeutics. Vol. 101, Pg. 119, 1951.
mouse LD50 oral 300mg/kg (300mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 5, Pg. 572, 1955.
mouse LD50 subcutaneous 300mg/kg (300mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 8, Pg. 25, 1958.
rabbit LD50 oral 3200mg/kg (3200mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 5, Pg. 572, 1955.
rabbit LDLo intraperitoneal 1gm/kg (1000mg/kg) LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES Journal of Pharmacology and Experimental Therapeutics. Vol. 101, Pg. 119, 1951.
rat LD50 intraperitoneal 600mg/kg (600mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 108, Pg. 450, 1953.
rat LD50 oral 980mg/kg (980mg/kg) BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION
Journal of the American Pharmaceutical Association, Scientific Edition. Vol. 47, Pg. 479, 1958.

Safety Profile

Hazard Codes: HarmfulXn
Risk Statements: 22-36/37/38-20/21/22 
R22:Harmful if swallowed. 
R36/37/38:Irritating to eyes, respiratory system and skin. 
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.
Safety Statements: 26-36 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36:Wear suitable protective clothing.
RIDADR: 3249
WGK Germany: 3
RTECS: VN6475000
HazardClass: 6.1(b)
PackingGroup of Salicylamide (CAS NO.65-45-2): III

Specification

  Salicylamide (CAS NO.65-45-2), its Synonyms are 2-Hydroxybenzamide ; Benzamide, 2-hydroxy- ; 2-Carbamoylphenol ; 2-Carboxamidophenol ; Acket ; Afko-Sal ; Algamon ; Algiamida ; Allevin ; Amid kyseliny salicylove ; o-Hydroxybenzamide . It is odorless white or slightly pink crystals and bitter taste, leaves a sensation of warmth on the tongue.